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5191 Marina Drive, Bokeelia
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 2026040340 MLS
Bokeelia Experience the best of waterfront island living at 5161 Marina Drive, an exceptional bayfront retreat in Bokeelia offering expansive water views, outstanding boating access, and a front-row seat to the natural beauty of Southwest Florida. With approximately 150 feet of waterfront, this property offers a setting that is increasingly difficult to find. The outdoor living space is truly the centerpiece. Enjoy a saltwater pool and Jacuzzi overlooking the bay, along with a wraparound dock, two davits/boat lift setup, approximately 90 feet of mangrove boardwalk, and your own private beach and shoreline launch area—an incredibly unique feature providing convenient access for kayaks, paddleboards, jet skis and other watercraft directly from the property. The waterfront tiki hut, rebuilt in 2024, creates the perfect gathering space with an outdoor kitchen, bar area, TV, refrigerator and bathroom. An outdoor shower adds even more convenience after a day spent on the water. From the backyard, dock and pool area, enjoy watching boats pass by and keep an eye out for some of Southwest Florida’s incredible marine life, including dolphins and manatees. The combination of waterfront recreation, tropical surroundings and wildlife viewing also gives the property excellent appeal for those seeking a memorable vacation-rental experience. Numerous recent improvements include a new roof in 2025, new septic system in 2026, new flooring and interior paint in 2025, new front staircase, updated landscaping and plantings, along with an elevator for added convenience. Bamboo fencing and tropical landscaping provide additional privacy, while grapefruit, banana, lemon, orange and mango trees add to the island atmosphere. Whether you’re boating, fishing, kayaking, entertaining poolside, launching directly from your private shoreline or simply relaxing and watching life on the bay, 5161 Marina Drive delivers the kind of waterfront lifestyle people come to Bokeelia to experience.

5191 Marina Drive, Bokeelia

11311 Stringfellow Road, Bokeelia
$189,000
3 Beds ⋅ 2 Baths ⋅ 2026037732 MLS
This 3-bedroom, 2-bath mobile home is a wonderful opportunity for a small family, retired couple, or anyone looking to enjoy the relaxed Pine Island lifestyle while owning a home of their own. Step into the fenced backyard oasis, where peace and privacy await. The patio and fire pit create the perfect setting for evening relaxation, entertaining friends, or simply unwinding after a day on the island. Conveniently located near Pine Island Center, you’ll be just minutes from the Pine Island Public Library, Pine Island Community Pool, Phillips Park, the new pickleball courts, shopping, and local restaurants. The island’s bike path is right across the street, making it easy to get out and enjoy the beautiful surroundings. For boating enthusiasts, some of Pine Island’s best marinas are only a few miles away in either direction, giving you easy access to everything the island has to offer. Priced to sell quickly, this is an opportunity you won’t want to miss! Come see why this could be the perfect place to call home and own your own little slice of paradise.

11311 Stringfellow Road, Bokeelia

16376 Antigua Way, Bokeelia
$745,000
2 Beds ⋅ 1 Baths ⋅ 2026036986 MLS
Paradise Found on Jug Creek! Welcome to a little piece of Old Florida tucked away in one of Bokeelia's most special waterfront settings. Nestled at the end of a lush, private road, this charming 2-bedroom cottage offers the kind of laid-back island lifestyle that's getting harder and harder to find. Cozy, comfortable and full of character, the home is surrounded by the natural beauty of Jug Creek. Enjoy gorgeous mangrove and water views from inside the cottage, or step out onto the back deck and watch the creek come to life. Dolphins and manatees are frequent visitors, osprey and bald eagles soar overhead, and the sunrises over the water can be spectacular. For the boater or fisherman, this location is truly special. Drop a line from your own dock or head out by boat — you're right around the corner from the open waters of Charlotte Harbor and just a short ride from Boca Grande, Cabbage Key and some of Southwest Florida's best fishing and boating. Back home, the cottage's front porch, picket fence and intimate setting give it the unmistakable feel of an island getaway — a place to slow down, spend more time outside and enjoy life on the water. Enjoy your own cozy waterfront cottage, your boat out back, incredible views and some of the best of Southwest Florida just minutes away. Paradise found — Old Florida style, right here on Jug Creek.

16376 Antigua Way, Bokeelia

16385 Boyce Drive Unit 301, Bokeelia
$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

5888 Sea Bass Road, Bokeelia
$288,000
3 Beds ⋅ 2 Baths ⋅ 2026032822 MLS
Back on the market at 'no fault of Seller' -- Buyer's financing fell through. Experience the quintessential Pine Island lifestyle in this beautifully appointed retreat, where tropical serenity & phenomenal flora & fauna meets modern accessibility. This charming island home is ideally positioned moments from local marinas, dining, shopping, and the island's iconic scenic bike path. The upper level radiates warmth, featuring a sun-drenched living area and two comfortable bedrooms. The kitchen serves as a focal point, elevated by exquisite Portuguese porcelain tile countertops and a matching backsplash. For relaxation, the screened lanai offers a seamless transition to the outdoors to unwind, overlooking peaceful views of lush surroundings; perfect for enjoying your morning coffee or evening cocktails. The lower level provides exceptional flexibility with a private-entrance guest suite, including a third bedroom, half bath, and expansive storage—an ideal setup for an art studio or workshop. With a new roof and water heater (2023), a fully fenced yard, and verdant mature landscaping & fruit trees on two lots, this home is a turnkey slice of paradise. Don’t wait---paradise is calling!!

5888 Sea Bass Road, Bokeelia

16191 Porto Bello Street, Bokeelia
$539,999
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

8161 Moyer Lane, Bokeelia
$599,000
3 Beds ⋅ 3 Baths ⋅ 2026028932 MLS
Live the coastal dream in this charming 3-bedroom, 2.5-bathroom stilt home nestled along a peaceful canal with direct access to Jug Creek and Back Bay. With 120 feet of canal frontage, this property is a boater’s paradise, complete with a 10,000-pound boat lift and ample space to enjoy waterfront living. Upstairs, the open-concept layout is filled with natural light and offers scenic water views. The living and dining areas flow seamlessly into the kitchen, creating an inviting space for relaxation. Both bedrooms are well-sized, and the bathrooms are tastefully appointed. Downstairs, you’ll find a bonus bedroom and bathroom, ideal for guests or extra space. Plus, under the home is a covered area great for relaxing, entertaining, or parking, including a dedicated storage room perfect for tools, gear, and outdoor essentials. For anglers and boaters, the location is unbeatable! You’ll have access to world-class backcountry flats fishing, and it’s only a five-mile boat ride to Boca Grande Pass—home to the best Tarpon fishing in the world. Plus, enjoy manatees and dolphins as they visit you in the canal! Whether you’re looking for a weekend getaway or a full-time residence, this home offers the ultimate in laid-back, waterfront living with quick access to some of the best boating and fishing waters in the area. Don’t miss your chance to own a piece of paradise!

8161 Moyer Lane, Bokeelia

7660 Bocilla Lane, Bokeelia
$4,799,000
6 Beds ⋅ 8 Baths ⋅ 2026025336 MLS
Luxury coastal estate overlooking Charlotte Harbor. Commanding one of the most spectacular waterfront settings in Southwest Florida, this extraordinary one-acre coastal estate offers an unrivaled lifestyle on the shores of Charlotte Harbor. In the charming island community of Bokeelia, this remarkable property is a boater's paradise with direct Gulf access and immediate proximity to world-renowned fishing waters. Encompassing 227 feet of pristine waterfrontage, the estate features a 300-foot private dock extending into Charlotte Harbor, as well as an additional deeded dock with a boatlift across the street. Together, these exceptional amenities provide rare flexibility for multiple vessels and effortless access to some of Florida's sought-after boating destinations. Completely rebuilt and masterfully renovated in 2021, the residence showcases timeless coastal architecture blended with modern luxury and cutting-edge technology. Walls of glass frame breathtaking panoramic harbor views that stretch for miles. The expansive great room serves as the heart of the home, featuring soaring wood-paneled ceilings, custom shiplap detailing, two striking Hellfire 360 fireplaces, and seamless indoor-outdoor living spaces designed for entertaining on any scale. A chef's kitchen of exceptional quality offers premium Thermador appliances, a gas range, custom cabinetry, a workstation sink, dedicated prep station with dual faucets and a beautifully appointed built-in bar, creating an ideal setting for intimate dinners and grand celebrations. Designed to accommodate family and guests in absolute comfort, the residence features six bedroom suites, each with its private en-suite bath. The luxurious primary suite is a private sanctuary, offering a gas fireplace, spa-inspired bath with freestanding soaking tub and oversized walk-in shower, a private office and an expansive waterfront balcony with sweeping views across Charlotte Harbor. Providing tremendous versatility, the property includes an air-conditioned space on the ground level, complete with a pool bath and kitchenette. This flexible area is ideally suited for a fitness studio, game room, home theater, entertaining lounge or additional guest accommodations. Resort-inspired outdoor living takes center stage with the pool and spa overlooking the harbor, a fully equipped tiki bar and lush tropical landscaping. Whether enjoying morning coffee as the sun rises over the water or gathering with friends for unforgettable sunsets, every outdoor space has been designed to maximize the property's extraordinary setting. Additional features include a gated entrance, private elevator, dual laundry rooms and whole-home smart automation with customizable controls on each level. Offering a combination of luxury, privacy, boating access and breathtaking natural beauty, this is a rare opportunity to own one of Charlotte Harbor's exceptional waterfront estates.

7660 Bocilla Lane, Bokeelia