Captains Cove Condominiums for Sale

YOUR FLORIDA ISLAND ESCAPE AWAITS ! Imagine mornings on the water, afternoons exploring the Gulf, and evenings watching the most beautiful sunsets all from the balcony of your own private waterfront retreat. Now offered at $61,000 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. THIS PROPERTY WILL NOT LAST LONG!

16303 Shoal Court, Bokeelia

Courtesy of Prime Location Brokers LLC

$349,900

2 Beds ⋅ 2 Baths ⋅ 2026034297 MLS

Every so often, a property becomes available that simply cannot be duplicated. This beautifully maintained two-bedroom, two-bathroom end-unit condo is one of just 30 residences in Captain’s Cove, an intimate waterfront community in Bokeelia where availability is truly the exception. Inside, the updated kitchen provides a bright, inviting space for everything from a quick breakfast to dinner with friends. The living area opens directly to a screened lanai—an ideal place for morning coffee, an evening cocktail, or the gentle Pine Island breeze. One of the unit’s most valuable improvements may not be immediately visible: the condo has been completely replumbed and thoughtfully equipped with both a master water shutoff and individual shutoffs for each room. This provides exceptional convenience and control for everyday maintenance and is especially valuable for snowbirds and frequent travelers preparing to leave the property for an extended period. Impact windows and doors add storm protection, security, and peace of mind. The desirable end-unit location offers an added sense of privacy, creating a welcoming island retreat where you can settle in and immediately begin enjoying everything that makes Pine Island special. Beneath the residence, an enormous under-building parking area provides enough space for a full-size truck and boat—or as many as four vehicles. It is the kind of protected parking and storage capacity boaters dream about and condo owners almost never find, with room for the vehicles, equipment, and island toys that make life here so enjoyable. At Captain’s Cove, life revolves around the water. The community boat ramp and wet-slip access make spontaneous boating and fishing trips part of your everyday routine. Set out toward Pine Island Sound and Charlotte Harbor, chase the morning bite, cruise to Cayo Costa, Boca Grande, or Cabbage Key for lunch, and return home beneath a sky painted by a Southwest Florida sunset. When the boat is resting, cool off in the community swimming pool or enjoy an afternoon match on the tennis court. Here, an ordinary day can become an island-hopping adventure, a memorable fishing trip, or a quiet afternoon spent savoring the slower rhythm of Bokeelia. Condos in Captain’s Cove are rarely offered—and a two-bedroom end unit with this combination of updates, impact protection, complete replumbing, screened outdoor living, and extraordinary under-building parking is rarer still. This is more than an updated island condo. It is your launch point for a life measured in tides, sunsets, and unforgettable days on the water. There will always be other condos. There may never be another opportunity quite like this one.

16385 Boyce Drive Unit 301, Bokeelia

Courtesy of Sea Glass Gulf Realty

$420,000

2 Beds ⋅ 2 Baths ⋅ 2026028159 MLS

Captains Cove, Located at the North end of Pine Island next to Charlotte Harbor and the Gulf of Mexico. This 2/2 Home has vinal siding for easy maintenance, new Roof in 2023, Elevated, Tropical Island Style home.. Extra large lot ( there's extra land on the west side of the Areca Palm hedge !!!) Ground floor has 4 parking spaces, shop/storage, plenty of room for fishing poles and tools..!! Upstairs has a large long screened back porch, almost the length of the house... Tile & Carpet Floors, Open Kitchen/Living Room area, plenty of cabinets & drawers, "L" shaped breakfast bar and the living room with vaulted ceilings is large and airy... Bath, utility-room and 2nd bedroom... Master suite has 2 closets, bath with dual sinks, shower & separate tub, and attached work-out room or office. There is a private boat ramp for Captains Cove property owners, as well as private Sewer. Next to Four Winds Marina and The Lazy Flamingo Restaurant.. Beautiful Island Location ..come and see today !!

7954 Gabion Court, Bokeelia

Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$1,170,000

3 Beds ⋅ 3 Baths ⋅ 2026013649 MLS

Direct Gulf Access----No Bridges! 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

Courtesy of John R. Wood Properties

$852,500

3 Beds ⋅ 2 Baths ⋅ 2026001306 MLS

Live the ultimate Pine Island waterfront lifestyle in Captain’s Cove, perfectly positioned on a deep-water, wide canal with direct Gulf access and some of the best fishing in Southwest Florida. Located in Bokeelia on beautiful Charlotte Harbor, this boater’s and angler’s retreat is tucked away on a quiet cul-de-sac and offers effortless access to Pine Island Sound, Charlotte Harbor, and the Gulf of America. Pine Island, the largest island on Florida’s Gulf Coast, is beloved for its Old Florida charm, quiet roads, and world-class access to fishing and boating—making it a rare find for a true coastal lifestyle. For those who love life on the water, the property features a private 72-foot dock, a boat lift, and seven fishing stations, with convenient water and electric at the dock, making it easy to head out at a moment’s notice or cast a line right from your backyard. Pine Island is world-renowned for fishing, with grouper, redfish, snook, sea trout, cobia, and tarpon regularly caught in nearby waters. From this prime location, enjoy easy boating access to Captiva Island, Sanibel Island, and Boca Grande—known as the “Tarpon Capital of the World” and home to legendary tarpon fishing tournaments that draw anglers from around the globe. Quick runs to Jug Creek, surrounding backwater canals, and open water make this an ideal home base for fishing excursions, island hopping, and unforgettable sunset cruises. Outdoor living takes center stage with a large screened-in porch overlooking the canal, providing the perfect space for entertaining, relaxing, or enjoying peaceful water views and coastal breezes. The oversized, 2 bay garage offers abundant room for vehicles, kayaks, fishing gear, workshop, and all your coastal toys. Inside, the home features an open-concept floor plan with soaring cathedral ceilings, creating a bright and airy atmosphere throughout the main living areas. Hardwood floors anchor the living space, while the spacious waterfront kitchen offers generous counter space, ample cabinetry, two sinks, and a layout designed for entertaining—all with scenic water views. Dining here blends indoor comfort with the beauty of the outdoors. The spacious primary suite serves as a private retreat, complete with a walk-in closet and direct access to the screened porch—ideal for morning coffee or relaxing evenings after a day on the water. A dedicated laundry room with additional cabinetry and counter space adds everyday convenience. Located in the desirable Captain’s Cove waterfront community, residents also enjoy access to a community boat ramp. After a day on the water, unwind at nearby island favorites like Tarpon Lodge Restaurant, known for excellent dining, live music, and classic Old Florida charm which complements the laid-back Pine Island lifestyle. This is more than a home—it’s a front-row seat to world-class fishing, iconic boating destinations, and the relaxed coastal lifestyle Pine Island is known for.

16368 Estuary Court, Bokeelia

Courtesy of John R. Wood Properties

Selling Office: .

$120,000

1 Beds ⋅ 1 Baths ⋅ 225080792 MLS

Escape to Old Florida in this charming second-floor condo located in the sought-after Captain’s Cove community of Bokeelia. Perfect for boaters, anglers, and those seeking a low-maintenance retreat, this unit offers the ultimate affordable entry into waterfront living. The cozy studio layout makes for an ideal weekend crash pad or seasonal getaway that is easy to maintain. Minimal maintenance means you'll get to spend more time on the water. Residents enjoy exceptional amenities including a sparkling community pool, tennis courts, BBQ areas, and a fishing pier. The true highlight is the boater’s lifestyle as you'll get to take advantage of with the community's private boat ramp and docking facilities - offering quick access to the world-class fishing and boating of Charlotte Harbor, Pine Island Sound, and the Gulf of America. Located just a quick golf cart ride from Four Winds Marina, Jug Creek, and local dining favorites like the Lazy Flamingo and Captain Con's, this is Bokeelia living at its finest. Don't miss this rare opportunity to own a piece of paradise at an unbeatable value.

16379 Boyce Drive Unit 204, Bokeelia

Courtesy of Realty One Group MVP

Selling Office: .

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 2025018403 MLS

This home is a boater's paradise, situated in the Bokeelia's picturesque Captains Cove community on beautiful Pine Island. Whether you enjoy fishing for snook or world-famous Boca Grande tarpon, this canal-front property is just minutes away from all the best spots. The home features a pool and spa, towering cypress wood ceilings, impact windows, and a fully-equipped outdoor kitchen. The 10,000lb and 8,000lb boat lifts are ready for your early morning boating adventures. The home features top of the line, custom cabinetry in both the Kitchen and closets. Entering this home to the gorgeous wood flooring and soaring cypress ceilings defines luxury coastal living to the finest. The best part? After a day of boating, you can jump in the pool and grill your catch in your outdoor kitchen which includes a bar, dining area, TV, and fireplace, perfect for entertaining. Additionally, there’s a spacious 588 sqft (21x28) downstairs guest quarters or party room. This home is designed for easy maintenance, allowing you to focus on enjoyment.

16296 Estuary Court, Bokeelia

Courtesy of RE/MAX Gulf Coast Living

Selling Office: .

$74,900

2025019585 MLS

Welcome to Bokeelia – a tranquil and picturesque island located at the northern tip of Pine Island, offering an unparalleled lifestyle with easy access to nearby islands and stunning waterways. Bokeelia is renowned for its serene beauty and is just a short boat ride away from the world-famous Boca Grande, known as the Tarpon Fishing Capital of the World! This exceptional SOUTH FACING lot is situated in Captain's Cove, a highly sought-after, deed-restricted waterfront community. Residents of Captain's Cove enjoy the luxury of a private dock, boat ramp, and sewer services, as well as convenience via the community boat ramp or nearby marinas for boaters and water enthusiasts alike. The property has been cleared and surveyed, presenting a rare and exciting opportunity to build your dream stilt home in a community that celebrates outdoor living and natural beauty. Imagine waking up to tranquil island living, where you can walk or bike to nearby attractions, including Jugg Creek Marina, Four Winns Marina, Freedom Boat Club, and the famous Lazy Flamingo restaurant, perfect for enjoying a laid-back lunch or dinner. Whether you're an avid boater, angler, or kayaker, this location provides direct access to some of the most beautiful and pristine waters in the area. For kayaking enthusiasts, you'll have access to the Great Blue Calusa Waterway, a vast network of over 200 miles of marked canoe and kayak trails. There’s also a 16-mile bike path that runs the length of Pine Island, offering easy exploration of the island’s charming communities, local shops, and wildlife-filled natural spaces. With its proximity to top-tier boating and fishing spots, recreational trails, and restaurants, living on Bokeelia offers a rare combination of laid-back island living and outdoor adventure, all in one place. This is truly an exceptional opportunity to own a piece of paradise in one of the most desirable island communities in Southwest Florida. Don't miss your chance to build your dream home in this hidden gem!

7767 Della Bitta Lane, Bokeelia

Courtesy of Re/Max Sunshine

$70,000

225075577 MLS

Your slice of paradise awaits on Pine Island! This beautiful, cleared corner lot at 7798 Breakwater Ct in Bokeelia is the perfect spot to build your dream Florida home. Imagine living just a short walk or golf cart ride from the Lavender Landing boat ramp, offering easy access to the water, and then grabbing a bite at the famous Lazy Flamingo restaurant right around the corner. A huge advantage of this property is its location within a community that has its own private sewer system, which simplifies the building process and saves you the hassle of a septic tank. This is your chance to embrace the "Old Florida" charm on the largest island in the state and build a custom home in a friendly, laid-back community. Don't miss this fantastic opportunity—come see this wonderful property and start picturing your new life on the island!

7798 Breakwater Court, Bokeelia

Courtesy of Marzucco Real Estate

$155,000

1 Beds ⋅ 1 Baths ⋅ 2025015704 MLS

Discover the charm of island living in this turnkey condo nestled in the desirable Captain's Cove community at the northern tip of Pine Island. Step inside to find a bright and airy living space with a private lanai that invites you to unwind while enjoying the view of the community's tennis courts and inviting pool. This condo is a boater's dream, boasting a dock with direct access to the canal leading to Charlotte Harbor and the Gulf of Mexico. Don't miss this opportunity to own a piece of paradise with endless potential for relaxation and recreation.

16373 Boyce Drive Unit 104, Bokeelia

Courtesy of Experience Real Estate Group

Selling Office: .

$925,000

3 Beds ⋅ 3 Baths ⋅ 2025012745 MLS

Welcome to A Waterfront Paradise! Discover the ultimate Southwest Florida lifestyle in this beautiful waterfront home perfectly situated on a deep-water canal with direct Gulf access. With two private boat lifts and a community boat ramp, this property is a boater’s dream—just minutes away from world-class destinations including Boca Grande, Cayo Costa, and North Captiva. Enjoy resort-style living with your own heated pool overlooking the water, ideal for relaxing after a day on the water or entertaining family and friends. The home is built for both beauty and durability, featuring Hardie board siding and motorized roll-down hurricane shutters for peace of mind and low-maintenance living. The home sits in a welcoming neighborhood with a low HOA of only $600/year, offering incredible value and no rental restrictions. Whether you’re an avid fisherman, island-hopper, or simply looking for a peaceful waterfront retreat, 16295 Boyce Drive delivers the perfect balance of comfort, convenience, and coastal living.

16295 Boyce Drive, Bokeelia

Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$330,000

3 Beds ⋅ 3 Baths ⋅ 2025008606 MLS

Welcome to paradise! A thoughtfully designed raised coastal home nestled in Captain’s Cove on Pine Island’s serene northern tip. Tailored for both coastal comfort and lifestyle versatility, this 3-bed, 3-bath stilt home includes a lower-level apartment—ideal as a guest suite, rental opportunity, or multigenerational space. Step inside to an inviting open layout featuring a stylish island kitchen, dine-in breakfast bar, and warm luxury vinyl plank flooring throughout. A brand-new roof (August 2024) ensures worry-free ownership, while the annual HOA of $600 secures access to coveted amenities like a private boat ramp—your gateway to Charlotte Harbor and the Gulf, perfect for boating, fishing, or exploring idyllic waters. The lower unit’s convenient tenant complements the main living area, adding flexibility and income potential. Enjoy peaceful surroundings, access to wildlife-rich corridors, and easy proximity to schools, parks, dining, and essential services. Priced at $367,000 ($299 per sq ft) with property taxes under $3,750 (2024), this home offers an exceptional value proposition. Whether you're seeking a coastal retreat or a waterfront investment, 7841 Breakwater Court is your place of tranquility and opportunity.

7841 Breakwater Court, Bokeelia

Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$82,000

2025000675 MLS

Fantastic Opportunity to Build in Beautiful Captain’s Cove, Bokeelia – Pine Island! This is your chance to own a single-family home building lot in the serene and scenic community of Captain’s Cove, located in Bokeelia on Pine Island. Surrounded by lush natural beauty this property offers the ideal setting to create your island dream home. Captain’s Cove is known for its charming Key West–style homes and friendly, laid-back atmosphere. Residents enjoy exclusive access to a private community boat ramp, offering direct and immediate access to Pine Island Sound and Charlotte Harbor—perfect for fishing, boating, or exploring the nearby waters. Spend your days discovering the stunning barrier islands of Cayo Costa, Captiva, Sanibel, and Gasparilla—all just a short boat ride away. Located just minutes from the heart of Pine Island, you'll have easy access to local shops, dining, and essential amenities—while still enjoying the peace and quiet of this tranquil coastal neighborhood. Don’t miss this rare opportunity to build your ideal retreat on this captivating slice of paradise.

7869 Breakwater Court, Bokeelia

Courtesy of Marina Park Realty LLC

Selling Office: .

$295,000

2 Beds ⋅ 2 Baths ⋅ 223091504 MLS

Don't miss this Golden Opportunity to live the "Island Lifestyle"? This move in ready Bokeelia home is in the exclusive waterfront community of Captains Cove, a deed restricted neighborhood with its own private sewer and community boat ramp, with quick access to Charlotte Harbor, Boca Grande Pass, the Tarpon Fishing Capital of the World, and some of the best fishing of all of SW Florida! Take a look at this stilt 2br/2ba home with vinyl plank flooring throughout, updated kitchen with granite and stainless appliances including a gas range! Master Bath was also updated with large walk in shower and granite counter, new sink base, new washer and dryer, newer HVAC, and plumbing has been replaced, along with the front and rear staircases. There is a large storage area underneath, with parking for 2 vehicles. This home is being sold furnished and there is room in the backyard for a pool! This home is ready for you this winter! Make your appointment today!

7924 Della Bitta Lane, Bokeelia

Courtesy of John R. Wood Properties

Selling Office: .

$445,000

2 Beds ⋅ 2 Baths ⋅ 225004646 MLS

Don't wait any longer-- JUST REDUCED PRICE- This lovely home is located in one of the best neighborhoods in Bokeelia. Located to great fishing and beach exploring This home has split bedrooms with a large primary bathroom with walk in closet and walk in shower. The kitchen has an island and dining area with a great view from the windows. A large den off of living room and kitchen. A lift for convenient carrying items - groceries or people up to the home. The AC and water heater, are all new in last couple of years. The pool and spa are screened in with patio area for gathering. The garage is THREE car with extra rooms - could be office, exercise room. There is an unfinshed kitchen and 1/2 bath in garage. The stairs have been recently replaced with new sheetrock in garage ceiling and mini kitchen area. The yard is nicely landscaped and very quite corner lot. This community has a boat launch to get you out to beautiful water and islands.. Don's miss this one. Turn Key

7898 Gabion Court, Bokeelia

Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$245,000

2 Beds ⋅ 2 Baths ⋅ 225054396 MLS

Discover coastal living at its finest in this unique multi-level stilt home, perfectly nestled in the highly desirable Captain’s Cove community. This thoughtfully designed 2-bedroom residence includes a den/office and features a spacious layout with standout details throughout. Enjoy peace of mind with a durable metal roof and low-maintenance vinyl siding. The home welcomes you with a striking Trek decking staircase leading to the main level. Inside, you'll find cedar ceilings, tile and vinyl flooring throughout—no carpet—creating a warm yet easy-care environment. The inviting living room features built-in cabinets and shelving, while the adjacent dining room is bathed in natural light from a beautiful bay window. A cozy fireplace adds ambiance and comfort. The sun-drenched library/sunroom offers built-in shelving and a wall of windows, perfect for reading or relaxing. The chef’s kitchen is a standout with granite countertops, a skylight, pergola-style ceiling, and a pantry—ideal for culinary creativity. Retreat to the spacious master suite, complete with a loft, built-in drawers, walk-in closets, and French doors leading to a bonus room. The luxurious master bathroom features dual sinks and a soaking tub. An oversized 2-car garage includes an air-conditioned workshop or craft room, offering plenty of space for hobbies or storage to meet all your lifestyle needs. Enjoy access to the community boat ramp—perfect for boating enthusiasts and water lovers. This home blends character, comfort, and functionality in a location known for its charm and coastal lifestyle. Don’t miss this unique opportunity to own a one-of-a-kind home in Captain’s Cove! Furnishings Negotiable!

7786 Breakwater Court, Bokeelia

Courtesy of RE/MAX Trend

Selling Office: .

$550,000

4 Beds ⋅ 3 Baths ⋅ 224057183 MLS

This home epitomizes Florida's island style living! With its large screened-in pool, wrap around porch and community boat ramp, it makes for the perfect oasis for those looking to experience all that Pine Island has to offer. This home offers 3 bedrooms and 2 baths, with a guest quarters on the ground level, and is surrounded by native tropical flora, presenting an unparalleled and authentic island feel whilst maintaining a secluded and private feel. This property also features a number of upgrades, such as the new roof in 2023, a new elevator, newly upgraded flooring on the main level, upgraded kitchen appliances, and new decking. It also presents a large space for parking and/or storage with its tandem 2-car garage and 2 separate carport spaces. While this home provides the tranquility of island living, it also presents unmitigated convenience with boutique shops, Publix and restaurants just a 10 minute drive away! The community is a boaters paradise, with Four Winds Marina and the Lazy Flamingo within walking distance, and a quick boat ride to Boca Grande pass. It also provides peace of mind, as the property incurred NO water damage from Hurricane Ian. Don't miss your chance to own the oasis of your dreams, and your own little slice of paradise! Furnished home less some small pieces and personal items.

7831 Della Bitta Lane, Bokeelia

Courtesy of RE/MAX Gulf Coast Living

Selling Office: .

$57,500

224031379 MLS

The perfect spot to build your dream home! On the north end of Pine Island with easy access to Capt'n Con's Fish House, The Lazy Flamingo, and Four Winds Marina on Charlotte Harbor. Captain's Cove is a great community with a community boat ramp, so you get all of the amenities without any of the extra hassle. The community also has a private sewer system, so there is no need to worry about getting your own septic tank. Come enjoy the island lifestyle today!

7768 Della Bitta Lane, Bokeelia

Courtesy of H2 Home Services Network LLC

Selling Office: .

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Captains Cove - Bokeelia Florida Condominiums for Sale

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Captains Cove Condominiums for Sale

Captains Cove - Bokeelia Florida Condominiums for Sale

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