Refine Search
Map
Sort by
$375,000
4 Beds ⋅ 2 Baths ⋅ 2026011195 MLS
Income-producing from day one, this well-maintained Pine Island duplex offers immediate returns with both units currently rented at $1,750/month, generating $3,500 in monthly income ($42,600 annually). Whether you’re looking to expand your investment portfolio or live in one unit while offsetting your expenses, this property delivers flexibility and real value in today’s market. Based on current pricing, an estimated mortgage payment of around $2,400/month with 10% down (buyer to verify with lender) creates a rare opportunity where the numbers make sense. Each unit features 2 bedrooms, 1 bathroom, a comfortable living area, a kitchen with dining space, tile flooring throughout, impact windows, and in-residence laundry. The layout is ideal for long-term tenants, seasonal residents, or owner-occupants seeking additional income. Set in a convenient Pine Island location, the property is close to local shopping, restaurants, parks, and boat ramps, making it especially appealing to tenants who enjoy the laid-back island lifestyle. Known for its world-class fishing, kayaking, boating, and natural beauty, Pine Island continues to attract both year-round residents and seasonal visitors alike. Whether you’re looking for steady rental income, a smart investment, or a way to live the island lifestyle while generating revenue, this duplex offers a unique and compelling opportunity.

5548/5550 Birdsong Lane, Bokeelia
$345,000
2 Beds ⋅ 3 Baths ⋅ 2026010703 MLS
Stilt home on an oversized lot in Saint James City! Has a closed in garage and workshop downstairs with additional room for guests. This property offers a quiet island retreat with all the convenience for waterfront living. Boating enthusiasts will love this location in Tropical Point! The home is just a few minutes’ walking distance from Tropical Point Park water access, perfect for kayaking and boating, which also provides easy access to explore the surrounding islands, some of the best fishing just right down the road. The home features a NEW metal roof, and a recently updated (UP-2-CODE) Electrical panel, and is ready for you to make it your own!!

3660 Tropical Point Drive, St James City
$332,000
4 Beds ⋅ 2 Baths ⋅ 226007617 MLS
Here is your opportunity to acquire a cash-flowing income-producing duplex in beautiful Bokeelia, Florida. Perfect for investors looking for multi-unit rental property. Immediate stable rental income with upside. Well maintained with a large yard and spacious back lanai for both units. Located just minutes from fishing, boating, shopping, dining, and public transit. Both units are well maintained and have central a/c units. No flooding or wind damage from any storms! Tenants pay both water and electric. This property is ideal for investors seeking a low-maintenance asset in a high-demand rental area. Four Point Inspection and Wind Mit is available! SELLING LOCAL PORTFOLIO INDIVIDUALLY OR TOGETHER. SEE OUR OTHER INVESTMENT PROPERTIES FOR SALE: MLS#s: 226007610, 226007622

5476 / 5478 Avenue C, Bokeelia
$40,000
2026008035 MLS
Discover the hidden gem of Pine Island Cove, a coveted 55+ community offering an array of amenities and activities. This vacant lot is the perfect canvas for your future dream home. Nestled in a serene and well-kept neighborhood, Pine Island Cove provides endless opportunities for recreation and relaxation. Enjoy amenities such as a sparkling pool, a bustling clubhouse, and pickle ball courts. For boating enthusiasts, a convenient boat ramp provides easy access to the gulf. Plus, take advantage of the significant benefit of no impact fees required for your manufactured, modular or mobile home. Boat & RV storage yard is available. Seize this unique opportunity to join a vibrant community and build your ideal retirement retreat in Pine Island Cove.

4914 Needle Fish Lane, St James City
$345,000
2025024386 MLS
Don’t miss this buildable residential lot in St. James, FL with direct Gulf access and a seawall already installed. The lot is cleared, level, and construction-ready, offering the perfect setting for your Florida island-style waterfront home.

2359 Sycamore Street, Other
$90,000
2026002698 MLS
Escape to Your Private 1-Acre Island Sanctuary in Bokeelia! Discover the "Old Florida" you’ve been dreaming of. This rare, oversized 1-acre lot offers the ultimate canvas for your secluded island retreat. Tucked away on a quiet, hard-packed sand road, this property provides the perfect balance of total privacy and convenient access to the best of Pine Island. Boaters and anglers, you are just minutes from multiple world-class boat launches. From here, the legendary tarpon fishing of Boca Grande and the pristine white sands of Cayo Costa and North Captiva are just a short boat ride away. Pine Island is a place where time slows down - there are no traffic lights, no high-rises, and no hustle. Instead, you’ll find vibrant art galleries, exotic mango groves, and a community that treasures its natural beauty and Calusa Indian heritage. Whether you are looking to build a stilt-home hideaway or a sustainable tropical homestead, this treed lot offers the space and serenity you won’t find in the city. No HOA fees, no frantic pace—just salt air, soaring eagles, and your own private piece of paradise. Come see why Bokeelia is Florida’s best-kept secret!

7224 Coccoloba Way, Bokeelia
$38,000
2026007066 MLS
Great Area of Pine Island in Tropical Point. Nice small picnic area and beach within walking distance. Neighborhood has a primitive boat ramp on Sabal near beach that is good for small power boats and Kayaks.

3585 Gasparilla Street, Bokeelia
$35,000
2026006771 MLS
This property is located in very nice residential neighborhood. The property is partially cleared and there is a culver to access the property. It's at walking distance to a boat ramp also a very nice park with little beach area. The only little beach on Pine Island. In a close proximity to local restaurants and shopping. You can launch your boat or kayak and explore local waters. If you are a dog lover, we have dog parks nearby. Come and explore one of the nicest neighborhoods in Saint James City.

3500 Tropical Point Drive, St James City
$650,000
2 Beds ⋅ 2 Baths ⋅ 2026006579 MLS
Wonderful seaside cottage with open water views! On any given day, take in the beautiful sunrise while drinking your coffee on the screened lanai. If you're lucky, you may watch dolphins feeding or otters at play. This is a fully renovated and restored property that proves the resiliency and spirit of this special little island. The home has superior wind protection with impact windows, doors, and metal roof----and suffered no known damage in Hurricanes Helene and Milton! Within walking distance of this cute cottage are restaurants, shops, and the community park with boat and kayak launches. This home must be seen; it's a jewel!

4819 Pine Island Road NW, Matlacha
$525,000
4 Beds ⋅ 2 Baths ⋅ 2026005994 MLS
Picture yourself enjoying the island life in this newer 4 bedroom 2 bathroom home in Tropical Homesites in St. James City! Completed in 2022, this home offers a spacious open floor plan with high ceilings and tile floors in the great room. The kitchen features an island, pantry, stainless appliances and granite countertops. The separate laundry room is conveniently located off the kitchen with a door going into the attached two car garage. Spend the warm sunny Florida days relaxing in your beautiful custom built screened in salt water pool, NEW in 2023. There are sliding glass doors in the living room that lead out to the covered lanai and pool making it great for entertaining. This home features a split floor plan with 3 nice size bedrooms and bathroom on one side, perfect for guests. On the other side is the large master bedroom with new laminate floors, a walk in closet, and an en suite bathroom with tile floors, 2 sinks, granite countertops, and walk in shower. There are accordion hurricane shutters on windows and doors, the house is wired for a generator, with an 8,000 watt generator included in the sale, and a 4 zone automatic sprinkler system. Just walking distance to the lovely public park located in the neighborhood where you can enjoy a picnic, launch a kayak, fish, or dip your toes in the water on Matlacha Pass. Not far from restaurants, grocery stores, marinas, boat ramps. Schedule your appointment today!

3505 Mango Street, St James City
$90,000
2026005661 MLS
Welcome to beautiful Pine Island Florida! This incredible cleared 3/4 acre + corner lot is the perfect location to build your new home. Tropical Homesites is a quaint and friendly neighborhood where you can take morning or sunset strolls or take your bike out for a spin. Pine Island is SW Florida's largest barrier island with a coastline of mangroves perfect for paddling and fishing and with Pine Island Sound to the west, Charlotte Harbor to the north, and Matlacha Pass to the east, boating and water activities are all around. The Pine Islands Flatwoods Preserve is literally right across the street. There's a 1.5-mile marked hiking trail, as well as more than 6 miles of unmarked fire lines that may be hiked where you can enjoy native plants and wildlife! There's fabulous local dining, and the grocery store is right up the street. Close enough to Cape Coral for added shopping, but quiet for everyday living. Pine Island is the perfect place to call home.

5500 Stringfellow Road, St James City
$85,000
2026003403 MLS
GULF ACCESS LOT ---Located in beautiful Pine Island Cove 55+ community. This lot is cleared, has water, electric & sewer ready to hook up to your new home. There are no impact fees to be paid unless you Build a stilt home or have a new site built home then you have to pay the difference. This lot is located in the back of the community on the water and there is no homes behind the lot. This community has heated saltwater pool, spa, picnic area, dog park, RV and boat storage, private boat ramp that is just a few minutes out to some of the best fishing in SW Florida or you can visit the outer islands like Cabbage Key, Sanibel, or Cayo Costa beach. This community is located close to restaurant's, markets, banks and parks.

7156 Cobiac Drive, St James City
$35,000
2026002921 MLS
This vacant land located in unincorporated Bokeelia on Pine Island. This parcel offers a quiet setting with no HOA and no city restrictions, providing flexibility for future use or development. Situated in a peaceful residential area with easy access to local amenities, fishing, boating, and the natural beauty Pine Island is known for. The adjacent home (MLS #2026018410) and the lot (MLS #2026002820) next to that home are also available for purchase, offering a unique opportunity to assemble multiple parcels totaling over 1.6 acres. Enjoy the laid-back island lifestyle while still being within driving distance to shopping, dining, and beaches. Buyer to verify zoning, utilities, and building requirements.

6451 Allen Park Drive, Bokeelia
$32,500
2026001871 MLS
Pine Island vacant lot ready for you to experience true island living! Centrally located on the island, this property offers convenient access to St. James City to the south and Bokeelia to the north, known for its local fruit stands, fishing, and laidback coastal charm. Enjoy the relaxed Pine Island lifestyle with nearby marinas, waterfront dining, and natural beauty all around perfect for building your island retreat or full-time residence.

5500 Birdsong Lane, Bokeelia
$569,900
3 Beds ⋅ 2 Baths ⋅ 2026001712 MLS
AG-2 Zoned Island Agricultural Homestead- Island meets Homesteading. Welcome to a rare opportunity to own a true island agricultural homestead in Saint James City. Situated on nearly 5.5 acres of mostly cleared land, this AG-2 zoned property offers the scale, infrastructure, and existing agricultural exemption that are increasingly difficult to find. With public water, a private well, and a functional irrigation system already in place, the groundwork is set for continued or expanded agricultural use, including tree farming, nursery operations, gardening, orchards, or diversified agricultural production. The land is well configured with open acreage, established access paths, multiple walking and riding trails, and a balance of cleared areas and natural brush that supports productivity, privacy, and future expansion. A gated entry provides controlled access, while the property’s size and layout enable efficient equipment movement, defined planting zones, and operational flexibility. AG-2 zoning allows a wide range of agricultural and rural uses, including crop cultivation, plant and tree nurseries, horticulture, limited livestock, agricultural structures, and a single-family residence associated with agricultural operations (buyer to verify permitted uses). The 3-bedroom, 2-bath residence offers approximately 1,600 square feet of practical living space well-suited for an owner-operator or full-time homesteading lifestyle. Recent improvements include a brand-new HVAC system, impact-rated windows and front door, and low-maintenance LVP flooring throughout. The open kitchen features granite countertops, stainless steel appliances, a custom stainless steel hood, a double pantry, and ample workspace that connects seamlessly to the main living area. Additional features include updated bathrooms, an oversized laundry/utility room adaptable for storage, work, or homestead tasks, and a full-length enclosed porch overlooking the property. Outdoor amenities include an above-ground pool and a covered wood deck for relaxation after a day’s work. Supporting structures include a large detached garage/barn with dual sliding doors, ample storage for equipment and supplies, a small shop with a wall unit, and a cleared turnaround drive for easy access. Properties of this size, with the zoning and functionality, especially with an agricultural exemption already established, are exceptionally rare, where the island lifestyle is also so easily obtained. Fishing and boating are just moments away when you need a quick break from homesteading or if you want to fill the freezer with fish. Whether your vision is a working farm, nursery-ready acreage, or a self-sustaining island homestead, 5228 Stringfellow Road offers a unique combination of land, freedom, and long-term value on Pine Island.

5228 Stringfellow Road, St James City
$145,000
2026000087 MLS
This 1.2 Acre lot is cleared and zoned AG-2. Located in Bokeelia this lot is minutes away from Four Winds Marina, Jug Creek Marina and Lavender’s Landing Boat Ramp. Build your dream home and launch your boat at one of the nearby marinas and take a short boat ride to Boca Grande Pass, home to world-class tarpon fishing. Pine Island is home to nature preserves, artsy shops, bike paths, fabulous dinning and the host to annual seafood and tropical fruit festivals.

7665 Barrancas Avenue, Bokeelia
$156,500
2 Beds ⋅ 2 Baths ⋅ 2025024128 MLS
If you are looking for a fully furnished home, you have found it. This 2-bedroom 2 bath home is located in Pine Island Cove the best 55+ community on Pine Island. The community has a heated saltwater pool, spa, private boat ramp that has Gulf access, boat & RV storage, picnic area with covered tables and grills, club house, dog run, fish cleaning station, washout facilities. There are a lot of activities for everyone pickleball, bocce and many clubs. It is just a few minutes out to the bay and Gulf to some of the best fishing in SW Florida. Community is located near to shops, banks and restaurants.

4939 Mullette Lane, St James City
$62,000
2025024712 MLS
Over Half an Acre of a cleared site that provides access from two streets. The perfect site to build your dream home. Location, Location, Location!

5997 Sandal Lane, Bokeelia
$525,000
2 Beds ⋅ 2 Baths ⋅ 2025022861 MLS
Great gulf access. Less than 5 minutes out to San Carlos Bay and then on to the fishing, beaches and restaurants the area is famous for. This 2 bedroom 2 bath home has a large family/Florida room on the canal to sit and enjoy the local wildlife. The kitchen has been updated with White cabinets. There is a boat lift with the frame for the cover, but no cover. And a composite dock. Spacious with lots of storage space. This home is on a quiet, dead end street. Perfect for your winter or year round home.

2355 Banana Street, St James City
$359,000
2 Beds ⋅ 2 Baths ⋅ 2025022633 MLS
DIRECT GULF ACCESS! Dreaming of living on the water with direct access? Here is your chance. It's not perfect but is priced accordingly. has had some major renovations. Located on an oversized corner lot in desirable St. James City. This 2BR, 2BA Pine Island Shores home is move-in-ready and is a great deal at this price. Step inside to find new flooring throughout, a new kitchen featuring stylish cabinetry, fixtures, and appliances, and fully renovated bathrooms with new tubs, showers, cabinets, and fixtures. Enjoy additional upgrades including a newer metal roof, new AC, new septic tank, new tankless water heater, new washer and dryer, new garage door, and an updated laundry room. Relax in the bright Florida room overlooking the canal, or head outside where this property truly shines. Boaters will love the 10,000 lb boat lift, composite dock, and concrete patio area, complete with electric and water at the dock. From here, you’ll enjoy direct access to San Carlos Bay, Matlacha Pass, Pine Island Sound, and the Gulf of Mexico—ideal for world-class fishing, cruising, and exploring the islands. This affordable move-in-ready home would make the perfect fish camp or weekend get-a-way!! Schedule your showing today! Note: Some of the photos have been virtually staged.

2390 Oleander Street, St James City
$39,900
2025022459 MLS
Searching for quick access to the Gulf of Mexico, Lee County Outer Islands, but don't want to pay the additional money to own a waterfront lot? Here is your answer: Pine Island had many boat ramps, close to shopping, restaurants, and plenty of peace and tranquility, native birds and plants. Tropical Homesites is a lovely St. James City neighborhood with paved roads, and a Lee County Park at the end of Tropical Point Dr. where anyone can launch kayaks, canoes, paddleboards to enjoy the beautiful calm waters of Matlacha Pass, or just put a chair in the water and enjoy a wonderful day. This almost one-third acre vacant lot was recently cleared and ready for you to build your dream home with no restrictions or HOA. The adjoining lot is also available for $39,900, MLS #2025022363.

3504 Mango Street, St James City
$39,900
2025022363 MLS
Searching for quick access to the Gulf of Mexico, Lee County Outer Islands, but don't want to pay the additional money to own a waterfront lot? Here is your answer: Pine Island has many boat ramps, close to shopping, restaurants, and plenty of peace and tranquility, native birds and plants. Tropical Homesites is a lovely St. James City neighborhood with paved roads, and a Lee County Park at the end of Tropical Point Dr. where anyone can launch kayaks, canoes, paddleboards to enjoy the beautiful calm waters of Matlacha Pass, or just put a chair in the water and enjoy a wonderful day. This almost one-third acre vacant lot was recently cleared and ready for you to build your dream home with no restrictions or HOA. The adjoining lot is also available for $39,900, MLS #2025022459.

3488 Mango Street, St James City
$390,000
2025021955 MLS
Build your tropical island dream home on this cleared Gulf access canal. This property is located in a gated community. Home site is located at the southern tip of St. James City, on Pine Island. Minutes to Sanibel, Captiva, Cabbage Key, Ft. Myers Beach and more . You will be boating to some of the best fishing spots and beautiful Beaches.

2417 Macadamia Lane, St James City
$45,000
2025021132 MLS
Cleared lot in Bokeelia, AND its in flood zone X! The seller has three lots available, all side by side.

6127 Grove Avenue, Bokeelia
$359,000
2025020588 MLS
Residential lot 19 acres, (10 acres and 9 Acres of mangrove) the property has city and well water, electric service, septic tank, and a abandoned house and the conditions are not know by seller. The buyer and buyer's agent have verify all information in the Lee County Office.

11080 Ardon Lakes Drive, Bokeelia
$37,500
2025020706 MLS
PRICE IMPROVEMENT! Nice 1/2-acre lot on a cul-de-sac street in a great neighborhood just waiting for a new home. Easy access to major thoroughfare and close to Pine Island Center for shopping, restaurants, community pool, museum & library. All information deemed reliable but not guaranteed, buyers to do due diligence.

11841 Oscoda Court, Bokeelia
$34,500
2025016452 MLS
Ideal location. This lot is only four lots away from the clubhouse, pool, and boat ramp. You can walk to all of these very quickly. The community has many amenities. Boat ramp, clubhouse, pool, hot tub, bocce ball, pickle ball, dog park, picnic area, and boat or motorhome storage for just $50 a year. Mobile was demolished so big savings on impact fees.

4915 Gulfgate Lane, St James City
$32,500
2025015391 MLS
WELCOME TO PARADISE!! FANTASTIC LOCATION !! READY TO BUILD YOUR DREAM HOME!! If your looking for the tranquility of island life then this oversized lot on a quiet cul-de-sac in Pine Island Village is for you!! This is a wonderful, quaint, community & neighborhood where you can kick back and enjoy the Island Lifestyle. Low annual HOA fee which includes a lovely community pool & half basketball court. St. James City is on the south end of Pine Island. Pine Island is a great place for fishing enthusiasts and nature lovers & is known for its natural beauty, small-town atmosphere, and incredible sunrises and sunsets. Enjoy the charm of island living with laid-back vibes, local restaurants & shops, and easy access to world-class fishing, kayaking, and boating. Don’t miss your chance to own property in one of Southwest Florida’s hidden gems!

4460 Turtle Trail Lane, St James City
$999,000
4 Beds ⋅ 4 Baths ⋅ 2025014450 MLS
LIVE THE DREAM WITH MINUTES OUT TO OPEN WATERS! Welcome to your dream waterfront home in beautiful St. James City! This fully remodeled 4-bedroom, 4-bath residence offers unparalleled luxury and comfort. Nestled on a direct access canal, a true boater's paradise with a 10,000-pound boat lift, just a few minutes to some of the best fishing, boating and islands in SWFL! As you step inside, you'll be greeted by a massive vaulted ceiling that is light and bright - a modern, open-concept living space with a dream kitchen high-end stainless-steel appliances, sleek ceramic flooring, and stunning quartz countertops. Open to the living area and beautiful views from the window. The layout is thoughtfully designed with two master suites on the ground floor, each boasting en-suite bathrooms, perfect for multi-generational living or hosting guests. Upstairs, you'll find two generously sized bedrooms, one of which opens to a private balcony, offering serene views of the canal and the surrounding area. Step outside to your personal oasis where a sparkling pool and spa await, ideal for relaxing and entertaining. Whether you're lounging by the pool or enjoying a sunset cruise from your private dock, this home offers the ultimate Florida lifestyle. Don't miss the opportunity to own this exceptional property in St. James City. Schedule your private tour today and experience waterfront living at its finest! All the work has been done, just move right in!

2420 Cherimoya Lane, St James City
$55,590
2025013524 MLS
Build your dream home in this highly sought after area in Pine Island. Lot next door is also for sale, giving you the opportunity to own approximately 1/2 acre once combined.

12338 Dolphin Road, Bokeelia