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$439,900
3 Beds ⋅ 2 Baths ⋅ 2026031193 MLS
Rarely does a property like this become available in Bokeelia's highly sought-after Fish Streets! Set on an impressive 0.88-acre homesite—nearly four times the size of a typical neighborhood lot—this exceptional property offers the privacy, space, and flexibility that are becoming increasingly rare on Pine Island. This well-maintained home features 4 bedrooms (or 3 bedrooms plus a den/home office) and 2 bathrooms, with a spacious, functional layout designed for comfortable everyday living. Accessibility has been thoughtfully incorporated, with wheelchair access throughout the main living areas and the primary bathroom, making the home suitable for a variety of lifestyles and abilities. Major improvements provide peace of mind, including a new roof (2023), new kitchen appliances (2023/2024), and a new water heater (2022). Original terrazzo floors extend throughout much of the home, offering the opportunity to restore a timeless Florida design element that perfectly complements the island lifestyle. Step outside and experience what truly sets this property apart. The oversized homesite offers endless possibilities, with ample space for a custom pool, a detached garage, a workshop, RV and boat storage, additional outbuildings, or lush tropical gardens. Mature, fruit-producing mango trees enhance the landscape, creating your own private island retreat. Best of all, there's no HOA, giving you the freedom to enjoy and improve your property without restrictive rules or fees. Large residential parcels of this size are increasingly difficult to find, making this property not only a wonderful place to call home but also an outstanding long-term investment with exceptional land value and appreciation potential. Conveniently located just minutes from marinas, public boat ramps, world-class fishing, waterfront restaurants, parks, and Pine Island's renowned natural beauty, this property offers the best of Southwest Florida living. Whether you're looking for a full-time residence, a seasonal escape, or an investment opportunity, this one-of-a-kind property delivers the space, privacy, and lifestyle today's buyers are seeking. Don't miss your opportunity to own one of the largest and most desirable home sites in the Fish Streets!

5791 Porpoise Road, Bokeelia
$469,000
5 Beds ⋅ 4 Baths ⋅ 2026027064 MLS
Welcome to an exceptional opportunity offering three beautifully renovated living spaces on one spacious property! The main residence features 3 bedrooms, 2 bathrooms, and approximately 1,800 square feet of thoughtfully updated space, PLUS an attached EFFICIENCY apartment and a DETACHED 2-bedroom, 1-bath Guest House - Additional Dwelling Unit (ADU), creating endless possibilities for multi-generational living, guest accommodations, rental income, or a private home office. The main home has been extensively renovated from top to bottom with updated electrical, plumbing, spray foam insulation, Argon gas windows, architectural shingle roof, central air conditioning with Wi-Fi thermostat, on-demand water heater, luxury water-resistant vinyl flooring, custom trim, six-panel doors, recessed lighting, Wi-Fi controlled ceiling fans, and fresh interior paint throughout. The stunning kitchen showcases custom cabinetry with Lazy Susan storage, custom tile backsplash, stainless steel appliances, under-cabinet microwave, and flexible faucet. The spacious living room is highlighted by a custom tongue-and-groove ceiling, built-in entertainment wall, and electric fireplace with customizable Wi-Fi lighting and heat settings. The attached efficiency apartment offers approximately 484 gross square feet (not included in the county heated living area) and is privately separated from the main home with locking French doors while maintaining its own exterior entrance. Complete with a full kitchen, full bathroom, washer/dryer combo, mini-split HVAC system, ceramic tile flooring, custom finishes, and private living space, it's ideal for guests or rental income. Also located on the property is a detached 588 -square-foot ADU (not included in the county heated living area) featuring 2 bedrooms, 1 bathroom, a full kitchen with new cabinetry and appliances, stacked washer/dryer, mini-split air conditioning, updated bathroom, ceramic tile flooring, French doors, and covered front porch. Outside, you'll find room for all your toys with ample parking for boats, RVs, trailers, and work vehicles. Two separate RV/camper hookups include electric and septic connections. Relax beneath mature oak trees or enjoy fresh fruit from the producing mango tree. Enjoy watching your 2 lemon trees mature and come to fruition. The extended front porch with three ceiling fans creates the perfect place to unwind. Located less than a half mile from a public boat and kayak launch and just minutes from pickleball, tennis courts, restaurants, shopping, and entertainment, this unique smart-home property offers incredible flexibility for homeowners and investors alike. Live in one residence while generating rental income from the others, accommodate extended family, or create the ultimate private compound. An extraordinary offering like this is truly one of a kind!

3728 Gasparilla Street, St James City
$499,000
3 Beds ⋅ 2 Baths ⋅ 2026027610 MLS
Amazing Opportunity! Newly Renovated, Gorgeous Island Style Stilt Home! Three Bedrooms, Two Full Baths, with a Split Floor Plan and on .49 Acres of Land! Now Available in the Desirable “The Nesting of Pine Island” Neighborhood. Welcoming Dual Entry Staircase, Lovely Open Front Porch and the Charming Entry Foyer Await Your Arrival. Enter the Bright, Large Living Room with French Doors that lead out to a Beautiful Screened Porch, Huge Open Deck and Spiral Staircase with Views of the Sprawling Back Yard! Gorgeous Large Kitchen with Custom Breakfast Bar, All New Cabinetry with Pull Out Drawers, Quartz Countertops, Glass Tile Back Splashes including the Breakfast Bar, Under Cabinet Lighting, Recess and Pendant Lighting, Tons of Counter Space, All Stainless Appliances, and a Pantry with Built in Cabinetry and the Full Size Stackable Washer and Dryer. This Open Kitchen is Adjacent to the Bright, Over Sized Gathering Dining Room. Nice Main Bedroom with Walk In Sized Closet and an En Suite Bathroom with Glass Door Shower, Stone Floor and a Separate Sink Area. Guest Bedrooms with Access to Full Guest Bath with Glass Shower Doors. Outstanding Space for up to Ten Vehicles with Two Long Driveways hosting approx. Four Under the Two Large Carports, and/or RV, Boats, Trailers etc. Fantastic Large Under House Storage Room and/or Workshop for all of your Hobbies or Storage Needs. The Open Balcony with New Deck Overlooks the Large Fabulous Back Yard. Nearly a Half Acre of Land with Plenty of Room for a Pool or Your Perfect Vision! Central Water. Private Septic. Recent Updates Throughout Including: Luxury Vinyl Flooring Throughout, All New Fixtures, Fans, Blinds and Appliances. Total New Kitchen 2022/2023 and Pantry with New Built in Cabinetry, New HVAC 2021, Remodeled Bathrooms with New Showers and Toilets, 2023/2024. New Metal Roof, All New Hurricane Impact Windows and Front Door. New French Doors. New Tankless Water Heater 2024/2025. New Screen Enclosed Porch and New Decking on the Back Open Balcony 2024. New Decorative Shutters 2024. New Front Deck Railings 2025. Updated Spiral Staircase. Dates are approximates. Located is a Beautiful Lush and Tropical Neighborhood Setting located at the center of Pine Island only minutes to the Community Pool, Museum, Playground, Baseball Fields, Library, Shopping, Specialty Shops, Restaurants and a Short Drive to Pineland Marina and our Local Ferries. Move In Ready! This Special Island Home is Simply a Must See!

10810 Habitat Circle, Bokeelia
$439,000
2026025679 MLS
Some of the best gulf access on Pine Island. Be in San Carlos Bay in less than 5 minutes. From there you can access all the outer islands, restaurants, bars, some truly great fishing and the beautiful beaches of Sanibel, Captiva, Fort Myers, and Cayo Costa. Hop in your car or golf cart, ride your bike, or walk to the local restaurants and bars available in St James City, including Phuzzi's, The Waterfront, The Low Key Tiki, and Froggy's. This lot is cleared and filled. It has 2 boat lifts, one 16,000# and one 8,000#. The larger of the two lifts has a cover and the smaller one has the frame, but no canopy. There is also a small lift for kayak that probably needs a new motor, and a paver patio adjacent to the large wrap around composite dock.

2371 Sycamore Street, St James City
$497,500
2026020078 MLS
SELLER FINANCING AVAILABLE!!! Your shortcut to island living starts here. Welcome to your private slice of paradise on Pine Island. Set on 2.5 acres, this property is already prepped and packed with opportunity the clearing and elevation is done, so you can skip the heavy lifting and jump straight into bringing your vision to life. Tucked away at the very end of a quiet dirt road, this peaceful setting is surrounded by other large parcels, offering both privacy and room to grow. A serene salt water pond borders the west side, adding a natural focal point and tranquil views. Zoned agricultural, this land is incredibly versatile design your dream homestead, start that boutique farm or nursery, or create a private retreat complete with a custom home, pool, and barn. With approximately 200 palm trees already on the ground included in the sale (standing palms do not convey), you’ve got a head start on landscaping or business potential. What truly sets this property apart are two brand-new wooden covered structures beautifully built and perfect for hosting gatherings, parties, family reunions, or even creating a unique event space. Whether you're entertaining under the island breeze or planning something bigger, the setup is already here. Utilities are already in place, with electric on site and a well. fed irrigation system covering the entire property ideal for maintaining lush greenery year round. Life on Pine Island is all about slowing down and soaking it in. Known for its laid-back charm, the island offers scenic bike paths, a local K–5 school, fresh-caught seafood, and endless kayaking opportunities. Surrounded by Gulf waters, you’ll also have access to some of the best shallow water fishing in the world. Whether you're looking to build, invest, or create something truly unique this property delivers the space, setting, and flexibility to make it happen.

12242 Eagles Nest Drive, Bokeelia
$415,000
3 Beds ⋅ 2 Baths ⋅ 2026012753 MLS
Experience the best of waterfront living in this beautifully furnished 3-bedroom, 2-bath coastal retreat in the highly desirable Pine Island Cove community. Offering direct GULF ACCESS and an impressive 92 feet on saltwater canal frontage, this home is designed for those who value comfort, style and effortless outdoor living. Inside, you'll find a bright, coastal-inspired interior with 1,508 sq.ft. of thoughtfully designed space. The home comes tastefully furnished, creating a turnkey experience from the moment you arrive. Enjoy seamless indoor-outdoor living with a screened front lanai, sunroom, and open back lanai overlooking the water. A boat lift and maintenance-fee landscaping make boating and relaxation truly effortless. As one of the largest homes in the community, it offers exceptional space and a premier canal location. of the rare advantages of Pine Island Cove is that you own your property-no land lease-while still enjoying resort-style amenities for an incredible low fee of just $160 per month. The community features a heated saltwater pool, spa, private Gulf access boat ramp, fish cleaning and washout station, a covered picnic pavilion, dog park, pickleball, bocce and a vibrant calendar of clubs and activities. From your dock you're only minutes to the bay and the Gulf, home to some of the best fishing in Florida.

4892 Gulfgate Lane, St James City
$499,000
2026012202 MLS
Oversized lot with the best waterfront access on Pine Island. Perfect for a larger home. This home site is just minutes to open water for you to enjoy fishing, waterfront restaurants, and the beautiful beaches of Sanibel, Captiva, Fort Myers, and Cayo Costa. Hop in your car or golf cart, ride your bike, or walk to the local restaurants and bars available in St James City, including Phuzzi's, The Waterfront, The Low Key Tiki, and Froggy's. This lot has considerable savings on impact fees available since a home was removed from it.

2224 Date Street, St James City
$459,000
2025011089 MLS
Build your estate home or Mango grove on this pristine 5 acres of land. This property is located in the small town of Bokeelia on Pine Island, off of the southwest coast of Florida. It offers a small-town laid-back environment. The property is very private and secluded yet close to all the amenities that Southwest Florida has to offer. It features a spring fed pond which would make a picturesque backdrop for your dream home. The property also has revenue producing mango trees with plenty of room for more plantings. Don't miss this opportunity to purchase one of the few remaining rural estate properties in beautiful Bokeelia.

5431 Gamebird Lane, Bokeelia