Olde Naples - Naples, FL Homes for Sale - Search All Homes & Real Estate for Sale in Olde Naples Naples, Florida

Located on a quiet street in the heart of Old Naples, this exceptional custom home by London Bay pairs timeless architecture with exquisite interiors by Romanza Interior Design. Completed in 2020, the residence showcases meticulous craftsmanship and distinctive details, including an arched glass front door, a faux Juliet balcony, decorative medallions, copper gutters, gas lanterns, and a mitered tile roof, all framed by beautifully maintained landscaping. Venetian plaster extends throughout the first floor, where a thoughtfully designed kitchen, butler’s pantry with wet bar, spacious great room, and formal dining area are enhanced by custom built-ins. The luxurious primary suite offers direct access to the rear yard, two custom walk-in closets, and a beautifully appointed bath. Upstairs, two guest suites, a study that accommodates additional sleeping space, and a loft opening to a generous covered balcony provide inviting spaces for family and guests. The private rear yard offers a vibrant, landscaped retreat with casual seating, alfresco dining beneath an illuminated trellis, and an intimate fire pit area. Additional features include automated shutters and screens, elevated generator and air-conditioning units, tankless water heaters, natural gas service, and an air-conditioned garage with a car lift and adjacent storage closet. An exceptional opportunity to enjoy Old Naples living, close to the beach and downtown’s celebrated shopping and dining.

167 4th Street N, Naples

Courtesy of London Bay Realty Inc.

$6,795,000

3 Beds ⋅ 5 Baths ⋅ 226038580 MLS

A private sanctuary of timeless elegance, where thoughtful architecture and tranquil outdoor living come together in one of Old Naples’ most desirable settings. Custom built by Waterside Builders for its original owners, this beautifully appointed residence offers three bedrooms plus a den, blending sophisticated design with effortless coastal comfort. Refined interiors and inviting living spaces create an atmosphere of understated elegance throughout. Two distinct outdoor living areas offer exceptional opportunities for relaxation and entertaining, complemented by a peaceful pool setting that serves as a private retreat surrounded by tropical beauty. An air-conditioned three-car garage, discreetly accessed from the rear alley, provides exceptional convenience while preserving the home's attractive streetscape. Ideally situated on a high-and-dry homesite within Flood Zone X500, outside the high-risk Special Flood Hazard Area, this exceptional property offers an additional measure of peace of mind. Located along coveted 1st Avenue North, the residence provides convenient access to Naples’ pristine beaches, world-class dining, and the celebrated boutiques of Fifth Avenue South and Third Street South. A distinctive opportunity to experience the charm, privacy, and effortless lifestyle of Old Naples.

530 1st Ave N, Naples

Courtesy of Premier Sotheby's Int'l Realty

$2,100,000

2 Beds ⋅ 2 Baths ⋅ 226038572 MLS

Live in the heart of Fifth Avenue South, where Naples' celebrated dining, upscale boutiques and vibrant downtown atmosphere are just outside your door. Perfectly positioned along one of the city's most recognized destinations, this turnkey furnished, two-bedroom, two-bath condominium offers a front-row perspective of the avenue below. The spacious, south-facing balcony is a highlight of the residence, offering a sun-filled setting to enjoy morning coffee, alfresco dining or an evening overlooking the activity along Fifth Avenue South. Inside, an updated kitchen features stone countertops and stainless-steel appliances, while renovated baths complement the furnished interiors. Two assigned parking spaces provide added convenience in this sought-after downtown location. Step downstairs to explore an array of restaurants, sidewalk cafes, galleries and boutiques, or stroll approximately two blocks to Naples' Gulf beaches. The distinctive shopping and dining of Third Street South are also a short bicycle, golf cart or car ride away.

365 5th Avenue S Unit 305, Naples

Courtesy of Premier Sotheby's Int'l Realty

$9,900,000

4 Beds ⋅ 6 Baths ⋅ 226036618 MLS

Custom built and designed by Harrell & Co., this architecturally distinctive residence stands apart in Old Naples, showcasing clean lines, dramatic ceiling details, and expansive floor-to-ceiling glass. Situated on one of the area’s most desirable streets, just blocks from 3rd Street South and the Gulf’s white sand beaches, the home features four en-suite bedrooms, two powder rooms, a private den, and a separate casita. The open-concept interior blends thoughtful architecture with refined finishes, including bespoke cabinetry and millwork, Wolf and Sub-Zero appliances, and European oak flooring. Walls of glass connect seamlessly to the outdoor living area, complete with a summer kitchen, pool, and spa. An oversized lounging area with artificial turf and southern exposure provides an ideal setting for enjoying the Florida sunshine. Additional highlights include a Lutron lighting system, motorized shades, private elevator, dry bar with both bar and wine fridges, whole-house 48 kW generator, natural gas, and electric roll-down screens and shutters. All three garages are air-conditioned and with alley access. A rare combination of architectural distinction, exceptional functionality, and refined coastal living in the heart of Old Naples.

636 13th Avenue S, Naples

Courtesy of Gulf Coast International Prop

$6,750,000

4 Beds ⋅ 5 Baths ⋅ 226037076 MLS

An extraordinary expression of modern coastal luxury, this architecturally striking residence enjoys an enviable location just two blocks from the pristine shores of the Gulf. Conceived through the creative collaboration of Integral Builders, Lotus Architecture, and L1 Design, this exceptional two-story home offers 4,100 square feet of beautifully curated interiors, where sophisticated design, dramatic architectural elements, and effortless indoor-outdoor living come together in perfect harmony. Originally created as a model residence, the home showcases an impressive collection of designer finishes and distinctive details throughout. A spectacular entry reveals soaring 22-foot ceilings, expansive walls of glass, and an abundance of natural light, establishing an immediate sense of grandeur. The dramatic great room, anchored by a statement fireplace and architectural feature wall, flows seamlessly into an elegant dining area and a stunning chef’s kitchen appointed with premium Wolf and Sub-Zero appliances, a magnificent waterfall-edge island, custom cabinetry, and a generous walk-in pantry. The thoughtfully designed main level includes a luxurious primary retreat featuring distinctive shiplap ceiling accents, dual closets, a spa-inspired bath, and private terrace access. An additional guest suite and a beautifully appointed study with sliding barn doors provide exceptional comfort and versatility. Upstairs, two spacious en-suite guest bedrooms are complemented by an inviting loft lounge and a private balcony overlooking the resort-style outdoor living area. Designed for year-round enjoyment and exceptional entertaining, the outdoor sanctuary features a covered lanai, inviting fireplace, fully equipped summer kitchen, and a spectacular pool and spa surrounded by lush tropical ambiance. A rare four-bay garage offers outstanding flexibility for automobile enthusiasts, recreational vehicles, or additional storage. Combining timeless architectural sophistication with the relaxed elegance of Naples coastal living, this remarkable residence presents an exceptional opportunity to enjoy refined luxury just moments from the beach, Four Seasons as well as 5th Avenue and 3rd Street renowned for its fine dining and shopping.

405 7TH Avenue N, Naples

Courtesy of John R Wood Properties

$5,757,000

4 Beds ⋅ 3 Baths ⋅ 226036320 MLS

Welcome to The Palm House Old Naples | New Construction | Private Guest Casita Welcome to The Palm House, a stunning new-construction residence in the heart of Old Naples, where timeless coastal charm meets sophisticated luxury. Thoughtfully designed and crafted with the finest materials, this exceptional four-bedroom, three-bath residence showcases impeccable craftsmanship, elegant finishes, and beautifully curated living spaces designed for both refined everyday living and effortless entertaining. Luxurious marble tile and countertops throughout the kitchen and bathrooms add a timeless elegance, complementing the home's sophisticated coastal aesthetic. A private casita offers an inviting retreat for visiting family and friends, complete with a thoughtfully designed morning bar and evening cocktail area—the perfect setting for leisurely mornings and sunset gatherings. Designed for the ease and elegance of Old Naples living, the property features a welcoming circular driveway ideal for convenient arrivals and effortless golf cart living, along with an enclosed garage discreetly accessed from the alleyway, providing secure and convenient parking for your vehicle. Ideally situated in one of Naples’ most coveted neighborhoods, The Palm House is next door to the newly opened, prestigious Four Seasons Resort Naples Beach Club, placing world-class hospitality, pristine beaches, acclaimed dining, charming boutiques, art galleries, and the vibrant energy of downtown Naples just moments away. Seamless indoor-outdoor living, exceptional materials, and impeccable craftsmanship capture the very best of the quintessential Old Naples lifestyle. Located in an X500 flood zone, this remarkable property presents a rare opportunity to own a newly constructed, beautifully appointed residence with a private guest retreat in one of Naples’ most desirable locations. The Palm House—where timeless coastal elegance meets the extraordinary Old Naples lifestyle.

757 Broad Court S, Naples

Courtesy of Compass Florida LLC

$6,995,000

5 Beds ⋅ 6 Baths ⋅ 226019494 MLS

This exceptional Old Naples custom estate is was recently remodeled by Judith Liegeois Design. Showcasing sleek architectural elements, an open floor plan and enhanced through extensive upgrades, this residence epitomizes refined coastal living. Spanning 3,240 square feet under air and 4,872 total square feet, the residence offers five spacious bedrooms and five-and-a-half bathrooms. Every detail has been thoughtfully curated, from the striking modern staircase and pocketing sliders to the detailed crown moulding, oversized baseboards, and elegant wood coffered and tray ceilings. The gourmet kitchen features stainless steel appliances and custom triple-tier cabinetry with glass inserts. Custom wood and tile flooring, along with seamless indoor-outdoor transitions created by pocket sliding doors enhance the home's ambiance. The upper level includes a stylish wet bar and three ensuite guest bedrooms. The outdoor living area is a private tropical oasis, while the lanai features a resort-style pool and spa, an outdoor kitchen with BBQ, a generous seating area, and lush tropical landscaping. Just moments from Fifth Avenue South’s world-class dining, shopping, and white-sand beaches that make Naples one of Florida's most coveted destinations.

473 1st Avenue S, Naples

Courtesy of Gulf Coast International Prop

$8,995,000

4 Beds ⋅ 5 Baths ⋅ 226034117 MLS

Perfectly positioned on one of Old Naples’ most sought after, mahogany-lined avenues, this coastal casual masterpiece delivers over 5,000 square feet of refined, effortless luxury living. Classic, timeless, and exquisitely finished, the light-filled open floor plan showcases a stunning great room designed for elevated entertaining. Built in 2015, this meticulously maintained residence lives better than new, featuring wide-plank wood flooring, plantation shutters, and a gourmet chef’s kitchen appointed with Wolf and Sub-Zero appliances. The indulgent, 1,000+ square foot primary suite offers a serene sitting area, an expansive walk-in closet, a morning kitchen, dual water closets, and a private covered balcony overlooking the manicured grounds. A spacious ground floor VIP suite provides flexibility for a main-level primary, and the home includes provisions for a future elevator. Thoughtfully designed with abundant storage, extensive built-ins, and two laundry rooms, the home blends practicality with sophistication. Lush tropical landscaping, palms, and curated flower and herb gardens create a tranquil backdrop for the sun-drenched pool and spa. Moments to the beach and the best of Old Naples, this exceptional residence embodies luxury living at its finest.

501 2nd Avenue N, Naples

Courtesy of Gulf Coast International Prop

$3,250,000

2 Beds ⋅ 2 Baths ⋅ 226034990 MLS

LOCATION LOCATION LOCATION !! This charming shabby chic cottage-style residence on a spacious .22-acre lot is in the X-500 ZONE as confirmed by the GIS FEMA MAP and located 4 BLOCKS from the BEACH, 5 blocks to 5th Ave, 2 blocks to the library, 7 blocks to the new Gulfshore Playhouse and presents an exceptional opportunity for INVESTORS and BUILDERS seeking a site for a thoughtfully designed Luxury residence WITH NO HOA RESTRICTIONS. NO FLOODING from hurricane Irma, Ian or Milton makes this a solid investment opportunity for its REDEVELOPMENT potential. Build a spacious DREAM home with seamless indoor-outdoor living, and architectural details that capture the COASTAL LIFESTYLE located at the heart of the Naples renown Cultural Center and Art District. ROOM FOR A POOL and it's walkable to almost everything! Whether developing for resale or creating a private personal retreat with seasonal income, this is your opportunity! Central Ave offers ample street parking for overflow guests, short walk to boutiques, restaurants, and entertainment with a hospital conveniently located approximately a quarter mile away. Bring your Architect, Builder, or renovation vision to explore both paths: new construction or an income-producing Coastal Retreat. Schedule your private showing today!

442 Central Avenue, Naples

Courtesy of Achieve Realty LLC

$39,000,000

226032729 MLS

Discover the exceptional opportunity to design and build a custom beachfront residence on this expansive Gulf-front property featuring approximately 190 feet of beach frontage—one of the most significant parcels in the heart of Old Naples. Perfectly positioned along the sugar-sand shores of the Gulf, this oversized lot offers the ideal canvas for designing a world-class estate that embodies the best of Naples’ coastal lifestyle. The exceptional lot depth and width provide ample space for a grand architectural statement—complete with lush tropical landscaping, an impressive pool, and generous outdoor living and entertaining areas to capture the essence of indoor-outdoor living. Residents will relish the tranquil sound of waves, spectacular sunsets, and the gentle Gulf breezes that define this rare seaside setting. Situated on Gulf Shore Boulevard, this address represents the pinnacle of Naples exclusivity—just moments from the renowned Third Street South and Fifth Avenue South districts, offering fine dining, boutique shopping, and vibrant cultural experiences. The property is also located within close proximity to the new Four Seasons Naples Beach Club, further enhancing its prestige and desirability. Whether envisioned as a modern architectural masterpiece or a timeless coastal retreat, this unparalleled site presents an opportunity to craft a true legacy home in one of Naples’ most coveted beachfront locations.

275 Gulf Shore Boulevard N, Naples

Courtesy of William Raveis Real Estate

$4,995,000

3 Beds ⋅ 3 Baths ⋅ 226032348 MLS

Experience rare coastal charm and modern sophistication at the iconic Captain Parker House, ideally located within walking distance of 5th Ave S, 3rd St S, Cambier Park, and the beach. Meticulously restored throughout, the residence showcases old-growth heart pine flooring, shiplap detailing, whimsical designer tile, a freestanding soaking tub, and a bespoke fireplace surfaced in hand-picked oyster shells. The gourmet kitchen is appointed with a French Lacanche gas range, Sub-Zero refrigerator, and built-in wine cooler. Structural and mechanical updates include impact-resistant glass, a standing seam metal roof, Hardie board siding, and a whole-house backup generator. Outside, lush grounds host a grotto pool nestled amid a mature canopy of a 50-foot Royal Poinciana, coconut palms, banana trees, coffee plants, and flowering gardenias.

680 8th Avenue S, Naples

Courtesy of John R Wood Properties

$16,990,000

6 Beds ⋅ 8 Baths ⋅ 226034183 MLS

Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired turnkey furnished for immediate occupancy. From the moment of arrival, the home makes a lasting impression. Flickering gas lanterns, a gracious front porch, and classic symmetrical architecture accented by exquisite millwork create an inviting sense of elegance. Inside, refined finishes abound, including mahogany front doors, rift-sawn white oak flooring, and a striking vaulted ceiling detail upon entry. The living room’s balanced symmetry and detailed millwork flow seamlessly into the gourmet kitchen and dining area, anchored by a 60" Wolf dual-fuel range featuring six burners, an infrared charbroiler, and an infrared griddle. Additional highlights include a Sub-Zero side-by-side refrigerator and freezer, integrated refrigerator drawer systems, and two Miele dishwashers—perfectly suited for both everyday living and entertaining. Thoughtfully curated spaces throughout the home include a bespoke media room with soundproofed walls and a Savant sound system, a handsome study with custom built-in display cabinetry overlooking the pool, a fully reimagined bar and library, and a dedicated fitness studio complete with a steam shower—each space designed for both function and refined living. The estate is comprised of five well-appointed bedrooms, four of which feature en-suite baths, offering refined accommodations for both residents and guests alike. The Master Suite and Bath offer a true private retreat, enveloping you in comfort from head to toe. A tranquil sitting area overlooks the spa and pool, providing a serene backdrop for rest and reflection. Crown moldings and elegant casings throughout enhance the sense of refined craftsmanship, creating a space that feels like a peaceful escape—while remaining unmistakably at home. Following a complete renovation inside and out, the outdoor living spaces are equally compelling. An expansive, oversized porch is designed for rest and relaxation, offering an exceptional poolside setting framed by a preserved Wild Oak tree—an enchanting natural centerpiece that enhances the estate’s sense of serenity and timeless charm. Additional elevated improvements include two side-mounted car lifts, whole-house generator, dual dehumidification systems, a steam shower within the fitness studio underscoring the home’s exceptional level of care, resilience, and thoughtful investment.

1963 Gulf Shore Boulevard S, Naples

Courtesy of John R Wood Properties

$10,395,000

5 Beds ⋅ 7 Baths ⋅ 226032954 MLS

An extraordinary expression of luxury living in Olde Naples steps from the brand new Four Seasons Resort. This exceptional estate offers an enviable lifestyle just a short stroll from the beach and moments from the celebrated dining, shopping and entertainment of downtown. Sophisticated yet effortlessly livable, the residence blends refined interiors with a spectacular private outdoor retreat. Beyond the interiors, a lush tropical oasis unfolds around a stunning resort-style pool and spa accented by dramatic water features. An impressive cabana-style bar and fully equipped outdoor kitchen anchor expansive covered living and dining areas, creating an exceptional setting for intimate evenings or grand-scale entertaining. A private guest cabana completes the resort experience, offering visitors their own secluded retreat. Inside, beautiful wood flooring, gracious proportions and sophisticated finishes establish an atmosphere of understated elegance. The main-level primary suite is a serene sanctuary, while the beautifully appointed chef’s kitchen combines high-end finishes and exceptional functionality for both everyday living and entertaining. Upstairs, additional bedroom suites are complemented by a generous loft providing a private secondary living space ideal for family and guests. Rarely does a residence so seamlessly combine the privacy and indulgence of a luxury resort with the quintessential Olde Naples lifestyle. With the Gulf beaches within walking distance and the boutiques, galleries and acclaimed restaurants of Fifth Avenue South and Third Street South just moments away, this exceptional estate offers an extraordinary opportunity to experience Naples living at its finest.

241 7TH Avenue N, Naples

Courtesy of William Raveis Real Estate

$5,300,000

3 Beds ⋅ 4 Baths ⋅ 226033993 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. A rare Old Naples opportunity offering 0.35 acres and 96 feet of frontage, just a short walk to the beach and the newly completed Four Seasons Resort. Adding to its appeal, the property fronts the Four Seasons golf course, providing an open outlook and no residence directly across the street. MHK Architecture has prepared a report identifying an 8,427-square-foot buildable area and 5,422-square-foot allowable footprint, presenting an exceptional opportunity to create a substantial custom estate in one of Naples’ most coveted locations. The existing 3,016-square-foot residence offers 3 bedrooms plus a den/office, 4 baths, a private pool and spa, and a well-appointed kitchen. Significant improvements completed in 2023 include a new roof, pool heater, HVAC system, water heater, refrigerator and dishwasher, new carpet throughout, kitchen and guest bathroom countertops, and a new guest bathroom off the den. Whether envisioned as a sophisticated renovation or replaced with a new custom residence, this exceptional homesite offers possibilities rarely found in Old Naples. The Gulf beaches and Four Seasons are a short walk away, while 5th Avenue South and 3rd Street South are approximately five minutes by car, placing Naples’ finest dining, boutique shopping, galleries, and downtown amenities within easy reach. Rare land. Exceptional frontage. An open outlook across the Four Seasons golf course. And one of the most coveted locations in Old Naples.

250 S Golf Drive, Naples

Courtesy of William Raveis Real Estate

$12,900,000

5 Beds ⋅ 6 Baths ⋅ 226035032 MLS

Located on an oversized parcel in one of Old Naples’ most walkable residential enclaves, this newly constructed estate blends British West Indies architecture with uncompromising modern performance. Encompassing 5,449 square feet of interior living space, the residence was designed by MHK Architecture, built by Lotus Construction, and furnished by Freestyle Interiors - all under the direction of New England-based developers EMB Custom Homes. The layout is anchored by two full primary suites, one on each level - making the home ideal for multigenerational living or extended guest accommodations. The second floor is dedicated entirely to a private owner’s retreat, featuring a large bedroom, lounge-style family room, private fitness area, and dual balconies overlooking the manicured grounds. A total of five oversized bedrooms and six bathrooms are complemented by two laundry centers, a three-car split garage, and elevator access to all levels. Each bath is outfitted with Toto Neorest 700 intelligent toilets. The open living spaces are framed by custom millwork, generous ceiling heights, and seamless transitions to the outdoors. The chef’s kitchen features a full Wolf/Sub-Zero appliance suite, Miele coffee stations on both levels, and ample storage integrated into clean-lined cabinetry. Adjacent dining and living areas open directly to the custom pool and sunken spa, designed for both privacy and function. A full smart home automation system governs lighting, audio, HVAC, and security. Other features include custom closets throughout, a full-home generator, and mature landscaping designed to provide privacy while preserving the homes connection to its Old Naples setting. The gulf beaches, Fifth Avenue, and Third Street South’s dining and shopping are all within easy walking or biking distance - placing this property in a prime position for those seeking both proximity and discretion.

501 7TH Avenue N, Naples

Courtesy of William Raveis Real Estate

$25,900,000

6 Beds ⋅ 12 Baths ⋅ 226035214 MLS

NOW COMPLETE! Commanding a rare western lakefront setting in the heart of Old Naples, this extraordinary new construction estate represents an exceptional achievement in architecture, craftsmanship and sophisticated resort-style living. Encompassing more than 9,400 square feet of interior living space, the residence was conceived as a private retreat where dramatic design and meticulous attention to detail come together effortlessly. Twin infinity-edge reflecting pools create a striking arrival, leading into a soaring two-story great room defined by precision millwork, architectural symmetry and a sculptural floating staircase. The formal dining room is enhanced by a dramatic glass-enclosed wine wall incorporated into bespoke cabinetry, while the chef’s kitchen features Wolf and Sub-Zero appliances, dual Miele coffee stations and a concealed butler’s pantry designed for seamless entertaining. The first-floor primary suite is a private sanctuary unto itself, complete with a dedicated study, two expansive dressing rooms, discreet laundry center and luxurious marble-clad bath with indoor and outdoor showers. Upstairs, five beautifully appointed bedroom suites are joined by a media lounge and concealed club room featuring a full bar and humidor. Equally impressive outdoor spaces were designed to showcase the spectacular western lake views and Naples sunsets. A 60-foot negative-edge pool spans the rear of the residence, with dramatic stepping-stones crossing the water to a sunken firepit lounge. An elevated spa, expansive covered loggia and fully equipped summer kitchen create an extraordinary setting for outdoor living and entertaining. A detached fitness pavilion overlooking the lake provides another remarkable element to this private resort environment. Additional features include an elevator, three laundry stations, commercial-grade sheet ironer, whole-home generator, comprehensive smart-home technology and a five-car split garage designed with the collector in mind. Created by EMB Custom Homes in collaboration with MHK Architecture, Lotus Construction and Freestyle Interiors, and offered fully furnished, this newly completed lakefront estate presents a rare opportunity to experience exceptional scale, design and craftsmanship in one of Old Naples’ most coveted settings.

616 BOUGAINVILLEA Road, Naples

Courtesy of William Raveis Real Estate

$5,950,000

3 Beds ⋅ 3 Baths ⋅ 226034533 MLS

A beach bungalow in the heart of Old Naples, this charming three-bedroom, two-bath residence sits on an expansive 150-by-100-foot corner lot just three blocks from the Gulf. Surrounded by mature trees and lush landscaping, the property offers a wonderful sense of privacy while capturing the relaxed, timeless character of coastal Naples. The home is filled with natural light and offers inviting indoor-outdoor living, providing an opportunity to enjoy the property as it is, thoughtfully reimagine the existing residence or take advantage of the generous homesite to create a new custom home. Ideally at the corner of Third Street North and Fourth Avenue North, 444 Third Street North places the beach, Fifth Avenue South and Third Street South all within easy reach.

444 3rd Street N, Naples

Courtesy of Premier Sotheby's Int'l Realty

$5,299,000

3 Beds ⋅ 2 Baths ⋅ 226033966 MLS

This Old Naples Dolphin Cottage was built in 1935 and has been meticulously restored to reflect the owner's love of historic Old Naples. The home is a blend of classic and fresh design ideas, with tongue and groove ceilings, wide plank wood flooring and updated baths that are aglow with vibrant and classic colors. The rear porch that overlooks the freeform pool and lushly landscaped rear yard is a comfortable oasis to relax and unwind after a long day enjoying all Naples has to offer. Naples pristine beaches and the world-class dining and nightlife of Third Street South are just a short distance away. A unique home that brings you back to a bygone era and timeless charm of Old Naples.

244 11th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

$6,500,000

5 Beds ⋅ 4 Baths ⋅ 226033639 MLS

This home feels like a big hug! Just the right amount of indoor and outdoor living. Very private with Clusia and Podocarpus hedges surrounding the property for maximum privacy. A perfect retreat for individuals, family and friends. As you enter the home you are greeted by white washed wood flooring, open Great Room with volume ceilings that lead to a custom Cupola that reaches 26', to add light and architectural detail. Dining space that can easily seat 10-12 people, and bar area with a beverage refrigerator and wine/glass storage. The cook's kitchen features a large island (seating 6), ample storage and gas cooktop. Six sets of French doors open to the outdoor living areas, including a living/kitchen space with a gas grill and fireplace, along with a large covered lanai for entertaining and alfresco dining. The saltwater pool includes a spa and sun shelf. Primary suite has a spa like bath and two walk-in closets. From the bed and sitting area there are lovely views of the gardens and pool. This residence is situated on one of Old Naples most coveted and beautiful streets. There is a large side yard on the south side of the home perfect for outdoor games, reading, dogs, kids and/or grandkids. A quick walk to the beach, Fifth Avenue dining and shopping, NCH and so much more. The garage is situated off the alley with additional parking, along with a circular drive off of 3rd Street.

131 3rd Street N, Naples

Courtesy of John R Wood Properties

$7,499,000

4 Beds ⋅ 6 Baths ⋅ 226033005 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Six doors from the Gulf, exceptional single-level living in the heart of Old Naples. Set on a generous one-third-acre homesite along a quiet residential street, 185 North Lake Drive offers a contemporary way of living that is increasingly difficult to recreate. While much of today’s new construction reaches vertically, this thoughtfully designed residence lives entirely on one level, with soaring ceilings, abundant natural light and an effortless connection between indoors and out. At the heart of the home, a magazine-worthy kitchen makes a dramatic statement with a counter-to-ceiling ombré mosaic backsplash, sculptural hood and professional-grade Wolf appliances. The open great room flows naturally to the dining and family areas, while zero-corner sliders extend the living spaces to an expansive covered lanai. Designed for year-round entertaining, the outdoor living experience includes a fully equipped summer kitchen, bar and alfresco dining, custom-detailed ceilings, fireplace, generous lounge areas, and an elevated pool and integrated spa surrounded by lush privacy landscaping. The spacious primary suite offers room for a private office or sitting area and a serene, spa-inspired bath with freestanding tub, oversized multi-head shower, dual vanities and private water closet. Generously proportioned guest accommodations include a suite that lives like a second primary, with a walk-in closet and private outdoor access. Beyond the residence itself is the lifestyle that makes this location extraordinary. Stroll to the end of the block for sunset on the Gulf, enjoy cocktails at HB’s at Four Seasons Naples Beach Club, dinner on Fifth Avenue South, or the Farmers Market on Third Street South, then return to the privacy of North Lake Drive. Offered move-in ready and turnkey furnished, with an attached three-car garage, everything is already in place to enjoy the season ahead, without the wait of building or the task of furnishing a new home. A distinctive opportunity to enjoy the very best of Old Naples, six doors from the Gulf, beautifully private and entirely on one level.

185 North Lake Drive, Naples

Courtesy of Coldwell Banker Realty

$6,495,000

4 Beds ⋅ 5 Baths ⋅ 226031105 MLS

BRAND-NEW 2026-BUILT LUXURY ESTATE—JUST COMPLETED AND NEVER LIVED IN—in the heart of OLDE NAPLES, about half a mile from the GULF BEACHES and less than 1 mile from 5TH AVENUE SOUTH dining, shopping and entertainment. The WEST-FACING POOL AND OUTDOOR LIVING AREA enjoy beautiful sunsets and optimal natural light/sunlight. Offering 4,730 SQ FT UNDER AIR, this modern coastal home features 4 bedrooms, 2 dens—including an upstairs loft/family room—5 baths, dual laundry rooms and a 3-CAR GARAGE. Highlights include HURRICANE-IMPACT WINDOWS, a METAL ROOF, soaring ceilings, wood beams, shiplap, a floating wood-and-glass staircase and two-story foyer. The chef’s kitchen offers quartz counters, white cabinetry, wood accents and a walk-in pantry. Fully pocketing sliders open to a RESORT-STYLE POOL AND SPA, entertainment deck, summer kitchen, covered lounge and outdoor fireplace. The MAIN-LEVEL PRIMARY SUITE features pool access, dual walk-in closets and a spa-like bath with soaking tub and oversized dual-entry shower. Upstairs, the loft with wet bar opens to a balcony. Near Third Street South, Venetian Village and Waterside Shops, the home is served by the A-RATED COLLIER COUNTY SCHOOL DISTRICT.

135 7th Street N, Naples

Courtesy of John R Wood Properties

$8,250,000

4 Beds ⋅ 5 Baths ⋅ 226028668 MLS

Ideally located in the heart of Olde Naples, just three blocks from the Gulf, this striking contemporary residence pairs innovative architectural design with exceptional finishes and effortless indoor/outdoor living. Set along one of Olde Naples’ most picturesque streets, north of Central Avenue and surrounded exclusively by single family homes, the property enjoys a lush, private setting with the added convenience of alley access. Built by respected luxury homebuilder Build., the residence showcases exceptional craftsmanship and thoughtful design throughout. Southern exposure fills the interiors with natural light, while soaring ceilings and expansive walls of glass create a bright, open atmosphere. The great room flows seamlessly to the outdoor living areas, creating an ideal setting for both everyday living and entertaining. The chef’s kitchen features sleek Italian cabinetry, premium Miele and Liebherr appliances, a built in coffee system, wine refrigeration, and an oversized island. Upstairs, the spacious primary suite offers a spa inspired bath with a freestanding soaking tub, oversized shower, and private outdoor shower. Three additional guest suites, each with an en-suite bath, provide comfortable and private accommodations for family and guests. Outside, the resort style pool and spa feature cascading water elements, a sun shelf, and LED lighting, all surrounded by lush landscaping for exceptional privacy. The covered lanai is designed for year-round entertaining with an outdoor kitchen, built in grill and refrigerator, roll down screens, fireplace, fire pit, and media lounge. A refined Olde Naples residence offering distinctive architecture, exceptional craftsmanship, and an outstanding location just moments from the Gulf, beaches, dining, and shopping.

376 1ST Avenue N, Naples

Courtesy of William Raveis Real Estate

$1,999,000

2 Beds ⋅ 3 Baths ⋅ 226032535 MLS

Stunning designer furnished by Cocoon Gallery, 2 bedroom, 2.5 bath unit in the highly desirable The Mark on 8th in Olde Naples. Located on the third floor (with elevator access), unit 309 enjoys enhanced privacy with abundant natural light. Approximately 500 sq. ft. of outdoor living space spread across three furnished terraces. Recently completed in 2025 with the best-in-class finishes including a 4-burner Wolf gas stove, Wolf microwave, Miele dishwasher and Sub-Zero refrigerator/freezer. Great room living/dining area with volume ceilings create a spacious atmosphere ideal for entertaining with a convenient half bath. Each bedroom is ensuite with a walk in closet. Assigned garage space and storage under building plus plenty of guest parking. Residents of The Mark enjoy access to luxury amenities including heated pool and spa, an expansive sun deck, outdoor grilling station and fire pit, pool baths and an outdoor shower, community clubhouse, sauna and fitness center. The Mark is pet friendly with a 2 pet limit. Located steps from boutiques, restaurants and galleries of 5th Avenue and a short stroll to the beach.

201 8th St S #309, Naples

Courtesy of Coldwell Banker Realty

$6,290,000

4 Beds ⋅ 5 Baths ⋅ 226032568 MLS

In the heart of Old Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm of a classic Naples cottage while delivering the craftsmanship, sophistication and conveniences of a modern luxury home. Offered beautifully furnished, the residence feels distinctly at home among the enchanting streets of Olde Naples, with coastal architecture and thoughtful details creating an elegant sense of place from the moment you arrive. Inside, every square inch has been thoughtfully maximized for effortless resort-style living. The light-filled great room is wrapped in windows and opens seamlessly to the outdoor living areas, while warm wood flooring, detailed millwork and a beautifully crafted ceiling bring character and dimension. At the center of the home, a chef's kitchen pairs timeless cabinetry with an expansive island, gas cooking and Thermador appliances. A dedicated coffee bar and impressive butler's pantry elevate everyday living with an ice maker, second dishwasher and refrigerated beverage drawers. The adjoining dining area is designed equally for intimate dinners and lively gatherings, anchored by a dramatic bar feature wall with a full-size wine refrigerator and separate beverage refrigerator. Nearly every main living space is connected visually and physically to the home's sparkling pool and spa, creating the relaxed indoor-outdoor lifestyle for which Naples is celebrated. A bright, inviting sundeck extends along the side of the residence, and a charming side yard with a turf putting green adds another unexpected element of recreation. The first-floor primary suite is a serene, light-filled retreat, beautifully finished with a luxurious bath featuring a freestanding soaking tub, oversized shower and generous walk-in closet. Upstairs, guests enjoy an exceptional level of privacy with two beautifully appointed en-suite bedrooms, a second primary suite with a spa-inspired bath, a dedicated den and a charming bunk room with accommodations for four. A second-floor washer and dryer adds thoughtful convenience for family and guests. Completing the residence is an oversized two-car garage with generous ceiling height and room for vehicle lifts, plus a full-home generator. With its combination of classic Old Naples architecture, nearly new construction, sophisticated furnishings and incredible location, this exceptional residence offers the rare opportunity to enjoy the character of a timeless coastal cottage without compromising the luxuries of a thoughtfully designed modern home.

844 8th Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226031870 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Rare opportunity in the heart of Olde Naples. Ideally positioned between Fifth Avenue South and historic Third Street South, this expansive 128' x 150' lot offers a rare opportunity to build a remarkable new residence in one of Olde Naples’ most desirable locations. Enjoy equal walking distance to Fifth Avenue South and Third Street South, with the Gulf, Naples Pier, Cambier Park, The Dock, Tin City, and many of downtown Naples’ most popular destinations all nearby. The generous lot dimensions, central location, and exceptional walkability create an outstanding setting for a thoughtfully designed new residence. The property may also offer the potential for a future lot split, creating additional redevelopment possibilities, subject to applicable approvals. Whether envisioned as a sophisticated coastal retreat or an impressive full-time residence, the property offers the space and setting to bring a distinctive vision to life while enjoying everything Olde Naples has to offer just moments away. The property is currently improved with a concrete block duplex-style residence and additional cottages, offering flexibility while planning for its future. A unique opportunity to build or redevelop on an exceptionally sized lot in the very center of Olde Naples.

560 9th Avenue S, Naples

Courtesy of Waterfront Realty Group Inc

$6,995,000

3 Beds ⋅ 5 Baths ⋅ 226031758 MLS

Old Florida charm meets modern sophistication in this beautifully updated Old Naples residence, located just over a block to the beach and 2 blocks to Fifth Avenue South. This 3 + den, 5 bath home offers 4,670 square feet of living area with wide-plank oak flooring, a new white-shaker kitchen with dual islands, walk-in pantry, and upgraded appliances. The spacious great room features 26-foot ceilings, custom built-ins, and an entertaining bar. The renovated owner’s suite includes superb closet systems and a beautifully appointed bath. Additional interior spaces include a study, loft with third-floor sunset terrace, and a 600-square-foot bonus room ideal for an art studio, workshop, fitness room, or flex space. The private backyard provides a serene setting with a renovated lanai, pool, oversized spa, outdoor kitchen, and southern exposure. Notable features include impact-resistant windows, 500-gallon buried propane tank powering a whole-house generator, extensive landscape lighting, fenced yard, and three garages (two rear-alley and one side-entry). Two upstairs en suite guest rooms offer balconies and generous storage throughout, including large second-floor storage closets. Move-in ready and ideally positioned to enjoy the Old Naples lifestyle.

180 7th Avenue S, Naples

Courtesy of Gulf Coast International Prop

$14,500,000

5 Beds ⋅ 7 Baths ⋅ 226031429 MLS

Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmanship, and thoughtful design. Masterfully envisioned by MHK Architecture and brought to life by Lotus Construction’s luxury division, the residence enjoys a premier setting directly across from the newly redeveloped Four Seasons Resort Naples Beach Club and its oceanfront golf and tennis campus, offering sweeping views across manicured fairways in one of Naples’ most exclusive and tightly held locations. Encompassing nearly 7,000 square feet of meticulously designed living space, the home balances grandeur with livability. Five generously proportioned bedroom suites, a private study, and seven baths are thoughtfully arranged within a floorplan that offers both open gathering spaces and intimate retreats. Interiors curated by Freestyle reflect a refined, modern coastal aesthetic, with bespoke millwork, curated materials, and an understated palette that allows the architecture and setting to take center stage. The chef’s kitchen is a statement of both form and function, anchored by a fully integrated Wolf and Sub-Zero appliance suite, Miele coffee system, and an expansive scullery designed for seamless entertaining. A climate-controlled wine room and discreetly integrated bar enhance the home’s capacity for sophisticated hosting, while thoughtful appointments—including dual laundry rooms, a commercial-grade sheet ironer, natural gas-powered rooftop generator, and intelligent Toto Neorest fixtures—underscore a commitment to comfort and operational excellence. Outdoor living is equally compelling, with a custom pool and spa surrounded by lush, mature tropical landscaping that provides exceptional privacy while preserving open golf course vistas. A Crestron whole-home automation system offers intuitive control of lighting, climate, security, and entertainment, ensuring effortless daily living. Completing the residence is a split three-car garage, offering both convenience and discretion. Built by EMB Custom Homes and offered fully furnished, this exceptional property presents a rare opportunity to acquire a turnkey estate of architectural significance in one of Naples’ most coveted coastal settings—just moments from the beach and the world-class dining, shopping, and cultural experiences of Fifth Avenue South and Third Street South.

774 S GOLF Drive, Naples

Courtesy of William Raveis Real Estate

$8,995,000

4 Beds ⋅ 6 Baths ⋅ 226031431 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather than excess. The residence spans more than 4,700 square feet of interior living space and is arranged to support both privacy and connection, offering four ensuite bedrooms and six bathrooms featuring Neorest Toto toilets. On the main floor, the primary suite is intentionally positioned for convenience and discretion, featuring a spa-inspired bath with a soaking tub, glass-enclosed shower, floating dual vanities, and a private water closet. The heart of the home is defined by soaring ceilings, abundant natural light, and a calm material palette. Wide-plank white oak flooring, tailored millwork, and soft neutral tones establish a refined backdrop for daily life. The kitchen is both elegant and highly functional, outfitted with integrated refrigeration, dual wall ovens, concealed storage, and streamlined cabinetry that transitions seamlessly into the dining and great room. Large hurricane-impact sliding doors open the interior to the outdoor living area, creating an effortless indoor-outdoor connection. A thoughtfully finished elevator provides smooth access between levels. Upstairs, a private VIP suite offers exceptional flexibility, complete with its own living area, full bath, and two balconies—well suited for extended guests or multi-generational living. Two additional guest suites and a dedicated laundry room complete the upper level, and a home generator is in place for additional peace of mind. Outdoors, the rear courtyard is designed for relaxed entertaining, centered around a custom pool and spa, covered lounge, full outdoor kitchen, and pool bath. The setting is private and quiet, enhanced by alley access. A three-car garage—an uncommon amenity in Old Naples—features extra ceiling height suitable for vehicle lifts or specialized storage. Just blocks from Naples’ most celebrated dining, boutiques, and cultural destinations, this home delivers a rare combination of architectural discipline, location, and immediate enjoyment. It is a residence defined by enduring quality and thoughtful design—crafted to be appreciated long after the first impression.

835 11TH Avenue S, Naples

Courtesy of William Raveis Real Estate

$6,100,000

4 Beds ⋅ 4 Baths ⋅ 226031446 MLS

Five blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and located in the desirable X500 flood zone, the home has been thoughtfully upgraded for both peace of mind and everyday luxury. A new 2025 standing-seam aluminum roof, impact windows and doors, provide storm-ready confidence, while a southern-exposure fills the interior with natural light. Designed for effortless living and entertaining, the open floor plan centers around a chef’s kitchen appointed with Wolf and Sub-Zero appliances, custom cabinetry, and island seating. The great room flows seamlessly to a private yard retreat featuring a heated saltwater pool with Pentair automation, new heater and chiller for year-round enjoyment. The first-floor primary suite offers privacy and ease, complemented by beautifully updated baths and refined finishes throughout. Upstairs, a spacious loft and guest suites open to a balcony overlooking the pool courtyard—ideal for visitors or multigenerational living. Additional features include a two-car garage, storage, updated mechanical systems, and close proximity to 5th Ave, 3rd St, the Naples Pier, and Gulf beaches. For buyers seeking an Olde Naples home that lives meticulously like new—with modern systems, elevated construction, and true walkability—this property represents a compelling opportunity in one of Naples’ most desirable neighborhoods.

570 2nd Avenue N, Naples

Courtesy of Gulf Coast International Prop

$4,599,000

3 Beds ⋅ 4 Baths ⋅ 226031335 MLS

Between the Gulf of Mexico and Naples Bay, this coastal contemporary home captures the charm of Old Florida living. Just six blocks to the beach and Naples Pier, and moments from 3rd Street South and 5th Avenue, it’s perfectly situated for the Olde Naples lifestyle. Filled with natural light, the home features 3 bedrooms plus a den, 3.5 baths, a gourmet kitchen, dining area, morning nook, and custom elevator. French doors open to rich wood floors and custom ceilings. Outdoor spaces include a front porch, second floor balcony, covered lanai, heated pool and spa, and lush tropical landscaping for privacy. Built to modern standards with impact windows, a whole-house generator, new A/C, and elevated construction that’s remained high and dry—this residence offers timeless coastal style and enduring quality in an exceptional location.

645 Broad Avenue S, Naples

Courtesy of Compass Florida LLC

$6,150,000

5 Beds ⋅ 5 Baths ⋅ 226030692 MLS

Enjoy the southern end of Old Naples in the perfect spot between two of the most prized streets; Gulf Shore Blvd and Gordon Drive. Just a block from the beach and a minute distance from Third Street shopping/dining, this home is an ideal location for beach lovers and metropolitans who value their privacy. Unwind on the spacious, covered outdoor living area, or in the pool and spa at the end of a long day. The spacious master bedroom with dual walk-in closets is located next to the office. With a layout that lends itself to convenient living and spacious suites for guests, this home is perfect for any type of entertaining. Converted to Natural Gas in 2021 and re-roofed in 2024, this home has the convenience and peace of mind actions taken that one looks for in an Old Naples home. A rare opportunity to enjoy one of the most coveted locations in the nation.

155 20th Avenue S, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$6,795,000

5 Beds ⋅ 6 Baths ⋅ 226029571 MLS

This exemplary home in a walk-to-beach-and-town location lives like brand new and is beautifully maintained. Built by Provident Beach Houses, this elegant home was featured in HGTV's Ultimate House Hunt as a 2023 Finalist for Amazing Kitchens. The gourmet kitchen features a Bertazzoni gas range, a huge center island, hidden pantry space, glass display cabinets and ample storage. The thoughtfully curated details throughout draw inspiration from tropical Dutch West Indies architecture, including wide smoked white oak hardwood flooring and 11 ft ceilings with whitewashed beams. The spacious primary suite opens directly to the pool and lanai and boasts a 15 ft beamed ceiling, motorized blinds and shades, enormous bath with double sinks, separate tub, multiple shower heads and a generous custom closet. The family room with built-ins opens seamlessly to the kitchen and lanai and a private office/5th bedroom wing offers a quiet retreat of its own. Upstairs, three additional en suite bedrooms surround an expansive game/living room with an exposed high-beam hip ceiling and built-in cabinetry complemented by a full second-floor laundry room and two balconies overlooking the pool and lanai. Outside, the tropical landscaping and full western exposure combine to capture those coveted Naples sunsets and a feeling of being on a perpetual vacation. The lanai is a true entertainer’s oasis with a summer kitchen featuring outdoor grill and sink, covered seating with retractable screens, a shell stone paver pool deck with glass railings, gas-heated pool, large party spa with LED accent lighting, sunny seating areas plus an outdoor shower. Additional features include plantation shutters and motorized shades new in 2024, wired for security and exterior cameras, Lutron lighting system, tankless hot water heater, whole house generator plus attached garage designed with room for car lifts.

1140 8th Street S, Naples

Courtesy of John R Wood Properties

$2,695,000

2 Beds ⋅ 3 Baths ⋅ 226028107 MLS

Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beautiful travertine flooring, elegant crown molding, and a stunning recently updated kitchen with quartz countertops and a large island perfect for entertaining. Two private suites are complemented by a generously sized den with a closet, offering effortless flexibility as a third bedroom with a shared bath. The serene primary ensuite is a true retreat, featuring wide-plank hardwood floors and a spa-inspired sense of comfort and sophistication. The spacious private balcony overlooks iconic 5th Avenue South – your front-row seat to the area’s top events including the St. Patrick’s Day Parade, art shows, and spectacular nightly sunsets. Cambier Park is located just behind the building for added green space and events. Residents enjoy a rooftop pool with park and city views, under-building parking, and the ultimate walkable lifestyle. Restaurants, boutiques, galleries, and the beach are all right here. Live where every day feels like a vacation in the heart of Old Naples.

780 5th Avenue S Unit 203, Naples

Courtesy of Gulf Coast International Prop

$13,500,000

5 Beds ⋅ 7 Baths ⋅ 226029919 MLS

GULF AND FIFTH AVENUE IS AT YOUR FRONT DOOR… EXQUISITE CURB APPEAL with circular drive way, magnificent royal Palms trees boarder the entire estate. Wrought-iron power gates, and twin limestone staircases to front door. As you enter twenty-four-foot foyer. Mediterranean in spirit, furnished, ready to live. First floor: fireplace living room to an eight-hundred-bottle wine room, family room to a Gulf-glimpse terrace, rotunda dining for ten, ground-floor primary with pool terrace, private elevator to every level. Upstairs: parlor and bar, office, ensuite(4) guest quarters, roof top deck. Resort pool and spa on an 85’X 150’ beach-block lot, three-car alley garage. Walk to the beach, dinner, galleries, Cambier Park. For a family, a host, or a second-home buyer who wants the Gulf and downtown in one address. Come see this home at the Golden hour.

40 5th Avenue S, Naples

Courtesy of Coldwell Banker Realty

$2,700,000

3 Beds ⋅ 3 Baths ⋅ 226029118 MLS

Welcome to your private slice of paradise in the heart of Old Naples! This beautifully renovated 3-bedroom, 3-bath luxury cottage offers the quintessential Naples lifestyle, complete with a stunning waterfall pool and spa, lush mature landscaping, and an unbeatable location just minutes from the best of Old Naples. Positioned on a beautiful, serene street, this exceptional home is just 6 blocks from 5th Avenue South, 4 blocks from 3rd Street South, 7 blocks from the beach and Naples Pier, and moments from Cambier Park. Whether you're strolling to dinner, enjoying a day at the beach, or relaxing poolside at home, everything that makes Naples special is right outside your door. Inside, a sophisticated light-neutral palette, tile flooring throughout, plantation shutters, and a shiplap living room ceiling create a timeless, elevated coastal atmosphere. The beautifully appointed kitchen features high-end KitchenAid appliances and granite countertops, while the spacious primary suite enjoys serene views of the pool, a luxurious bath with dual vanities, and a walk-in closet. The outdoor living space is truly spectacular. The remodeled pool deck surrounds a heated waterfall pool and spa, creating a private resort-style retreat perfect for morning swims, afternoon lounging, and effortless entertaining beneath the Florida sun. Mature palms, lush landscaping, modern landscape lighting, and Rain Bird irrigation enhance the sense of privacy and tranquility. Extensive upgrades provide both luxury and peace of mind, including a 2024 A/C system with raised air handler, tankless water heater, Generac generator, propane tank, whole-home water filtration system, replaced windows, doors and sliders, ADT security system with motion sensors, epoxy-finished garage floor, pool heater, and more. This is more than a beautifully renovated home—it is an opportunity to experience the Old Naples lifestyle at its finest. With world-class dining, shopping, beaches, parks, and entertainment all within easy reach, this exceptional cottage is ready to welcome you home to Paradise. Don't miss your opportunity to own a truly special piece of Old Naples before the season begins!

1135 7th Street S, Naples

Courtesy of Premiere Plus Realty Company

Selling Office: .

$5,000,000

226029373 MLS

One or more photo(s) has been virtually staged, AI generated or rendered.

541 3rd Street N, Naples

Courtesy of Douglas Elliman Florida,LLC

Selling Office: .

$5,950,000

4 Beds ⋅ 6 Baths ⋅ 226026258 MLS

Olde Naples corner-lot estate pairs ultra-luxury design with elite walkability. Dramatic 20ft great room features floor-to-ceiling glass & crystal sphere chandelier. Light-washed oak floors flow into a culinary kitchen with professional gas range & artisan blue beaded statement chandelier. Main-floor primary sanctuary offers direct courtyard access, glass sitting lounge & spa bath with freestanding soaking tub. Upstairs, a sunlit mezzanine loft study overlooks the great room, plus 2 en-suite guest suites and a covered veranda. Detached private guest house with separate entry provides an exclusive retreat or studio. Private tropical courtyard rivals elite resorts, showcasing a pool with cobalt-blue tile spa, triple waterfall wall & loggia with summer kitchen & gas fireplace. Unrivaled walkable lifestyle: 6 blocks to pristine white-sand Gulf beaches, 5 blocks to elite dining/boutiques on 3rd St S & 5 blocks to world-class 5th Ave S shopping.

1011 6th Street S, Naples

Courtesy of Compass Florida LLC

$4,499,000

5 Beds ⋅ 6 Baths ⋅ 226025231 MLS

Exceptional Olde Naples living in the heart of it all. Ideally located just 5 blocks from Historic Fifth Avenue South, 8 blocks from Third Street South, and minutes to the City Dock, lovely park overlooking the bay across the street, 888 10th Avenue South offers a sophisticated blend of luxury, comfort, and effortless coastal living. The spacious residence features four bedrooms in the main house plus a private guest cabana above the garage, providing an ideal setting for family and guests. Soaring 11-foot ceilings, Legno Bastone flooring, UMI quartz countertops, and a Thermador Professional Series kitchen showcase the home's elevated finishes. Generously sized primary suites and laundry facilities on both levels add exceptional functionality. The outdoor living spaces are designed for quintessential Naples entertaining, with a fully equipped outdoor kitchen, grilling area, gas fireplace, retractable screens, and sun deck surrounding the beautiful pool and raised spa. Three additional balconies offer glimpses of Naples Bay and the surrounding area. A rare opportunity to enjoy the privacy and comfort of a refined Olde Naples residence within easy walking distance of the very best of downtown Naples.

888 10th Avenue S, Naples

Courtesy of John R Wood Properties

$6,300,000

4 Beds ⋅ 6 Baths ⋅ 226024974 MLS

TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS. Perfectly positioned in the heart of Old Naples, this beautifully reimagined residence offers a rare opportunity to embrace today's luxury lifestyle while investing in tomorrow's possibilities. Just moments from the Gulf beaches, Fifth Avenue South, Third Street South, and the exciting transformation reshaping Downtown Naples, this exceptional property appeals to two distinct buyers: those seeking a sophisticated, move-in-ready luxury home and those who recognize the extraordinary long-term value of one of Old Naples' premier homesites. Thoughtfully reconstructed and beautifully updated, the home blends timeless coastal elegance with comfortable everyday living. Expansive open-concept gathering spaces flow effortlessly from the gourmet kitchen to the indoor and outdoor living areas, creating the perfect setting for everything from intimate family dinners to large-scale entertaining. A private upstairs guest retreat offers exceptional flexibility for extended family, visiting guests, or a secluded home office, while every space has been designed with both comfort and functionality in mind. Equally impressive is the outdoor setting. Unlike many Old Naples properties where the home occupies nearly the entire lot, this residence offers a southern-exposure backyard with room to truly enjoy the Florida lifestyle. Relax beside the pool and spa, envision a custom outdoor kitchen, entertain beneath the stars, or simply enjoy the rare open green space for children, grandchildren, or pets to play. Beyond the property itself lies one of its most compelling attributes; its location at the center of the next chapter of Old Naples. As remarkable new luxury developments, elevated hospitality experiences, world-class dining, boutique shopping, and exciting new destinations continue to redefine the downtown landscape, this already coveted neighborhood is becoming even more desirable. More than simply acquiring a beautiful home, you're investing in one of Old Naples' most coveted locations—offering the rare opportunity to enjoy TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS.

742 11th Avenue S, Naples

Courtesy of Keller Williams Realty Naples

$1,870,000

2 Beds ⋅ 2 Baths ⋅ 226027036 MLS

Experience the pinnacle of downtown living at 365 5th Ave S, Unit 307, where the vibrant energy of Naples meets sophisticated coastal elegance. Located right in the heart of the iconic 5th Avenue South district and only two blocks from the beach, this residence places world-class dining, high-end boutiques, and sugar-sand beaches just moments from your front door. In the heart of the action but offering quiet solitude as it does not face 5th Ave South. Inside, the space feels bright and airy, with an open-concept layout designed for both effortless entertaining and quiet relaxation. Large windows invite an abundance of natural light to dance across the polished finishes, while the private balcony offers a perfect perch to soak in the tropical breeze and the rhythmic hum of the city below. The kitchen is a chef’s dream, featuring sleek cabinetry, premium appliances, and ample counter space for preparing coastal-inspired meals. The primary suite serves as a serene retreat, complete with a spa-like ensuite bathroom and generous closet space. Every detail in this home has been curated for those who appreciate a lifestyle of convenience and luxury. Whether you're enjoying a sunset dinner at a nearby bistro or spending a slow afternoon by the Gulf, this property offers an unparalleled opportunity to live where everyone else vacations. This is more than just a home; it’s your front-row seat to the very best of Naples.

365 5th Avenue S Unit 307, Naples

Courtesy of Compass Florida LLC

$2,500,000

226007021 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. This prime lot (0.22 Acres) features a private ALLEY ACCESS, allowing for a discreet rear-entry garage—perfect for ADDITIONAL GARAGE BAYS, a collector’s showcase, golf cart storage, or space for watercraft and toys. This thoughtful feature enhances both privacy and architectural flexibility, ensuring your vision can flourish. This BUILD-READY homesite presents a rare chance to create a custom coastal retreat tailored to your vision. Positioned north of Central Avenue in one of Olde Naples most distinguished and highly sought-after residential settings. Surrounded by elegant estates and lush tropical landscapes, the property offers both prestige and limitless potential in an iconic Olde Naples locale. Just blocks from the vibrant pulse of Fifth Avenue South, this location offers effortless access to the city’s finest dining, designer boutiques, art galleries, and curated cultural experiences. Old Naples’ charm is unparalleled: a harmonious blend of high energy and relaxed coastal elegance. Beyond the downtown vibrancy, this homesite is just moments from Naples’ iconic white-sand beaches, where morning strolls, ocean breezes, and unparalleled sunsets await. Build your dream! Live in the Naples lifestyle. Embrace the extraordinary! A Property video is attached to the listing to enhance your vision. Keep Living The Dream

760 1st Avenue N, Naples

Courtesy of John R Wood Properties

$5,850,000

4 Beds ⋅ 3 Baths ⋅ 226025317 MLS

Step into a rare piece of Naples history with this exquisitely renovated coastal cottage, once owned by legendary interior designer Albert Hadley. As co-founder of the iconic Parish-Hadley firm, Hadley designed interiors for luminaries including Jackie Kennedy and Brooke Astor—an artistic legacy that continues to resonate throughout this remarkable property. Blending historic charm with modern luxury, the thoughtfully updated main residence offers three bedrooms and two baths, with inviting spaces designed for both relaxed living and elegant entertaining. The chef’s kitchen features custom cabinetry, marble countertops, and premium finishes, while a newly designed wet bar in the dining room—complete with a Sub-Zero wine refrigerator and double beverage drawers—creates the perfect setting for hosting guests. The first-floor bath has been beautifully reimagined with Kohler fixtures, and the second-floor bath offers the same level of refined sophistication. Designed to embrace Naples’ indoor-outdoor lifestyle, the screened porch serves as an extension of the living space, complete with a SunBrite outdoor television and custom furnishings. Overlooking the sun-drenched pool and patio, the space is framed by lush tropical landscaping and desirable southern exposure. A private guest cottage provides exceptional flexibility for family and visitors, featuring a bespoke kitchenette, built-in queen bed with storage, separate bunk room, and a fully remodeled bath. Recent upgrades include a new roof, updated HVAC system, tankless water heater, outdoor shower, complete dormer replacement, extensive subfloor and tile renovations, and a whole-house water filtration system. Timeless architectural details abound, including custom wool rugs, plantation shutters, crown molding, and French doors. A charming white picket fence, alley access, garage, and covered carport enhance both curb appeal and convenience. Ideally located just three blocks from Naples' pristine beaches and a short stroll from the renowned dining, shopping, and entertainment of Third Street South and Fifth Avenue South, this property offers an unparalleled Old Naples lifestyle. Whether enjoyed as a full-time residence or a luxury retreat accommodating 14+ guests, this is a truly rare opportunity to own a distinctive piece of Naples history.

356 11th Avenue S, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$2,775,000

3 Beds ⋅ 4 Baths ⋅ 226025430 MLS

This is your opportunity to live within the heart of Olde Naples and reside within one of Southwest Florida's most sought after newer construction luxury downtown condominiums. 875 Sixth Avenue consists of only eight exclusive condominiums within walking distance to all of the great amenities offered within the charming Downtown Olde Naples. Enjoy delicious hors d'oeuvres and cocktails with your friends and family atop your private rooftop before walking to one of the many fabulous restaurants along the coveted 5th Avenue. Take a swim in your private 60ft rooftop infinity edge pool and unwind in your spacious hot tub overlooking incredible sunsets. Soak up some sun along Naples' coveted white sandy beaches. Immerse yourself in luxury living with features such as imported Legno Bastone hardwood flooring, arctic white quartz countertops, Hansgrohe fixtures, and a neutral contemporary pallet which has been professionally designed with custom finishes and built-ins. Unit 304 offers an air conditioned spacious storage unit in addition to a secondary garage level storage unit and two underground parking spaces. Do not miss your chance to experience this incredibly rare opportunity in person. Schedule your private tour today!

875 6th Avenue S Unit 304, Naples

Courtesy of William Raveis Real Estate

$21,995,000

6 Beds ⋅ 7 Baths ⋅ 226024712 MLS

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

55 13th Avenue S, Naples

Courtesy of Gulf Coast International Prop

$25,000,000

6 Beds ⋅ 8 Baths ⋅ 226022104 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to own a newly constructed estate on one of Olde Naples’ most coveted beach-block streets, just one property from the sugar-sand beaches of the Gulf of America. With Third Street South only moments away, the home’s location offers effortless access to Naples’ finest dining, boutiques, galleries, and the beach—all within an easy walk. Scheduled for completion in 2027, this six-bedroom residence is the collaboration of Beck Architectural Group, acclaimed interior designer Ana Oates, and Kurtz Homes, one of Naples’ most respected custom builders. Together, they have created a home that pairs timeless coastal architecture with refined interiors and meticulous craftsmanship. Offering nearly 7,000 square feet of air-conditioned living space and more than 10,000 square feet under roof, the residence is designed for both elegant entertaining and relaxed everyday living. Expansive walls of glass blur the line between indoors and out, filling the home with natural light and opening to a private outdoor retreat. At its center is a beautifully appointed chef’s kitchen featuring a statement 60-inch La Cornue range, an oversized butler’s pantry, and extensive custom cabinetry. Generous gathering spaces flow effortlessly throughout the home, creating an ideal setting for intimate family living or large-scale entertaining. Outside, the resort-inspired grounds—thoughtfully designed by landscape architect Max Gooding—offer year-round enjoyment with a pool and spa, expansive covered terraces, open-air lounges, a fully equipped outdoor kitchen, and lush tropical landscaping that provides both beauty and privacy. The primary suite offers a tranquil retreat, while five additional guest suites ensure exceptional comfort for family and visitors. Every element of the home has been thoughtfully integrated, from premium materials and architectural detailing to the latest home technology. Few opportunities exist to acquire a newly built residence of this caliber in such an irreplaceable location. Just steps from the Gulf and moments from Third Street South, this is a home defined by exceptional design, enduring quality, and one of the most desirable addresses in Olde Naples.

1100 Gulf Shore Boulevard S, Naples

Courtesy of William Raveis Real Estate

$1,999,999

2 Beds ⋅ 3 Baths ⋅ 226025234 MLS

NEWER CONSTRUCTION + PRIME OLDE NAPLES LOCATION + RENTAL INCOME POTENTIAL! Welcome to Residence #208 at The Mark on 8th, a turnkey-furnished luxury condominium offering a compelling combination of location, lifestyle, and investment potential in the heart of Olde Naples. Built in 2021, The Mark on 8th gives buyers the advantages of newer construction in an established downtown location—just moments from 5th Avenue South, world-class dining, boutique shopping, galleries, entertainment, and Naples’ Gulf beaches. This walkable location is exactly what seasonal and vacation renters seek, helping create strong rental appeal while giving owners the opportunity to enjoy the residence themselves. Residence #208 is one of a limited number of condominium-hotel residences within the community, providing valuable weekly and monthly rental flexibility, subject to association rules and local regulations. With an established rental history and turnkey furnishings included, the residence offers buyers the ability to pursue rental income without the expense and time of furnishing and preparing a property from scratch. The spacious 2-bedroom, 2-bath residence offers approximately 1,756 square feet, desirable southern exposure, an open-concept design, expansive windows, designer finishes, premium lighting, and a private terrace. The gourmet kitchen features high-end appliances, custom cabinetry, and an oversized island ideal for entertaining. Its desirable amenity-level location provides convenient access to The Mark’s resort-style amenities, including a heated pool and spa, expansive sun deck, outdoor kitchen, fire pit, clubhouse, fitness center, sauna, and golf simulator. Developed by Naples Redevelopment, designed by MHK Architecture, and professionally curated by Marcus Jelley, The Mark on 8th is an exclusive 24-residence luxury community, offering the rarity of newer construction combined with the character, walkability, and demand of Olde Naples. For investors, the combination is hard to replicate: newer construction, turnkey furnishings, established rental history, flexible rental opportunities, limited condominium-hotel inventory, and a premier downtown Naples location. For owners, it provides the added benefit of enjoying a luxury Naples residence while maintaining the potential to generate income when not in use. The seller will consider flexible purchase terms, including potential seller financing or other mutually acceptable arrangements. Whether your goal is rental income, seasonal use, long-term investment, or a luxury downtown Naples retreat, Residence #208 at The Mark on 8th offers an exceptional opportunity to own in one of Naples’ most sought-after locations.

201 8th Street S Unit 208, Naples

Courtesy of Epique Realty, INC

$2,650,000

226024122 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to create a custom luxury residence in one of Old Naples' most coveted locations. Perfectly positioned just three blocks from the Gulf (approximately a 3-minute walk) and only four blocks from world-renowned Fifth Avenue South (approximately a 2-minute walk), you'll enjoy effortless access to the very best of Old Naples. A standout feature is the property's location within the highly desirable X500 Flood Zone, a rare distinction in Old Naples that provides added peace of mind. Preliminary site and building plans illustrate the potential for an extraordinary 4,100+ square foot luxury residence. Building plans are available for separate purchase, presenting a rare opportunity to bypass the lengthy planning and permitting process and begin construction almost immediately.

61 4th Street S, Naples

Courtesy of Peake Ventures LLC

$6,100,000

3 Beds ⋅ 3 Baths ⋅ 226023322 MLS

An exceptional opportunity in the heart of Old Naples, just two blocks from the Gulf's white-sand beaches and four blocks from the shopping, dining, and charm of Fifth Avenue South. Set on a well-proportioned homesite with convenient rear alley access, this property is being offered at land value, presenting a rare opportunity to renovate, reimagine, or build a custom estate. While an existing residence occupies the site, the true value lies in the location, flexibility, and future potential of the property. The generous building envelope provides exceptional flexibility for future construction, with more favorable setbacks than the nearby corner lot sale, allowing for a larger potential footprint. Located within the desirable X500 flood zone, flood insurance is not currently required, and the home has never experienced flooding. Whether creating a new estate residence or exploring the possibilities of the existing structure, this is a rare opportunity to secure a premier homesite just moments from the beach and Fifth Avenue South. Additional improvements include a roof replacement in 2024 and an air-conditioning system installed in 2019. A survey is available upon request.

239 1st Avenue S, Naples

Courtesy of Realty One Group MVP

Selling Office: .

$2,075,000

3 Beds ⋅ 3 Baths ⋅ 226021276 MLS

Welcome to 625 5th Avenue South in the heart of vibrant downtown Naples. Enter this elegant penthouse residence into a welcoming entry foyer of this thoughtfully redesigned three bedroom, two and one half bath penthouse residence. Soaring ceilings, gorgeous hardwood floors, solid core interior doors, exquisite millwork, and refined architectural details throughout. Master suite oasis serves as a private sanctuary, complete with a custom-designed walk-in closet and a spa-inspired bath featuring a deep soaking tub, oversized walk-in shower, dual vanities, and separate water closet. A true chef’s eat-in kitchen replete with stainless steel appliances, carrara marble countertops, white shaker cabinetry plus breakfast area. Spacious living area with gorgeous fireplace and wall of glass opening out to lanai seamlessly blending indoor/outdoor living. 2 spacious guest bedrooms, hall bathroom plus spacious laundry room. Large home office/media room with double glass doors is ideal for today’s work from home lifestyle. Offering the exclusivity of only 2 residences within the building and no adjoining walls, the home provides an extraordinary level of privacy. Several outdoor living spaces invite you to enjoy the Naples lifestyle, including a generous screened terrace with desirable southern exposure and captivating views. Recent upgrades include impact-resistant windows and doors, storm protection, additional storage, a secure private elevator with coded access, and an assigned garage space. Residents also enjoy access to a community pool. Surrounded by Naples' finest restaurants, boutique shopping, galleries, and entertainment venues, and within walking distance of the white-sand beaches of the Gulf, this remarkable penthouse embodies the very best of luxury downtown living. Easy access to both Naples and Fort Myers airports. A truly exceptional residence.

625 5TH Avenue S Unit 302, Naples

Courtesy of John R Wood Properties

Selling Office: .

$4,995,000

3 Beds ⋅ 4 Baths ⋅ 226022088 MLS

On a desired, tree-lined street in the heart of Old Naples, this exceptional residence offers refined coastal luxury just moments from pristine Gulf beaches and acclaimed dining, shopping and entertainment of Fifth Avenue South. Within The Gables on Sixth Street, an exclusive enclave of only seven residences designed by Harrell & Associates, the home combines privacy, sophistication and an unrivaled location. A gated rear entrance leads to an air-conditioned three-car garage complete with a vehicle lift and custom built-in storage. Spanning more than 4,300 square feet of beautifully designed living space, the light-filled interior showcases rich hardwood and stone flooring, elegant architectural details and a seamless open-concept floor plan. The redesigned chef’s kitchen serves as the heart of the home, featuring premium appliances, custom cabinetry, an oversized island ideal for entertaining and a climate-controlled wine room with capacity for more than 450 bottles. Designed to embrace the Naples lifestyle, expansive walls of glass connect the great room to a stunning outdoor living area. The covered lanai, highlighted by striking glass floor panels suspended above the pool and spa, creates a dramatic architectural focal point. A fully equipped summer kitchen, gas fireplace and retractable screens provide the ideal setting for year-round entertaining and relaxation. The second floor offers three generously sized en-suite guest bedrooms, while the luxurious primary suite serves as a private retreat complete with a serene balcony and spa-inspired bath featuring exceptional finishes and thoughtful design. Blending timeless elegance, modern comfort and extraordinary convenient location, this residence represents a rare opportunity to enjoy a luxurious coastal lifestyle and best of Old Naples living.

32 6th Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty

$3,425,000

226021899 MLS

Lot in Olde Naples.

496 13th Avenue S, Naples

Courtesy of NABOR

Selling Office: .

$2,250,000

2 Beds ⋅ 2 Baths ⋅ 226018464 MLS

RARELY AVAILABLE! A spectacular corner penthouse residence in the heart of prestigious 5th Avenue S. This light-filled home features 2 bedrooms, 2 full baths, and 3 private balconies, offering the perfect blend of luxury, privacy, and vibrant downtown living. French doors open to a charming balcony overlooking iconic 5th Avenue, where you’ll enjoy warm beach breezes and front-row access to Naples’ renowned parades, art shows, fine dining, boutique shopping, the famous car show, and endless entertainment — all just steps from your door. The spacious primary suite offers a walk-in closet, dual vanities, a large walk-in shower, and a private balcony retreat with black-out drapes. While the second bedroom features ample closet space, a beautiful desk for your convience, balcony access, and an adjacent full bath. Additional highlights include "two assigned parking spaces (one covered), secure building entry, and private penthouse-floor access. "Pets are welcome! Take morning walks along the beach and enjoy breathtaking Gulf sunsets at night, with the sugar-sand shoreline just a short stroll away. An exceptional residence for entertaining with family and friends while enjoying the best of Naples living. Experience the ultimate in Naples luxury living — because Life begins in Naples, come see for yourself

375 5th Avenue S Unit 302, Naples

Courtesy of Naples Diamond Realty

Selling Office: .

$6,495,000

5 Beds ⋅ 5 Baths ⋅ 226020603 MLS

Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed with elevated finishes throughout, the home welcomes you through a dramatic two-story foyer highlighted by soaring ceilings, architectural millwork, and a striking staircase that sets the tone for the interiors beyond. The flowing floor plan is both spacious and inviting, centered around a beautifully appointed kitchen featuring an oversized island and seamless connection to the dining and living areas — ideal for both everyday living and effortless entertaining. Pocketing impact glass doors open to the covered lanai with a summer kitchen, extending the living space outdoors to a generous lawn perfectly suited for gatherings, pets, and family enjoyment. The first-floor primary suite offers a private retreat, accompanied by a dedicated office, while guests are comfortably accommodated with their own upstairs living area and three ensuite bedrooms. Just moments from the charm of Olde Naples, residents can spend evenings strolling to renowned dining, shopping, and the nearby beaches, enjoying the convenience of downtown living right outside their door.

950 8th Street S, Naples

Courtesy of Harbour Point Real Estate Inc.

$9,750,000

4 Beds ⋅ 6 Baths ⋅ 226019430 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Set just steps from the Gulf and the celebrated boutiques and restaurants of Third Street South and Fifth Avenue South, this extraordinary newly built estate embodies the pinnacle of refined Old Naples living. Crafted in 2017, this gorgeously furnished four-bedroom + den residence offers an exceptional blend of timeless coastal elegance and modern luxury across an impeccably curated floor plan. From the moment you enter, the home captivates with soaring ceilings, wide-plank French oak flooring, bespoke millwork and designer lighting that create an atmosphere of understated sophistication. Walls of glass fill the interior with natural light, while seamless indoor-outdoor transitions invite effortless entertaining and relaxed resort-style living. At the heart of the home, the spectacular chef’s kitchen is a true statement of luxury and design, featuring an oversized island, a commanding 48-inch Wolf gas range, dual Sub-Zero refrigeration, Miele built in wine refrigerator, Miele built-in coffee system, premium fixtures and custom cabinetry tailored for both grand-scale entertaining and everyday comfort. Adjacent living and dining spaces are anchored by a beautiful private tropical retreat where every detail has been thoughtfully considered. The outdoor Oasis features a stunning custom pool and spa with oversized sun shelf, towering private bamboo hedge, and outdoor kitchen, creating an atmosphere reminiscent of an exclusive luxury resort. The first-floor primary suite is a serene sanctuary, offering spa-like amenities, a luxurious bath retreat and a custom walk-in wardrobe. A private detached cabana guest suite on the main level provides exceptional comfort and privacy for visitors. Accessible by both a private spacious elevator and staircase, the second level is designed for elevated entertaining and relaxed living alike. A comfortable loft serves as a central gathering space surrounded by 3 beautifully appointed en-suite guest bedrooms. Additional features include impact-resistant doors and windows, whole-house 20- kilowatt generator and the highest level of craftsmanship and finishes throughout. An exceptionally rare offering in one of Naples’ most prestigious locations, this remarkable estate delivers unparalleled luxury, timeless architecture and the ultimate Olde Naples lifestyle just steps from the beach and world-class dining and shopping. This home offers you the convenience of living a life of walking to the beach every day, dining on Third Street, and enjoying the newly opened Olde Naples Hotel which offers a bar for an evening beverage after you enjoy the beautiful Naples sunsets.

160 Broad Avenue S, Naples

Courtesy of John R Wood Properties

$5,750,000

4 Beds ⋅ 5 Baths ⋅ 226019479 MLS

PRICED AT LAND VALUE! LOWEST PRICED LISTING ON THE BEACH BLOCK IN ALL OF OLDE NAPLES — (Optional 50’ boat slip at the Cove Inn available for purchase with the property.) Opportunity knocks for a chance to own the ultimate beach cottage in one of Naples’ most coveted locations, just steps from the iconic Naples Pier and the white sugar-sand beaches of the Gulf. Privately tucked within lush tropical landscaping, this one-of-a-kind “Swiss-Family Robinson Treehouse” blends artistic charm with modern comforts, creating a secluded retreat in the heart of Olde Naples. Just a short stroll from the boutiques, fine dining, farmers markets, local parades and vibrant coastal lifestyle of 3rd Street South, the setting simply cannot be replicated. Designed for both relaxation and entertaining, the property showcases an incredible collection of unique indoor and outdoor spaces, including a heated swimming pool, private courtyard oasis, detached bar house with full kitchen, tranquil koi pond, infrared sauna, outdoor shower, and a raised covered “widow’s watch” seating area perfect for enjoying Naples sunsets, firework shows and coastal breezes. Additional highlights include a durable metal roof, back-alley access, oversized driveway for 5+ vehicles, and exceptional privacy throughout the property. Situated on a 77’ x 151’ lot, the possibilities are endless. Whether you envision renovating and enjoying the existing residence, creating a luxury custom estate, or developing a high-end investment property, this homesite offers extraordinary potential in a premier beach-block location right in the action of downtown Naples. Investors will appreciate the strong vacation rental and spec-home opportunities, while end users can create the ultimate private beach retreat just a few steps from the Gulf of Mexico. Adding to the long-term appeal, the newly reimagined Naples Pier is nearing completion, further enhancing the value and desirability of this exceptional location. A rare offering with unmatched character, location, and future potential — this is Olde Naples living at its finest. High and dry with no flooding waters entering the main residence.

61 12th Avenue S, Naples

Courtesy of Waterfront Realty Group Inc

Selling Office: .

$4,950,000

4 Beds ⋅ 5 Baths ⋅ 226014208 MLS

(PRICE DECREASE 09/03/26: $5,195,000 - > $4,950,000) || Accented by the warm tones of morning-lit palms, this 2016 West Indies-style home by Jeff Harrell and Associates adds a modern touch to classic Naples charm. Located in the heart of Olde Naples, you’re on the doorstep of everything the city has to offer. Walking distance to 5th Avenue South and 3rd Street offers an endless variety of dining and shopping experiences. Boater? Naples Bay is a short walk away with the Naples Marina just across the street. Looking for the Beach? just head west. Find your spot in the sand with over 40 public beach access points to choose from. The home features 4 bedrooms, 4.5 baths and a 2 car garage. The open floor plan features beautiful hardwood flooring in each room, soaring ceilings, and floor-to-ceiling windows offering endless natural light. Perched at the Western end of Jumby Bay, this home stands out with unmatched privacy and extra space. It is the only residence in the development whose pool does not back up to another home, delivering a truly secluded outdoor area. In addition, 912 sits on a larger .19-acre lot compared to the .14-acre lots of central homes, creating a generous yard beside the pool. The chef’s kitchen is equipped with premium appliances including a Viking oven and cooktop, Miele refrigerator, Miele dishwasher, Miele convection microwave, and Uline wine cooler. A huge center island serves as the heart of the home, perfect for food preparation, casual dining, or buffet service. The lushly landscaped lanai is accessible from the great room and kitchen through multiple French doors, offering a covered and screened seating and dining area with cabana bath, plus a gas grill in the open space. Just beyond lies the sun-drenched 32-foot pool, spacious spa, and pergola-covered seating. This is the perfect spot for relaxing or entertaining day or night. Off the pool, you’ll find a private first-floor guest bedroom. On the second floor, The oversized master suite boasts dual walk-in closets designed for maximum functionality, a floating tub, and a large separate shower. Down the hall you’ll find a guest room with an en-suite bathroom and balcony. Above the garage and accessible from the main residence or a private alleyway entrance sits a versatile bonus space that can serve as a guest casita, office, or fitness center complete with a private bath. The HOA fee includes landscaping and pool maintenance, with weekly cleanings. On-street improvements also provide additional parking right on 9th Ave. Schedule your private showing today and make 912 9th Ave S. your new address in paradise!

912 9th Avenue S, Naples

Courtesy of William Raveis Real Estate

$27,900,000

6 Beds ⋅ 6 Baths ⋅ 226018147 MLS

Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance. Perfectly positioned along 108 feet of pristine Gulf frontage, this six-bedroom residence offers an unparalleled opportunity to own a private sanctuary directly on the sugar-white sands of Naples. Evoking the refined charm of Alys Beach, the home’s striking white stucco exterior, parapet walls, and lush manicured landscaping create a serene and sophisticated coastal presence. Ideally located just steps from the new Four Seasons Naples Beach Club and moments from the boutiques and dining of downtown Olde Naples, the property offers a rare combination of privacy, prestige, and walkable convenience. Inside, expansive living spaces are bathed in natural light through walls of French doors that frame breathtaking panoramic views stretching from sand to sea. Thoughtfully designed for both grand entertaining and relaxed coastal living, the residence offers a seamless flow between formal and casual gathering spaces. A dramatic double living room and elegant dining area, complete with a custom beverage station and bar, create an unforgettable setting for hosting family and guests. The chef’s kitchen opens effortlessly to a warm and inviting family room and features a large center island, stone countertops, premium appliances, and a fully appointed butler’s pantry with wine refrigeration. Two luxurious primary suites—one on the main level and another upstairs with a private balcony overlooking the Gulf—provide tranquil retreats designed for ultimate comfort and privacy. A dedicated office on the main floor further enhances the home’s functionality for today’s lifestyle. Every detail throughout the residence reflects exceptional craftsmanship, timeless design, and understated sophistication. From the refined architectural elements to the seamless indoor-outdoor connection, this remarkable property embodies Naples beachfront living at its absolute finest.

23 6TH AVE N, Naples

Courtesy of Coldwell Banker Realty

$5,950,000

4 Beds ⋅ 6 Baths ⋅ 226017050 MLS

Discover an exquisite retreat in the heart of Olde Naples, just 2.5 blocks from 3rd Street South, featuring some of Naples’ most desirable shopping and dining experiences. Enjoy the sugar-white sands of the Gulf just moments away. This impeccably designed residence embodies refined coastal elegance, offering four lavish bedroom suites—each with a private ensuite bath and spacious walk-in closet—alongside a private study, stylish powder room and dedicated pool bath. Every detail has been thoughtfully curated, from the oversized four-car garage to the seamless indoor-outdoor living experience. An expansive covered lanai, complete with a fully appointed outdoor kitchen, frames the sparkling pool and creates a captivating setting for sunset dinners and sophisticated entertaining. A rare blend of luxury, comfort, and prime location—this is Naples living at its finest.

545 13th Avenue S, Naples

Courtesy of John R Wood Properties

$8,500,000

4 Beds ⋅ 6 Baths ⋅ 226016685 MLS

Experience the epitome of luxury living in this exceptional new construction home, perfectly situated in the heart of Olde Naples. Crafted by Refined Builders, this remarkable residence presents a rare opportunity to own a true masterpiece in one of Naples’ most coveted locations. Ideally positioned just minutes from the world-class dining and shopping of 5th Avenue South and 3rd StreetSouth, as well as Naples’ iconic beaches, this 4-bedroom + den, 5.5-bath home offers the perfect blend of luxury, comfort, and convenience—complemented by tranquil lake views from the 2nd floor and lush tropical landscaping. Wide-plank European oak floors and tongue-and-groove ceilings set a sophisticated tone, while the expansive great room flows seamlessly into a stunning gourmet kitchen featuring a quartz-clad center island, sleek two-tone cabinetry, and a full suite of premium Thermador appliances—ideal for both everyday living and elegant entertaining. Sliding glass doors lead to your private outdoor sanctuary, complete with a resort-style saltwater pool and spa, custom summer kitchen, and a spacious covered lanai—perfect for seamless indoor-outdoor living. The first-floor primary suite is a luxurious retreat with direct pool access and a spa-inspired bath featuring a soaking tub, oversized walk-in shower, and dual vanities. Upstairs, three ensuite guest bedrooms—including a VIP second master—are accessible via stairs or a private elevator. A bonus living room with wet bar, scenic balcony, and captivating lake views provides a relaxed space to unwind or entertain. Additional highlights include dual laundry rooms, a 3-car garage, tankless water heater, whole-house generator, and propane tank.

493 8th Avenue S, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$2,995,000

5 Beds ⋅ 4 Baths ⋅ 226014758 MLS

Classic Olde Naples Cottage: Three blocks from Fifth Avenue South and six from the Gulf beaches, this renovated five-bedroom, four-bath home sits directly across from Cambier Park. Set back from the road behind lush tropical landscaping, the home is a private and timeless retreat, yet shops, restaurants, and the beach are an easy walk. Wraparound covered porches, crisp white trim, and Bermuda-inspired details give the exterior a relaxed coastal charm. Inside, a gracious open floor plan has vaulted tongue-and-groove ceilings, Dade County pine floors, and beadboard details adding warmth and light. Outside, you'll find a heated pool, multiple lounge areas, and a deep lawn. Carefully restored, expanded, and elevated, the home won the national top prize in Better Homes & Gardens' 1992 Home Improvement Contest. A new metal roof and main air-conditioning system were installed in 2025. A walk-up attic provides flexible space for a office, game room, or art studio. Impeccably maintained, with an excellent rental history, this is a rare Olde Naples find.

660 8th Avenue S, Naples

Courtesy of Naples Trust Real Estate Servi

$13,995,000

5 Beds ⋅ 7 Baths ⋅ 226013404 MLS

Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultimate Olde Naples lifestyle—where prime location, refined luxury, and effortless living converge. Designed by Beck Architectural Group, this stunning home sits on a premium southern-exposure lot in the heart of Olde Naples. The thoughtfully designed floor plan prioritizes main-level living, featuring an expansive great room, a chef’s kitchen, a luxurious primary suite, and a versatile private flex bedroom—ideal for guests, a home office, or a wellness space. Seamless indoor-outdoor flow leads to a private backyard retreat designed for year-round enjoyment. The covered outdoor living area is outfitted with a gourmet kitchen featuring a Lynx grill, refrigerated drawers, and a prep sink, along with a living space anchored by a feature wall with a television and gas fireplace. Beyond, the sun-drenched, fenced backyard is maximized with a large saltwater pool with a sun shelf, water features, and an integrated spa, all surrounded by ample deck space for lounging, low-maintenance turf for pets, and an outdoor shower. The designer kitchen by Design West is a true showpiece, appointed with custom cabinetry and top-of-the-line appliances, including a Wolf induction cooktop and oven; Sub-Zero refrigeration with wine storage and auxiliary beverage drawers; a Cove dishwasher; and Cristallo quartzite countertops. The adjacent butler’s pantry enhances functionality with additional prep space, a Wolf six-burner gas range, Wolf microwave, Asko dishwasher, and a generous walk-in pantry—perfectly tucked away for effortless entertaining. The main-level primary suite is a private sanctuary, featuring a vaulted ceiling, tranquil backyard views, and a spa-inspired bath with dual vanities, separate water closets, a soaking tub, a walk-in shower, and an oversized custom closet. Upstairs, three spacious bedrooms each offer en suite baths, complemented by a shared media room with a breakfast bar and private deck—an ideal vantage point for breathtaking western sunsets and seasonal fireworks. Throughout the home, rich hardwood flooring, custom retractable privacy shades, and refined architectural details—including 11-inch baseboards—create a sophisticated and cohesive aesthetic. Additional features include dual laundry rooms; a three-car garage with rear alley access and sufficient height to accommodate lifts in two bays; natural gas; a whole-house generator; water filtration and humidification systems; a private elevator; Lutron lighting; surround sound; and full home automation. The property is also situated on the same power grid as a nearby fire station, offering added peace of mind. This exceptional residence perfectly blends Olde Naples elegance with modern luxury—ideal for those seeking the very best in coastal living, location, and sophisticated design.

264 8th Avenue S, Naples

Courtesy of Compass Florida LLC

$2,995,000

3 Beds ⋅ 3 Baths ⋅ 226014803 MLS

This charming coastal cottage offers an unbeatable location just moments from the beach and the world-class dining and shopping of 5th Avenue South. Embrace the quintessential Naples lifestyle—highly walkable and perfect for biking or golf cart cruising—right from your doorstep. Inside, the home showcases a fresh coastal contemporary design with thoughtful updates throughout, creating a light, inviting atmosphere. Step outside to your private backyard retreat, where a desirable southern exposure fills the pool area with sunshine all day. The outdoor space has been beautifully enhanced with all new landscaping, stylish new Polywood furniture, a new pool umbrella, and new pool lighting, all complementing the recently repainted exterior. Entertain with ease in the covered lanai and built-in outdoor kitchen, or enjoy the expansive side yard featuring a generous grassy dog run—ideal for pet lovers. The well-designed floor plan offers both a living room and a separate family room, a spacious primary suite, skylights for added natural light, and a large U-shaped kitchen that seamlessly connects the dining and family areas. Built with quality in mind, the home features durable cement siding and remained high and dry with no water intrusion during recent hurricanes—offering true peace of mind. Additional highlights include a circular driveway for ample front parking and a detached oversized one-car garage with convenient alley access. This is a rare opportunity to own an adorable, move-in-ready home in one of Naples’ most sought-after neighborhoods—don’t miss it.

740 5th Avenue N, Naples

Courtesy of Naples Trust Real Estate Servi

$2,245,000

3 Beds ⋅ 4 Baths ⋅ 226014192 MLS

Located in The Mark, a premier luxury condominium in the heart of downtown Olde Naples, this exceptional residence is just steps from vibrant 5th Avenue—offering effortless access to renowned dining, boutique shopping, charming cafés, and the energy of downtown living. Offered fully furnished and move-in ready, this first-floor unit exemplifies sophisticated coastal elegance. The gourmet kitchen, designed with the culinary enthusiast in mind, features top-of-the-line appliances, exquisite finishes, and a seamless flow into the spacious living and dining areas—perfect for both everyday living and entertaining. This thoughtfully designed residence also includes a private elevator, dual-level entry access, and a private storage unit, providing both convenience and exclusivity. Residents of The Mark on 8th enjoy an impressive array of resort-style amenities, including a state-of-the-art fitness center, sauna, second-floor pool and spa, and an on-site golf simulator. Attached two designated parking places add ease, while outdoor grilling areas and a poolside fire pit create an inviting setting to relax and unwind. Combining luxury, location, and lifestyle, this residence offers a rare opportunity to experience the very best of Naples living.

201 8th Street S Unit #104, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$2,900,000

4 Beds ⋅ 6 Baths ⋅ 226010488 MLS

Ideally located in the heart of Olde Naples along a charming tree-lined street, this custom two-story residence offers timeless design just moments from the Gulf of Mexico and the renowned dining and boutiques of 5th Avenue South and 3rd Street South. Thoughtfully designed for both comfortable living and entertaining, the home features 4 bedrooms plus a den, 4 full bathrooms, a powder room, and a separate pool bath, with a spacious first-floor primary suite. Interior features include marble, wood, tile, and carpet flooring, volume and tray ceilings, custom built-ins, and a fireplace in the great room. The well-appointed kitchen offers granite countertops, stainless steel appliances, imported wood cabinetry, and a gas cooktop, opening seamlessly to the main living areas. French doors lead to a beautifully landscaped outdoor living space with a heated pool and spa, ideal for entertaining or relaxing in a private setting. The primary suite enjoys access to a private garden retreat, creating a peaceful extension of the home’s outdoor living. Additional highlights include a 2-car attached garage, metal roof, impact-resistant doors and windows, security system, fully fenced property, and a whole-house generator installed in 2021. Offering comfort, privacy, and an exceptional location, this residence captures the essence of the Olde Naples coastal lifestyle.

775 Broad Court N, Naples

Courtesy of Waterfront Realty Group Inc

Selling Office: .

$6,495,000

4 Beds ⋅ 6 Baths ⋅ 226011370 MLS

Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square feet, the property includes four bedrooms and 5.5 baths designed for effortless luxury living. An open layout connects the living, dining and kitchen areas, creating an inviting flow for everyday living and entertaining. The chef's kitchen features a Wolf six-burner gas range, Sub-Zero refrigerator, and Sub-Zero wine cooler with additional refrigerator and ice drawer. Cristallo quartzite countertops, a marble-clad island and custom Crystal cabinetry combine elegance with function. The primary suite offers vaulted ceilings, a sitting area and views of the pool. Its spa-style bath includes a Kohler soaking tub, rain and body-spray shower, and custom California Closets with integrated lighting. Outside, a new saltwater pool with spa creates a resort-like setting. A full outdoor kitchen with grill, refrigerator, sink and TV makes entertaining easy. Near Third Street South dining, shopping and Naples white sand beach.

1355 4th Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty

$6,950,000

4 Beds ⋅ 5 Baths ⋅ 226011149 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. One of the few Old Naples residences offering both immediate Gulf access and a 5+ car garage, this timeless Italian-inspired home presents a rare combination of coastal proximity, scale, and functionality. Ideally positioned just steps from the pristine Gulf beaches—directly across the street—and adjacent to the highly anticipated Four Seasons Resort Naples and its reimagined oceanfront golf campus, the property benefits from one of the most compelling locations in Naples, blending lifestyle with long-term value. Encompassing over 6,800 square feet of interior living space, the residence showcases elegant architectural details, warm finishes, and expansive gathering areas designed for both everyday comfort and grand-scale entertaining. The impressive living room offers a refined yet inviting setting, complete with a billiard table and seamless flow into the main living areas. A standout feature is the presence of two private guest suites, each with its own kitchen—providing exceptional flexibility for extended family, guests, or staff while maintaining privacy and independence. Built with exceptional strength and durability, the home is equipped with a private elevator, full-house diesel generator, rainwater recycling system, and automatic irrigation, delivering a level of infrastructure and peace of mind rarely found in this location. Car enthusiasts and collectors will immediately appreciate the significance of the 5+ car garage spanning over 2,000 square feet—a truly rare offering in Old Naples. This expansive space accommodates a substantial vehicle collection while also allowing for a workshop, storage, or additional lifestyle uses seldom available this close to the Gulf. The expansive rooftop terrace serves as the home’s signature outdoor retreat, offering Gulf views, refreshing coastal breezes, and an ideal setting for sunset entertaining above it all. A rare and compelling opportunity to own a substantial Old Naples residence that uniquely combines Gulf proximity, exceptional infrastructure, and immediate adjacency to the transformative Four Seasons beachfront development—positioning this home not only as a lifestyle purchase, but as a strategic long-term investment.

200 S Golf Drive, Naples

Courtesy of Compass Florida LLC

$3,975,000

3 Beds ⋅ 4 Baths ⋅ 226009186 MLS

Welcome to the unparalleled Beach Bungalows of Naples, where Town & Beach are less than a five-minute stroll and the ease of maintenance-free condominium living seamlessly blends with the privacy of a single-family home. Nestled on a picturesque tree-lined street, just four blocks from the sugar-sand Gulf beach and two blocks from vibrant Fifth Avenue, this charming Olde Naples retreat is your perfect haven. Timeless furnishings evoke a casual sophistication, inviting you to savor the Naples lifestyle. Recently refreshed with interior painting and thoughtful renovations, including a remodeled gourmet kitchen, a stylish new bar with wine cooler and sleek floating cabinetry, this home exudes modern comfort. The private main suite offers a spa-inspired escape, while guests relax on their private floor, complete with two en-suite bedrooms. Entertain effortlessly as the great room flows into a serene courtyard through disappearing glass doors, where you’ll relish evenings by the outdoor fireplace, heated pool and built-in grill. Plus, a private carport and air-conditioned garage with loft add ultimate convenience. An opportunity such as this is rare; a chance to secure an exceptional property in one of Naples' most coveted neighborhoods.

477 3rd Avenue S Unit 2, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$4,900,000

4 Beds ⋅ 5 Baths ⋅ 226009201 MLS

Ideally positioned on a sun-filled corner lot in the heart of Old Naples, this exceptional 2020-built residence blends timeless coastal elegance with thoughtful modern design. Just one block from Naples Bay and moments to dining and boutiques of 3rd Street South and 5th Avenue South, the location offers the best of accessible Naples living. Designed by MHK Architecture, the home is bright, open, and effortlessly inviting. Expansive windows flood the interiors with natural light, while refined stone flooring and curated finishes create a warm yet sophisticated aesthetic throughout. The thoughtfully designed floor plan features four bedrooms, including two luxurious primary suites, one on the first floor and a private retreat upstairs, offering flexibility for guests and multigenerational living. The main living spaces flow seamlessly to the outdoor area, embracing indoor-outdoor living. At the heart of the home, the chef’s kitchen is stunning and functional, appointed with marble countertops, a statement Lacanche range and oven, Sub-Zero refrigeration and custom cabinetry, a space equally suited for quiet mornings or lively entertaining. Outdoors, the western-exposure pool captures glowing afternoon light and vibrant Naples sunsets, while the corner lot setting enhances privacy and curb appeal. Lush landscaping and charming architectural details complete this coastal retreat. A rare opportunity to own a newer-construction home in Old Naples, just near Naples Bay and a short distance to the beach, fine dining and best of the Naples lifestyle.

901 10th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

$2,500,000

3 Beds ⋅ 4 Baths ⋅ 226006424 MLS

Rarely available and widely regarded as one of the most desirable residences in the building, this south corner unit at The Mark on 8th offers exceptional privacy, natural light, and refined coastal living in the heart of Olde Naples. With a private end of hall entry and an expansive wraparound lanai capturing coveted southern and western exposures, the home lives bright, open, and effortlessly inviting. The residence enjoys a peaceful setting while remaining just moments from the amenities. Located on the second level, it provides the security and peace of mind discerning buyers value, along with convenient access to the pool, golf simulator, and club room. The lanai functions as an inviting outdoor living space ideal for relaxing or entertaining. Built in 2024, The Mark on 8th is a luxury boutique community and one of Olde Naples’ most sought after addresses. This thoughtfully designed floor plan offers approximately 1,942 square feet under air with three bedrooms and three and a half baths. Offered furnished with brand new pieces, many from Restoration Hardware, the residence is in like new condition and has been very lightly lived in, delivering turnkey luxury ideal for full time living or lock and leave ownership. Wide plank wood flooring runs throughout the main living areas and bedrooms, complemented by tall baseboards and tray ceilings with tongue and groove detail. Built in closets and motorized Hunter Douglas shades provide immediate comfort and privacy. The open concept kitchen is both elegant and functional, featuring Sub Zero refrigeration and beverage chiller, a Wolf gas range and microwave, quartz countertops, a striking tile backsplash, pot filler, and a spacious layout ideal for everyday living and entertaining. The dining area includes a stylish dry bar, while the living room opens through dramatic sliders to the wraparound lanai, where ceiling beams and tongue and groove detail enhance the inviting outdoor space. The primary suite offers a private retreat with its own balcony, walk in closet, and ceiling detail. The spa inspired bath features a freestanding soaking tub, glass enclosed shower with rainhead and handheld fixtures, bench seating, dual vanities, and a separate water closet. Each guest bedroom includes an en suite bath, ensuring comfort and privacy for visitors. Impact glass windows and doors, natural gas service, UV HVAC system, two assigned garage spaces, and a private storage locker provide everyday convenience and peace of mind. The Mark on 8th features just 24 residences and resort style amenities including a pool, spa, fire pit, grilling area, club and fitness rooms, and golf simulator. Ideally located west of US 41, this residence is moments from Fifth Avenue South, world class dining, shopping, and the Gulf beaches. A must see.

201 8TH Street S Unit 206, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$3,200,000

226006431 MLS

395 7th Avenue South offers a rare opportunity in the heart of Olde Naples to build your custom retreat. A short walk to Naples' white sand beach, famed 5th Avenue, or historic Third Street South, this premier homesite offers the perfect blend of tranquility and vibrant downtown living. Nestled in a collection of cottage style residences. Zoned R1-7.5, the least restrictive residential designation. Enjoy effortless access to fine dining, luxury shopping, art galleries, and nearby Third Street South. Build your legacy in one of Naples’ most coveted neighborhoods.

395 7th Avenue S, Naples

Courtesy of Coldwell Banker Realty

$6,592,500

3 Beds ⋅ 4 Baths ⋅ 225065717 MLS

A striking custom contemporary residence ideally positioned in one of downtown Naples’ most sought-after neighborhoods.

652 Bougainvillea Road, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,900,000

3 Beds ⋅ 4 Baths ⋅ 225075505 MLS

In the private, gated enclave of Gordon Drive Estates a mere three doors from the sugar sand coastline, lies this meticulously maintained, custom home enveloped by lush, tropical foliage. The entire residence is defined by volume ceilings, as well as large sliders and transom windows that allow natural light to pour in and create a warm, comfortable ambiance. The floor plan flows through 3,033 sq. ft. of living space - all culminating in the spacious atrium that is perfect for entertaining. The kitchen is open to the family room and features two center islands, granite countertops, Viking appliances, a pantry, and custom cabinetry. Secluded and offering the utmost in privacy, the master suite is sprawling and is accompanied by a luxurious bath with Carrera marble flooring, a soaking tub that is flanked by a fireplace, and spacious walk-in shower. The home also encompasses a charming second bedroom with private bath, a cabana guest suite with private entrance, and a study. Gordon Drive Estates offers tranquility and luxury with its resident-only gated beach access, as well as enjoys the convenience of being located within seconds to the renowned shopping and dining found on Third Street South. Additionally desirable and worth note is that this home did not receive any interior water intrusion during recent storms, including Ian.

2080 Gordon Drive, Naples

Courtesy of John R Wood Properties

$2,750,000

4 Beds ⋅ 3 Baths ⋅ 226004247 MLS

Timeless Old Florida charm defines this ideally located residence, positioned between the 3rd Street South and 5th Avenue South entertainment districts and just three blocks from iconic 5th Avenue South. This enchanting four bedroom plus den residence offers 2,909 square feet of living space, three full and one half baths, and a welcoming wraparound porch that sets the tone for relaxed coastal living. Tucked just off Cambier Park, the property features a thoughtfully connected two-story guest house with living space on the lower level and a private bedroom above—ideal as a primary suite, guest quarters, extended-family accommodation, or a private office retreat. The upper level of the main home showcases two bedrooms and a loft beneath a vintage tongue-and-groove wood-plank ceiling, with both bedrooms opening to private balconies that capture gentle coastal breezes. The main floor includes the kitchen and great room, along with a fourth bedroom or den with en-suite bath. Classic Old Florida storm shutters add both character and function. The generous backyard offers ample room for a pool and outdoor entertaining, while a rear-entry two-car garage off the paved alley provides convenience and additional parking. Private front and rear yards are framed by mature hedging, with a charming archway entry, quaint wooden gate, and parking for two vehicles off 8th Avenue South, plus additional parking in the rear. A 2019 metal roof adds peace of mind. Located directly across from Cambier Park, offering a competitive tennis program, shuffleboard courts and bocce, covered pavilion, band shell, and expansive green space. Close to everything, welcoming, and rich in character—this is a rare opportunity to own a true downtown Old Florida cottage.

756 8th Avenue S, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$13,000,000

3 Beds ⋅ 4 Baths ⋅ 226004403 MLS

Awaken each morning to gentle Gulf breezes and the soothing rhythm of the surf in this thoughtfully designed Naples beachfront single-family residence. Tucked away at the end of a quiet lane, the home offers a spacious multiple level floor plan, convenient two car direct access garage, a private 3-floor elevator, and abundant storage. The primary living suites stretch majestically along the shoreline, capturing mesmerizing, unobstructed views of the Gulf, its crystalline coastline, and beautiful sunsets in the evening. Designed for relaxed coastal living and effortless entertaining, the open kitchen flows seamlessly into the great room where floor-to-ceiling sliding glass doors dissolve the boundary between indoors and out, opening to a covered balcony overlooking the beach. Hosting family and friends is a pleasure with well-appointed en suite guest bedrooms and endless outdoor activities at the beach or pool or on the expansive lawn. After a day at the sandy beach, rinse off and enjoy a refreshing dip in the pool before retreating to the comfort of the primary suites inside this lovely home. Perfectly positioned to offer both privacy and convenience, the residence is just moments from Naples’ renowned shopping and fine dining on 5th Avenue, allowing you to enjoy the best of coastal living without the compromise of walkability. This ideal beachfront home presents endless opportunities for personalized, easy living. It is truly a rare offering, and it is a once in a lifetime chance to own the sunset!

25 2nd Avenue S, Naples

Courtesy of Douglas Elliman Florida,LLC

Selling Office: .

$7,500,000

5 Beds ⋅ 9 Baths ⋅ 226005784 MLS

This 2022 custom-built home in Old Naples offers the perfect blend of luxury and resilience in an unbeatable location—just steps from NCH Baker Hospital, 5th Avenue South, and the beach. Transitional cottage-style residence with nearly 5,000 sq. ft. of air-conditioned living space, featuring 5 en-suite bedrooms (including a private guest cabana), a dedicated study, gourmet kitchen, wide-plank wood floors, and a spacious fenced backyard. Enjoy the saltwater pool and spa, covered outdoor kitchen, and fireplace—all elevated by concrete construction, natural gas, and impact glass. A rare opportunity to own an elegant, storm-ready coastal retreat in the heart of Old Naples.

739 5th Avenue N, Naples

Courtesy of Waterfront Realty Group Inc

$3,950,000

3 Beds ⋅ 5 Baths ⋅ 224103100 MLS

Nestled in the heart of beautiful Olde Naples, this exquisite single-family home epitomizes luxury living. Stunning and pristine classic coastal style home offering architectural beauty and sophistication. Enjoy sugar-sand beaches, famous Fifth Avenue, Cambier Park, Naples Bay, Dining & Shopping, all located a short distance away. This home has everything you could ask for with timeless style, and modern amenities. The open floor plan offers seamless transitions between the large kitchen, family room, and outdoor living spaces and is flooded with natural light beaming in from the ideal southern exposure and floor to ceiling windows. The chef inspired kitchen is perfect for culinary enthusiasts and offers Miele appliances, natural gas cooking with center island & custom cabinetry, quartz countertops and a hidden pantry. The interior also features Legno Bastone European wide plank flooring, automated window coverings throughout, and a private elevator. The luxury master suite is a heavenly retreat, and all bedrooms enjoy en-suite baths and a conveniently located upstairs laundry room. A highly desirable feature is the SEPARATE second floor cabana which can be utilized as your guest quarters, office, gym, or nanny suite and has two convenient separate entrances. The tropical private courtyard garden offers pool with color light show, spa, waterfall and fire bowl in the expansive outdoor living space complete with a pool bath and an outdoor kitchen, wine cooler and gas grill. No detail was spared! Amenities include a 2-year-old Kohler generator, house completely repainted only 2-years ago, Hurricane resistant windows & doors, Elan g! automation system with surveillance, sound and lighting package, Andersen windows and a 2-car garage. Concrete block construction and standing seam metal roof with custom color for durability and energy efficiency. For The Most Discerning Buyer!

992 9th Avenue S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$7,600,000

5 Beds ⋅ 6 Baths ⋅ 226003867 MLS

Positioned on a charming corner at 2nd Street South and 7th Avenue South, this five-bedroom plus den residence is a rare blend of timeless Old Florida character and refined modern living. Tucked beneath a canopy of majestic oak trees, the home enjoys a desired southern exposure, filling the interiors with natural light and creating an inviting, airy coastal atmosphere throughout. Designed by MHK Architecture, the residence reimagines the classic Florida cottage with a sophisticated contemporary edge. Every finish has been carefully selected, striking a balance between warmth, elegance and livability. Ideally just two blocks from the beach and only a few short strolls from the renowned dining and shopping of 5th Avenue South, this home offers a walkable lifestyle that is relaxed and refined. A special opportunity in the heart of Old Naples, where coastal charm and modern luxury come together in harmony.

685 2nd Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$3,000,000

3 Beds ⋅ 4 Baths ⋅ 226001858 MLS

New construction single family home in the heart of Olde Naples built in 2024 for under $3.5M! This never lived in distinguished two-story pool residence embodies the timeless charm of cottage living . Thoughtfully designed with 1,976 square feet under air, the home blends classic coastal architecture with elevated modern comforts. The gracious floor plan offers a spacious first-floor primary suite, providing a private sanctuary with a spa-inspired bath, walk-in closet, elegant finishes and serene proportions. Throughout the home, warm-toned wide-plank wood flooring creates continuity and warmth, bespoke detailing, plantation shutters and a curated selection of luxury appliances. The gourmet kitchen includes custom cabinetry, a beautiful wraparound backsplash, quartz countertops, soft brass finishes, and a convenient center island with a two-drawer refrigerator and freezer. Designed for formal and relaxed entertaining, the open great room with floor-to-ceiling tiled linear gas fireplace and TV shelf flows seamlessly into a beautiful, dedicated dining area, both overlooking the inviting and outdoor deck and pool, an ideal setting for intimate gatherings, morning coffee or quiet afternoons. The second level reveals a refined open loft, ideal for a sitting room or reading retreat, along with two generously sized en-suite guest bedrooms and a generous and thoughtfully designed laundry room. Clive Daniel Homes furnished the home, and it is being sold with furnishings. Positioned within short distance to Fifth Avenue South and just minutes from the Gulf beaches, this exceptional residence places you in the heart of downtown Naples, surrounded by fine dining, boutique shopping, galleries and theatres, capturing the spirit, and enduring coastal elegance and vibe of Old Naples.

810 9th Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$3,600,000

4 Beds ⋅ 4 Baths ⋅ 225082430 MLS

JUST REDUCED TO LOT VALUE! Situated in one of Old Naples desired coastal enclaves, just three blocks from pristine white sand beaches of the Gulf and a leisurely visit to iconic Fifth Avenue South and the new Four Seasons Naples Beach Resort, this private coastal residence presents an exceptional opportunity in an irreplaceable setting. On a desirable 0.23-acre corner homesite in the sought-after X Flood Zone, the property enjoys preferred southern and western exposure and is beautifully enveloped by mature landscaping, offering a rare sense of privacy in the heart of downtown. Influenced by mid-century architectural design, this four-bedroom residence, complemented by an office and an open loft, features a thoughtfully conceived floor plan within a generous two-story interior, creating an inviting backdrop for refined entertaining and future customization. Soaring ceilings and an open-concept living environment seamlessly connect the great room, kitchen and dining areas, all oriented toward a sun-filled outdoor oasis with an inviting swimming pool, classic paver decking, and a tranquil, landscaped backyard retreat, ideal for relaxed coastal living. Discreetly serviced by a two-car garage accessed via a private rear alley, the home’s elegant street presence is preserved, enhanced by a circular drive and curb appeal. For added peace of mind, the home is concrete block construction with steel roof trusses and situated in X-zone location. Set along one of Old Naples picturesque mahogany tree-lined streets, this exceptional offering blends timeless character, a premier location and limitless potential. Ideally just moments from the beach and world-class dining, refined boutiques, renowned galleries, theatres and vibrant coastal lifestyle that defines downtown Naples.

416 3rd Avenue N, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$3,000,000

3 Beds ⋅ 3 Baths ⋅ 226001862 MLS

This stylishly updated, fully furnished lakefront beach cottage in Olde Naples offers a bright and open first floor with new terrazzo marble floors, large windows, and contemporary furnishings. The primary bedroom on the first floor features new hardwood floors, a Samsung Art Screen TV, an Avocado organic mattress, and views of the garden, pool, and lake. The spa-like primary bathroom includes a soaking tub, double vanity with marble countertops, new bathroom hardware, elegant lighting, mirrors, and a newly tiled shower with dual high-pressure shower heads. The fully stocked kitchen is equipped with new marble countertops and backsplash, a new dishwasher, ample storage, and a farmhouse sink with a new Insinkerator. The dining area seats six, and the large first-floor laundry room has a new washer and dryer. A powder half bath on the first floor features a new vanity with a marble top. Upstairs, the two bedrooms have vaulted ceilings and can accommodate five people. The east-facing room has a queen bed, while the larger room, facing the backyard, has a king bed and a twin daybed. Both rooms have Samsung Art Screen TVs and generous closet storage. The backyard boasts a heated pool with ambient lighting, a screened-in lanai, a new BBQ gas grill, and a firepit. With views of the lake, the home is just steps away from the beach, the new Four Seasons complex, and a golf course. This property has excellent rental income potential year-round.

572 7th Avenue N, Naples

Courtesy of Alfred Robbins Realty Group

Selling Office: .

$12,500,000

5 Beds ⋅ 8 Baths ⋅ 226002046 MLS

A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of refined AC-living with timeless architecture and exquisite craftsmanship. Features include a grand two-story foyer, coffered ceilings, rich millwork, library, formal dining, and expansive living spaces filled with natural light. The chef’s kitchen boasts Wolf and Sub-Zero appliances, dual islands, marble prep areas, butler’s pantry, and wine cellar. The luxurious master suite offers a sitting area, dual walk-in closets, spa bath, and private balcony. Outdoor living includes a heated, salt system pool and spa, outdoor kitchen, fireplace, lush landscaping, and shaded entertaining areas. Rare, air-conditioned garage for 10+ vehicles, impact windows and doors, private elevator, and generator. High and dry, moments to beaches, dining, and shopping—this is Old Naples luxury at its finest.

140 3rd Avenue S, Naples

Courtesy of Gulf Coast International Prop

$12,000,000

6 Beds ⋅ 8 Baths ⋅ 226001745 MLS

Exceptional Old Florida-inspired residence built in 2020 by Griffin Builders and designed by MHK Architecture, just two blocks from the Gulf and near shopping and dining of 3rd St. S. and 5th Ave. S. Offered furnished, this six-bedroom, six full and two half-bath home showcases inviting coastal design throughout, with wide plank French oak floors, soaring ceilings, custom millwork and designer lighting. A glass-enclosed wine room opens to the great room, anchored by an elegant fireplace and flowing seamlessly into the show-stopping chef’s kitchen with dual islands, 60-inch Wolf range, dual Sub-Zero refrigerators, dual dishwashers, built-in coffee maker, dual sinks and premium fixtures. The light-filled Florida room with an outdoor kitchen opens to a backyard oasis with resort-style pool, spa, deck jets, AstroTurf, lush landscaping and a pool bath. The first floor includes the primary suite with spa-inspired bath and walk-in closet, plus an additional en-suite bedroom. Upstairs, accessible via private elevator or staircase, a versatile loft with wet bar and Pecky Cypress accents is surrounded by four en-suite bedrooms, ideal for entertaining, media or casual living. Additional features include a temperature-controlled garage, impact-resistant glass and 22-kilowatt generator. A rare opportunity to enjoy refined Old Naples living within a short distance of the Gulf and the city’s finest shopping and dining.

1040 2nd Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,200,000

4 Beds ⋅ 3 Baths ⋅ 226000478 MLS

An extraordinary opportunity just moments from powder-white Gulf beaches and iconic Fifth Avenue South. Ideally positioned in the heart of Old Naples, this exceptional property offers both legacy charm and future potential. Just two blocks from the beach and four blocks from Fifth Avenue South, this rare corner lot sits only five homes from the Gulf. While offered at land value, the home itself is a gracious and substantial structure set on a beautifully proportioned, south-facing parcel. Elaborate English gardens and mature trees create a private, serene setting, along with convenient rear alley access. Freshly painted and featuring a newer roof (1997), this Old Naples home presents a remarkable opportunity to enjoy as-is, reimagine, or create an estate in one of Naples’ most coveted locations. A survey is available.

186 1st Avenue S, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$3,800,000

226000909 MLS

Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of Cambier Park with access to tennis and so much more. The adjacent lot to the north is also available at $3.2 Mil. if your goal is to build that grand estate home. Take advantage of this ideal location to carve out your little slice paradise now!

680 Park Street, Naples

Courtesy of Tropics Real Estate, LLC

$3,200,000

226000901 MLS

Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of Cambier Park with access to tennis and so much more. The adjacent lot to the south is also available at $3.8 Mil. if your goal is to build that grand estate home. Take advantage of this ideal location to carve out your little slice paradise now!

670 Park Street, Naples

Courtesy of Tropics Real Estate, LLC

$10,750,000

4 Beds ⋅ 6 Baths ⋅ 226001032 MLS

Charming old Florida-style cottage built new in 2014, rich in architectural detail and timeless appeal. A classic white picket fence and lush, mature gardens set the tone, leading to a thoughtfully designed residence with three bedrooms plus a private study off the primary suite and a formal dining room. A wraparound porch frames an exceptional outdoor living space, overlooking a beautiful oval-shaped pool and creating a private, garden-like courtyard ideal for entertaining. The separate guest house offers a living room, kitchen and bedroom, providing flexibility for guests or extended stays. Ideally in Old Naples, moments from the beach and 5th Avenue South.

163 10th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$27,000,000

4 Beds ⋅ 7 Baths ⋅ 225085203 MLS

Incomparable Gulf and sunset views set a new standard for coastal living in this extremely rare, new, beachfront estate in Old Naples. Completed in 2025 on an expansive lot with 120 feet of frontage, this architecturally significant estate built by D. Garrett Construction offers a unique opportunity to own an estate of this scale, design and quality without enduring a several-year construction timeline. Decorator-ready interiors provide an exceptional canvas for personalization. Concrete construction on all levels and a private elevator servicing every floor, including the massive 5,000-plus-square-foot rooftop deck with 180-degree panoramic beach views, an extremely rare amenity, provides a one-of-a-kind beachfront experience. Two covered Gulf-front terraces, pool and spa, outdoor shower, fully fenced grounds, whole-house water filtration, generator, electric screens and shutters, and garage parking for six or more vehicles complete this unmatched offering, just three blocks from iconic Fifth Avenue South.

26 2nd Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$1,800,000

2 Beds ⋅ 3 Baths ⋅ 226000103 MLS

Luxury 3rd Floor Condo at The Mark on 8th – Downtown Naples Experience elevated living in this newly completed southern-exposure residence at The Mark on 8th. Offering over 1,700 sq. ft. of refined interior space and 2 garage parking spaces, this 3rd-floor condo features an open floor plan, floor-to-ceiling windows, and a spacious outdoor terrace ideal for relaxing or entertaining. The chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and elegant finishes. Wide-plank Legno Bastone European oak floors run throughout. The luxurious primary suite includes two walk-in closets and a spa-like bath with dual vanities. Residents enjoy top-tier amenities including a spa and sauna, sun-shelf pool, outdoor grills and firepit, and a fitness center. Located just steps from 5th Avenue’s renowned shopping and dining, and minutes from the white-sand beaches of the Gulf, this is premier downtown Naples living.

201 8th Street S Unit 308, Naples

Courtesy of John R Wood Properties

Selling Office: .

$24,400,000

6 Beds ⋅ 8 Baths ⋅ 226000030 MLS

One of a kind TRIPLE lot (.96 acre | 41,864 Sq. Ft) idyllic, private–and certainly no shortage of luxurious. This uniquely rare property provides a true "estate like" setting, is nestled a mere four doors from the beach, and was designed by Kukk Architecture & Design while having been perfectly executed by The Williams Group. In its entirety, the estate hosts 6 bedrooms, 7 full and 1 half bathroom, a loft with wet bar, and two outdoor living areas comprised of a main house, detached guest house and an approximately 15,000 Sq. Ft. 3rd lot offering unequaled privacy. The gourmet kitchen offers numerous top-tier features including two-tone Ruffino custom cabinetry, quartz counters, a sprawling pantry, and Sub-Zero / Wolf appliances. The exterior living environs leave nothing to be desired and include a gas fire pit, sprawling wood deck, pool with sun shelf, bocce ball court, outdoor kitchen, and multiple uncovered/covered congregating spaces. Located off of the western portion of the parcel, a detached guest house offers 1 ensuite bedroom and fitness room. Additional features include Savant Smart Home Technology System, lift and slide doors, three sets of washer/dryers, 2 outdoor summer kitchens, 2 two-car climate-controlled garages off of the alley, wine room, full-house generator, conveniently close to the new Four Seasons and so much more.

225 4th Avenue N, Naples

Courtesy of John R Wood Properties

Selling Office: .

$7,400,000

5 Beds ⋅ 6 Baths ⋅ 225080227 MLS

Exceptional new construction single-family home in Old Naples. 5,000 square feet of open-floor-plan living space. 5 bedrooms and 6 bathrooms. Walk or bike to the new Four Seasons Resort and restaurants. Sophisticated finishes throughout the home. Floor-to-ceiling windows and sliding doors at the great room open out to a covered patio, outdoor kitchen, and backyard lawn with a pool, spa, and fire table for effortless indoor/outdoor living. The ground floor includes an oversized master suite & sitting room with a spacious, sun-filled bathroom and two enormous walk-in closets. A guest bedroom with an en-suite bath is also located on the 1st floor. The kitchen is equipped with custom cabinetry, Wolf/Subzero appliances, two dishwashers and an island with seating for five. A walk-in pantry includes a wine cooler, pull-out refrigeration drawers, and open shelving. The 2nd floor has 3 additional large bedrooms with en-suite bathrooms and walk-in closets. All of the 2nd floor bedrooms open out to balconies for fresh air breezes and a seamless transition to an outdoor living experience. A large 2nd floor loft area also opens out to a sunning balcony overlooking the pool for a relaxing environment. The home has two laundry rooms, one up, one down, for ease of daily living. The 2nd floor also includes a morning bar with a sink and refrigeration drawers. A Control4 smart-home lighting system with audio/video is installed throughout the home along with a multiple camera security system. All systems can be run via a smartphone or iPad. Motorized roll-down screens and hurricane shutters at the outdoor patio. Anderson Windows and sliding doors are prewired for automated shades. Toto #700 series electronic toilets in all bathrooms. A 48kW Generac generator powered by natural gas is housed on a roof pad to run the entire home in the event of a power outage. Natural gas also fuels the Wolf six-burner range, an outdoor built-in grill, two fireplaces, tankless water heater, heated saltwater pool & spa, and an outdoor fire table. Three air-conditioning zones for maximum comfort control with linear vents for a sleek aesthetic appearance and optimal air distribution. Flood insurance is not required for this property (located in an X zone with a slab at over 11’ NAVD). For a quiet, serene outdoor environment, the home is not located in the Naples Airport landing and take-off flight paths. Designed by MHK Architecture, built by Lotus Construction, with interiors by Freestyle Interiors.

777 Broad Court S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$2,500,000

225081363 MLS

245 5th Street North offers a truly rare opportunity to secure a premier residential homesite north of Central Avenue, an exceptional setting for a future coastal retreat in the heart of Old Naples. Ideally positioned just moments from the vibrant energy of 5th Avenue South, enjoy effortless access to acclaimed restaurants, upscale boutiques, and the relaxed Naples lifestyle. The pristine Gulf beaches are just around the corner, where spectacular sunrises can start your day and unforgettable sunsets can close your evenings. This fully cleared, build-ready lot is located on a peaceful, tree-lined street and features the added advantage of private alley access, perfect for a discreet rear-entry garage design while preserving a striking front elevation and maximizing curb appeal. Adding to its appeal, the lot provides close proximity to Naples Comprehensive Health hospital and sits just minutes from the newly opened Naples Beach Club, A Four Seasons Resort, offering world-class amenities and resort-inspired living at your doorstep. With desirable western exposure and tremendous architectural potential, this is a remarkable chance to build a custom residence in one of Naples’ most sought-after coastal enclaves.

245 5th Street N, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$2,100,000

3 Beds ⋅ 2 Baths ⋅ 225080665 MLS

Location, Location, Location! Enjoy a dreamy coastal lifestyle in this charming beach bungalow. A short stroll or bike ride to the famous pristine white sand beaches of Naples, a mere mile from world renowned 5th Avenue South’s fabulous restaurants, entertainment & shopping; and just up the road from the new Four Seasons Resort and its exquisite amenities. This delightful home really is located exactly where you want to be. With volume ceilings and an abundance of natural light, this immaculate home has a flexible open floorplan perfect for entertaining friends and family. The split bedroom design ensures privacy for the owners and guests alike. The bright kitchen has quartz countertops; and the adjacent dining area & living room have pretty views to the inviting lanai, sparkling swimming pool & spa and tropical back yard. The mature landscaping and privacy hedge create a peaceful, private backyard oasis. Imagine wading in the warm tropical Gulf waters while watching the dolphins play during another dazzling sunset. All of this idyllic charm also comes with the assurance of knowing this home has never had hurricane damage or storm flooding. The Naples Community Hospital – named one of the top 50 Best Hospitals in 2025 is just a few blocks away.

732 7th Avenue N, Naples

Courtesy of Perrett Kennedy LLC

Selling Office: .

$10,750,000

5 Beds ⋅ 7 Baths ⋅ 225081393 MLS

Introducing 544 13th Avenue South — a newly completed Coastal Contemporary estate that sets a new standard for modern Old Naples living. The striking white façade, elevated entry, and meticulously curated landscaping create an immediate sense of presence and sophistication. Designed by Falcon Design, crafted by Waterside Builders, and finished by Dianna Horsley Design, this residence offers 6,760 sq. ft. under roof and 5,436 sq. ft. under air, delivering a flawless blend of architectural excellence and refined livability. The thoughtful layout provides two main-level bedrooms, including a serene primary suite with spa-quality finishes, and a second bedroom that functions beautifully as a guest suite or dedicated office. Inside, clean lines, designer lighting, and expansive windows fill the home with natural light. The gourmet kitchen is equipped with custom cabinetry, a large center island, top-tier appliances, and a discreet service kitchen ideal for hosting and catered events. The great room opens seamlessly to the outdoors through full-height sliders, creating effortless indoor–outdoor living. The outdoor environment is truly resort-caliber, featuring a stunning pool with sun shelf, expansive decking, integrated seating areas, and a fully equipped summer kitchen — all framed by lush tropical landscaping for beauty and privacy. Upstairs, a private guest suite with a balcony and kitchenette offers exceptional comfort for visitors. A spacious bonus room provides endless flexibility — perfect for a media lounge, gym, bunkroom, or additional bedroom. The second-floor serving bar opens to a large covered balcony overlooking the pool, creating an elevated entertaining space ideal for sunset gatherings. Additional features include a three-car garage, full smart-home integration, a whole-house generator, custom millwork, and a 10-foot elevated front elevation for enhanced peace of mind. Positioned just steps from Historic 3rd Street South, Fifth Avenue South, and the Gulf of America, this residence delivers the ultimate blend of craftsmanship, convenience, and the signature lifestyle that makes Old Naples so sought-after. A brand-new, move-in-ready masterpiece — now complete and ready to be enjoyed!

544 13th Avenue S, Naples

Courtesy of Waterfront Realty Group Inc

Selling Office: .

$6,450,000

3 Beds ⋅ 5 Baths ⋅ 225081202 MLS

Steps from the boutique shopping and dining of Crayton Cove and offering nearly 5,000 square feet of living space, this 2019-built townhouse is an exceptional option for both part-time and full-time Naples living. Blending the scale of a single-family home with the lock-and-leave convenience of a condominium, Le Petite Trianon features an attached two-car garage, private elevator, refined finishes, and two levels of light-filled living framed by impact glass. The main living level showcases a stunning chef’s kitchen with an oversized center island, double wall ovens, and gas range, all opening seamlessly to the spacious family room with stacked-stone fireplace and an inviting open-air balcony. The upper level is home to the impressive primary suite, designed for ultimate privacy with dual baths, separate vanities, a soaking tub, walk-through shower, and a generous closet—ideal for those who appreciate their own space. This level also includes a convenient laundry room and two ensuite guest bedrooms, each with access to an open-air balcony. Unique in its design and unmatched in lifestyle, this residence is the perfect finishing touch to the quintessential Naples retreat.

745 12th Avenue S Unit 103, Naples

Courtesy of Harbour Point Real Estate Inc.

$5,000,000

4 Beds ⋅ 4 Baths ⋅ 225074461 MLS

Positioned in one of Naples desired downtown neighborhoods, this beautifully appointed residence exudes timeless sophistication and ideal location, just a short stroll to the beach and the shimmering waters of the Gulf of Mexico. Designed for both comfort and style, this coastal-inspired home showcases a desirable split floor plan. An inviting front porch offers a tranquil and quiet setting to enjoy morning coffee and gather with neighbors and friends. The double-door entry welcomes you into an open foyer and elegant living room with soaring ceilings and a cozy fireplace. The gourmet kitchen, complete with a walk-in pantry and a casual morning room, leads to the formal dining area, creating a seamless flow for entertaining. An elegant primary suite featuring dual walk-in closets, a light-filled spa-like bath and private backyard access. Three spacious guest bedrooms, a private study, and three full and one-half baths provide ample space for family and guests. Expansive glass doors reveal a serene backyard retreat surrounded by lush tropical landscaping and covered lanai. The heated saltwater pool, with sun shelf and spa, complements the outdoor grilling station, offering a setting for relaxed afternoons or evening gatherings beneath Naples’ golden sunsets. Set on a meticulously landscaped 0.30-acre homesite with a side-load two-car garage, this residence blends privacy, elegance and convenience. Its premier location places you within a short distance of the new Four Seasons Naples Resort and just moments from fine dining, boutiques, galleries and theatres of downtown Naples. A rare opportunity to enjoy the best of luxury coastal living in Old Naples.

642 Bougainvillea Road, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$7,000,000

5 Beds ⋅ 6 Baths ⋅ 225079910 MLS

Just 70 steps from the Gulf of America and an effortless stroll to both Third Street South and Fifth Avenue South, this 2018 Stofft Cooney–designed beach-block residence captures timeless architecture, exceptional craftsmanship, and an unmatched location. Spanning over 4,450 square feet of air-conditioned living, the home features five bedrooms, an upper-level lounge with dry bar, temperature-controlled wine room, and three-car garage. Refined interiors showcase wide-plank oak flooring, Ruffino cabinetry, Taj Mahal quartzite surfaces, Sub-Zero/Wolf appliances, elevator, and Control 4 home automation with integrated sound and security. The outdoor living experience is equally impressive with a heated pool accented by water bowls, full summer kitchen, automatic screens and shutters, and lush tropical landscaping for privacy. Built of solid concrete construction and elevated at 12 feet, the home sustained no flood damage in recent storm events, ensuring peace of mind. Furnishings are available and this exceptional property represents one of the most desirable opportunities in the heart of Old Naples.

1230 Gulf Shore Boulevard S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$9,750,000

5 Beds ⋅ 6 Baths ⋅ 225079204 MLS

Steps from Third Street South. Moments from the Gulf. Built without compromise. This just-completed Olde Naples estate represents the full expression of what Naples luxury living can be — a collaboration between Kukk Architecture, T. Jerulle Construction, Freestyle Interiors, and Scott Wyndham Landscape Architecture, assembled with the singular intention of building something that endures. Spanning over 6,700 total square feet, the residence offers five private ensuite bedrooms, a dedicated office, private elevator, and a 3–6 car garage with lift capability. It is designed equally for grand entertaining and effortless daily living — and it does both without compromise. Inside, the architecture announces itself immediately. Stained oak beams anchor the great room and primary suite. Wide-plank wood floors with Francois & Co. herringbone inlays introduce warmth and movement. Custom beam detailing carries through the guest spaces. Designer lighting from Visual Comfort and Palecek layers the ambiance throughout. The kitchen is a showpiece in the truest sense — custom Goguen cabinetry, Cristallo quartzite surfaces, a Franke sink with Waterstone fixtures, and a complete Wolf, Sub-Zero, and Fisher & Paykel appliance suite. The dining room — appointed with Ruffino cabinetry, backlit Cristallo, and Sub-Zero wine storage — sets a stage worthy of the occasion. A fully equipped party pantry ensures seamless hosting at any scale. The primary suite offers genuine sanctuary. A spa-inspired bath appointed with Kallista fixtures. Generous walk-in closets. Lanai access. Detailed ceilings. The kind of space that makes the rest of the world feel very far away. Outside, the lanai is a private resort. Custom fireplace. Summer kitchen. Resort-style pool. Dining and lounge spaces that flow as naturally as the interior. The lush tropical setting — designed by Scott Wyndham — frames it all in refined coastal palette of sandy neutrals, soft grays, and tranquil blues. This is a never-lived-in, just-completed home in one of Naples' most coveted addresses — steps from the finest dining and boutiques on Third Street South, moments from the white-sand Gulf beaches. It is priced to sell and ready to be lived in today.

575 13th Avenue S, Naples

Courtesy of Compass Florida LLC

Selling Office: .

$7,495,000

5 Beds ⋅ 8 Baths ⋅ 225078798 MLS

Just blocks from Naples’ famous sugar sand beaches and the charm of downtown, this elegant Olde Naples residence sits on an oversized southern exposure corner lot within the highly desirable X500 flood zone. This custom home combines timeless design, modern craftsmanship, and a premier location to deliver an exceptional living experience. The five bedroom, seven and a half bath residence features a climate controlled four car garage with alley access, a circle driveway, mature manicured landscaping, and an oversized front porch with two charming porch swings that create a warm and welcoming sense of arrival. Inside, the light filled foyer opens to a spacious great room with custom built-in cabinetry and expansive glass doors leading to the covered lanai. The outdoor living space is ideal for entertaining year round, with a gas fireplace, outdoor kitchen, and a heated pool with sun shelf surrounded by lush tropical landscaping, elegant landscape lighting, and a rarely available large fenced in artificial grass yard perfect for outdoor activities many can only dream of in Old Naples. At the heart of the home, the gourmet kitchen impresses with a large center island, paneled Sub-Zero refrigerator and freezer, Wolf gas cooktop, double wall ovens, wine chiller, beverage center, and walk-in pantry. A custom breakfast banquette and formal dining room framed by French doors create a seamless indoor outdoor flow, perfect for gatherings of any size. The first floor primary suite is a private retreat offering two walk-in closets, a morning bar, and a spa inspired bath with dual vanities, a soaking tub, and a glass enclosed shower with bench seating and multiple shower heads. Four additional ensuite bedrooms provide comfort and privacy, including a separate guest casita with private entrance, kitchenette, and custom seating area. Additional features include a study, a flex or exercise room with wet bar, a loft, and a laundry room with built-in cabinetry, sink, and dual stacked washer dryer sets. The elevated homesite provides a rare combination of a large yard and resort style pool, a unique feature in Olde Naples. Designer finishes throughout include wide plank wood flooring, custom millwork, detailed ceilings, plantation shutters, and abundant storage. This remarkable home offers the best of Naples living, style, sophistication, and location. A sanctuary of elegance, innovation, and effortless luxury designed for those who seek the extraordinary. A must see!

550 4th Avenue N, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$8,050,000

5 Beds ⋅ 7 Baths ⋅ 225079530 MLS

Embodying timeless coastal elegance, Seaglass Cottage emerges as an architectural masterpiece in the heart of Old Naples, a short distance from paradise, just seven blocks to the pristine Gulf Shores, four blocks to the vibrant shopping and dining on 5th Avenue and 3rd Street, epitomizing the pinnacle of Old Naples lifestyle. Celebrated as Home & Design Magazine's Signature Home of the Year and masterfully designed by MHK Architecture, this residence, completed in 2017 features a convenient first-floor main suite plus four additional en suites, totaling 6 1/2 baths. Desirable southern exposure for ultimate refined living. The chef-inspired kitchen boasts premium finishes such as Cristallo quartzite countertops, Ruffino cabinetry and top-tier Sub-Zero/Wolf appliances. As one of the select homes in Old Naples, upgraded from a traditional propane tank to continuous natural gas service. The outdoor oasis rivals a luxury resort, complete with a saltwater pool featuring a sun shelf, spa and waterfall, alongside an outdoor kitchen and fireplace.

730 9th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$2,700,000

2 Beds ⋅ 3 Baths ⋅ 225078901 MLS

Experience the epitome of luxury living in the heart of downtown Naples, located above Provident Jewelers on prestigious 5th Avenue. This completely remodeled unit features 2 spacious bedrooms and 2.5 baths, all of which have been thoughtfully redesigned for modern living. Wide plank hardwood floors flow seamlessly throughout, while the chef's kitchen showcases high-gloss white cabinets, brushed gold hardware, BOSCH appliances, and stunning quartz countertops. The den area includes a built-in bar and shiplap wall accents, and the private laundry area offers ample storage. The owner's suite impresses with French door entry, hardwood floors, balcony access, and an en-suite bathroom with a large walk-in shower and floating tub. The guest suite features an en-suite bath, closet, and balcony access overlooking Cambier Park. Additionally, the residence boasts a rooftop swimming pool for owners and a reserved garage space secured under the building, just seconds away from sandy beaches, restaurants, and shops. There is nothing this convenient in downtown Old Naples with all these features and amenities. The very best available!

780 5th Avenue S Unit 305, Naples

Courtesy of John R Wood Properties

$5,250,000

4 Beds ⋅ 6 Baths ⋅ 225071233 MLS

On one of Old Naples' most coveted streets, this timeless residence captures the essence of refined coastal living. Just one block from Third Street’s acclaimed shops and dining, four blocks to the Gulf, and two blocks to the Naples Yacht Club and Bay, the lifestyle here is unmatched. Elegant limestone-trimmed doorways, marble countertops and a warm, inviting ambiance set this home apart. The chef’s kitchen features Wolf and Sub-Zero appliances, complemented by a spacious butler’s pantry. A large living room welcomes gatherings, while the intimate den with a fireplace offers a cozy retreat. The private pool area is surrounded by lush tropical landscaping. Upstairs, two en-suite bedrooms and a loft create an ideal family haven, with an additional en-suite guest suite via a private staircase. A rare opportunity to own a home that radiates character, charm and effortless livability in the heart of Old Naples.

429 14th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,050,000

4 Beds ⋅ 4 Baths ⋅ 225078668 MLS

Situated in one of the most desirable locations in Olde Naples—perfectly positioned between 5th Avenue South and 3rd Street South—you’re just steps from world-class dining, shopping, entertainment, and only 10 doors from Naples’ white-sand Gulf beaches. This is truly the ultimate walkable lifestyle: no car needed. Stroll to the beach for nightly sunsets, enjoy coffee on 5th Avenue, or dine on 3rd Street—everything is within minutes. This charming property sits on an oversized .34-acre (100' x 150') lot, an extremely rare offering in the heart of downtown. Located on the quiet, low-traffic 9th Avenue South, the home also features a rear alley for convenient access and privacy. You are also within walking distance to iconic Cambier Park—home to tennis courts, art shows, concerts, and year-round community events. Built in 2000, this four-bedroom, four-bath residence offers approximately 3,600 square feet under air with an exceptional open floor plan. The expansive great room seamlessly integrates a large kitchen, formal dining space, breakfast area, and comfortable living room—all overlooking the impressive outdoor living space. The backyard features a massive pool and spa, surrounded by a spacious, landscaped yard ideal for family and friends. The home is constructed of solid concrete block and already has a brand-new roof, creating the perfect opportunity for someone to renovate and enjoy for many years to come. Importantly, the house and lanai have remained completely dry during all previous hurricanes—providing peace of mind and confidence in its elevation and structural integrity. Additional highlights include a horseshoe-shaped driveway for easy in-and-out access, southern exposure, and one of the last remaining opportunities to secure an oversized lot in the most prime section of Olde Naples.

258 9th Avenue S, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$2,325,000

3 Beds ⋅ 3 Baths ⋅ 225077860 MLS

Welcome home! This FULLY RENOVATED 3-bedroom, 3-bath WATERFALL POOL W/ SPA home is nestled in the heart of Old Naples—one of the most desirable locations in all of premier Southwest Florida. Located 6 blocks to 5th Ave, 4 blocks to 3rd Street, 7 blocks to the beach and pier, and just down the street from Cambier Park, this home is sure to satisfy everyone! Tons of upgrades include: propane tank, Generac generator, remodeled pool deck, tankless water heater, 2024 AC w/ raised air handler, mature landscaping with tall palm trees, pool heater, rain bird irrigation, plantation shutters, high end kitchenaid appliances, granite countertops, tile throughout, modern landscape lighting, shiplap ceiling in the livingroom, ADT security system w/ motion sensors, epoxy garage floor, water filtration system, lap pool views from the master bedroom, tile throughout master bath with dual vanities & walk in closet, windows and doors replaced, sophisticated light neutral palette, and much much more. Beautiful and serene street will WOW you right away. Do not miss this opportunity for your shot at Olde Naples, right before season begins, here in Paradise.

1135 7th Street S, Naples

Courtesy of Keller Williams Elite Realty

Selling Office: .

$1,900,000

225077852 MLS

Welcome to your future Olde Naples home! This vacant lot is nestled in the heart of Old Naples—one of the most desirable locations in all of premier Southwest Florida. Located 6 blocks to 5th Ave, 4 blocks to 3rd Street, 7 blocks to the beach and pier, and just down the street from Cambier Park, this future home is sure to satisfy everyone! Mature landscaping with tall palm trees, this beautiful and serene street will WOW you right away. Do not miss this opportunity for your shot at Olde Naples here in Paradise.

709 Broad Ave S, Naples

Courtesy of Keller Williams Elite Realty

Selling Office: .

$10,700,000

5 Beds ⋅ 7 Baths ⋅ 225077029 MLS

The timeless charm of an Old Florida cottage, but built solid for longevity, this 2014 Grand Bay home—designed by the acclaimed Weber Design Group—captures the essence of coastal living. Beautiful trim work, subtle contrasts, and a very comfortable layout create a home that feels freshly completed. That “new-home” feel is no illusion: concrete block construction, impact-resistant glass, a standing seam metal roof, and motorized rear shutters are all seamlessly integrated, while consistent, meticulous maintenance ensured enduring quality. Ideally situated just off Central Avenue in the very heart of Old Naples, on a full size 100 x 150 southern exposure site, this home is very conveniently located to the fine dining and shopping of 5th Avenue South, 3rd Street South, and just 2 blocks from the Gulf of America. Whether it’s shopping, dining, or sunsets on the beach, everything is within easy reach. With these attributes, the location remains serenely quiet, day and night. This is coastal living at its most refined: beautifully built, perfectly located, and designed for everyday elegance.

234 Central Avenue, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$3,400,000

225076866 MLS

A rare opportunity in the heart of Old Naples. This premium .23-acre corner homesite sits at the sw corner of 1st Avenue South and 5th Street South, just 5 blocks from the beach and a short stroll to the world-class dining and boutique shopping of famed Fifth Avenue South. Located in sought after X500 flood plain, 490 1st Ave S offers long-term peace of mind, superior elevation, and build flexibility. No flood insurance required. Surrounded by mature banyan trees and lush palms, the property provides an inviting tropical landscape with excellent design potential. A private alley allows for rear-entry garage access, enhancing curb appeal while maximizing space for an impressive front façade and expansive outdoor living. Preliminary concept sketches by MHK Architecture illustrate a stunning 4,000+ sq ft custom home featuring 4 bedrooms, 4.5 baths, a private guest suite with elevator access, loft, additional laundry, spectacular pool, and oversized 2-car garage with alley access. Whether you envision timeless coastal architecture, West Indies charm, or a clean modern aesthetic, the design possibilities here are exceptional. Create your own piece of paradise in one of the most coveted walkable beach neighborhoods in Old Naples.

490 1st Avenue S, Naples

Courtesy of John R Wood Properties

Selling Office: .

$6,100,000

225076789 MLS

Prime Homesite in the Heart of Olde Naples with rear Alley Access – Steps from the Beach & Third Street South An extraordinary opportunity to build your dream home in one of the most coveted locations in all of Naples. This exceptional homesite on 11th Avenue South is ideally situated just one block from the sugar-sand beaches of the Gulf and one block from the world-class dining, galleries, and boutiques of Third Street South. Enjoy morning walks on the beach, sunset strolls to The Pier, and evenings exploring Naples’ most charming cafés—all just moments from your doorstep. This rare parcel offers the perfect canvas to create a bespoke coastal residence with room for a pool, outdoor living, and lush tropical landscaping. The quiet, tree-lined avenue captures the timeless charm of Olde Naples, while still placing you a short golf-cart ride from the excitement of Fifth Avenue South. Whether you envision a classic coastal cottage or a modern architectural masterpiece, this address represents the pinnacle of Naples living—where the beach, culture, and lifestyle converge in perfect harmony.

162 11th Avenue S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$17,950,000

5 Beds ⋅ 8 Baths ⋅ 225073939 MLS

Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and styled by Freestyle Interior Design, this residence blends timeless elegance with modern functionality. The spacious great room floor plan invites seamless indoor-outdoor living, ideal for both relaxed family life and sophisticated entertaining. A chef’s kitchen equipped with premium appliances and a separate prep kitchen offers versatility for everyday meals or catered gatherings. The home features five bedrooms, five full baths, and three half baths, including two luxurious master suites, one on each level, providing privacy and flexibility for family and guests. Additional spaces include a club room, two laundry rooms, and thoughtfully designed living areas throughout. A three-car garage with alley access preserves the classic charm of the front facade while adding convenience. With white oak wood flooring, high-end finishes, a whole-house generator, and an unbeatable location in one of Naples’ most coveted neighborhoods, this property presents a rare opportunity to enjoy brand-new luxury living just moments from the Gulf of Mexico.

285 Central Avenue, Naples

Courtesy of Waterfront Realty Group Inc

$6,100,000

4 Beds ⋅ 4 Baths ⋅ 225013303 MLS

Uniquely situated on a large corner lot on mahogany tree-lined 1st Avenue North, 455 offers single-story living at its best. Located in the coveted X500 flood zone, this gracious move-in ready home featuring four bedrooms, four baths, and upgrades galore has remained high and dry. French doors throughout offer views of the bougainvillea-laden outdoor retreat. Soaring ceilings, sprawling layout, and flexible fourth suite provide comfortable multi-generational living. Updated eat-in kitchen features Dacor, SubZero and Bosch appliances. Spa-like primary bath provides an escape from the world. Lush, updated outdoor area is highlighted by a reimagined saltwater pool and spa and enclosed yard with cane toad fencing, providing space for four-legged family members to roam. Full-house natural gas generator lends peace of mind, while rear driveway assures plentiful parking, additional privacy, and alley access. Nestled in a quiet block on a lot twice the size of much of the competition, this property offers livability and potential at a fraction of the cost of newer construction. A must-see.

455 1st Avenue N, Naples

Courtesy of Downing Frye Realty Inc.

Selling Office: .

$3,650,000

5 Beds ⋅ 5 Baths ⋅ 225075743 MLS

The perfect coastal retreat just four blocks from the beach and moments from the charm of downtown 5th Avenue South. Perfectly situated in the heart of Olde Naples, this residence blends timeless design with modern sophistication, offering five bedrooms plus a den, five baths, and over 4,300 square feet of refined living space. Every detail has been thoughtfully curated, from the Andersen hurricane-impact windows and doors to the dual Trane HVAC systems and integrated smart-home features that bring both comfort and peace of mind. Step inside and you’ll immediately feel the craftsmanship that defines this home. The main level showcases striking Turkish marble with onyx inlay flooring, while the upper level features warm Brazilian mahogany underfoot. The gourmet kitchen is the centerpiece of the home, complete with custom cabinetry, chef worthy appliances, granite countertops, and a reverse osmosis system - an ideal space for both everyday living and entertaining. The open and inviting layout flows effortlessly into multiple gathering areas, creating a sense of ease and connection throughout. Upstairs, the private bedroom suites provide serene escapes, each designed with elevated finishes and spa-inspired bathrooms. A versatile first-floor den offers flexibility for a home office, reading nook, or guest retreat, while dual laundry rooms add convenience to daily living. Outside, the property continues to impress with its lush landscaping, sparkling pool, and private, fenced backyard - perfect for entertaining or enjoying quiet evenings under the stars. The home also offers dual street access from both the front and rear alley, and engineered blueprints are available for a future two-story garage with an upstairs cabana for added versatility. Positioned within the desirable Flood Zone X500, the property remained high and dry during recent storms, offering both security and peace of mind. With its close proximity to Naples’ sugar-sand beaches, fine dining, boutique shopping, and the cultural energy of 5th Avenue, this home delivers the quintessential Olde Naples lifestyle. Experience the rare blend of coastal charm, luxury finishes, and everyday livability - schedule your private showing today and step into the lifestyle you’ve been dreaming of.

478 1st Avenue S, Naples

Courtesy of Alfred Robbins Realty Group

Selling Office: .

$1,885,000

3 Beds ⋅ 2 Baths ⋅ 225074413 MLS

Perfectly positioned in the heart of Old Naples, this charming 3 bedroom, 2 bath coastal cottage offers a rare opportunity to enjoy Naples living now, with exceptional potential for future redevelopment. Just a short stroll or bike ride to the pristine Gulf beaches and the vibrant shops and dining of 5th Avenue South, the home features an open floor plan, updated kitchen, and inviting indoor outdoor flow. The private backyard oasis showcases refreshed mature landscaping, a heated saltwater pool, and tranquil patio space ideal for entertaining or relaxing. Whether enjoyed as is, used as a seasonal retreat, or envisioned as a future new build, this property captures the best of Naples lifestyle and location.

725 Central Avenue, Naples

Courtesy of Douglas Elliman Florida,LLC

Selling Office: .

$2,500,000

3 Beds ⋅ 4 Baths ⋅ 225075574 MLS

Live the ultimate downtown Naples lifestyle at The Mark on 8th. This top-floor corner residence captures the perfect balance of coastal elegance and luxury city living. Ideally located in the heart of Old Naples, just two blocks from renowned Fifth Avenue South for world-class dining, boutiques, galleries, and special events, and moments from beach access and parks. Spanning 1,939 square feet, the Madison floor plan offers three bedrooms, three-and-a-half baths, and soaring 12-foot ceilings that fill the home with natural light. Expansive 9-foot pocketing sliders open the bright, open-concept great room to a wraparound balcony, an entertainer’s dream for sunsets or gatherings, while a private terrace off the primary suite provides a second outdoor retreat. Refined interiors showcase wide-plank oak flooring, Wolf and Sub-Zero appliances, and designer finishes throughout. Two assigned covered parking spaces are included. Residents enjoy resort-style amenities, including a heated pool and spa, community room, fitness center, sauna, golf simulator, and outdoor grilling and fire-pit lounge. Pets are welcome. Designed by MHK Architecture and Charles Design Studio, The Mark on 8th blends sophisticated contemporary architecture with convenience and a walkable downtown address in vibrant Old Naples.

201 8th Street Unit 301, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,800,000

4 Beds ⋅ 6 Baths ⋅ 225075413 MLS

In the heart of Old Naples on sought-after 11th Avenue S, this delightful cottage-style residence designed by MHK offers the ultimate in coastal living. Just a short stroll from the white sandy beaches and the vibrant shops and dining of 3rd Street S, this home is ideally located to embrace the best of Naples. This beautiful home makes an instant first impression, going past its white picket fence onto the charming covered porch framed by vibrant bougainvillea. Inside, the desirable large foyer leads to an open living space that features soaring ceilings and a bright, airy atmosphere that flows effortlessly into the gourmet kitchen. Equipped with Sub-Zero appliances, a gas range, a wine refrigeration, an ice maker and ample counter space, it’s a chef’s dream. The heart of this home is its inviting pool area with its spa and water features, full outdoor kitchen, separate pool bath, and versatile lanai/family room area, seamlessly blending indoor and outdoor living. The home’s serene primary suite is on the first floor, with an elegant bath and expansive walk-in closet. The second floor features two beautifully appointed bedrooms with en-suite baths and a versatile loft area ideal for a family room, game room or quiet retreat. Above the garage with a separate outside entrance, the fourth guest suite offers a private oasis showcasing a morning bar with an under-counter refrigerator and a private balcony, ideal for enjoying Naples’ warm, sunny mornings. Offered furnished with tasteful decor, this coastal retreat is ready for you to move in and live your dream life in Old Naples.

231 11th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$8,400,000

4 Beds ⋅ 3 Baths ⋅ 225074469 MLS

In the heart of Old Naples, 280 4th Avenue North sits on one of the largest and sought-after corner lots in the neighborhood — an expansive half-acre parcel (162 by 150 feet) surrounded by lush, manicured tropical landscaping. The original 1953 cottage evokes timeless Florida charm, while the grounds offer endless possibilities for creating your dream estate. Ideally just steps from Naples white-sand beaches, a few blocks to the new Four Seasons and its world-class amenities, and moments from Fifth Avenue South’s fine dining and boutiques, this property presents a rare opportunity to own a premier piece of Old Naples. Whether restoring the existing residence or designing a new masterpiece, the potential here is exceptional.

280 4th Avenue N, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,051,000

225073008 MLS

Directly adjoining the cottage property at 88 11th Ave. S,, this 70’ x 151’ vacant lot presents a rare opportunity to build in one of Naples’ most coveted neighborhoods. Situated within the beach block of Olde Naples, this homesite offers ample room for a custom estate. The lot’s size and location make it an ideal canvas for creating a coastal retreat that blends modern luxury with the timeless character of the surrounding community. Whether combined with the neighboring cottage property for a generational compound, or developed independently, this homesite is a prized offering in the historic "golden triangle" of Old Naples.

66 11th Avenue S, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$6,750,000

3 Beds ⋅ 2 Baths ⋅ 225073005 MLS

Nestled on the beach block right in the heart of Olde Naples, this historic Florida cottage offers timeless charm on a spacious 108'x 150' corner lot. Built in 1940 and crafted from locally milled heart pine and cypress, the home embodies the inviting coastal lifestyle that first drew families to Naples. Inside, a wood-burning fireplace warms the combined living and dining room, while French doors, vaulted ceilings, and a sun-filled solarium add character and comfort. The master suite includes a sitting room and library/media space, complemented by two guest bedrooms and a newly remodeled kitchen overlooking lush gardens. A detached garage with a one-bedroom guest apartment provides additional flexibility. With its enviable location on the beach block, this residence offers a rare opportunity to enjoy classic Old Naples living or to reimagine the site for a future luxury home.

88 11th Avenue S, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$8,500,000

5 Beds ⋅ 8 Baths ⋅ 225072774 MLS

Tucked away at one of Naples’ most coveted addresses, this extraordinary coastal retreat blends classic architectural charm and modern luxury with a private beach access just steps away to the Gulf’s shimmering shoreline. Set at the serene southern tip of Gulf Shore Boulevard on a pristine corner lot, this dual-drive bespoke residence offers a lifestyle defined by sun-soaked days, gentle sea breezes, and the effortless rhythm of beachfront living. Designed by the esteemed Stofft Cooney Architects, the home is a masterwork of Old Florida style reimagined with a contemporary sensibility. From the moment you enter, warm wood floors, custom finishes, and elegant millwork set a tone of understated sophistication. Light pours in through expansive windows, drawing your gaze toward tranquil garden views and a perfectly positioned southern-exposed pool. The heart of the home—a chef-inspired kitchen—seamlessly unites form and function with premium Wolf and Sub-Zero appliances, a generous island for casual gatherings, and both a butler’s pantry and wine bar for elevated entertaining. A series of open, flowing indoor and outdoor spaces create an inviting atmosphere for both intimate relaxation and grand celebrations. Outside, a private courtyard offers a lush tropical escape with a resort-style pool, summer kitchen, gas fireplace, and shaded dining areas designed for year-round enjoyment. Additionally, having a driveway placed on each side of this corner lot home allows for family & guests to maneuver with comfort and ease. The owner’s suite is a secluded retreat, complete with His & Hers baths, oversized closets, and a peaceful sitting area that invites morning coffee and quiet reflection. Guest accommodations are equally well-appointed, with a private first-floor suite, two additional ensuite bedrooms upstairs, and a private study that can easily transform into an additional bedroom. A separate guest residence with its own drive and entrance provides comfort and privacy for visitors or extended stays—complete with a spacious bedroom, sitting area, and full bath. For the car enthusiast or collector, two separate two-car garages—one with a lift system—offer room for up to six vehicles, while a full-house generator ensures uninterrupted comfort and convenience. Every detail of this home has been curated to reflect the relaxed luxury of life by the sea. Just a short stroll to the boutiques and restaurants of 3rd Street South, and mere steps from the beach, this is more than a home—it’s your coastal sanctuary in the heart of Naples.

1975 Gulf Shore Boulevard S, Naples

Courtesy of John R Wood Properties

Selling Office: .

$5,100,000

3 Beds ⋅ 4 Baths ⋅ 225072482 MLS

Unmatched location in the heart of Old Naples—just one block from 3rd Street South and three blocks to the beach. This timeless, elegantly updated home offers refined living steps from world-class dining, boutique shopping, and white sand shores. The light-filled layout features a dramatic entry, soaring ceilings, spacious living areas, and a state-of-the-art chef’s kitchen. Natural materials, custom finishes, and bold accents create a sophisticated yet comfortable atmosphere. Enjoy seamless indoor-outdoor living with a serene courtyard, pool, lanai, and private guest cabana. A rare opportunity for those seeking a low-maintenance ease, and a lock-and-leave lifestyle in one of Naples’ most desirable neighborhoods.

426 13th Avenue S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$9,800,000

4 Beds ⋅ 6 Baths ⋅ 225073095 MLS

In the vibrant heart of Old Naples, this beautiful residence offers an unparalleled blend of elegance and coastal charm. Just a short distance from shopping and dining on Fifth Avenue and only five blocks from pristine gulf beaches, this exceptional property is the ideal retreat for those who crave luxury and convenience. Go inside to discover an open and airy floor plan, where natural light pours through expansive windows, illuminating stylish living spaces and linear stone fireplaces. The seamless indoor-outdoor flow invites you to relax in the private, lush landscaped backyard, complete with an inviting pool, tranquil fire pit, and multiple areas for lounging and entertaining. The spacious light-filled primary suite is a sanctuary, offering a serene retreat. The spa-like bath includes a soaking tub, a walk-in shower and dual vanities. The home also features four beautifully appointed upstairs guest suites, each designed for comfort and privacy, along with an additional upstairs living area. A generously sized laundry room and an oversized two-car garage complete the space, adding convenience and functionality to this remarkable home.

644 W Lake Drive, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$3,600,000

3 Beds ⋅ 2 Baths ⋅ 225005671 MLS

Just a few blocks from the beach, this 0.26-acre lot offers a rare opportunity to create your coastal vision. Offered at lot value only, with an existing main residence and guest house included as-is, the property sits in the desirable X500 flood zone. Beautiful, established landscaping adds to the peaceful and inviting surroundings. This prime location in Olde Naples embodies the quintessential coastal lifestyle—morning strolls to the beach, biking through charming tree-lined streets, and easy access to 5th Avenue’s world-class dining, shopping, and cultural attractions. Whether you’re looking to build your dream home or invest in one of Naples’ most coveted neighborhoods, this property offers the perfect blend of relaxed luxury and vibrant community living.

432 3rd Avenue N, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

Olde Naples - Naples Florida Homes for Sale

Olde Naples - Naples, FL Homes for Sale

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