Pineland Real Estate

Introducing Pineland: A Tranquil Residential Development in Bokeelia, FL

Nestled in the picturesque city of Bokeelia, Florida, Pineland is a captivating residential development that offers a tranquil and idyllic lifestyle. Situated in Lee County, Pineland is the perfect choice for those seeking a serene and peaceful living environment.

Bokeelia, known for its natural beauty and laid-back charm, provides residents with a unique blend of small-town charm and modern amenities. With its stunning waterfront views and lush green landscapes, this city offers a truly enchanting setting for homeowners.

Pineland offers a range of housing options, from charming single-family homes to spacious townhouses, ensuring that there is a perfect fit for every individual or family. The development boasts meticulously designed properties that blend seamlessly with the surrounding natural beauty, creating a harmonious and inviting atmosphere.

Residents of Pineland have access to a variety of amenities and recreational facilities. Whether it's taking a leisurely stroll along the community's walking trails, enjoying a refreshing dip in the swimming pool, or gathering with friends and neighbors at the clubhouse, there is always something to do for everyone.

In addition to its serene surroundings, Pineland benefits from its convenient location. Bokeelia is just a short drive away from the vibrant city of Fort Myers, offering residents easy access to a wide range of shopping, dining, and entertainment options.

If you are looking for a peaceful and charming community to call home, Pineland in Bokeelia, FL, is the perfect choice. With its natural beauty, modern amenities, and convenient location, this development truly offers the best of both worlds.

Newest Listings in Pineland

$1,279,000

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

$1,500,000

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

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