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3548 Jade Avenue, St James City
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 2026044372 MLS
Experience exceptional waterfront living in St. James City, where a prime tip-lot location w/ 183 feet of seawall, expansive intersecting canal views & outstanding boating amenities create the ultimate Southwest Florida island retreat! Meticulously maintained & thoughtfully updated, this residence offers a straight shot to the Intracoastal Waterway, providing quick, direct, no-bridge access to Pine Island Sound, the Gulf, world-class fishing & beautiful beaches of Sanibel, Captiva, Cayo Costa & Fort Myers Beach. Adding exceptional value is assumable flood insurance under $600 annually, subject to carrier approval. A boater's paradise featuring 12K & 8K boat lifts, a covered boathouse, composite docks, jet ski lifts, dockside water & electric & seawall new in 2007. Tropical landscaping creates privacy & seclusion, while the fenced & gated entrance adds exclusivity. The ground level is a resort-style oasis featuring an electrically heated saltwater pool & spa, firepit area, outdoor shower & expansive covered outdoor living spaces w/ dining & lounge areas, perfect for entertaining after a day on the water. Additional features include utility & storage space, covered parking for 2–3 vehicles, an RV pad w/ 30-amp service, whole-house generator & propane tanks. The main living level is light, bright & designed to capture waterfront views from nearly every angle. Expansive windows fill the open-concept great room w/ natural light, flowing seamlessly into the remodeled kitchen featuring granite countertops, quartz center island, glass tile backsplash, black stainless steel appliances, gas double oven & walk-in pantry. Sliders open to wraparound decks along the rear & side of the residence, blending indoor & outdoor living while showcasing spectacular water views. Two guest bedrooms, one w/ sliders to the deck, & a guest bathroom complete this level. The entire upper level is dedicated to a private primary suite featuring soaring vaulted ceilings, a generous bedroom, walk-in closet & en suite bath w/ dual-sink vanity & walk-in shower w/ multiple showerheads. Step onto your private waterfront deck to enjoy coastal breezes & beautiful water views. Crowning this residence is a rooftop terrace offering breathtaking panoramic views stretching for miles across the Intracoastal Waterway toward Sanibel & Fort Myers, an extraordinary setting for enjoying sunsets & the beauty of Southwest Florida. Updates & features include a new metal roof (2023), fresh exterior paint (2026), Hardie board siding, impact-resistant windows, sliders & entry doors, two elevated A/C systems & a mini-split. With exceptional boating facilities, direct Gulf access & a beautifully maintained residence designed for indoor-outdoor living, this property embodies the luxury island lifestyle. Spend your days cruising the islands, fishing the Gulf waters, exploring secluded beaches or relaxing in your own waterfront paradise. This is St. James City living at its finest!

3548 Jade Avenue, St James City

Courtesy of Century 21 Selling Paradise

4018 Stringfellow Road, St James City
$275,000
2026044490 MLS
Discover the possibilities on Pine Island! Situated on over 7 acres in St. James City, this expansive property features more than 4 acres of uplands and over 500 feet of frontage on a freshwater canal. A 300-foot-deep artesian well and electricity already in place add to its appeal. Imagine creating your own island retreat with room to enjoy the natural surroundings and relaxed pace of island life. Explore Pine Island’s local restaurants, art galleries, and opportunities for fishing, boating, and kayaking. Access is provided by a recorded perpetual ingress and egress easement from Laratonda Road. A wonderful opportunity to bring your vision to life in Southwest Florida! Buyer to verify allowable uses, environmental requirements, and permitting.

4018 Stringfellow Road, St James City

Courtesy of Always Island Time Realty LLC

4920 Flamingo Drive, St James City
$59,000
2026044119 MLS
Experience the dream of living on a sub-tropical island teaming with wildlife and palm trees. This is a very nice property, only one back from the canal with a canal view. It previously had a home on it, so no full impact fee to replace it. Flamingo Bay has a voluntary HOA which provides access to their clubhouse, pool, tennis courts, boat launch plus more. Pine Island has so many wonderful faciities to offer, many churches, marinas, several county parks, hiking trails, a bike path and many restaurants. It also provides access to world class fishing, with many local guides if you don't have your own boat. There are many events annually on the island such as the Mango Festival, Mullet Toss and others. Pine Island also offers access to many Major League Baseball Spring Training parks within a reasonable drive. This property gives you the opportunity to experience the dream of owning a home in paradise. Welcome to "Island Time" where you can relax and enjoy all the beauty of nature and exceptional sunsets.

4920 Flamingo Drive, St James City

Courtesy of Experience Real Estate Group

2963 Cussell Drive, St James City
$459,900
2 Beds ⋅ 2 Baths ⋅ 2026044002 MLS
Direct Gulf access, peaceful preserve views, and sunset evenings by the water—welcome to island living in St. Jude Harbors on laid-back Pine Island. Situated near the end of a dead-end road across from St. James Creek Preserve, this 2-bedroom, 2-bath concrete block home offers a waterfront retreat with no bridges to open water. A wide canal leads to Pine Island Sound and the Gulf, while two docks and an 8,000-lb aluminum boat lift installed in 2019 make it easy to enjoy boating and fishing. Inside, the split-bedroom layout provides privacy, and a Florida room adds space to relax or entertain. The kitchen and appliances were updated in 2023, along with bathroom vanities, interior paint, and trim. Additional improvements include a metal roof and added insulation in 2021, an engineered carport in 2021, and air conditioning in 2019. Enjoy low-maintenance landscaping, a waterfront pergola, and western rear exposure for taking in the sunset. Pilings and riprap reinforce the shoreline, and covered parking provides added convenience. Offered furnished with a strong seasonal rental history, this home is ready to become your island getaway or year-round waterfront retreat. Seller financing available to qualified buyers with attractive terms

2963 Cussell Drive, St James City

Courtesy of Always Island Time Realty LLC

4924 Flamingo Drive, St James City
$259,000
2 Beds ⋅ 1 Baths ⋅ 2026043950 MLS
Morning coffee by the canal, afternoons on the water, and evenings relaxing on the porch—welcome to life at 4924 Flamingo Drive. This remodeled 2-bedroom, 1-bath manufactured home in St. James City offers inviting spaces to gather, unwind, and enjoy the laid-back Pine Island lifestyle. Inside, soft coastal colors and laminate flooring create a comfortable atmosphere. The open living area connects to a kitchen with white cabinetry, dark countertops, a decorative backsplash, and an island with seating—perfect for chatting while dinner comes together or enjoying a quiet breakfast before heading out on the boat. The spacious enclosed sunroom is a highlight, with windows all around and room for both a dining table and a comfortable seating area. Whether you’re hosting friends for dinner, settling in with a good book, or spending a rainy afternoon playing cards, this space gives everyone room to relax. Outside, the screened waterfront porch invites you to slow down and enjoy the canal views, with room to lounge, share a meal, or sip your morning coffee. Set on a 60-by-80-foot lot with approximately 80 feet of canal frontage and a concrete seawall, the property puts waterfront living right outside your door. Two bedrooms offer comfortable places to retreat at the end of the day. The bathroom features a double-sink vanity and a tub/shower combination, while a separate laundry and storage area adds everyday convenience. Updates include interior drywall, five mini-split systems, lap siding, a urethane roof with silicone coating and granules, and a reverse osmosis system added by the current owners. With boating access to Pine Island Sound and the Gulf of Mexico, you can spend your days fishing, exploring nearby islands, or finding a favorite spot to watch the sunset. Come for the winter or settle in year-round—this welcoming canal-front home is ready for your next chapter.

4924 Flamingo Drive, St James City

Courtesy of Realty One Group MVP

4639 Catfish Court, St James City
$220,000
2 Beds ⋅ 2 Baths ⋅ 2026042831 MLS
This awsome 2/2 home is located in beautiful Pine Island Cove 55+ community. This home is one of the largest in the community with 1608 sq.ft. It is located in the highest elevation in the park. It did not have any water in this home. It has been renovated with new cabinets, counters tops, floors & a large Florida room. The community has a large heated salt water pool, spa, private Gulf access boat ramp, fish cleaning and wash out station, covered picnic pavillion, dog park, pickleball, bocce and a vibrant calendar of clubs and activities. It is a short ride out to the bay and gulf for some of SW Florida best fishing. It is located close to all the great activitie on the island. You own your land and the HOA fee is only $160.00 per month.

4639 Catfish Court, St James City

Courtesy of Century 21 Sunbelt Realty

2708 Sanderling Court, St James City
$850,000
3 Beds ⋅ 2 Baths ⋅ 2026043797 MLS
Picture it…. waking up to another beautiful Southwest Florida morning. The sun is shining, the fish are biting, and the laid-back island lifestyle of St. James City is all around you. At 2708 Sanderling Court, we call that Tuesday. This elevated three-bedroom, two-bath waterfront home offers 1,433 square feet of living space, room for family and guests, a private pool, and the boating access that makes this community special. From your dock, reach open water in less than 15 minutes—with direct Gulf access!! Spend your mornings fishing, afternoons relaxing by the pool, and evenings exploring St. James City's in your golf cart visiting waterfront restaurants and enjoying live music. Inside, huge ceilings, wood floors, and an open living area make it easy to gather after a day on the water. The home features a split bedroom floor plan with screened in balconies on the front and back of the home. On the lower level, there is enclosed bonus storage and workshop space providing additional room for fishing gear, tools, and projects. Whether you're escaping winter or settling into island life year-round, there's room here to enjoy the best of Southwest Florida. Bring your boat, your fishing rods, and your flip-flops.

2708 Sanderling Court, St James City

Courtesy of Coldwell Banker Realty

2277 Sapodilla Lane, St James City
$589,000
3 Beds ⋅ 2 Baths ⋅ 2026043229 MLS
Welcome to Paradise, Where the Gulf Meets Your Backyard! Situated on the highly desirable south end of Pine Island, access to the Gulf of Mexico or the white sand beaches of Sanibel is just a short 10 min boat ride away! St James City has lots to offer within a quick golf cart ride, including several local restaurants, live entertainment, marina with fuel, general store and even a hardware store, you literally never have to leave! This beautifully renovated island home is located at the end of the cul-de-sac on a deep-water access canal and is a nature lovers dream surrounded by world class fishing, pristine white sand beaches and incredible native wildlife. This very spacious 3-bedroom 2 bath home features a well thought out floorplan and has been tastefully renovated. This home has room for all, featuring a split floor plan. The completely updated kitchen features stainless appliances, new cabinets, granite countertops and a beautiful herringbone backsplash. The oversize Florida room at the rear of the home creates a second living room with tons of natural light and great views of the canal. Some of the other outstanding attributes of this home include large master suite with oversize renovated bathroom, fresh interior paint job, spacious bedrooms, metal roof, boat house, renovated guest bath and eco-friendly low maintenance yard. The outdoor spaces of this home are equally as beautiful! Watch the dolphins play, the manatees that frequent the canals or take in one of SWFL's famous sunsets from the awesome patio. Do not miss this opportunity, these prices in this location will not last long! There are no rental restrictions in this area, home would make a great vacation rental as well! Come see this spacious island home today and Start Living the Island Life!

2277 Sapodilla Lane, St James City

Courtesy of Century 21 Sunbelt Realty

2478 Baybreeze Street, St James City
$849,000
3 Beds ⋅ 2 Baths ⋅ 2026038923 MLS
Built in 2015, this waterfront pool home in St. James City offers the perfect combination of newer construction, thoughtful updates and the exceptional boating lifestyle Pine Island is known for. Even better, the home experienced no flooding during recent hurricanes, and current flood insurance is approximately $1,500 per year. Located on a canal offering a straight shot to the Intracoastal Waterway, the waterfront is ready for your boat with an 8,000-lb boat lift and composite captain’s walk dock. Head out for a morning of fishing, cruise Pine Island Sound or spend the day boating to the beaches and islands of Sanibel, Captiva, Cayo Costa and Fort Myers Beach. The home features impact windows and doors, a NEW ROOF in 2023 with upgraded 160-mph-rated shingles and additional roof vents, NEW HVAC in 2025 and a Generac/LCEC-installed generator smart connection. Inside, tile laid on the diagonal flows throughout the home, while tray ceilings add architectural detail to the great room and primary suite. Large sliders from the great room open to the screened lanai, seamlessly connecting the indoor and outdoor living spaces. The spacious kitchen is designed for gathering and entertaining with white cabinetry featuring crown molding and under-cabinet lighting, higher-end KitchenAid stainless steel appliances, a large granite island and generous pantry. A separate laundry room provides additional convenience, and an RO system supplies filtered drinking water. The primary suite offers a tray ceiling, private lanai access, two walk-in closets, separate his-and-hers vanities and a spacious walk-in shower with multiple shower heads. One guest bedroom also features direct lanai access, while the guest bath conveniently doubles as a pool bath. Outside, enjoy the screened lanai and private saltwater pool overlooking the waterfront. The pool received significant updates in 2024, including a new pool pump, saltwater system, color-changing light and upgraded plumbing and valves. The property also features fencing along with recently planted Royal Palms, fruit trees and ornamental trees that add to the Florida setting. From mornings spent fishing to afternoons island hopping and evenings relaxing poolside, this home is designed around the Southwest Florida lifestyle. With newer construction, extensive recent updates, impact protection, a saltwater pool, 8,000-lb boat lift, composite captain’s walk dock and a straight-shot canal to the Intracoastal Waterway, this St. James City home puts some of Southwest Florida’s best boating, fishing and beaches within easy reach.

2478 Baybreeze Street, St James City

Courtesy of Century 21 Selling Paradise

7126 Ladyfish Drive, St James City
$122,000
2 Beds ⋅ 2 Baths ⋅ 2026041367 MLS
iMMACULATE 2/2 home in beautiful Pine Island Cove 55 + community. Pine Island Cove community has a heated salt water pool, spa, picnic area, boat & Rv storage, club house, dog park, private boat ramp with Gulf access. In just a few minutes you are out some of the best fishing in SW Florida. There is lot of activities like pickle ball, bocced ball and clubs for everyone. You own your land and the HOA fee is only $160.00 per month. This home has a new roof in 2019, new vinal floor, and has a large Florida room 11x20 with new free standing air conditioner. This home can be your forever home , winter home or a rental. It is located near to all activities on the island. Move in ready and very nice.

7126 Ladyfish Drive, St James City

Courtesy of Century 21 Sunbelt Realty

4491 Pine Hill Court, St James City
$39,900
2026041847 MLS
BUILD ON PINE ISLAND WITHOUT STARTING FROM SQUARE ONE! This approximately .26-acre homesite on a quiet cul-de-sac in Pine Island Village comes with something most vacant lots simply don't: a boundary survey, environmental study and residential building plans already prepared for the property. The July 2024 environmental assessment found no wetlands or protected habitats on the parcel, and no evidence of protected-species activity requiring FWC or FWS permits was observed during the site inspection. The assessment concluded that wetland permitting would not be required prior to development. Even better, the included building plans give buyers a head start envisioning what can be created here. The plans depict an attractive Florida-style residence with 3 bedrooms, an open great room and kitchen, covered lanai, attached garage and pool concept. Buyers may use the plans as inspiration or explore adapting them to suit their needs, subject to applicable approvals and permitting. The irregularly shaped homesite contains approximately 11,238 square feet and enjoys a cul-de-sac location with paved public-road frontage. A completed boundary survey is available, taking another unknown out of the vacant-land buying process. Pine Island Village offers an established residential setting with a community pool and half basketball court, all with an affordable mandatory HOA currently reported at just $300 annually. The recorded restrictions provide for single-family residential use and require a minimum 1,200-square-foot residential structure, along with Architectural Control Committee review of plans and specifications. Located in St. James City on beautiful Pine Island, this is an opportunity to enjoy the laid-back Southwest Florida island lifestyle with boating, fishing, dining and the unique character that makes Pine Island so special. Why buy a vacant lot and then begin figuring everything out? Much of the preliminary homework has already been done here. Survey, environmental assessment, building plans and HOA documents are available for buyer review. Bring your builder and start exploring the possibilities at 4491 Pine Hill Court! NOTE: Building plans are provided as an existing resource and are not represented as currently permitted or approved for construction. Buyer should independently verify all building requirements, utilities, permitting, impact fees, HOA requirements and suitability for buyer's intended use.

4491 Pine Hill Court, St James City

Courtesy of Weatherford Realty Group LLC

4340 Turtle Trail Lane, St James City
$39,000
2026041554 MLS
Stop Dreaming. Start Building. Island Life Begins Here. Tucked away on Pine Island, this rare .34-acre homesite is more than land — it’s the launchpad to a lifestyle most only dream of. No stoplights. No stress. Just sunsets, salty breezes, and the promise of a life that moves at the pace of peace. 4340 Turtle Trail Lane offers space to build your island escape — with low HOA fees, refurbished pool access, and lower-cost flood insurance thanks to its ideal location outside coastal zones. This lot sits 14 1/2 feet above sea level! Imagine this: • Sipping coffee under swaying palms • Golf cart rides to the local VFW or tiki bar • Fresh fish. Friendly faces. • A neighborhood where the loudest noise is laughter over dinner Island lots like this don’t last. Claim your slice of paradise before someone else builds the life you’re dreaming of.

4340 Turtle Trail Lane, St James City

Courtesy of Coldwell Banker Realty

5029 Gulfgate Lane, St James City
$215,000
2 Beds ⋅ 2 Baths ⋅ 2026040907 MLS
Beautifully maintained home in a 55+ community. Immaculately kept and many updates includes but not limited to new asphalt shingle roof, new AC/heat, water heater, washer/dryer, 6 panel doors through out, whole house generator wired direct to panel, propane, key start and includes 2 100 gallon tanks, new range/oven, dishwasher and refrigerator. A must see private back yard with tiki hut for grilling. Private deck with fire pit. Sliders in both bedrooms to access back yard. Gated storage for your boats, RVs and any other toys. Private boat ramp with parking for your vehicle and trailer, water for cleaning it, canal is Gulf access. Front Florida room can be used for home office or extra sleeping area for guests. Back lanai has vinyl roll down windows over screens and the room has a free standing AC unit to keep it climate user friendly. Large closets and plenty of storage.

5029 Gulfgate Lane, St James City

Courtesy of Listed Simply

3055 Harpoon Lane, St James City
$349,000
2 Beds ⋅ 2 Baths ⋅ 2026041400 MLS
Price just reduced, Priced to sell fast! Welcome to your new Island Home Paradise! This home shines with an oversized corner homesite, extra parking, gulf access canal with no bridges, boat lift, walk around trex deck with boat cover and so much more! It's just a short 5-7 minute boat ride to open waters with gulf access at Captiva Island and some of the best beaches and fishing around. You'll feel like you are on vacation every day in this coastal cottage themed showplace with wainscotting, shiplap and plantation shutters. You'll love the beautiful entry, vaulted ceilings, huge living room, dining room and great kitchen with white cabinets, quartz countertops, nautical backsplash, lots of cabinets, newer appliances, pantry, lighted glass front cabinet doors, etc. Both bathrooms are gorgeous, both bedrooms are huge and have oversized walk-in closets. Another great feature of this home is the amount of space between this home and the one next door. You won't feel crowded here at all. There is room for 3 cars under the carport and room for another 3 cars in the gravel next to the carport as well as plenty of room to park a boat trailer. The flooring is an easy care wood look luxury vinyl throughout, so no carpets. The living room has a built-in lighted wall unit to show off your personal treasures. The new metal roof was installed in June of 2026. The storage is amazing with a double closet off the entry, a hall linen closet, a kitchen pantry closet, a closet off the living room and a storage shed off the laundry room. The utility bills are also very low. This home is light, bright and has everything you need to make this your Island Paradise.

3055 Harpoon Lane, St James City

Courtesy of Elite Edge Fl Realty

4971 Porky Lane, St James City
$198,500
2 Beds ⋅ 2 Baths ⋅ 2026041037 MLS
Beautifully furnished TURNKEY 2 Bedroom, 2 Bath Home in 55+ community of Pine Island Cove St. James city. This inviting residence offers 1,346 sq. ft. with an open modern floor plan with a clean minimalist aesthetic feel throughout. The spacious floor plan includes two generously sized bedrooms each offering plenty of room for a king size bed with 2 spacious walk-in closets, along with two beautifully updated contemporary bathrooms as well as a large functional laundry room everyday convenience. While the impressive 12' x 26' lanai with tinted acrylic sliding windows provides the perfect indoor-outdoor retreat. Additional exterior features include a 12' x 26' carport and a private concrete back patio, ideal for BBQ, plants, outdoor seating and extra storage opportunities. Located in the highly desirable 55+ boating and recreational community of Pine Island Cove. Residents enjoy a vibrant Florida lifestyle with direct Gulf of Mexico access from the community's private boat ramp as well boat storage for your convenience. The neighborhood also offers pickleball courts, Tennis, shuffleboard, a heated pool and spa, a clubhouse with regular activities, a community park, and a variety of recreation areas designed for community connection and enjoyment. Bring your boat, golf cart, and bikes—and start living your best Florida lifestyle in this exceptional home in Pine Island Cove.

4971 Porky Lane, St James City

Courtesy of Uriami Realty LLC

2713 8th Avenue, St James City
$1,150,000
2 Beds ⋅ 3 Baths ⋅ 2026038908 MLS
Welcome to your private island retreat in the heart of St. James City, where your backyard opens to a true protected preserve alive with Southwest Florida wildlife. Watch manatees and dolphins, cast a line from your own waterfront, and enjoy birds and native wildlife in a peaceful natural setting that feels worlds away—yet offers exceptional boating access to everything Pine Island is known for. Set on an oversized lot, this distinctive home was designed for both everyday comfort and entertaining, offering two spacious primary suites, each with a private en suite, an open-concept great room with beautiful Brazilian Cherrywood floors and a striking Key Largo limestone fireplace, and walls of glass sliders that open to the expansive lanai and incredible preserve views beyond. At the heart of the home, the chef’s kitchen features custom wood cabinetry, quartz countertops, tile backsplash, GE Profile appliances and a generous center island, complemented by a separate wet bar perfect for entertaining. Step outside to your own tropical waterfront oasis featuring a sparkling pool with desirable southern exposure and a private tiki hut—the perfect place for cocktails, casual gatherings or simply relaxing while watching nature unfold along the preserve. Boaters will appreciate the boat lift and direct, deep-water Gulf access, putting Pine Island Sound and the renowned fishing, boating and beaches of Sanibel, Captiva, Cayo Costa and Fort Myers Beach within easy reach. One of the property’s standout features is the impressive 60' x 32' three-car garage with 10' ceilings, extended workshop area, air compressor with ceiling-mounted air reel and a convenient half bath that also serves the pool area. Additional features include RV parking with 50-amp service, impact windows and doors, Hardie Board siding, automated interior and exterior lighting, landscape lighting and a new roof in 2023. Even better, the assumable flood insurance is only $1,764 per year. Surrounded by protected natural beauty with incredible wildlife right outside your door, this is more than a waterfront home—it’s an opportunity to experience the boating, fishing, nature and laid-back island lifestyle that makes St. James City so special.

2713 8th Avenue, St James City

Courtesy of Century 21 Selling Paradise

3913 Dewberry Lane, St James City
$300,000
2 Beds ⋅ 2 Baths ⋅ 2026040545 MLS
BOATER’S PARADISE! Welcome to this beautifully renovated waterfront home featuring approximately 50 feet of seawall on a wide, deep canal with NO fixed bridges, offering easy access for larger boats and even accommodating a sailboat. Enjoy convenient boating access to some of Southwest Florida’s most beautiful destinations, including Sanibel, Captiva, Cayo Costa, and North Captiva. This property has been fully renovated with a new roof, new electrical, new plumbing, new flooring, and beautifully tiled bathrooms. Both bathrooms feature showers, and the primary suite offers a spacious walk-in closet. With NO HOA, NO age restrictions, and NO rental restrictions, this property offers exceptional flexibility for both personal use and investment. Whether you’re looking for a waterfront getaway, full-time residence, or investment property, this home offers the perfect combination of boating access, modern updates, and freedom. PID 02-46-22-20-0000D-0310

3913 Dewberry Lane, St James City

Courtesy of LPT Realty, LLC

5228 Stringfellow Road, St James City
$490,000
3 Beds ⋅ 2 Baths ⋅ 2026040187 MLS
An opportunity like this rarely becomes available on Pine Island! Nearly 5.5 acres of mostly cleared, usable land with AG zoning, public water, a private well, irrigation, gated entry, and an existing 3-bedroom, 2-bath home offer a unique opportunity for anyone seeking space, flexibility, and the freedom to pursue an agricultural or homestead lifestyle. Set along Stringfellow Road, this property offers the kind of acreage that is increasingly difficult to find on Pine Island. The land has previously been used for agriculture and includes irrigation that can support the property’s potential nursery or mango operation. Whether your vision is an island homestead, agricultural venture, nursery, growing operation, hobby farm, or simply owning a substantial piece of Pine Island with room to spread out, this property deserves a serious look. The existing home provides a comfortable base while you develop the property around your vision. Recent improvements include a newer HVAC system, impact windows and front door, and luxury vinyl flooring, providing a solid foundation for immediate occupancy or future updates. Soak in the pool after a day of farm work or after coming in off the boat, with a catch of local favorites: Snook, Redfish, and Grouper. The barn also adds value, with a structure already in place to work from or store all the toys you could want on an island farm with quick access to Pine Island Sound. The zoning and potential agricultural exemptions add another important layer of value and flexibility. The gated entrance just off the main road provides privacy while the expansive acreage gives you something increasingly rare in Southwest Florida: room to breathe, room to work, and room to create. And then there is the Pine Island lifestyle. Spend your mornings tending the property, growing your own produce, working with plants, or simply enjoying the privacy of your own acreage. When the day's work is done, you're minutes from Pine Island's legendary boating, fishing, waterfront restaurants, marinas, and the laid-back Old Florida lifestyle that makes this island so special. If you've been looking for a property where you can live, work, grow, and build your own Pine Island vision, you need to see this in person. Properties with this combination of acreage, zoning, infrastructure, and location are truly once-in-a-lifetime.

5228 Stringfellow Road, St James City

Courtesy of Castaways Island Realty LLC

Selling Office: .

2311 Sycamore Street, St James City
$500,000
3 Beds ⋅ 2 Baths ⋅ 2026040191 MLS
Experience the ultimate Florida waterfront lifestyle in this beautiful, well maintained 3-bedroom, 2-bathroom, 2-car garage home located on the highly desirable Pine Island. No flooding here and only one owner! Built for water recreation enthusiasts, this property offers direct Gulf access with no bridges, making it a true boater’s paradise. Stepping inside, you are greeted by a neutral color palette that provides a perfect canvas for your creative interior ideas. This home features nice-sized, spacious rooms adorned with durable tile flooring throughout and upgraded laminate plank flooring in the bedrooms. The kitchen is a chef's delight, boasting ample cabinets, countertop space and a large breakfast island that serves as the perfect hub for morning coffee or casual entertaining. Through the triple sliding glass doors, the living area opens seamlessly to a comfortable lanai overlooking the wide gulf-access canal. Step down to your private captain’s walk, complete with a boat lift, ready to launch your next saltwater adventure. This home also offers peace of mind with numerous high-value updates, including Laminate flooring (2024), New roof (2022), New hot water heater (2022), Re-enforced seawall (2021), AC system (2019) and new electric panel. Don’t miss this rare opportunity to own a piece of Pine Island paradise where your boat is docked right in your backyard! All information deemed reliable but not guaranteed. Buyers to do due diligence.

2311 Sycamore Street, St James City

Courtesy of Hamilton Franklin Realty LLC

Selling Office: .

3485 Citrus Street, St James City
$299,000
3 Beds ⋅ 2 Baths ⋅ 2026040168 MLS
Welcome to laid-back island living with beach access! This completely renovated 3 bedroom, 2 bath stilt home on beautiful Pine Island is move-in ready with NEW flooring, fresh paint throughout, a NEW kitchen, and NEW A/C, this home combines modern updates with the relaxed coastal lifestyle Pine Island is known for. Perfect location with Tropical Point Beach and Park just a 5 minute walk or quick golf cart ride away, offering easy access to the Gulf of America. The neighborhood also features a boat ramp, so you can launch your boat and enjoy quick access to Pine Island’s incredible boating and fishing lifestyle. The bright, open floor plan flows seamlessly between the kitchen, living, and dining area, making it perfect for everyday living and entertaining. The beautifully updated kitchen features a generous countertops with plenty of space for meal prep, seating, and gathering. All kitchen appliances, along with the washer and dryer, convey. The spacious primary suite offers a walk-in closet and private en-suite bath featuring a separate soaking tub and walk-in shower. Step outside to the large screened in porch, perfect for enjoying your morning coffee, evening cocktails, or the peaceful island surroundings. Beneath the home, you’ll find abundant storage for tools, fishing gear, kayaks, bikes, and all your island toys, with plenty of room for a workshop. No previous hurricane water intrusion! No HOA, bring your RV, boat, & toys! Short term rentals allowed without restrictions. Conveniently located near marinas, parks, waterfront dining, boating, and fishing, this home offers the perfect combination of peaceful island living and modern comfort. Whether you’re searching for a full-time residence or a Southwest Florida getaway, this beautifully renovated Pine Island home is ready to enjoy! *Some photos have been virtually staged.

3485 Citrus Street, St James City

Courtesy of EXP Realty LLC

3076 Bowsprit Lane, St James City
$369,900
2 Beds ⋅ 2 Baths ⋅ 2026038936 MLS
Welcome to easy island living in St. James Isles, formerly known as Cherry Estates, one of St. James City’s established waterfront communities. Built in 2024, this furnished 2-bedroom, 2-bath manufactured home offers newer construction, a move-in-ready interior and the waterfront lifestyle Pine Island is known for. Boaters will love the 10,000-lb covered boat lift, private dock with water and electric, seawall and wide canal offering quick, direct, deep-water Gulf access with no bridges. Within minutes by boat, you can be exploring the waters and famous beaches surrounding Sanibel, Captiva, Cayo Costa and Fort Myers Beach, along with some of Southwest Florida’s best fishing and boating destinations. Inside, the bright and open great room floor plan features an inviting living and dining area filled with natural light. The kitchen offers a spacious center island, stainless steel appliances and white raised-panel cabinetry with soft-close doors. Large sliding glass doors open to the spacious covered waterfront porch, extending the living space outdoors and creating the perfect place to dine, entertain or simply relax overlooking the canal. The primary suite features a walk-in closet, linen closet and private bath with dual sinks and a walk-in shower. The guest bedroom is conveniently located near the guest bath with a tub/shower combination, while the interior laundry room includes additional cabinetry for storage. Outside, low-maintenance rock landscaping makes upkeep easy, with parking for up to three vehicles and an extra-large storage shed offering plenty of space for fishing gear, boating equipment, tools and island toys. Just minutes away by car, the Pine Island Community Pool and Island Center recreation facilities offer a community pool, tennis courts and pickleball courts for even more ways to enjoy the island lifestyle. St. James City is also golf-cart friendly, making it easy to cruise to local restaurants, marinas and neighborhood gathering spots. Under house storage also available. Sold furnished and ready to enjoy, whether you're looking for a full-time residence, seasonal escape or waterfront getaway, this 2024 home makes it easy to start enjoying the Pine Island boating lifestyle from your own backyard. See attached inventory list in supplements.

3076 Bowsprit Lane, St James City

Courtesy of Century 21 Selling Paradise

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Coldwell Banker Realty are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®

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