Refine Search
Map
Sort by
$788,000
3 Beds ⋅ 2 Baths ⋅ 2026029442 MLS
Welcome to the Bokeelia Treehouse — A Truly One-of-a-Kind Waterfront Retreat Step into something extraordinary. This stunning stilt home is built of massive post-and-beam construction with solid 2x6 tongue-and-groove vaulted ceilings in every room. It truly must be seen, to be appreciated. It comes fully furnished and move-in ready. Waterfront & Boating Set on a double lot with 100' of frontage on a 65'-wide canal, this home is a boater's dream. The seawall and composite dock, installed in 2015, includes two lifts — a 10,000 lb covered lift large enough for a 30' boat, and a 4,000 lb platform lift ideal for kayaks, a small center console, or simply easing into the water. There is open dock for a 40' boat, which is equipped with 50-amp power and a fish-cleaning table. Outdoor Living & Landscaping Mature, lush landscaping wraps the property, creating a serene sense of privacy. Avocado, Banana and a towering 30' Pongam tree just outside the Lanai, give the home its signature treehouse feel and shades the outdoor dining lanai. Unwind in the six-person spa, cool off in the above ground saltwater pool, or relax under the landscape lighting as evening sets in. Below is a covered 13' x 18' veranda complete with a BBQ and large TV, perfect for entertaining. Room to Grow The structure spans 1,350 sq ft per floor, and the expansive lot leaves plenty of room to add an addition, an ADU, and an in-ground pool. Interior The top floor offers 1,240 sq ft under air, including 3 bedrooms and 2 full bathrooms, plus a 9' x 15' screened Lanai that could easily be enclosed. The large kitchen is a true centerpiece, featuring a long dining counter, extensive cabinetry, Granite counters, a window view at the sink, a dishwasher, and a double oven for the home chef. Adjacent there is a French door walkout for your herbs or tomatoes. Additional Features The ground floor includes a 150 sq ft air-conditioned laundry and mud room with a near-new high-end Maytag washer and dryer. You will also find a 15' x 18' workshop with a washtub and outdoor shower, two covered parking spaces, an 8' x 8' metal storage shed, and ample room for additional vehicles or trailers. This is more than a home — it is a private, tropical waterfront escape unlike anything else on the market. Features at a Glance: 3 Bed / 2 Bath Stilt Home, Furnished & Turnkey 1,350 sq ft per floor | 1,240 sq ft under air on top floor Post-and-Beam Construction, Vaulted Ceilings 100' Canal Frontage on 65'-Wide Canal Dock (2015) with 10,000 lb & 4,000 lb Lifts, 50-Amp Power Room for 40' Boat 6-Person Spa & 12' Saltwater Pool Screened Lanai (9' x 15'), Convertible to Enclosed Space Gourmet Kitchen with Double Oven & Dining Counter Air-Conditioned Laundry/Mud Room 13' x 18' Veranda with BBQ and TV Workshop, Outdoor Shower, Metal Shed, Covered Parking Room to Expand: ADU, Addition, or In-Ground Pool

16186 Antigua Way, Bokeelia
$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
$599,000
2 Beds ⋅ 2 Baths ⋅ 2026028932 MLS
Live the coastal dream in this charming 2-bedroom, 2-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
$225,000
2026026417 MLS
Cleared Waterfront lot with direct Gulf Access on the north end of Pine Island in Knights Bokeelia Isle. NO BRIDGES HERE. Minutes by boat to Charlotte Harbor and a short ride to the many places that the area offers like Matlacha Pass, Boca Grand Pass, the many Outer Islands and Beautiful Cayo Costa Beach. Close by are Boat Ramps, Restaurants and shopping.

16080 Tortuga Street, Bokeelia
$1,150,000
5 Beds ⋅ 3 Baths ⋅ 2026024358 MLS
Discover an exceptional waterfront investment opportunity in beautiful Bokeelia! Situated on an almost half-acre lot with direct Gulf access, this professionally decorated, turnkey vacation rental offers the perfect blend of island living, luxury, and income-producing potential. Nestled at the head of a deep-water canal, this stunning property provides quick access to Charlotte Harbor and the Gulf of Mexico, making it a dream destination for boaters, anglers, and nature lovers alike. Step outside and experience true island life, where manatees and dolphins are frequent visitors right in your backyard, creating an unforgettable experience for guests year-round. Designed to accommodate large groups, the home features 5 spacious bedrooms plus a bonus Murphy bed on the upstairs patio, comfortably sleeping 16+ guests. The expansive dock offers room for multiple boats, allowing easy access to world-class fishing, shelling, island hopping, and waterfront adventures. The outdoor living spaces are equally impressive, featuring a beautiful tiki hut, fire pit, kayaks, paddleboards, bicycles, and more—everything guests need to explore the surrounding waterways and embrace the laid-back island lifestyle. Whether you’re seeking a personal waterfront retreat, a highly successful vacation rental, or both, this turnkey property delivers. With breathtaking views, abundant wildlife, direct Gulf access, and proven rental appeal, this is a rare opportunity to own a slice of paradise. Schedule your private showing today and see why this remarkable island getaway continues to captivate guests and generate exceptional returns.

7380 Barrancas Avenue, Bokeelia
$629,000
3 Beds ⋅ 2 Baths ⋅ 2026021981 MLS
Serenity Cove, Waterfront 3 bedroom 2.5 baths on Large lot... FANTISIC VIEWS looking the entire length of the Canal with Direct access to Matlacha Pass and the Gulf of Mexico !!! Really "cool, artistic interior with unique Master bedroom floor and original Terrazzo, epoxy and floor tile flooring throughout the Home... Open Kitchen with dining bar, Stainless steel appliances with a fisher and Paykel dishwasher drawer, Granite, stainless steel and live edgewood countertops. New LED lighting throughout. Bluetooth speakers in the bathroom ceiling and other unique touches. Check out the lighting in the living area and the open Florida Room...Doors have their own style as does the entire home... Two porches, one off the master area and the other for guests, beautiful spot for coffee in the morning (and drinks at night), views of the entire Canal, the dock with Tiki Hut, boat ramp and the beautiful Florida Sun. The Garage is a very large two car or truck, (864 Sq ft) with 1/2 bath, plenty of room for shop/storage and other fun garage things !!! Roof New & permitted in 2021 The lot is a LARGE 110' X 170' (almost 1/2 Acre) property with palm and other trees on either side for your privacy and your SERENITY... This is a house you need to see... It's unique, artsy with style and very livable...AND GREAT WATER VIEWS ... Take a look today..

5387 Marina Drive, Bokeelia
$495,000
2 Beds ⋅ 2 Baths ⋅ 2026023618 MLS
DISCOVER AFFORDABLE GULF-ACCESS LIVING ON BEAUTIFUL PINE ISLAND Imagine ending each day with breathtaking island sunsets shimmering across the canal, tropical breezes drifting through your Florida room, and your boat waiting just steps from your back door. This Gulf-access waterfront retreat offers the laid-back coastal lifestyle so many dream about—without the premium price often associated with waterfront living. Inside, soaring ceilings and an open, light-filled floor plan create an inviting atmosphere that feels both spacious and relaxed. Large living areas flow effortlessly into the Florida room, where tranquil water views provide the perfect backdrop for morning coffee, evening cocktails, or simply enjoying the peaceful surroundings. For boating enthusiasts, the double-lift dock offers quick access to the Gulf of Mexico, placing world-class fishing, secluded beaches, waterfront dining, and Southwest Florida’s barrier islands within easy reach. The expansive backyard provides ample space to create the custom pool oasis you’ve always envisioned, while mature tropical landscaping and producing mango trees add privacy, beauty, and authentic island character. With just a few personal touches, this property has the potential to become an exceptional waterfront getaway, full-time residence, seasonal retreat, or investment opportunity. Located in a quiet waterfront community with access to a private neighborhood boat launch available through a low annual membership, you’ll enjoy the very best of Pine Island’s relaxed and natural lifestyle. Waterfront opportunities with this combination of Gulf access, outdoor space, and potential are becoming increasingly difficult to find. Schedule your private showing today and experience the island lifestyle for yourself.

5330 Genesee Parkway, Bokeelia
$695,000
3 Beds ⋅ 2 Baths ⋅ 2026020786 MLS
Welcome to your dream home in Bokeelia! Waterfront canal home with easy and fast access to Charlotte Harbor and the Gulf of Mexico. A boater and fishermans paradise. This stunning single family home boasts 3 bedrooms, 2 bathrooms, and a 2 car garage, making it the perfect oasis for you and your family. The interior features fresh new paint, granite counters, tile flooring, and an open concept layout with a large island and dining area, perfect for entertaining guests. The raised elevation ensures peace of mind, as this home has never flooded. Step outside to enjoy the newly painted exterior, newer AC, and a Generac generator with 3 250 lb propane tanks, providing added convenience and security. The outdoor space is equally as impressive, with a boat lift, large concrete dock area, and zero landscape with rock and mulch. A fenced area for pets adds to the appeal of this property, making it the perfect place to call home. Located in desirable Bokeelia at the north end of Pine Island, this home truly has it all. Don't miss out on the opportunity to make this your own slice of paradise - schedule a showing today!

16201 Porto Bello Street, Bokeelia
$160,000
2026018007 MLS
CLEARED DIRECT GULF ACCESS LOT. $40,000 of FILL has been added to the lot. RIP-RAP Seawall in place on your 80 FEET canal lot. PERMMITTED blueprints for a 2,900 sq ft 1 story home. 4 Bed 2 Bath specially designed for this lot are available. Perfect place to build your dream home in a stunning boater friendly community. Close to plenty of restaurants (Car/Boat), shopping centers, and grocery stores. Approx. Lot Size: 80x120x80x120 - Property Appraiser Office "BEST PRICED BUILDING LOT ON PINE ISLAND"

5547 Ann Arbor 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
$449,000
2 Beds ⋅ 3 Baths ⋅ 2026016207 MLS
Stunning Waterfront End-Unit Condo with Direct Gulf Access in tropical Bocilla Island Club – Sunsets & Boating Paradise; Discover this beautifully updated 2-bedroom, 2-bath waterfront retreat perfectly positioned for breathtaking western exposure and legendary Florida sunsets. Nestled along the water with quick, easy access to the Gulf of America, this condo offers the ultimate coastal lifestyle for boaters, anglers, nature and sunset lovers alike. Step inside to a bright, open living space featuring brand-new floors that flow throughout the home, creating a fresh, modern feel. New quartz countertops in the kitchen making it ideal for entertaining while overlooking the water. The spacious bedrooms provide comfortable retreats, with the primary suite offering peaceful water views to wake up to each morning. Outside, the highlight is your private boat dock, ready for your vessel and providing immediate access to the Gulf of America. Whether you’re cruising at sunrise or returning for a golden sunset from your own dock, every day feels like a vacation. This turnkey waterfront gem combines modern upgrades with unbeatable location and lifestyle—perfect for those seeking relaxation, recreation, and resort-style living on Florida’s SWFL coast. Don’t miss your chance to own this slice of paradise! Ideal for families, retirees, or anyone dreaming of coastal living with effortless boating access. Community amenities include two swimming pools, two clubhouses, a gazebo, lush tropical landscaping, marinas, on-site ship store with fuel and a 400 foot fishing pier located on Charlotte Harbor. This community provides a tropical oasis lifestyle.

16649 Bocilla Palms Drive Unit 29, 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
$549,000
2 Beds ⋅ 2 Baths ⋅ 2026013946 MLS
Well-maintained and beautifully updated island bungalow located on the desirable north tip of Pine Island. This charming canal-front home features 2 bedrooms and 2 full bathrooms, offering both comfort and coastal appeal. The property had new roof installed in 2025, equipped with hurricane-impact windows and doors, along with new tile flooring throughout. New garage door and opener installed in 2026. The bright, open kitchen creates an inviting space for cooking and entertaining. A south-facing screened porch provides the perfect spot to relax and enjoy the island breeze year-round. Additional conveniences include a washer and dryer located in the garage on a separate septic system. The home sustained minimal impact from Hurricane Ian—limited to porch screens—with no flooding or water intrusion. Also minimal water intrusion from Helene and Milton. Being sold partially furnished, this move-in-ready home is ideal as a full-time residence, vacation getaway, or investment opportunity.

7815 Bocilla Lane, 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
$499,000
2 Beds ⋅ 2 Baths ⋅ 2026013160 MLS
Waterfront living, private dock, boat lift, and direct access to world-class fishing—this is the Pine Island lifestyle buyers dream about. Located in the exclusive Marina Gardens community in Bokeelia, with only 17 residences, this beautifully updated waterfront condo offers the perfect combination of boating convenience, natural beauty, and low-maintenance living. Step outside to your private dock equipped with a 10,000 lb boat lift, water, and electric. Within minutes, you'll be cruising the open waters of Charlotte Harbor, exploring Jug Creek, fishing some of Southwest Florida's most productive waters, or heading out for a sunset cruise. Inside, the home is move-in ready with numerous recent improvements, including hurricane shutters, a completely renovated screened lanai with new framing, screens, and flooring, resurfaced and waterproofed balconies, new patio, skylight, water heater, and more. Every upgrade has been thoughtfully completed so you can spend less time maintaining and more time enjoying the waterfront lifestyle. The setting is truly special. Relax on your screened lanai, upstairs balcony, or waterfront patio while watching dolphins, manatees, ospreys, and pelicans pass by. Surrounded by mangroves and water views, you'll experience the peaceful side of Southwest Florida that is becoming increasingly difficult to find. Residents enjoy a beautifully maintained waterfront pool and pool house, while the HOA covers flood insurance, exterior maintenance, landscaping, seawall, docks, boat ramps, septic system, and road maintenance—providing exceptional value and peace of mind. Whether you're searching for a full-time residence, seasonal getaway, or boating retreat, opportunities like this are rare. Private dock. Boat lift. Direct water access. Island living at its best. Price recently improved—schedule your private showing today.

7731 Bocilla Lane Unit 10, Bokeelia
$490,000
2026011164 MLS
THIS IS A RARE FIND... 1/2 acre+ waterfront homesite in Bokeelia. HUGE gulf access lot, 170+ feet canal frontage, zoned RM-2 with impact fees paid. Minutes to Charlotte Harbor. Fantastic views of waterways and preserve. With so much room the options are endless.

5226 Serenity Cove, Bokeelia
$175,000
2026010633 MLS
Build your dream home on this Gulf access homesite in Bokeelia, offering direct boating access to the surrounding waterways and the Gulf of Mexico. This single-family residential lot is ideally situated in a quiet area of Pine Island, providing a peaceful setting with natural surroundings and tropical landscape. Enjoy the convenience of launching your boat right from your future backyard and spending your days fishing, kayaking, or exploring nearby islands and waterfront destinations. The property provides ample space to design and build a custom home with room for outdoor living, a pool, and boat dock. Located just minutes from local marinas, boat ramps, waterfront restaurants, and island amenities, this lot offers the perfect balance of privacy and accessibility. Whether you’re looking to build a seasonal retreat or a full-time residence, this Gulf access property in Bokeelia presents a great opportunity to enjoy Southwest Florida boating and island living.

5350 Marina 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
$328,000
2 Beds ⋅ 3 Baths ⋅ 2026008560 MLS
One of the nicest Units in Blue Crab Key. Offered fully furnished ( A few exceptions.) End Unit, right next to the boat ramp. This pristine condo is a boater’s paradise, offering quick access to Charlotte Harbor in just minutes. Tucked away in one of Southwest Florida’s best-kept secrets, this slice of paradise perfectly captures the relaxed Florida lifestyle. The interior has been impeccably maintained, and the beautiful furnishings create a warm, coastal retreat you’ll immediately feel at home in. Whether you’re looking for a peaceful getaway or a full-time residence, this condo offers the perfect blend of comfort, charm, and waterfront living. Priced to sell, this opportunity won’t last long. Grab your flip-flops, pickleball paddle, and fishing pole — and make your move to The Crab Trap.

5461 Blue Crab Circle Unit S-5, Bokeelia
$440,000
2 Beds ⋅ 2 Baths ⋅ 2026004594 MLS
Experience effortless coastal living in this modern and sleek 2-bedroom, 2-bath turnkey penthouse end-unit condo, ideally located in the highly desirable Four Winds Marina community. Soaring vaulted ceilings enhance the open, light-filled layout, while impact-resistant doors and windows provide peace of mind. Enjoy tile and luxury vinyl plank flooring throughout, complemented by beautifully designed, contemporary kitchens and bathrooms. The spacious wraparound screened lanai offers coveted southeast exposure—perfect for relaxing in afternoon shade while still capturing glimpses of stunning sunsets and shimmering water reflections. Just steps away, you’ll find the popular Lazy Flamingo restaurant and world-class fishing charters. Also located a short distance away is Jug Creek Marina & Fish House, where you can enjoy more tasty island food and cath the ferry for amazing tours and adventures. Surrounded by abundant wildlife including dolphins, manatees, wild birds, and schools of fish, this prime waterfront location provides quick boating access to Sanibel, Pine Island, Captiva, Boca Grande, Cayo Costa, and beyond. The solid, secure building features concrete pillars and walls, a durable metal roof installed in 2022, and is complemented by a beautifully updated community with new brick paver driveways, ample parking, and fresh landscaping throughout. Schedule your private showing today and start living the waterfront lifestyle you’ve been dreaming of.

16641 Stringfellow Road Unit 506, Bokeelia
$328,000
2 Beds ⋅ 3 Baths ⋅ 2025026107 MLS
This is one of Pine Islands most unique, well-maintained, sought after developments. As you drive up and over the bridge into Blue Crab Key, the peaceful, close-knit feel of this tropical island community is immediately apparent. Enjoy quiet evenings relaxing on your lanai or front deck. Spend time socializing at one of the two pools areas with whirlpool spas, or the pickleball courts. This unit for sale offers a gorgeous view overlooking the mangroves and canal. With Matlacha Pass in the background you’re just minutes from some of the best fishing in the world as you head out to Charlotte Harbor. The lanai is fully glassed in for comfortable air-conditioning year-round. The high-impact windows and doors are a wonderful bonus. Inside you have two spacious bedrooms, with en-suite bathrooms, and an open floor plan. Another standout feature is the extended storage unit on the first level, perfect for kayaks, fishing poles, bikes, boat equipment, and more, with all shelving included. The excellent amenities include two pools, two whirlpools, pickleball as well as tennis courts, and a putting green, clubhouse and an observation deck. Boaters have everything you need with boat and kayak storage, a community boat ramp, and docks available on a first-come, first-serve basis. With the canal and docks right outside the back door you can easily view your boat and enjoy access for loading, unloading, and rinsing after a day on the water. To top it all off, the HOA fees are the lowest on the island! Blue Crab Key is centrally located to make it much faster and easier to get on and off island. This home is being sold furnished, making it truly move-in ready.

5301 Blue Crab Circle Unit 4, Bokeelia
$509,900
3 Beds ⋅ 2 Baths ⋅ 2025021978 MLS
Price improved, an exceptional value for a direct Gulf access, dual-waterfront home on Pine Island. This rare half-acre property offers wide, unobstructed canal views in the back and peaceful lake views in the front, delivering water, privacy, and scenery from both sides of the home. Tucked away on a quiet cove, this 3-bedroom, 2-bath island residence is ideal for boaters, anglers, and island lifestyle seekers. With a seawall, concrete dock, and boat davits, your boat stays ready for fishing trips, kayaking adventures, and sunset cruises through Pine Island Sound and the Gulf beyond. Enjoy true direct access with no bridges and quick routes to world-class fishing. Inside, the home has been thoughtfully decorated for low-maintenance island living, featuring luxury vinyl plank flooring in the main living areas, updated kitchen cabinets, quartz counter tops and stainless appliances, new bathroom vanities, and all new interior doors. A new roof installed in 2022 adds lasting value and peace of mind, and owners invested over $10K in 2025 on DAM EASY FLOOD BARRIERS for all doors! House is wired for portable generator as well. The outdoor space is designed for both function and fun, with an oversized concrete parking pad equipped with 50-amp power—perfect for storing an RV, boat, or trailer. Mature palms and tropical landscaping create a private, relaxed setting, while the attached two-car garage provides ample space for fishing gear, tools, and island toys. With its direct Gulf access, dual-waterfront setting, and flexible layout, this property is well suited for a full-time residence, seasonal escape, or income-producing island rental.

5442 Martin Cove, Bokeelia
$225,000
2025009853 MLS
Waterfront Opportunity in Serenity Cove – Direct Gulf Access with Dock & Lift! Build your island dream home on this rare .33-acre cleared canal-front lot located in one of Bokeelia’s most desirable neighborhoods, Serenity Cove. Surrounded by beautiful homes and offering direct Gulf access with no bridges, this property is truly a boater’s paradise—just minutes to world-class fishing, pristine beaches, and open water. Already equipped for waterfront living, the property features a newly updated boat lift (2024), composite dock, and electric at the dock, allowing you to start enjoying the boating lifestyle immediately while you plan your custom home. From your backyard, enjoy easy access to Cayo Costa, Sanibel, Cabbage Key, and a short boat ride to Jug Creek Marina—perfect for waterfront dining, island hopping, and sunset cruises. Professionally maintained mangroves enhance privacy while framing peaceful water views. With no HOA restrictions, you’ll have the freedom to build at your own pace and create the coastal retreat you’ve been dreaming of. Seller may consider seller financing, adding flexibility to this exceptional opportunity. Don’t miss your chance to own a ready-to-go waterfront lot in Serenity Cove—where island breezes, sunset cruises, and endless boating adventures await.

5414 Martin Cove, Bokeelia
$259,000
2025009263 MLS
Welcome to 16220 Antigua Way, a prime sailboat access cleared lot in Bokeelia, located on the tranquil north end of Pine Island. This gem offers direct Gulf access with no bridges, allowing for an effortless short boat ride to the stunning Charlotte Harbor. Anglers will delight in the world-class fishing opportunities nearby, from the back bay to the renowned Boca Grande Pass. Spend your days basking on the pristine sands of Cayo Costa Beach or exploring the beautiful outer islands. This location is a paradise for water enthusiasts seeking to immerse in the abundant natural beauty and vibrant marine life of the area. Don't miss the chance to create your dream waterfront retreat in this great location.

16220 Antigua Way, Bokeelia
$200,000
2025008083 MLS
Welcome to Charlotte Shores Subdivision. Canal front lot located in a friendly boating community. Think traditions like holiday golf cart parades and pot lucks at the marina. Super affordable HOA. $200 one-time application fee. $200 annual HOA fee. $20 fee for key to marina/boat launch with membership to HOA. Great opportunity to build your dream home and enjoy the island lifestyle!

5175 Genesee Parkway, 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
$499,000
2 Beds ⋅ 1 Baths ⋅ 225055729 MLS
Turn-Key Pine Island Fishing Cabin with Private Dock, Lift & Shared Private Boat Ramp! Welcome to your perfect Pine Island waterfront escape. Located directly across from Jug Creek Marina in the heart of Bokeelia, this beautifully renovated 2-bedroom waterfront cottage offers effortless island living with immediate boating access to Charlotte Harbor, Boca Grande Pass, and some of Southwest Florida's best fishing grounds. Completely updated following Hurricane Ian, the home has been thoughtfully rebuilt and finished to provide a clean, modern coastal feel while maintaining the charm of a classic Pine Island fishing cottage. Inside, the bright and inviting interior features an open living area, updated kitchen, and comfortable bedrooms designed for easy, low-maintenance living whether you're here full time, seasonally, or as a weekend getaway. Step outside and the real magic begins. The property is designed for serious boaters and anglers, featuring its own private dock with boat lift, plus a private concrete boat ramp that is shared exclusively with the adjacent property to the north—a highly sought-after amenity that allows you to launch and retrieve your boat from your own property without relying on public ramps or marina facilities. This unique feature provides exceptional convenience, privacy, and flexibility for enjoying life on the water. From your backyard, you'll enjoy quick access to open water, making it easy to spend your days fishing, cruising the surrounding islands, exploring Cayo Costa and Boca Grande, or taking in unforgettable Southwest Florida sunsets. The manageable footprint of the home allows you to spend less time maintaining property and more time enjoying the island lifestyle Pine Island is known for—world-class fishing, laid-back waterfront restaurants, and a true Old Florida atmosphere that is becoming increasingly rare to find. Whether you're searching for a private island retreat, seasonal residence, or waterfront getaway with the rare combination of a private dock, boat lift, and exclusive shared boat ramp, this Bokeelia property offers an exceptional opportunity to own a slice of Pine Island paradise in one of the island's most desirable boating locations. Come experience the simplicity, charm, and unmatched lifestyle of waterfront living on Pine Island.

16341 Porto Bello Street, Bokeelia
$395,000
224018253 MLS
Fabulous opportunity to own this prime lot situated just off the intercoastal waterway and just a short boat ride to the Gulf of Mexico REPORT OF GEOTECHNICAL EVALUATION HAS BEEM COMPLETED FOR A HOME

8153 Moyer Lane, Bokeelia
$188,000
224089074 MLS
CLEARED LOT with boat dock and direct Gulf access located in Charlotte Shores One in Bokeelia. This community has access to a private boat ramp and marina that offers boat slips, kayak launch, fish cleaning station, and great green space. It is close to the bike and walk path, community pool, schools, stores, and great restaurants. The canal offers a short ride to open water with no bridges. Build your dream home on this lot and take advantage of all that Pine Island has to offer.

5260 Genesee Parkway, Bokeelia