Pine Island Real Estate

Pine Island Real Estate

Welcome to Pine Island, a hidden gem nestled in Lee County, Florida, where nature’s beauty and tranquil living converge. This picturesque subdivision offers a unique blend of serene landscapes, vibrant wildlife, and a close-knit community atmosphere that makes it a perfect place to call home.

Pine Island is renowned for its breathtaking waterfront views and lush tropical surroundings. With its rich history as one of Florida's largest islands, it is a haven for outdoor enthusiasts and those seeking a laid-back lifestyle. Residents enjoy easy access to pristine beaches, lush parks, and a variety of recreational activities, from kayaking through the calm waters to fishing along the scenic coastline.

The community is characterized by charming homes that reflect the island's coastal aesthetic, with many properties featuring stunning views of the water or easy access to boat docks. Whether you’re looking for a cozy bungalow or a spacious family home, Pine Island offers a diverse range of real estate options to suit your needs.

In addition to its natural beauty, Pine Island boasts a vibrant community spirit, with local events and gatherings that foster connections among neighbors. Enjoy fresh seafood at local eateries, explore quaint shops, or simply unwind with a sunset stroll along the shore.

With its perfect blend of relaxation and adventure, Pine Island invites you to experience the best of Florida living. Discover your dream home in this idyllic subdivision and become part of a community that celebrates the beauty of nature and the warmth of friendship. Come and see why Pine Island is more than just a place to live; it's a lifestyle waiting to be embraced!

Newest Listings in Pine Island

Pine Island SubDv.

1.8 miles north of Pine Island Rd, across from 40+ acre Diocese of Venice church and just north of Pelletier Rickert Physical Therapy. Assemblage of ten 25'X155' lots, creating a whole block between Trout Rd and Kingfish Rd on Stringfellow Rd with rear access from Redfish Ln, totaling 0.89 acres with 250’ frontage on Stringfellow Rd in Bokeelia of Pine Island. Zoned C-1, which allows variety of Commercial as well as Residential Ues. STRAPS: 12212 Stringfellow Rd=16-44-22-02-00000.049B; 12208 Stringfellow Rd=16-44-22-02-00000.050B; 12204 Stringfellow Rd=16-44-22-02-00000.051B 12200 Stringfellow Rd=16-44-22-02-00000.052B; 12196 Stringfellow Rd=16-44-22-02-00000.053B; 12192 Stringfellow Rd=16-44-22-02-00000.054B; 12188 Stringfellow Rd=16-44-22-02-00000.055B; 12184 Stringfellow Rd=16-44-22-02-00000.056B; 12182 Stringfellow Rd=16-44-22-02-00000.057B; 12180 Stringfellow Rd=16-44-22-02-00000.058B;

12180-12212 Stringfellow Road, Bokeelia

Pine Island SubDv.

Build your ideal Pine Island retreat on this oversized 80x180 clear lot located on quiet Flamingo Drive in Saint James City. This property is ready for your new manufactured home. Enjoy direct water access, the lot sits high and open offering easy build ability and ample space for parking, outdoor living and storage. The HOA is voluntary that includes use of the pool & boat ramp if you chose to join. It is close to marinas, waterfront dinning and all the charm of Pine Island living. This homesite offers exceptional value for a seasonal get away or full time Florida lifestyle. Just minutes out to great fishing or visiting the Cayo Costa Beach.

5127 Curlew Drive, St James City

3 Beds ⋅ 2 Baths ⋅ Pine Island SubDv.

Discover the charm of Island living in this beautifully maintained 3-bedroom, 2-bath home nestled in the heart of Bokeelia! Offering 1,460 square feet of comfortable living space, 2 car garage, and recent updates, this move-in-ready home combines peace of mind with the relaxed Florida lifestyle you've been dreaming of. The backyard is a gardener's delight, featuring beautifully landscaped grounds with lots of mature fruit trees, 6 banana trees (3 different types), 1 mango, 3 papaya, 1 lemon, 2 sea grapes, 1 shampoo ginger, and a sugar cane, thriving herb gardens and colorful tropical plantings that create peaceful setting to relax, entertain or simply enjoy Florida's natural beauty. There is a lush perimeter of mature shrubs, landscaping that provides natural privacy and enhances the homes' tranquil atmosphere. Inside you'll appreciate the comfortable floor plan and the peace of mind that comes with major improvements, NEW ROOF (2023) ALL NEW PLUMBING THROUGHOUT THE HOME (2025), NEW WATER HEATER (2025), Even more reassuring the home has never flooded during any of the recent hurricanes. Conveniently located within walking distance of the community pool, pickleball courts, shopping, the local museum, and several popular restaurants, you'll love having everyday amenities just minutes from your front door. A short drive brings you to the public boat ramp, offering easy access to world-class fishing, boating, kayaking and all the waters surrounding beautiful Pine Island. Built in 1994 and lovingly care for this home offers the perfect blend of comfort, convenience and the laid-back charm that makes Bokeelia such a desirable place to call home. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity this property is ready to welcome its next owner.

5831 Samoa Drive, Bokeelia

3 Beds ⋅ 3 Baths ⋅ Pine Island SubDv.

Set on 2.6 acres in Bokeelia, this fully operational tropical island farm is where mornings begin with fresh eggs and evenings end beside the pool in the island breeze. Part home, part orchard and part working farm, it is ready for its next chapter. Zoned AG-2, the property is ideal for farming, nursery operations or homestead living. The owners currently receive an agricultural tax exemption; the next owner may apply for the same benefit. The home offers 2,283 square feet plus a 573-square-foot air-conditioned attached garage. Mature trees, nursery inventory, chickens, equipment, tools, furnishings and operational assets are included, allowing the next owner to harvest fruit, gather eggs and grow plants without starting from scratch. Upstairs are the main living area, kitchen, dining space and primary bedroom, plus a covered porch overlooking the farm. Downstairs are guest bedrooms, a full bathroom, laundry area and second living room opening to the patio and screened pool—ideal for guests or multigenerational living. Improvements include remodeled kitchen and bathrooms, smart appliances, tile floors, plantation shutters, impact-rated windows and doors, updated A/C, spray-foam insulation, newer water heater and water-treatment systems. A 24-kW generator and 500-gallon underground propane tank add peace of mind. The septic field was replaced, a lift station added, and the roof was resecured in 2022 and inspected annually. The property is not in a designated flood zone. The grounds produce mango, avocado, coconut, citrus, lychee, starfruit, papaya, jackfruit, passion fruit, moringa and more. Over 100 banana plants representing about 22 varieties are established and producing. App-controlled irrigation reaches about 95% of the trees. Farm infrastructure includes perimeter fencing, secure chicken coops, three pole barns, two hurricane-strapped sheds and an air-conditioned tool shed with electric service. Nursery supplies and extensive farm equipment are included for continued operation of the on-site market. Cool off in the screened pool, gather on the lanai or relax on the upper porch in your own tropical oasis. Whether you envision a working farm, nursery, self-sufficient homestead or island retreat with supplemental-income potential, this remarkable property offers room to grow and a lifestyle that feels like a getaway every day.

12303 Cristi Way, Bokeelia

Pine Island SubDv.

Create your private retreat area. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. Almost 10 acres of Pristine Virgin Pine Island acres near open water on offer for your consideration.(in the Master's Landing vicinity) Address not yet determined Approximate measurement is as follows:328' x 1369' x 328' x1368'

TBD Masters Landing Drive, St James City

2 Beds ⋅ 2 Baths ⋅ Pine Island SubDv.

Live the Pine Island Waterfront Lifestyle! Escape to this beautifully remodeled gulf-access stilt home where every upgrade is already done and every day feels like vacation. This turnkey retreat blends modern comfort with the laid-back charm of island living—just bring your clothes and a toothbrush and start enjoying the water. A Boater’s Paradise as you step outside onto your 2024 captain’s-walk dock, complete with a 13,000 lb. boat lift and a convenient fish cleaning station. Launch straight into Matlacha Pass with no bridges—just open water, world-class fishing, and endless boating adventures right from your backyard. Fresh, Modern, and Move-In Ready Inside, the home shines with a full 2023 remodel to include: New kitchen and appliances, new laminate flooring installed over an added ¾" plywood reinforcement for a solid floor. New roof, hot water heater, replumb, and updated electric panel. Clean, bright spaces designed for comfort and easy coastal Island living at its best! Sip your morning coffee with the breeze on the balcony, spend afternoons on the water, and unwind with sunset views only Pine Island can offer. Whether you’re seeking a seasonal escape or a full-time waterfront lifestyle, this home delivers effortless living in one of Southwest Florida’s most peaceful boating communities.

5375 Serenity Cove, Bokeelia

Pine Island SubDv.

Treasure Hunt! 10+ Pristine Virgin Pine Island acres near open water on offer for your consideration in the Master's Landing vicinity. The address is not yet determined. The approximate measurement is as follows: 332' X 1367 (10+acres)'. Walk past the corner of Masters Landing Dr. Go east of Pirate Landing Ln there is a paper road once at the corner of those two roads you walk about 573 feet and you will be at the SW corner of this unamed parcel which is situated to the east of mls#2026025968 and shares a property line with it. Together these contigous parcels comprise a 27+ acre opportunity. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers anyone looking to build a unique estate.

TBD Masters landing Drive, St James City

Pine Island SubDv.

Imagine your private santuary! Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. 17+ Pristine Virgin Pine Island acres near open water on offer for your consideration.(in the Master's Landing vicinity) Address not yet determined Approximate measurement is as follows: 1357x573x1367x573

TBD Pirate Landing Lane, St James City

Pine Island SubDv.

Discover the possibilities on beautiful Pine Island with this oversized approximately ½-acre homesite tucked away at the end of a quiet road. This lot has electricity available and is on Pine Island Water! Offering added privacy and plenty of space to design your ideal island retreat, this property provides a rare opportunity to enjoy the laid-back lifestyle that makes Bokeelia so desirable. Pine Island Water and electric service are available, making the path to building even more convenient. Surrounded by the natural beauty, fishing, boating, and small-town charm of Pine Island, yet just a short drive to local restaurants, marinas, and everyday conveniences, this is the perfect location for your future home or investment property. Don't miss your chance to own a spacious piece of Southwest Florida paradise.

6198 Hodges Drive, Bokeelia

Pine Island SubDv.

Great opportunity to own an oversized homesite in Bokeelia on beautiful Pine Island. Located in an X flood zone with no HOA restrictions or fees, this property offers plenty of flexibility to build the island home you’ve been dreaming of. Enjoy the peaceful surroundings, natural beauty, and laid-back Old Florida lifestyle that make Pine Island so desirable. Conveniently located near local marinas, restaurants, fishing, boating, and some of Southwest Florida’s best outdoor recreation, this property is ideal for a full-time residence, seasonal getaway, or investment opportunity.

5951 Royal Okley Lane, Bokeelia

Pine Island SubDv.

Papaya Avenue, Bokeelia

Pine Island SubDv.

Waterfront Gulf Access Lot – St. James City, Pine Island Build your dream waterfront home on this exceptional gulf-access lot in St. James City with no HOA restrictions. This property features a newer 52-foot concrete seawall and cap built by Honc Marine Construction, ideal for larger vessels, sailboats, and serious boaters. Enjoy one-turn access to the Intracoastal Waterway and minutes by boat to Sanibel, Captiva, and Fort Myers Beach, offering some of the best boating, fishing, and island hopping in Southwest Florida. A brand-new thick reinforced concrete pad is already in place, ready for a stilt home or mobile/modular build. City water and sewer are available (no well or septic needed), saving thousands in construction costs. A modular home floor plan is included for buyers looking to fast-track their build. This lot was previously the site of a highly profitable Airbnb rental, demonstrating strong income potential for short-term rental investors. The parcel is on the larger side for this neighborhood, offering extra space for parking, storage, outdoor living, or future expansion. No HOA, no deed restrictions, and endless possibilities!

3814 Dewberry Lane, St James City

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