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$550,000
2 Beds ⋅ 2 Baths ⋅ 2026031016 MLS
Whether you're searching for a waterfront investment opportunity, a seasonal retreat, or your future retirement home, this charming concrete block residence offers exceptional value and coastal appeal. Recent upgrades include a newer air conditioning system and a durable metal roof, tankless water heater, boat lift canopy, full kitchen and bathroom updating, providing comfort and peace of mind for years to come. Inside, you'll find warm, character-filled walls and ceilings paired with crisp white finishes that create a bright, relaxed coastal atmosphere. This elegant, classic layout paired with Bahama shutters outside (and metal shutters for hurricane season) add both style and island-inspired charm. Step outdoors to enjoy the oversized screened lanai—an ideal space for entertaining, relaxing, or dining while taking in the waterfront setting. The fully fenced backyard features a wide double gate, making it easy to store a boat, trailer, golf cart, or other recreational equipment securely on the property, this space has plenty of room to accommodate a future pool or hotub. Boaters and anglers will especially appreciate the private boat lift with direct access to open water. Spend your days fishing, cruising, or exploring some of Southwest Florida's most sought-after destinations, including North Captiva Island, Boca Grande/Gasparilla Island, Cabbage Key, Cayo Costa, and the area's stunning Gulf beaches. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this waterfront gem offers the perfect combination of comfort, convenience, and the Florida lifestyle.

16191 Porto Bello Street, Bokeelia
$599,000
2 Beds ⋅ 2 Baths ⋅ 2026029862 MLS
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
$479,000
3 Beds ⋅ 2 Baths ⋅ 2026029237 MLS
Elevated two Story piling home with over 1,700 sq ft under air and large 4 car enclosed garage on 1st level. Huge workshop area. Pine Island and Bokeelia offer small-town charm, art galleries, local markets, Tree Nurseries and some of Southwest Florida’s best fishing and boating. Whether you’re seeking a primary residence or vacation home. Home offers 3 bedrooms and 2 baths with large living area. Large back (screened) deck and outside grilling entertaining deck with stairs. Very private backyard with pathway around the golf course. Newer air, galvanized roof, most windows are hurricane proof, new hot water heater, new soffit and rain gutters. New flooring throughout the home. You can walk to Pineland Marina which offers full Marina Service, dine at the well-known Tarpon Lodge. Private setting. You will love this Island and community.

14281 Pacosin Court, Bokeelia
$359,900
2 Beds ⋅ 2 Baths ⋅ 2026028844 MLS
Welcome to this beautifully maintained 2-bedroom, 2-bathroom end-unit condo in the sought-after Captains Harbor community. Sold turnkey furnished, this move-in-ready home is perfect as a full-time residence, seasonal getaway, or investment property. Step inside to find 18" tile flooring throughout, creating a clean, cohesive, and low-maintenance living space. The beautiful kitchen is a chef's delight, offering plenty of cabinet storage, gorgeous granite countertops, and a convenient breakfast bar — perfect for casual dining or entertaining. Both bedrooms are generously sized with walk-in closets, and an in-unit laundry room adds everyday convenience. As an end unit, you'll enjoy extra privacy and natural light, along with a quiet, tranquil setting overlooking the community's tennis and pickleball courts. Boaters will love the included dock with water and electric — just a short boat ride to Charlotte Harbor and the beautiful outer islands. A private two-car garage provides ample storage and parking. Community amenities include a sparkling pool and scenic walking paths, all just minutes from great restaurants and shopping. Don't miss this rare opportunity to own a turnkey, boater's-paradise condo in one of the area's most desirable communities!

16276 Nautical Way Unit 1404, Bokeelia
$750,000
2 Beds ⋅ 2 Baths ⋅ 2026025373 MLS
A Dream Historic property... 7.5 Acres in Bokeelia Built in 1949 a wood frame 2/2 classic Island house, wood floors in Excellent condition.. Check out the Tiki deck area around the house.. New Metal Barn (20' x 40' with a 13' x 40' lean-to) for tractor, storage and Stalls for Horse or Llamas !! second barn with stalls, Work shop, fenced animal pastures, Mango Grove with many varieties, Lychees, hundreds of bromeliads and heliconia's, huge sausage Tree, beautiful pond ... this is a botanical Garden, 77 years in the making, ready for you to plant more and continue this tropical tradition... There is a 2.5 acre tract attached that you could add to this property...TAKE A LOOK AT THIS TROPICAL PARIDASE TODAY !!!

7697 Beach Daisy Lane, Bokeelia
$659,000
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
$599,900
3 Beds ⋅ 4 Baths ⋅ 2026018149 MLS
Private half-acre island estate near Pine Island Center with guest cottage, resort-style pool, and 3-bay garage — elevated & flood-ready. Tucked away on a quiet dead-end street with no through traffic, this private property offers a rare combination of space, flexibility, and income potential — all within walking distance to Pine Island Center, including parks, the library, museum, tennis and pickleball courts, and the public pool. Enjoy the laid-back charm of island living while maintaining a private, spacious setting, with a short drive to nearby marinas for easy boating access. Elevated above the floodplain for peace of mind, the main home features an open, light-filled layout with plank tile flooring, crown molding, and two large skylights. The kitchen is designed for both everyday living and entertaining, showcasing two oversized islands, quartzite countertops, abundant cabinetry, soft-close doors and drawers, a range hood, and an oversized Frigidaire Gallery refrigerator/freezer. The eat-in kitchen flows seamlessly to a large screened front porch through double French doors, creating ideal indoor-outdoor living. The home offers two primary suites, including a large primary bedroom with a bay window overlooking the backyard, a walk-in closet, and a well-appointed bath with glass shower and barn door entry. A guest bedroom with its own full bath adds privacy, while additional space allows for a potential third bedroom if desired. Step outside to a true backyard retreat featuring a 16x32 heated saltwater pool with a 1,800 sq ft screened paver enclosure, elevated rear deck, and mature tropical landscaping, with a rare 7-foot depth ideal for both relaxation and recreation. The fully fenced property includes a double gate for easy access and storage of boats, trailers, or equipment. A standout feature is the detached guest cottage with its own entrance, parking, and meter — complete with full kitchen, living area, bedroom, and bath — ideal for extended family or rental income. Built with long-term ownership in mind, this property includes a metal roof (2017), three A/C systems (approx. 3 years old), whole-home generator with 500-gallon buried propane tank, updated electrical system, flood venting, elevated mechanicals for FEMA compliance, whole-home surge protection, water filtration system, hurricane shutters, and a septic system replaced in 2023. The oversized 3-bay garage with A/C workshop provides incredible space for hobbies, storage, or business use. A rare opportunity to own a versatile, move-in-ready property that offers privacy, functionality, and income potential in one exceptional package.

5866 Tahiti Drive, Bokeelia
$385,000
3 Beds ⋅ 2 Baths ⋅ 2026018410 MLS
GREAT OPPORTUNITY to own a piece of picturesque Pine Island! This home sits on an oversized lot (.8 acres). The two adjacent vacant lots are for sale (MLS #2026002820 and #2026002921) and a package deal would give you more than 1.6 acres of PEACE and TRANQUILITY! This elevated ranch home provides 3 BR and 2 full baths. he primary bedroom has an ensuite bathroom. Bedrooms 2 and 3 share a (jack and jill) bathroom. The enclosed ground level space doubles the square footage providing flexibility and potential rental income. Multiple outbuildings are on site providing workshop, storage and creative space. The opportunities are endless! With some TLC, you can live your life in this serene and quiet environment. The lower level is fully enclosed and includes a full apartment with a fully equipped kitchen, living room, bedroom and full bath bring the total living area to 2,112 sf. The lower level recently generated $1,200 in monthly rent. The home is in flood zone X, so flood insurance is not required.

6351 Allen Park Drive, Bokeelia
$699,000
3 Beds ⋅ 3 Baths ⋅ 2026018116 MLS
Welcome to this beautiful 3/2 completely updated costal home. The owners have added lots of extras since their purchase in 2024. All windows and sliders were upgraded to Impact Resistant. All appliances were replaced, washer, dryer, refrigerator, microwave and dishwasher. All bathrooms were renovated with new shower, tub, vanity, sink and fixtures. The vinyl siding was replaced with a stucco finish to update the exterior look. The entire house inside and out, including the shed for storage was painted. The upstairs balcony is now screened in for year round enjoyment. All boat and home decking is composite and a boat lift cover was added. A new septic and drain field was completed. The owners redid the landscaping and planted over 15 fruit trees. (the list is in the addendums) New roof installed in 2023. A/C was replaced 2022. Extended driveway with room for lots of cars, boat trailers or RV. Direct gulf access, over 70 feet of wide canal frontage, and an existing dock with a boat lift (boat lift capacity 10k with 12.6 beam. There are pilings in place to add a second boat lift. Come see this updated beauty. Whether used for weekend getaways and rentals or a relaxing year round island lifestyle, this home has it all. Pine Island, Bokeelia and St James City are the best places for boating, fishing, beaching and shelling.

5389 Serenity Cove, Bokeelia
$89,000,000
6 Beds ⋅ 13 Baths ⋅ 226015871 MLS
Burgess Island is one of Florida’s most significant private island estates, conveniently positioned in Pine Island Sound between Sarasota and Naples. Spanning approximately 104 acres with extensive shoreline and unmatched privacy, the property presents an extraordinary opportunity for a singular private family compound, a corporate retreat, or an exclusive development, with its 29 developable lots. Centered around an updated 1920s Mizner-style residence, the island is complemented by four charming guest cottages, a clubhouse and pool, and a dedicated property manager’s cottage. There are a total of 11 bedrooms, 10 full and 3 half bathrooms across the island. Lifestyle amenities are equally compelling, featuring a private 9-hole golf course, a pickleball, tennis, and basketball sport court, along with four separate docks providing convenient water access. A helipad enhances accessibility, allowing seamless travel to and from the mainland. The level of infrastructure is rarely found in island offerings of this scale, including mainland power service, four onsite generators, and a reverse osmosis water system - providing both comfort and self-sufficiency. The property’s heritage is as remarkable as its physical attributes. Originally acquired in 1924 by renowned inventor and electrochemist Charles Frederick Burgess - a pioneer in dry-cell battery technology - the island has long been a destination for innovation and distinguished company. Thomas Edison himself visited and planted banyan trees that endure today as living landmarks of this legacy. Comprehensive amenities, flexible access, a convenient yet private location, and a storied past converge to make Burgess Island not merely a residence, but a rare and irreplaceable asset. Ideally positioned for the Southwest Florida lifestyle, the island offers immediate access to world-class tarpon fishing, exceptional boating, and kayaking through pristine waters, while remaining just moments from the historic Gasparilla Inn and championship golf. From your dock, cruise to Cabbage Key for a relaxed waterfront lunch or continue on to Boca Grande for an evening of dining and coastal charm—where nearby islands and waterways naturally extend the experience beyond the property. Located ~6 mi. to Gasparilla Inn & Golf Club, ~2 mi. Useppa Island, ~1 mi. to Four Winds Marina, ~5.5 mi. to Boca Grande Marina (Miller’s), ~11 mi. to Coral Creek Airport & Golf Club, ~19 mi. to Punta Gorda Airport (PGD), ~28 mi. to RSW, and ~45 mi. to Naples Airport (APF). The island is known as Little Bokeelia Island, Burgess Island, and Pentecost Island.

X Burgess Island, Bokeelia
$675,000
2 Beds ⋅ 2 Baths ⋅ 2026016467 MLS
CHECK THIS HOUSE OUT TODAY!! 2 bedroom, 2 bath gulf access home with 80' of waterfrontage in beautiful Bokeelia. House is approximately 9' above sea level... NO FLOODING! The entire back of house is a screen enclosed lanai for fabulous entertaining space and then you step outside to a huge wooden deck with a built-in fire pit. The outdoor living possibilities of this home are endless. Boat dock with water, electricity and boat lift. Combination of hurricane shutters and windows. Maintenance free yard and the attic is a finished storage area. MAKE THIS HOME YOURS TODAY!!

16353 Buccaneer Street, Bokeelia
$1,275,000
3 Beds ⋅ 3 Baths ⋅ 2026013649 MLS
Stunning, Custom Coastal Canal Home located in Captain’s Cove Community--- just minutes to open water. Note that the Captain's Cove community offers a community boat ramp, dock and community sewer system. No individual septic tanks. The original architectural design features include; home built on 47 10" pilings, 10’ ceilings, unique 8’ plantation-style doors with ventilation louvers and 8’ glass doors that open onto the upper deck creating a luxurious West Indies vibe that gives a grand, airy feel to this home that continues out to the wood-ceilinged balcony, where the breeze is constant and the view of the canal is wonderful. The floor plan includes two bedrooms up and one bedroom down with two additional rooms (one utilized currently as the 4th bedroom). Finish features of the home include tropical Peruvian Cherry hardwood floors with 7” baseboard, tiled baths, and large laundry room. The chef’s kitchen offers two ovens, high end appliances, Viking Range Hood and much more! Under home parking is one inside garage space and 3 additional carport spaces! Sellers added the following features to the home; a second walk-in primary closet with media/entertainment tower, a spacious/one car garage with storage area, an additional 50A station for your electric vehicle, privacy fence to accommodate an HOA approved parking space for your RV/motorhome with 50A hook up, boat dock the full width of the property, 8000 lb covered boat lift, all the manual and electric storm shutters in addition to modifying the Bahama shutters such that they may be secured from inside the home! Above ALL this home has been safe, dry and secure from every storm that's tested it! This home had absolutely no flooding or damage to the structure or enclosed spaces from ANY hurricane. You can rest easy in knowing your home is secure and ready to lock and go. This beautiful property is a must see whether you’re a gulf access boating/fishing enthusiast or just a sun-loving beach hopper!

16247 Boyce Drive, Bokeelia
$849,000
3 Beds ⋅ 3 Baths ⋅ 226009779 MLS
Now offered at $31,000 below the appraised value of $900,000, this exceptional waterfront home presents an outstanding opportunity to own in the highly sought-after boating community of Captain's Cove on Pine Island. As the only waterfront property currently available in this price range, it offers an unmatched combination of value, location, and direct Gulf access. Situated on the widest canal in Bokeelia, this elevated stilt home provides immediate, no-bridge access to Jug Creek in approximately one minute, with direct boating to Pine Island Sound, Charlotte Harbor, Boca Grande Pass, and the Gulf of Mexico. The upper level features an open, light-filled floor plan with three bedrooms, a den, two full bathrooms, and spacious living, dining, and kitchen areas that open to a large rear deck overlooking the canal—perfect for entertaining or enjoying breathtaking sunsets. The updated kitchen includes brand new 2025 appliances, including the refrigerator, range, microwave, and dishwasher. The lower level offers incredible flexibility with its own private entrance, full kitchen, living area, bedroom, full bath, laundry room, enclosed patio, workshop with sliding barn doors, and abundant storage. Ideal for guests, extended family, a home office, or potential rental opportunities. Designed for the waterfront lifestyle, the private dock features a 10,000-pound boat lift with a Coastline Boat Lift Covers steel-framed canopy, blue dock lighting, and a KayaArm kayak launch system. The property also offers ample space for vehicles, an RV, boat trailer, and recreational equipment, along with an oversized 80' x 20' limestone driveway with professional underlayment and mature clusia privacy hedges. Over $100,000 in recent improvements include more than 60 clusia privacy plants, hibiscus landscaping, a producing navel orange tree, screened rear porch, enclosed carport conversion with future living potential, granite walkways with custom edging, decorative shutters, lighthouse mailbox, remodeled upstairs bathroom, and a newer upstairs A/C system with updated ductwork. Combining immediate Gulf access, one of Pine Island's widest canals, flexible living space, and extensive upgrades, this move-in-ready home offers an exceptional opportunity to enjoy the Southwest Florida waterfront lifestyle.

16303 Shoal Court, Bokeelia
$355,000
2 Beds ⋅ 3 Baths ⋅ 2026006576 MLS
Captains Cove, 2- bedrooms 2.5- baths, Piling Home and pool at the North end Of Pine Island... Great location Private Boat Ramp, Close to Charlotte Harbor, some of the best fishing and boating anywhere,,, and the 16 mile Bike path. Marinas and Restaurants are walking distance. Cute Piling home with carports, shop & storage, pool with wood fence and a nice 75'x125' lot. Great house for couple, Seasonal or rental... Visit Pine Island and See this tropical home in the sky, Today !!

7947 Gabion Court, Bokeelia
$525,000
4 Beds ⋅ 5 Baths ⋅ 225080746 MLS
Welcome to your slice of paradise—an island retreat where privacy, peace, and possibility stretch across more than half an acre in the coveted Charlotte Shores community of Pine Island. Fully furnished and turnkey, this beautifully maintained home is designed for those seeking an escape from the everyday and a chance to live life on island time. Inside, the spacious kitchen features stunning granite countertops, high-end stainless steel appliances, and a wall oven—perfect for effortless cooking after long days on the water. Multiple flex spaces offer endless versatility for hobbies, guests, work, or simply relaxing in your own private sanctuary. With a NEW roof in 2023, hurricane-impact windows, and a commercial-grade fire sprinkler system with 38 heads, this home offers comfort, safety, and peace of mind in equal measure. Tucked away from the hustle and bustle, this peaceful retreat places you moments from some of Southwest Florida’s most treasured destinations. Spend your days fishing or island-hopping, with easy access to Pineland Marina and quick boat rides to Cabbage Key, Boca Grande Pass, Charlotte Harbor, Pine Island Sound, Sanibel, and Captiva. For a perfect beach day, enjoy a scenic trip to Cayo Costa’s untouched shoreline—just 30 minutes away. Living here means embracing a lifestyle defined by nature, water, and endless adventure. Charlotte Shores is a hidden gem in Bokeelia, ideally located to experience everything this island paradise has to offer—from boating and fishing to quiet mornings surrounded by wildlife and warm coastal breezes. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, don’t miss your chance to claim this exceptional retreat.

5561 Blyth Court, Bokeelia
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 2025005960 MLS
Experience coastal living at its finest with this exceptional Pine Island residence, designed for those who relish both nautical adventure and quiet luxury. Situated on a prime Gulf-access canal, the property allows you to step directly from your backyard, lower your boat lift, and be cruising in open waters within minutes. Panoramic views across the water greet you at every turn, serving as a breathtaking backdrop whether you’re relaxing poolside or entertaining guests on the expansive screened lanai. Inside, the home showcases generous living spaces, including a kitchen with abundant counter space and extensive cabinetry. This kitchen is perfect for culinary enthusiasts and host alike. Enjoy casual meals in the informal dining area or elevate your gatherings in the formal dining room with pool and water views. Retreat to one of four well-appointed bedrooms, including two Master Bedrooms each featuring walk-in closets and en suite baths. These bedrooms are spacious and perfect for accommodating family or guests in comfort and privacy. A long driveway provides ample parking for residents and visitors. Nature lovers will appreciate the mature fruit trees gracing the property, including dragon fruit, sugar apple, a bountiful mango tree, and a flourishing avocado tree. This residence combines the relaxed charm of island life with the elevated finishes and thoughtful design you would expect in a luxury waterfront home, an experience best appreciated in person.

5043 Genesee Parkway, Bokeelia
$1,899,000
3 Beds ⋅ 2 Baths ⋅ 224063831 MLS
If you're in search of the extraordinary, look no further. This unique property at the north end of Bokeelia is a one of a kind that spans from the shores of Charlotte Harbor to the tranquil Back Bay. With stunning, million-dollar views from your private sanctuary on Charlotte Harbor to your secluded Back Bay waterfront retreat, you'll enjoy the breathtaking, ever-changing sunsets Bokeelia is renowned for. Gather with family and friends by the cozy firepit, watching the sun dip below the horizon. Sitting on a 1.8+ acre waterfront lot, this remarkable home boasts numerous features. It has been thoughtfully updated with impact doors and windows, a chef’s kitchen, an expanded front screened-in porch, luxury plank vinyl flooring, and a master bath and closet that will impress. There’s ample storage and space for all your recreational equipment in the three-car garage, plus a mother-in-law suite for guests. Keep your watercraft at the private dock on the protected Back Bay, which includes two lifts, or use your private boat ramp. The property is commercially zoned, offering endless possibilities. Consider transforming it into a boutique farm (like Buckingham Farms or Flora Farms), a family estate with your dream home on the Back Bay, or a small boutique hotel with charming cottages. Opportunities like this are rare. Make your dreams come true at 8335 Main Street in Bokeelia.

8335 Main Street, Bokeelia