Pineland Real Estate

Pineland Real Estate

Welcome to Pineland, a charming subdivision nestled in the picturesque community of Englewood, Florida, within Sarasota County. This hidden gem offers a perfect blend of serene living and vibrant coastal lifestyle, making it an ideal choice for families, retirees, and anyone seeking a slice of paradise.

Pineland is characterized by its lush landscapes, well-maintained streets, and a strong sense of community. The subdivision features a variety of homes, from cozy single-family residences to more spacious options, catering to diverse preferences and budgets. Many properties boast beautiful gardens and outdoor spaces, perfect for enjoying Florida's year-round sunshine.

One of the standout features of Pineland is its proximity to the stunning Gulf Coast beaches. Just a short drive away, residents can bask in the sun, stroll along the sandy shores, or indulge in various water sports. Englewood's local charm is further enhanced by its vibrant downtown area, where you'll find delightful shops, restaurants, and entertainment options that cater to all tastes.

Nature enthusiasts will appreciate the nearby parks and nature preserves, offering opportunities for hiking, birdwatching, and picnicking in the great outdoors. The area is also known for its friendly atmosphere and community events, fostering a strong sense of belonging among residents.

With its beautiful surroundings, convenient amenities, and a welcoming community, Pineland is more than just a subdivision; it's a place to call home. Experience the best of Florida living in this enchanting Englewood neighborhood, where relaxation and adventure await at every turn.

Newest Listings in Pineland

$240,000
Pineland SubDv.
Here’s your chance to own 3.4 acres of residential land, zoned RSF2, right in the heart of Englewood. With public water, sewer, and power already available at the street, this property offers flexibility and convenience. It features access from three roads, including one entrance already complete with a culvert pipe and drive access. Whether you choose to enjoy the property as a private retreat or explore the possibility of subdividing it into smaller parcels, the opportunities are endless. Current zoning allows for a main home, guest house, and up to three accessory structures, giving you room to create the lifestyle you’ve been dreaming of. Per a local engineer, no stormwater drainage engineering is required for a single residence, making the building process even easier. Ideally located near Englewood Beach, Englewood Hospital, the YMCA, shopping, dining, and so much more, this property combines privacy with a highly desirable location. A survey is available, and while some areas of the land may include wetlands, buyers are encouraged to complete their own due diligence. Possible owner financing is also available. Don’t wait—this slice of paradise is ready for your vision.

2 Bertrend Street, Englewood
$1,279,000
Pineland SubDv.
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
Pineland SubDv.
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
$230,000
2 Beds ⋅ 1 Baths ⋅ Pineland SubDv.
Feel like you are out in the country yet in the heart of Englewood situated on an oversized, fully fenced lot with fruit trees and garden. Featuring a spacious open floor plan with 2 living areas, low-maintenance wood laminate flooring throughout. Have peace of mind living in this concrete home with a 6yr new roof, 3yr a/c, 4 yr water heater, hurricane impact windows and new electric. Everything upgraded! The air-conditioned Florida Room adds year-round living space. Enjoy outdoor living with two screened-in lanais—one covered, the other nestled in a serene garden within a screened enclosure. A new storage shed in the large backyard provides ample storage. Located just minutes from Englewood Beach, All the amazing shopping, dining, Englewood Hospital, and local medical offices so close, this coastal retreat blends convenience and tranquility—perfect for full-time living or a vacation getaway.

857 Palmetto Street, Englewood
$206,000
2 Beds ⋅ 1 Baths ⋅ Pineland SubDv.
Virtually Staged. Welcome to your beautifully remodeled two-bedroom, one-bath retreat. Perfectly positioned for convenience, this home offers quick access to essential amenities including the hospital, YMCA, and a variety of local restaurants. You’re just a short trip from the vibrant atmosphere of Dearborn Street (0.7 miles) and the beautiful sands of Englewood Beach (3.3 miles). The interior features a stunning, contemporary kitchen and updated finishes that maximize both style and functionality. Step from your covered porch into a well-laid-out space that flows seamlessly. Outside, the large yard offers endless potential—create the outdoor living area of your dreams or a lush tropical landscape. Some photos maybe Virtually Staged or AI enhanced.

735 Bertrend Street, Englewood
$460,000
Pineland SubDv.
Owner Financing available. Tucked away but close to everything. Nearly 4 acres, one of the few parcels of this size that are currently available. Adjacent property of 40 acres is currently being developed as a gated community of 85 single family homes called Sandpiper Pointe by MI Homes. Minutes away from Dearborn St and Englewood beach, with easy access to US-41 and I-75 via River Rd (or SR 776). Build a family compound or subdivide into a possible 9 parcels (18,480 sq/ft each). Subdivision pre-submittal has already been completed, available upon request. No wetlands on site with public water, public sewer, and electric all available. No HOA.

Bertrend Street, Englewood
Start Your Search