Pine Island Homes with Non-Gated Community Type

Pine Island Homes with Non-Gated Community Type

Welcome to Pine Island, a hidden gem nestled in the heart of Lee County, Florida. This idyllic community offers a unique blend of natural beauty and a laid-back lifestyle, perfect for those seeking a serene escape from the hustle and bustle of everyday life. With its lush landscapes and stunning waterfront views, Pine Island is a paradise for nature lovers and outdoor enthusiasts alike.

The homes in Pine Island are designed to embrace the spirit of Florida living, featuring spacious layouts, modern amenities, and a variety of architectural styles that reflect the charm of the region. As a non-gated community, Pine Island fosters a friendly and welcoming atmosphere, where neighbors become friends and gatherings are a regular occurrence. Imagine sipping your morning coffee on a sun-drenched porch while enjoying the gentle breeze and the sounds of nature surrounding you.

Pine Island is not just about picturesque homes; it’s also about a vibrant lifestyle. Residents have access to a plethora of recreational activities, from boating and fishing to hiking and biking along scenic trails. The community is surrounded by pristine beaches, lush parks, and nature preserves, making it an ideal location for those who appreciate the great outdoors.

With its rich local culture, charming shops, and delightful dining options, Pine Island offers a lifestyle that is both relaxed and engaging. Whether you’re looking for a vacation home or a permanent residence, Pine Island invites you to discover the beauty and tranquility of this remarkable community. Experience the best of Florida living in Pine Island—where home is more than just a place; it’s a way of life.

Newest Pine Island Homes with Non-Gated Community Type

5938 Sailfish Road, Bokeelia
$399,000
4 Beds ⋅ 2 Baths ⋅ 2026045476 MLS
Sailfish Inn Duplex - 4/2 duplex in the Heart of Pine Island. Fully renovated - Metal roof, all new appliances including washers and dryers on each side. Granite counter tops and new cabinets. Full laundry room. Property comes fully furnished. Use for yourself, annual rentals or short term rental, all viable options. One side is leased on an annual lease. Beautiful new Zoysia and new sprinkler system in 2025. Backyard has a privacy fence and fire pits on each side for cozy warm nights by the fire. Insulated storage building is perfect for beach bikes and any other storage. The owner is no longer able to travel to Florida for the winter and is motivated to pass it along to someone new. Very few multi family available on the Island. Perfect time to find your spot in Paradise.

5938 Sailfish Road, Bokeelia
5476 Avenue D, Bokeelia
$219,000
3 Beds ⋅ 2 Baths ⋅ 226035741 MLS
Handyman special! 3 bedroom and 2 bath POOL HOME! Newer roof already installed. Pavers in the outdoor pool area and fenced yard. 1 car garage. Located next to the heart of Pine Island with easy access to Matlacha and Cape Coral. Very easy to show! Best value for money in all of Bokeelia currently. Modern PVC laminate floor throughout. Block home! Currently vacant! Good investment for Airbnb or long term rental or for home owners looking for the best value on the island! All appliances included.

5476 Avenue D, Bokeelia
2471 AVOCADO Street, St James City
$529,000
3 Beds ⋅ 2 Baths ⋅ 2026037929 MLS
Experience owning a slice of paradise in this fully and tastefully remodeled home. Each room has been extensively updated to enjoy comfortable island living within its light filled spaces. The new kitchen and baths with walk-in showers are amazing. A metal roof was installed three years ago, and recently a water heater. This area of the island is golf cart friendly so you may ride it to local restaurants, bars, shopping or simply cruise around the entire neighborhood. Whether used as a full-time residence, seasonal, or an investment property, this home would easily fulfill your desires. Pine Island is a nature lover's paradise in addition to offering access to world class fishing. It has several county parks and a bike path almost the entire length of the island. Are you a baseball fan? Southwest Florida has many MLB spring training facilities all within an easy drive. If you enjoy sun, salt, fishing, boating, baseball or great fresh seafood, Pine Island is the right place for you and your family. Start living on "Island Time."

2471 AVOCADO Street, St James City
12180-12212 Stringfellow Road, Bokeelia
$300,000
226031653 MLS
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
5831 Samoa Drive, Bokeelia
$335,000
3 Beds ⋅ 2 Baths ⋅ 2026031767 MLS
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
12303 Cristi Way, Bokeelia
$899,900
3 Beds ⋅ 3 Baths ⋅ 2026032475 MLS
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, and some furnishings 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. 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
TBD Masters Landing Drive, St James City
$325,198
2026031044 MLS
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
5375 Serenity Cove, Bokeelia
$579,900
2 Beds ⋅ 2 Baths ⋅ 2026029862 MLS
PRICE IMPROVEMENT! 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
TBD Masters landing Drive, St James City
$342,423
2026027336 MLS
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
6198 Hodges Drive, Bokeelia
$39,900
2026025676 MLS
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
3814 Dewberry Lane, St James City
$195,000
2026020209 MLS
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
5599 Royal Okley Lane, Bokeelia
$44,900
2026019640 MLS
Calling all anglers, boaters, and lovers of the outdoors—this is your chance to claim your own slice of island living. Situated on **½ acre in unincorporated Bokeelia**, this property offers an incredible opportunity to build or invest in one of Southwest Florida’s most naturally beautiful and peaceful communities. Bokeelia is known for its quiet, laid-back lifestyle and abundant wildlife, offering a true escape while still being within reach of **Cape Coral, Fort Myers, and Punta Gorda**. Despite its secluded feel, you're just a short drive to airports, beaches, shopping, and dining. Take a drive out and experience it for yourself—you may find there’s no reason to leave the island once you arrive. Located at the northern tip of Pine Island, Bokeelia is surrounded by water, with easy access to **Pine Island Sound, Charlotte Harbor, and Matlacha Pass**—making it a dream location for boating and world-class fishing enthusiasts. Enjoy **southern exposure** and a setting filled with native palms and natural beauty. The lot will require some clearing, along with installation of a well and septic system, giving you the flexibility to design and build exactly what you envision. Let's go, what are you waiting for?

5599 Royal Okley Lane, Bokeelia
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