PARADISE FOUND… AND IT’S WEARING FLIP FLOPS. Tucked along the peaceful shores of BOKEELIA on Pine Island, this charming waterfront home captures the laid-back rhythm of Old Florida living—where Gulf breezes drift through swaying palms, boats idle past on the canal and the water is always calling your name. Life here isn’t about rushing anywhere… it’s about fishing at sunrise, boating at sunset and letting the day unfold on island time. Bokeelia sits on the northern tip of Pine Island, a place locals treasure for its quaint fishing-village atmosphere, unspoiled natural beauty and authentic coastal lifestyle far removed from the crowds and high-rises found in more touristy beach towns. Anglers know this area well because the surrounding waters—from Charlotte Harbor to Boca Grande Pass—are among the most productive fishing grounds in Southwest Florida, where tarpon, snook, redfish, trout and grouper have drawn fishermen for generations. AND RIGHT HERE IS WHERE YOUR ISLAND STORY BEGINS… ON A DIRECT ACCESS SALTWATER CANAL JUST MINUTES TO OPEN WATER. No bridges to slow you down—simply idle out to the harbor and the Gulf beyond. At water’s edge the dock features a 10,000 LB BOAT LIFT with canopy plus a convenient fish cleaning station, making it easy to head out for a quick evening cruise or a full day chasing the next big catch. Even better, this is a BOAT AND RV FRIENDLY COMMUNITY with NO HOA—plus it’s PET FRIENDLY AND RENT FRIENDLY too. Inside, the home offers a naturally bright, breezy and cheerful feel with a well-designed split bedroom floorplan. There are THREE BEDROOMS, TWO BATHS AND A TWO-CAR GARAGE with tile and wood flooring throughout—no carpet. The guest suites are generously sized and share a beautifully remodeled guest bathroom completed in 2024. The primary suite enjoys sliding glass doors to the lanai, a walk-in closet and a bathroom with an updated vanity and walk-in shower. The kitchen blends warmth and function with REAL HICKORY WOOD CABINETRY featuring crown molding and convenient slide-outs, granite countertops, tile backsplash and under-cabinet lighting. Stainless steel appliances are included, along with a rare and highly appreciated GAS STOVE. Out back the outdoor living space captures the best of the island lifestyle. A screened and covered lanai provides the perfect setting for dining or relaxing in the shade, while the large swimming pool features an 8-FOOT DEEP END and a tiled pool deck with fencing. The yard is fully fenced, new in 2023. Storm ready and solidly built, your new retreat features CBS construction, a 2019 dimensional shingle roof and accordion hurricane shutters. Even better, the property has had NO FLOODING OR WATER INTRUSION during any storm. Whether you’re searching for a weekend escape, seasonal retreat or full-time island lifestyle, this property captures the easygoing spirit that makes Bokeelia one of SWFL’s best-kept secrets. Because around here… the only real schedule is TIDES, SUNSETS AND HAPPY HOUR.

3 Beds ⋅ 2 Baths ⋅ 2026028300 MLS

PARADISE FOUND… AND IT’S WEARING FLIP FLOPS. Tucked along the peaceful shores of BOKEELIA on Pine Island, this charming waterfront home captures the laid-back rhythm of Old Florida living—where Gulf breezes drift through swaying palms, boats idle past on the canal and the water is always calling your name. Life here isn’t about rushing anywhere… it’s about fishing at sunrise, boating at sunset and letting the day unfold on island time. Bokeelia sits on the northern tip of Pine Island, a place locals treasure for its quaint fishing-village atmosphere, unspoiled natural beauty and authentic coastal lifestyle far removed from the crowds and high-rises found in more touristy beach towns. Anglers know this area well because the surrounding waters—from Charlotte Harbor to Boca Grande Pass—are among the most productive fishing grounds in Southwest Florida, where tarpon, snook, redfish, trout and grouper have drawn fishermen for generations. AND RIGHT HERE IS WHERE YOUR ISLAND STORY BEGINS… ON A DIRECT ACCESS SALTWATER CANAL JUST MINUTES TO OPEN WATER. No bridges to slow you down—simply idle out to the harbor and the Gulf beyond. At water’s edge the dock features a 10,000 LB BOAT LIFT with canopy plus a convenient fish cleaning station, making it easy to head out for a quick evening cruise or a full day chasing the next big catch. Even better, this is a BOAT AND RV FRIENDLY COMMUNITY with NO HOA—plus it’s PET FRIENDLY AND RENT FRIENDLY too. Inside, the home offers a naturally bright, breezy and cheerful feel with a well-designed split bedroom floorplan. There are THREE BEDROOMS, TWO BATHS AND A TWO-CAR GARAGE with tile and wood flooring throughout—no carpet. The guest suites are generously sized and share a beautifully remodeled guest bathroom completed in 2024. The primary suite enjoys sliding glass doors to the lanai, a walk-in closet and a bathroom with an updated vanity and walk-in shower. The kitchen blends warmth and function with REAL HICKORY WOOD CABINETRY featuring crown molding and convenient slide-outs, granite countertops, tile backsplash and under-cabinet lighting. Stainless steel appliances are included, along with a rare and highly appreciated GAS STOVE. Out back the outdoor living space captures the best of the island lifestyle. A screened and covered lanai provides the perfect setting for dining or relaxing in the shade, while the large swimming pool features an 8-FOOT DEEP END and a tiled pool deck with fencing. The yard is fully fenced, new in 2023. Storm ready and solidly built, your new retreat features CBS construction, a 2019 dimensional shingle roof and accordion hurricane shutters. Even better, the property has had NO FLOODING OR WATER INTRUSION during any storm. Whether you’re searching for a weekend escape, seasonal retreat or full-time island lifestyle, this property captures the easygoing spirit that makes Bokeelia one of SWFL’s best-kept secrets. Because around here… the only real schedule is TIDES, SUNSETS AND HAPPY HOUR.

16057 Bowline Street, Bokeelia

Listing Courtesy of Encore Realty Services Inc

Selling Office: .

$820,000

Experience the best of Southwest Florida waterfront living in this solidly built, turnkey 3-bedroom, 3-bath home offering direct Gulf access with no bridges, making it a true boater’s paradise. Constructed for durability, the home features a long-lasting metal roof, a sturdy concrete base level, and a wood-frame second story with Hardie board siding. The primary residence is located on the second floor and showcases luxury wood plank flooring throughout, along with a beautifully appointed kitchen featuring granite countertops, wood cabinetry, and stainless steel appliances. The bathrooms offer a fresh, modern feel with stylish walk-in tile showers. The fully finished ground-level in-law suite provides excellent flexibility for guests or extended family, complete with tile flooring throughout, a full kitchen, a bedroom, a full bathroom, and its own private Florida room. Enjoy breathtaking sunsets every evening from the second-floor Florida room and spacious wraparound porch, or relax in the ground-level Florida room, both perfectly positioned with western rear exposure. The home also features a convenient double-entry walk-through garage with doors on both the front and back of the house, along with ample additional storage space on the lower level. Outside, the large backyard offers plenty of room to add a pool if desired. Boaters will appreciate the captain’s walk dock equipped with a canopy boat cover and a 7,500 lb boat lift, while the seawall was completely replaced in 2017. Additional recent upgrades include a new A/C system installed in 2024 and a new washer and dryer in 2025. Situated on a wide paved road along a wide canal, an ideal setting within the neighborhood, this prime location provides quick access to world-class fishing, boating, and endless adventures around Captiva, Boca Grande, Charlotte Harbor, Cabbage Key, Cayo Costa, and beyond. The surrounding waters are teeming with wildlife, where dolphins, manatees, wild birds, and schools of fish are a frequent sight, creating a truly special coastal lifestyle.

3 Beds ⋅ 3 Baths ⋅ 2026009694 MLS

Experience the best of Southwest Florida waterfront living in this solidly built, turnkey 3-bedroom, 3-bath home offering direct Gulf access with no bridges, making it a true boater’s paradise. Constructed for durability, the home features a long-lasting metal roof, a sturdy concrete base level, and a wood-frame second story with Hardie board siding. The primary residence is located on the second floor and showcases luxury wood plank flooring throughout, along with a beautifully appointed kitchen featuring granite countertops, wood cabinetry, and stainless steel appliances. The bathrooms offer a fresh, modern feel with stylish walk-in tile showers. The fully finished ground-level in-law suite provides excellent flexibility for guests or extended family, complete with tile flooring throughout, a full kitchen, a bedroom, a full bathroom, and its own private Florida room. Enjoy breathtaking sunsets every evening from the second-floor Florida room and spacious wraparound porch, or relax in the ground-level Florida room, both perfectly positioned with western rear exposure. The home also features a convenient double-entry walk-through garage with doors on both the front and back of the house, along with ample additional storage space on the lower level. Outside, the large backyard offers plenty of room to add a pool if desired. Boaters will appreciate the captain’s walk dock equipped with a canopy boat cover and a 7,500 lb boat lift, while the seawall was completely replaced in 2017. Additional recent upgrades include a new A/C system installed in 2024 and a new washer and dryer in 2025. Situated on a wide paved road along a wide canal, an ideal setting within the neighborhood, this prime location provides quick access to world-class fishing, boating, and endless adventures around Captiva, Boca Grande, Charlotte Harbor, Cabbage Key, Cayo Costa, and beyond. The surrounding waters are teeming with wildlife, where dolphins, manatees, wild birds, and schools of fish are a frequent sight, creating a truly special coastal lifestyle.

16137 Bowline Street, Bokeelia

Listing Courtesy of Cape Premier Realty LLC

Selling Office: .

$920,000

Beautiful luxury 3/2 home with GULF ACCESS located on the north end of Pine Island. The canal opens up to Charlotte Harbor and you can be in the Gulf of Mexico in just a short time. Home was custom build with the top of the line appliances, granite counters, and furnished with high quality furniture & decor. Home is in prestine condition with, tile floor, hurricane impact windows & doors, roll down hurricane screens on the lanai and front door. Large two car garage with storm door. Exterior is the fishermans dream with a large covered boat lift 7000# with a wrap-around composite dock. Has a small dock for using your kayak and a handycap dock for easy access to the boat. Large storage building for fishing equipment and a fish cleaning station. There is a beautiful lawn with trees, shrubs and automatic springler, paver in drive way & parking for camper with 50 amp electric hook up. Perfect location to fish, kayak and boating to outer island and beaches at Cayo Costa. Some of the best fishing in SW Florida.

3 Beds ⋅ 2 Baths ⋅ 224066006 MLS

Beautiful luxury 3/2 home with GULF ACCESS located on the north end of Pine Island. The canal opens up to Charlotte Harbor and you can be in the Gulf of Mexico in just a short time. Home was custom build with the top of the line appliances, granite counters, and furnished with high quality furniture & decor. Home is in prestine condition with, tile floor, hurricane impact windows & doors, roll down hurricane screens on the lanai and front door. Large two car garage with storm door. Exterior is the fishermans dream with a large covered boat lift 7000# with a wrap-around composite dock. Has a small dock for using your kayak and a handycap dock for easy access to the boat. Large storage building for fishing equipment and a fish cleaning station. There is a beautiful lawn with trees, shrubs and automatic springler, paver in drive way & parking for camper with 50 amp electric hook up. Perfect location to fish, kayak and boating to outer island and beaches at Cayo Costa. Some of the best fishing in SW Florida.

16105 Bowline Street, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$800,000

HUGE PRICE REDUCTION! OWNER MOTIVATED!! Impeccably cared-for home on multiple lots that were joined when seller purchased the property 30+ years prior. Lots could be separated again to build a second home on the north side. Rarely seen grand-fathered, covered boat house with walk around dockage, plus additional davits and space to build a new, large dock as well. Deep and wide, this direct access canal allows for quick deep water boating/fishing. Note that the home could be torn down to take full advantage of the beautiful lot, or move into the home immediately! No known damage from Hurricane Ian, but the seller replaced the older tile with a brand new metal roof! Boat house roof has also been replaced. Also note the new, modern LVP flooring installed that lends a clean, modern look in the interior, and a fully fenced yard. Very apparent pride of ownership shows in this property that would be a carefree rental or better yet, a wonderful family home. Note: The Florida room with its gorgeous, exposed wood beams has been part of the home since the day the current owner bought it. The Florida room (306 square feet) is NOT included in the property appraiser calculation of square footage under air.

2 Beds ⋅ 2 Baths ⋅ 224000114 MLS

HUGE PRICE REDUCTION! OWNER MOTIVATED!! Impeccably cared-for home on multiple lots that were joined when seller purchased the property 30+ years prior. Lots could be separated again to build a second home on the north side. Rarely seen grand-fathered, covered boat house with walk around dockage, plus additional davits and space to build a new, large dock as well. Deep and wide, this direct access canal allows for quick deep water boating/fishing. Note that the home could be torn down to take full advantage of the beautiful lot, or move into the home immediately! No known damage from Hurricane Ian, but the seller replaced the older tile with a brand new metal roof! Boat house roof has also been replaced. Also note the new, modern LVP flooring installed that lends a clean, modern look in the interior, and a fully fenced yard. Very apparent pride of ownership shows in this property that would be a carefree rental or better yet, a wonderful family home. Note: The Florida room with its gorgeous, exposed wood beams has been part of the home since the day the current owner bought it. The Florida room (306 square feet) is NOT included in the property appraiser calculation of square footage under air.

16136 Bowline Street, Bokeelia

Listing Courtesy of John R. Wood Properties

Selling Office: .

$800,000

Nestled on one of Pine Island's premier waterfront streets, this spacious pool home epitomizes relaxed coastal living. The residence blends comfort and functionality with three bedrooms and two and a half baths. The lower pool level is perfect for hosting lively gatherings, pool parties, barbecues, or simply unwinding in the tranquility of your private oasis. The heated pool provides year-round enjoyment. The extra tall garage is ideal for a motorhome or tall boat. The elevator makes it convenient to move among the floors. The wrap-around dock and covered boat lift cater to avid boaters and water enthusiasts' desires. Pine Island's charm lies not only in the residence itself but also in its unique location. Revel in the lower-density traffic and the laid-back lifestyle, all while near the vibrant activities and conveniences of mainland Southwest Florida. This juxtaposition allows for a perfect blend of serenity and accessibility. Indulge in the Pine Island experience, where the promise of endless fishing adventures, leisurely boating excursions, sun-drenched days on the beach, and delightful cruises to offshore islands and restaurants become part of your everyday life.

3 Beds ⋅ 3 Baths ⋅ 223091627 MLS

Nestled on one of Pine Island's premier waterfront streets, this spacious pool home epitomizes relaxed coastal living. The residence blends comfort and functionality with three bedrooms and two and a half baths. The lower pool level is perfect for hosting lively gatherings, pool parties, barbecues, or simply unwinding in the tranquility of your private oasis. The heated pool provides year-round enjoyment. The extra tall garage is ideal for a motorhome or tall boat. The elevator makes it convenient to move among the floors. The wrap-around dock and covered boat lift cater to avid boaters and water enthusiasts' desires. Pine Island's charm lies not only in the residence itself but also in its unique location. Revel in the lower-density traffic and the laid-back lifestyle, all while near the vibrant activities and conveniences of mainland Southwest Florida. This juxtaposition allows for a perfect blend of serenity and accessibility. Indulge in the Pine Island experience, where the promise of endless fishing adventures, leisurely boating excursions, sun-drenched days on the beach, and delightful cruises to offshore islands and restaurants become part of your everyday life.

16089 Bowline Street, Bokeelia

Listing Courtesy of John R. Wood Properties

Selling Office: .