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$399,000
6 Beds 4 Baths 2026024876 MLS
Exceptional opportunity to own a turnkey, income-producing duplex in the heart of Bokeelia. Built in 2005 and featuring a new roof installed in 2023, this well-maintained property offers two spacious units, each with 3 bedrooms, 2 bathrooms, and 1,117 square feet of living space. Both units feature modern finishes, private rear decks, and separate backyard areas, providing tenants with the comfort and privacy of a single-family home. Long-term tenants are already in place, creating immediate and reliable cash flow for investors. Whether you're looking to expand your investment portfolio or take advantage of a house-hacking opportunity by living in one unit and renting the other to offset your housing expenses, this versatile property is ready to perform from day one. With stable income, recent capital improvements, and strong rental appeal, this duplex is a rare opportunity on beautiful Pine Island.

5527 Judith Road, Bokeelia

$200,000
2 Beds 2 Baths 2026024632 MLS
WELCOME TO YOUR WATERFRONT ISLAND PARADISE on Pine Island! Highly sought-after 55+ boating community of Pine Island Cove, this BEAUTIFULLY UPDATED, MOVE-IN-READY waterfront home offers the perfect combination of COASTAL CHARM, BOATING CONVENIENCE & RESORT-STYLE LIVING. Situated on scenic canal, this 2 BED + 2 BATH manufactured HOME features PRIVATE DOCK & 10K-lb BOAT LIFT, providing exceptional access for boating, fishing, kayaking & exploring pristine waters of Pine Island Sound, Matlacha Pass, Sanibel, Captiva, Cayo Costa, Boca Grande & beyond Gulf. Community boat lift allows convenient navigation from your backyard to some of SWFL's most desirable waterfront destinations. From the moment you arrive, you'll appreciate the home's inviting curb appeal featuring tropical landscaping, covered carport parking & a welcoming island-inspired exterior. Inside, the bright & airy floor plan is filled w/ natural light, enhanced by expansive waterfront windows that frame peaceful canal views throughout the main living areas. Spacious living & dining rooms create an ideal setting for entertaining family & friends while enjoying the beauty of Florida waterfront living. Vinyl flooring, coastal-inspired finishes, updated fixtures & tastefully renovated spaces create a comfortable, move-in-ready atmosphere. The kitchen offers cabinetry, stainless steel appliances, counter space, and breakfast bar seating. Primary bathroom features a stylish double-sink vanity with modern finishes, while both bedrooms offer comfortable accommodations for owners & guests alike. Outside to your PRIVATE WATERFRONT RETREAT featuring a composite deck with shade sail, perfect for outdoor dining, grilling, morning coffee, or sunset cocktails while enjoying gentle island breezes. Mature palms, tropical landscaping, and lush greenery surround the property, creating exceptional wall privacy and a true backyard oasis. The beautifully maintained lawn extends directly to the water's edge, where your private dock and 10,000-lb boat lift await just steps from the home. Residents of Pine Island Cove enjoy outstanding amenities including a COMMUNITY POOL, CLUBHOUSE, PICKLEBALL COURTS, DOG PARK, BOAT RAMP, BOAT STORAGE, SOCIAL EVENTS, and WATERFRONT RECREATION AREAS. This golf-cart-friendly community is known for its convenient access to local marinas, waterfront restaurants, live entertainment, art galleries, farmers markets, and world-class fishing. Whether you're searching for a year-round residence, winter retreat, or affordable waterfront getaway, this exceptional property offers the perfect blend of WATERFRONT LIVING, BOATING ACCESS, LOW-MAINTENANCE OWNERSHIP, and the laid-back island lifestyle that makes Pine Island one of Southwest Florida's hidden gems. LIVE WHERE OTHERS VACATION!

7150 Cobiac Drive, St James City

$599,000
3 Beds 3 Baths 2026023398 MLS
This waterfront stilt home and guest house are on a big, beautiful, property with lots of lush vegetation and a pond. The main living area is upstairs and gives the feeling of living in a treehouse. The home has beautiful wood planked cathedral ceilings and wood flooring The lovely, tiled bathroom has a jetted soaking tub and multiheaded shower. The upstairs living area is surrounded by connected decks and screened patios with a large, screened area off the kitchen which is perfect for enjoying the breezes and watching the birds and wildlife around the pond. A new outdoor lift, drain field and pavers on the circular driveway all add to the value of this property. The upstairs windows are all protected by manual hurricane shutters. The 1-bedroom guest home is connected by the boardwalk, has a full bathroom and kitchen as well as its own deck for outdoor relaxation. Downstairs under the main living area is a multipurpose room that is perfect for an office, studio or extra bedroom. It has an additional full bathroom and French doors that open up to a covered deck area. There is an enclosed 1 car garage with plenty of storage and space for a workshop. This fabulous home is located at the center of Pine Island and is within easy walking distance of the public pool, playground, library, and local museum. It is just minutes from shopping, and restaurants. This fabulous home combines natural beauty with functional living spaces, making it the perfect retreat. Schedule a visit today to experience the charm and tranquility of this exceptional property!

10545 Habitat Trail, Bokeelia

$49,500
2026023283 MLS
Your Florida dream lifestyle in Pine Island Cove — a highly desirable 55+ boating community in the heart of beautiful Pine Island/St. James City Florida. Come and build your perfect affordable Island Retreat This 52' x 80' Lot allows for an Elevated Manufactured Home or an Elevated Site-Built home, leaving plenty of room for a carport and useful shed. Enjoy affordable coastal living with exceptional amenities including private community boat ramp allowing fast gulf access to best fishing Pine Island has to offer. Store your boat for only $50/per year in the community storage yard. Enjoy community Pool and clubhouse, pickleball, tennis, Bocci ball and endless community events. Bring your golf cart, bicycles, fishing gear, and boat, and start enjoying the relaxed island atmosphere of Pine Island Cove, St. James City Florida. Whether you’re looking for a seasonal retreat or full-time paradise, this friendly waterfront community offers one of the most affordable ways to enjoy Southwest Florida living. Vacant lot HOA fees are only $80/month, increasing to just $160/month once your home is built — an incredible value for the Florida retirement lifestyle you’ve been dreaming of. You truly must see this community to appreciate everything it has to offer — your perfect retirement lifestyle awaits!!!

7150 Ladyfish Drive, St James City

$1,700,000
3 Beds 3 Baths 2026020265 MLS
Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest.

2096 Macadamia Street, 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

$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

$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

$1,350,000
2026018515 MLS
Prime opportunity in the heart of Bokeelia (Pine Island)!! This 4.78 Acre commercial parcel offers exceptional visibility and accessibility with over 300 ft. of frontage along Pine Island Rd. - one of the area's main thoroughfares. Zoned CC , CG, and CT , with a portion designated to TFC-2, this versatile property allows for a wide range of Commercial and mixed-use opportunities. Whether your looking to establish retail, office, service-oriented businesses, or a combination project, the zoning flexibility provides a strong foundation for your vision. Even better, Site plans have already been approved through Lee County for OPEN STORAGE BUSINESS , saving valuable time and expense-making this property truly SHOVEL--READY FOR DEVELOPMENT! DON'T MISS THIS RARE CHANCE TO SECURE A HIGH - VISIBILITY COMMERCIAL SITE IN A GROWING AREA. CALL TODAY FOR MORE INFORMATION !!

5361 Pine Island Road NW, Bokeelia

$670,000
4 Beds 2 Baths 2026015922 MLS
HUGE PRICE REDUCTION!! 4 bedroom/2 bath pool home! Live in the "country" and enjoy a spacious 2,200+ sq foot home. Actually the property is only 1 mile north of the "4-way stop"! Making the drive off and on the island a quick one! And you will be close to boat ramps, the island stores and restaurants. This large, comfortable home has a wonderful screened lanai that is directly off the heated pool, deck and hot tub. It has a split bedroom concept with 3 bedrooms, & 1 bath on the north side of the home and the large master ensuite is on the south side of the home. INCLUDED is an approximate 1/2 acre cleared-groomed, vacant lot being sold with the home. 5952 Porpoise Rd. PID#16-44-22-01-00000.0710-making this property approximately 1 acre! The complete property encompasses Porpoise Rd & Marlin Rd and is completely fenced! The bonus is a Climate-Controlled 1200sq' metal RV/storage building complete with 3- 14' high rollup doors. Property is NOT located in a flood zone. No flood insurance is required! Such a great property!

12341 Marlin Road, Bokeelia

$40,000
2026015874 MLS
Build your ideal island retreat on this affordable 50x80 residential lot located in the desirable 55+ community of Pine Island Cove. This friendly, well-maintained neighborhood offers a relaxed coastal lifestyle with low monthly fees and excellent amenities. The lot features .09 acres (4,008 sq ft) with east rear exposure, grass ground cover, and no trees, making it easy to design and place your new home. Manufactured homes and single-family homes are permitted, and the property is serviced by central water, private sewer, underground utilities, and cable. Residents enjoy a heated saltwater pool, spa, clubhouse, pickleball, bocce, picnic areas, and boat/RV storage. The community is known for its active social atmosphere and convenient location near boating, fishing, and the natural beauty of Pine Island. This is a great opportunity to secure a buildable lot in a popular 55+ community with a low $80/month HOA and easy access to all that island living offers.

7144 Ladyfish Drive, St James City

$142,000
2 Beds 2 Baths 2026014591 MLS
Welcome to this charming and newly refreshed home located in the highly desirable 55 + community of Pine Island Cove. This property has been thoughtfully updated with new kitchen cabinets, countertops, flooring, a new shower, and an efficient mini-split A/ C system, giving the home a clean modern feel from the moment you step inside. The layout offers comfortable living spaces with plenty of natural light, making it an ideal full-time residence or seasonal retreat. The updates throughout provide peace of mind and move in readiness. Outside, enjoy all that Pine Island cove is known for-Gulf-access boating and a friendly, active lifestyle. Residents have access to a community boat ramp with Gulf Access, fish cleaning station and boat washout area, making it easy to spend your days on the water. There is also RV and boat storage, a dog park, picnic area, and a full calendar of activities including pickleball, bocce ball and social clubs for every interest. Just minutes from the bay and Gulf, this location is perfect for enjoying some of SW Florida's best fishing, exploring the outer islands or relaxing at the beaches. It is close to all the dining, shopping and island events Pine Island has to offer. You own your land and the HOA is only $160.00 per month.

4978 Mullette Lane, St James City

$37,000
2026013787 MLS
Discover the perfect investment opportunity at 5477 Avenue D, Bokeelia, FL 33922! This spacious duplex lot, measuring 100' x 100', offers endless possibilities in a prime location. Nestled in a charming community, you're just a short stroll from Pine Island Elementary School, making it ideal for families. Enjoy easy access to a wealth of amenities, including a community pool, scenic walking and bike paths, a library, museum, and popular pickleball courts. Indulge in local shopping and dining experiences, all within reach. Seize the chance to build your dream property or lucrative rental in this thriving area. Don't miss out on this incredible opportunity! THE PROPERTY NEXT DOOR AT 5465 AVENUE D IS ALSO FOR SALE MLS # 2026013788

5477 Avenue D, Bokeelia

$37,000
2026013788 MLS
Discover a prime opportunity in desirable Bokeelia with this cleared 100' x 100' duplex lot tucked away on a peaceful dead-end street. Perfectly positioned for convenience, this versatile property is just moments from the community pool, library, museum, pickleball courts, and local boat ramps, offering endless recreational possibilities. With nearby schools, shopping centers, and some of the area's best dining options, you'll enjoy a blend of tranquility and accessibility. Whether you're looking to invest or build your dream home, this lot presents an ideal canvas for your vision. Don't miss the chance to create your paradise in this charming island community! THE LOT NEXT DOOR IS ALSO FOR SALE 5477 AVENUE D MLS #2026013787

5465 Avenue D, 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

$249,900
3 Beds 1 Baths 2026013549 MLS
Looking for a charming cottage with personality? Welcome to this recently renovated 3-bedroom, 1-bath single-family home in Bokeelia’s beloved “Fish Streets”—a local favorite known for its laid-back island vibe. This move-in ready home has all the updates you want without losing its charm. Inside, you’ll find a clean, refreshed space that’s ready for your furniture (and whatever style you’re currently into—we’re not here to judge). Step outside and you’ll really see the value—this oversized lot offers plenty of room for outdoor living, hobbies, or finally having space for your boat, trailer, or weekend projects. There’s even a large shed out back for storage, a workshop, or your next big idea. If you’ve been searching for a home with space, character, and a location locals love, this one checks all the boxes. Opportunities like this don’t last—schedule your showing today!

5935 Sea Bass Road, Bokeelia