A rare opportunity to own a 60’ x 100’ reinforced concrete barn topped with a durable metal roof, thoughtfully positioned on a gorgeous 4 acre parcel. This exceptionally landscaped estate blending tropical Florida beauty with classic Old Florida charm. Surrounded by mature pine trees and native palmettos, the property offers both privacy and natural elegance. Built for strength and longevity, this structure is designed to withstand severe weather conditions and sits comfortably above the flood plain, providing peace of mind and security. This property has had a well plus irrigation installed, vegetation clean up, loads of fill dirt brought in, 2 culverts installed. All landscaping work has been done professionally with very low maintenance plants and trees. Build your dream home in the heart of Bokeelia, Pineland is one of the most desirable neighborhoods on Pine Island and has a lot of amenities to offer including the historical Calusa Indian mound preserve(Randell Research Center) right around the corner from the post office, Alden Pines Golf Course, Safe Harbor Marina, which has ferries to the outer islands, and of course the Tarpon Lodge. This property also has the option to have a road access from the north side from Capri Ln but is overgrown currently.

2026023455 MLS

A rare opportunity to own a 60’ x 100’ reinforced concrete barn topped with a durable metal roof, thoughtfully positioned on a gorgeous 4 acre parcel. This exceptionally landscaped estate blending tropical Florida beauty with classic Old Florida charm. Surrounded by mature pine trees and native palmettos, the property offers both privacy and natural elegance. Built for strength and longevity, this structure is designed to withstand severe weather conditions and sits comfortably above the flood plain, providing peace of mind and security. This property has had a well plus irrigation installed, vegetation clean up, loads of fill dirt brought in, 2 culverts installed. All landscaping work has been done professionally with very low maintenance plants and trees. Build your dream home in the heart of Bokeelia, Pineland is one of the most desirable neighborhoods on Pine Island and has a lot of amenities to offer including the historical Calusa Indian mound preserve(Randell Research Center) right around the corner from the post office, Alden Pines Golf Course, Safe Harbor Marina, which has ferries to the outer islands, and of course the Tarpon Lodge. This property also has the option to have a road access from the north side from Capri Ln but is overgrown currently.

6690 Pineland Road, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

$1,500,000

Set within the historic heart of Pineland, this extraordinary 9.5-acre AG-2 zoned estate offers a rare opportunity to own a true piece of Old Florida heritage. Held within the same family for five generations, the property carries a legacy that stretches back more than a century, blending agricultural utility, historic character, and deep cultural significance into one irreplaceable offering. Surrounded by mature trees and peaceful rural landscapes, the property is currently configured with two established horse paddocks, stables, multiple outbuildings, and expansive usable acreage suited for equestrian, agricultural, recreational, or private estate use. The AG-2 zoning allows for flexibility while preserving the property’s timeless country setting. Positioned near the center of the property is a home originally constructed in 1926, now officially 100 years old. The residence remains occupied and functional, offering the next owner the option to restore and preserve a historic Pine Island homeplace or reimagine the property entirely according to their own vision. While the home itself is not considered the primary contributory value of the estate, it adds an unmistakable sense of authenticity and history rarely found in today’s market. What truly distinguishes this property is its location within one of the most historically significant areas in Southwest Florida. Located near the ancient Calusa Canal system and just moments from the renowned Pineland archaeological district, the property sits within a landscape once occupied and engineered by the powerful Calusa civilization — one of the most advanced indigenous societies in North America. These hand-built canals connected fisheries, inland waterways, ceremonial sites, and shell mound complexes throughout the region and remain among the most remarkable examples of prehistoric engineering in the United States. Historians recognize Pineland as one of the most important Calusa settlements ever discovered, historically associated with the settlement known as “Tanpa,” believed to have contributed to the modern namesake of Tampa. The nearby shell mounds, waterways, and preserved archaeological features stand today as enduring reminders of the area’s immense cultural importance. Whether envisioned as a private family compound, equestrian retreat, agricultural homestead, restoration project, or long-term legacy holding, this property offers a combination of acreage, history, and generational significance that is becoming increasingly impossible to find. Properties can be replicated. History cannot.

2026022571 MLS

Set within the historic heart of Pineland, this extraordinary 9.5-acre AG-2 zoned estate offers a rare opportunity to own a true piece of Old Florida heritage. Held within the same family for five generations, the property carries a legacy that stretches back more than a century, blending agricultural utility, historic character, and deep cultural significance into one irreplaceable offering. Surrounded by mature trees and peaceful rural landscapes, the property is currently configured with two established horse paddocks, stables, multiple outbuildings, and expansive usable acreage suited for equestrian, agricultural, recreational, or private estate use. The AG-2 zoning allows for flexibility while preserving the property’s timeless country setting. Positioned near the center of the property is a home originally constructed in 1926, now officially 100 years old. The residence remains occupied and functional, offering the next owner the option to restore and preserve a historic Pine Island homeplace or reimagine the property entirely according to their own vision. While the home itself is not considered the primary contributory value of the estate, it adds an unmistakable sense of authenticity and history rarely found in today’s market. What truly distinguishes this property is its location within one of the most historically significant areas in Southwest Florida. Located near the ancient Calusa Canal system and just moments from the renowned Pineland archaeological district, the property sits within a landscape once occupied and engineered by the powerful Calusa civilization — one of the most advanced indigenous societies in North America. These hand-built canals connected fisheries, inland waterways, ceremonial sites, and shell mound complexes throughout the region and remain among the most remarkable examples of prehistoric engineering in the United States. Historians recognize Pineland as one of the most important Calusa settlements ever discovered, historically associated with the settlement known as “Tanpa,” believed to have contributed to the modern namesake of Tampa. The nearby shell mounds, waterways, and preserved archaeological features stand today as enduring reminders of the area’s immense cultural importance. Whether envisioned as a private family compound, equestrian retreat, agricultural homestead, restoration project, or long-term legacy holding, this property offers a combination of acreage, history, and generational significance that is becoming increasingly impossible to find. Properties can be replicated. History cannot.

7535 Caloosa Drive, Bokeelia

Listing Courtesy of Sea Glass Gulf Realty

$15,000

SELLER FINANCING WITH 1/3 DOWN, 7% INTEREST WITH 3 YEAR BALLOON! Great deal on a lot in the highly sought after Pineland area of Bokeelia. You are just a few minute golf cart ride from Pineland marina, the historic Tarpon Lodge and Alden Pines golf course. The property is located on a private road with quick access off of Caloosa Dr. SELLER OWNS THE ADJACENT LOT AND IT CAN BE PURCHASED AS WELL, GIVING YOU A GREAT OPPORTUNITY FOR A 2 LOT SITE WITH PLENTY OF PRIVACY OVERSIZED IN BOKEELIA.

225035007 MLS

SELLER FINANCING WITH 1/3 DOWN, 7% INTEREST WITH 3 YEAR BALLOON! Great deal on a lot in the highly sought after Pineland area of Bokeelia. You are just a few minute golf cart ride from Pineland marina, the historic Tarpon Lodge and Alden Pines golf course. The property is located on a private road with quick access off of Caloosa Dr. SELLER OWNS THE ADJACENT LOT AND IT CAN BE PURCHASED AS WELL, GIVING YOU A GREAT OPPORTUNITY FOR A 2 LOT SITE WITH PLENTY OF PRIVACY OVERSIZED IN BOKEELIA.

7433 Hibiscus Avenue, Bokeelia

Listing Courtesy of Gulf Gateway Realty, Inc.

Selling Office: .

$15,000

SELLER FINANCING WITH 1/3 DOWN, 7% INTEREST WITH 3 YEAR BALLOON! Great deal on a lot in the highly sought after Pineland area of Bokeelia. You are just a few minute golf cart ride from Pineland marina, the historic Tarpon Lodge and Alden Pines golf course. The property is located on a private road with quick access off of Caloosa Dr. SELLER OWNS THE ADJACENT LOT AND IT CAN BE PURCHASED AS WELL, GIVING YOU A GREAT OPPORTUNITY FOR A 2 LOT SITE WITH PLENTY OF PRIVACY OVERSIZED IN BOKEELIA!

225035004 MLS

SELLER FINANCING WITH 1/3 DOWN, 7% INTEREST WITH 3 YEAR BALLOON! Great deal on a lot in the highly sought after Pineland area of Bokeelia. You are just a few minute golf cart ride from Pineland marina, the historic Tarpon Lodge and Alden Pines golf course. The property is located on a private road with quick access off of Caloosa Dr. SELLER OWNS THE ADJACENT LOT AND IT CAN BE PURCHASED AS WELL, GIVING YOU A GREAT OPPORTUNITY FOR A 2 LOT SITE WITH PLENTY OF PRIVACY OVERSIZED IN BOKEELIA!

7423 Hibiscus Avenue, Bokeelia

Listing Courtesy of Gulf Gateway Realty, Inc.

Selling Office: .

$800,000

The Adam’s Mound Estate is composed of THREE RESIDENCES on 7+ acres in the ancient Calusa Indian mound area of Pineland. The estate has two separate addresses (13841 and 13845 Robert Road). Scattered around the 7+ acres are various tropical plants: many varieties of palms and mangoes, sapodilla, ylang-ylang, papaya, carambola, avocado, sugar cane, bananas, passion fruit, dragon fruit, and various citrus varieties. There is a cypress slough, pond, artesian well, large brick patio area, and animal pen and fenced pasture which currently houses five goats and fourteen chickens. The two residences located at the 13841 Robert Road address are the main house and a guest cottage. The house is located on what is possibly the highest land point in Lee County. The main house is two stories with three bedrooms, a laundry room with washer and dryer, and a bathroom with separate shower and bathtub on the second floor. On the first floor is an open kitchen/ dining room, living room, office/bedroom, entry area with lots of shelving, bathroom with tub, and sunroom/bedroom. The upper cottage at 13841 Robert Road is a one bedroom split level residence. The bathroom has a tub with shower. The cottage is two rooms. Besides the lower level (3 steps down) bedroom, the other large room contains the kitchen with stove, refrigerator, sink and a living/ dining area. The cottage has a deck on both sides. The lower cottage at the 13845 Robert Road address has two bedrooms, a large living room with jalousie windows on three sides of the room, a dining/kitchen area and a storage room. A two car garage, a laundry room, and a room with a separate entrance currently used as a business showroom, are attached to the lower cottage residence. This property is subject to a conservation easement with the State of Florida and landowner compliance responsibilities convey with the property. See property supplements for more detail. The main house (The Adams House) is a designated historical building and subject to those rules and regulations.

4 Beds ⋅ 2 Baths ⋅ 224091642 MLS

The Adam’s Mound Estate is composed of THREE RESIDENCES on 7+ acres in the ancient Calusa Indian mound area of Pineland. The estate has two separate addresses (13841 and 13845 Robert Road). Scattered around the 7+ acres are various tropical plants: many varieties of palms and mangoes, sapodilla, ylang-ylang, papaya, carambola, avocado, sugar cane, bananas, passion fruit, dragon fruit, and various citrus varieties. There is a cypress slough, pond, artesian well, large brick patio area, and animal pen and fenced pasture which currently houses five goats and fourteen chickens. The two residences located at the 13841 Robert Road address are the main house and a guest cottage. The house is located on what is possibly the highest land point in Lee County. The main house is two stories with three bedrooms, a laundry room with washer and dryer, and a bathroom with separate shower and bathtub on the second floor. On the first floor is an open kitchen/ dining room, living room, office/bedroom, entry area with lots of shelving, bathroom with tub, and sunroom/bedroom. The upper cottage at 13841 Robert Road is a one bedroom split level residence. The bathroom has a tub with shower. The cottage is two rooms. Besides the lower level (3 steps down) bedroom, the other large room contains the kitchen with stove, refrigerator, sink and a living/ dining area. The cottage has a deck on both sides. The lower cottage at the 13845 Robert Road address has two bedrooms, a large living room with jalousie windows on three sides of the room, a dining/kitchen area and a storage room. A two car garage, a laundry room, and a room with a separate entrance currently used as a business showroom, are attached to the lower cottage residence. This property is subject to a conservation easement with the State of Florida and landowner compliance responsibilities convey with the property. See property supplements for more detail. The main house (The Adams House) is a designated historical building and subject to those rules and regulations.

13841-13845 Robert Road, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$650,000

Secluded residence in Pineland on Pine Island. This private five acres includes a restored historic bungalow originally built in 1910 by Captain John Smith, a classic 2-story Florida barn/garage nestled in an oak hammock, and equestrian amenities. The home has been meticulously and professionally restored and updated. Walk upon the brick walkway among tropical vegetation to the broad spacious front porch. The front door opens to the kitchen with handcrafted cabinets made from the original structure’s heart pine exterior siding milled at Captain Smith's turn-of-the-century Pineland saw mill. Also, find the original brick chimney, modern appliances, and a pantry with washer and dryer. The bedroom includes a large walk-in closet and the newly renovated bathroom, a glass enclosed walk-in shower and double sink vanity. The living area is surrounded by large windows looking out upon the pasture and lush vegetation. The home features tongue & groove oak floors, storm ready impact-resistant and insulated windows throughout, three mini-split AC units, and high open ceilings. As per the Lee County Historic Preservation Board... "The home's design is an excellent example of the traditional Coastal Florida Architecture known as Florida Cracker". The very generous barn/garage (approx. 50’x50’) contains a spacious open workshop (currently a sculptor's studio) a one car garage area, a large screened lanai for entertaining, two 12’x12’ horse stalls opening onto fenced paddock, and a brick-paved back porch. The barn's second floor loft has lots of storage and potential for a private art studio with windows on all four sides. This one of a kind property is the definition of peaceful old Florida and is within walking distance of excellent fishing in Pine Island Sound, the Pineland Marina, and the historic Tarpon Lodge and Restaurant. The property has a fenced horse pasture, beautiful large oaks, 100 year old mango trees, tropical and native flora, and a controlled artesian well. It is bordered on the west and north sides by the Florida Museum of Natural History's Randell Research Center archeological site, which prevents further development and ensuring privacy. Take a look at the photos or, better yet, take a tour of this beautiful coastal property...Call today.

1 Beds ⋅ 1 Baths ⋅ 224066890 MLS

Secluded residence in Pineland on Pine Island. This private five acres includes a restored historic bungalow originally built in 1910 by Captain John Smith, a classic 2-story Florida barn/garage nestled in an oak hammock, and equestrian amenities. The home has been meticulously and professionally restored and updated. Walk upon the brick walkway among tropical vegetation to the broad spacious front porch. The front door opens to the kitchen with handcrafted cabinets made from the original structure’s heart pine exterior siding milled at Captain Smith's turn-of-the-century Pineland saw mill. Also, find the original brick chimney, modern appliances, and a pantry with washer and dryer. The bedroom includes a large walk-in closet and the newly renovated bathroom, a glass enclosed walk-in shower and double sink vanity. The living area is surrounded by large windows looking out upon the pasture and lush vegetation. The home features tongue & groove oak floors, storm ready impact-resistant and insulated windows throughout, three mini-split AC units, and high open ceilings. As per the Lee County Historic Preservation Board... "The home's design is an excellent example of the traditional Coastal Florida Architecture known as Florida Cracker". The very generous barn/garage (approx. 50’x50’) contains a spacious open workshop (currently a sculptor's studio) a one car garage area, a large screened lanai for entertaining, two 12’x12’ horse stalls opening onto fenced paddock, and a brick-paved back porch. The barn's second floor loft has lots of storage and potential for a private art studio with windows on all four sides. This one of a kind property is the definition of peaceful old Florida and is within walking distance of excellent fishing in Pine Island Sound, the Pineland Marina, and the historic Tarpon Lodge and Restaurant. The property has a fenced horse pasture, beautiful large oaks, 100 year old mango trees, tropical and native flora, and a controlled artesian well. It is bordered on the west and north sides by the Florida Museum of Natural History's Randell Research Center archeological site, which prevents further development and ensuring privacy. Take a look at the photos or, better yet, take a tour of this beautiful coastal property...Call today.

13647 Robert Road, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$520,000

HUGE PRICE DROP!!! RARE Pineland home on almost TWO acres! This courtyard style home is all you need to enjoy a peaceful, Island life. Plenty of room to store your toys or add a pool. The main house features two living spaces along with 3 bedrooms, 2 full bathrooms, along with a half bath for guests. The master bedroom and bathroom have been updated and have 2 large walk-in closets. You will love spending time in the courtyard, that open to the Florida sun. The guest house is overlooking the courtyard and has a bedroom, full bathroom & living space as well. A few upgrades to mention- new a/c, exterior paint, gutters, roof, fence and whole home security system (cameras included!). This property remained high and dry from Hurricane Ian! Just minutes from the historical Tarpon Lodge, multiple boat ramps, Calusa Nature Trail & Bokeelia Post office. Pine Island living offers some of the best shallow-water fishing in the world!

4 Beds ⋅ 4 Baths ⋅ 223073969 MLS

HUGE PRICE DROP!!! RARE Pineland home on almost TWO acres! This courtyard style home is all you need to enjoy a peaceful, Island life. Plenty of room to store your toys or add a pool. The main house features two living spaces along with 3 bedrooms, 2 full bathrooms, along with a half bath for guests. The master bedroom and bathroom have been updated and have 2 large walk-in closets. You will love spending time in the courtyard, that open to the Florida sun. The guest house is overlooking the courtyard and has a bedroom, full bathroom & living space as well. A few upgrades to mention- new a/c, exterior paint, gutters, roof, fence and whole home security system (cameras included!). This property remained high and dry from Hurricane Ian! Just minutes from the historical Tarpon Lodge, multiple boat ramps, Calusa Nature Trail & Bokeelia Post office. Pine Island living offers some of the best shallow-water fishing in the world!

7200 Pineland Road, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$430,000

2 bedrooms and 3 bathrooms, well maintained home located in the Pineland Area on a HUGE 4 lot parcel! This beautiful home has an additional 2 ground level rooms with their own private entrances that could be used as a home office or generate income as a separate rental. The spacious home boasts an open concept kitchen, with a large center island, warm wood floors, vaulted ceilings and lush green views from every room. The floor to ceiling windows, skylights, art deco light fixtures and stylish french doors makes this home very unique! It even has a very large sunroom attached to the kitchen, adding to its southern charm. The garage has a big attached workroom, well suited for hobbyists, and adds a lot of storage space. The large and shaded outdoor patio is a perfect space for entertaining guests next to the in-ground pool, which is surrounded by lush landscaping exuding a resort style feel. Come home every day and relax in your own private tropical paradise, tucked away in coveted Pine Island!

2 Beds ⋅ 3 Baths ⋅ 223044952 MLS

2 bedrooms and 3 bathrooms, well maintained home located in the Pineland Area on a HUGE 4 lot parcel! This beautiful home has an additional 2 ground level rooms with their own private entrances that could be used as a home office or generate income as a separate rental. The spacious home boasts an open concept kitchen, with a large center island, warm wood floors, vaulted ceilings and lush green views from every room. The floor to ceiling windows, skylights, art deco light fixtures and stylish french doors makes this home very unique! It even has a very large sunroom attached to the kitchen, adding to its southern charm. The garage has a big attached workroom, well suited for hobbyists, and adds a lot of storage space. The large and shaded outdoor patio is a perfect space for entertaining guests next to the in-ground pool, which is surrounded by lush landscaping exuding a resort style feel. Come home every day and relax in your own private tropical paradise, tucked away in coveted Pine Island!

14120 Bokeelia Road, Bokeelia

Listing Courtesy of Coldwell Banker Sunstar Realty

Selling Office: .