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$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

Listing Courtesy of Sea Glass Gulf Realty

$549,000
3 Beds 2 Baths 2026033316 MLS
Welcome to this immaculate 3-bedroom, 2-bath pool home in the desirable Charlotte Shores boating community of Bokeelia. Situated on an almost quarter-acre lot with a county-maintained street, this beautifully maintained home offers the perfect blend of comfort, style, and Florida living. The open kitchen features granite countertops, stainless steel appliances, and a nice functional layout that flows naturally into the living area. Tile flooring extends throughout the home, creating a clean and cohesive look. The desirable split-bedroom floor plan provides privacy, while six-panel interior doors add a classic touch. Enjoy peace of mind with impact windows and doors and a durable metal roof. The home has been freshly painted and professionally cleaned, and it is truly move-in ready. Step outside to enjoy the private pool and spacious yard, ideal for relaxing or entertaining. A two-car garage provides ample parking and storage. Located in Charlotte Shores, a boating-friendly community, this property offers an opportunity to enjoy the laid-back island lifestyle of Bokeelia while being close to the area's waterways and outdoor recreation. Immaculate, well maintained, and ready for its next owner—this is Florida living at its best!

11463 Oakland Drive, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

$335,000
3 Beds 2 Baths 2026031767 MLS
Discover the charm of Island living in this beautifully maintained 3-bedroom, 2-bath home nestled in the heart of Bokeelia! Offering 1,460 square feet of comfortable living space, 2 car garage, and recent updates, this move-in-ready home combines peace of mind with the relaxed Florida lifestyle you've been dreaming of. The backyard is a gardener's delight, featuring beautifully landscaped grounds with lots of mature fruit trees, 6 banana trees (3 different types), 1 mango, 3 papaya, 1 lemon, 2 sea grapes, 1 shampoo ginger, and a sugar cane, thriving herb gardens and colorful tropical plantings that create peaceful setting to relax, entertain or simply enjoy Florida's natural beauty. There is a lush perimeter of mature shrubs, landscaping that provides natural privacy and enhances the homes' tranquil atmosphere. Inside you'll appreciate the comfortable floor plan and the peace of mind that comes with major improvements, NEW ROOF (2023) ALL NEW PLUMBING THROUGHOUT THE HOME (2025), NEW WATER HEATER (2025), Even more reassuring the home has never flooded during any of the recent hurricanes. Conveniently located within walking distance of the community pool, pickleball courts, shopping, the local museum, and several popular restaurants, you'll love having everyday amenities just minutes from your front door. A short drive brings you to the public boat ramp, offering easy access to world-class fishing, boating, kayaking and all the waters surrounding beautiful Pine Island. Built in 1994 and lovingly care for this home offers the perfect blend of comfort, convenience and the laid-back charm that makes Bokeelia such a desirable place to call home. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity this property is ready to welcome its next owner.

5831 Samoa Drive, Bokeelia

Listing Courtesy of Century 21 Selling Paradise

$975,000
3 Beds 3 Baths 2026032475 MLS
Set on 2.6 acres in Bokeelia, this fully operational tropical island farm is where mornings begin with fresh eggs and evenings end beside the pool in the island breeze. Part home, part orchard and part working farm, it is ready for its next chapter. Zoned AG-2, the property is ideal for farming, nursery operations or homestead living. The owners currently receive an agricultural tax exemption; the next owner may apply for the same benefit. The home offers 2,283 square feet plus a 573-square-foot air-conditioned attached garage. Mature trees, nursery inventory, chickens, equipment, tools, furnishings and operational assets are included, allowing the next owner to harvest fruit, gather eggs and grow plants without starting from scratch. Upstairs are the main living area, kitchen, dining space and primary bedroom, plus a covered porch overlooking the farm. Downstairs are guest bedrooms, a full bathroom, laundry area and second living room opening to the patio and screened pool—ideal for guests or multigenerational living. Improvements include remodeled kitchen and bathrooms, smart appliances, tile floors, plantation shutters, impact-rated windows and doors, updated A/C, spray-foam insulation, newer water heater and water-treatment systems. A 24-kW generator and 500-gallon underground propane tank add peace of mind. The septic field was replaced, a lift station added, and the roof was resecured in 2022 and inspected annually. The property is not in a designated flood zone. The grounds produce mango, avocado, coconut, citrus, lychee, starfruit, papaya, jackfruit, passion fruit, moringa and more. Over 100 banana plants representing about 22 varieties are established and producing. App-controlled irrigation reaches about 95% of the trees. Farm infrastructure includes perimeter fencing, secure chicken coops, three pole barns, two hurricane-strapped sheds and an air-conditioned tool shed with electric service. Nursery supplies and extensive farm equipment are included for continued operation of the on-site market. Cool off in the screened pool, gather on the lanai or relax on the upper porch in your own tropical oasis. Whether you envision a working farm, nursery, self-sufficient homestead or island retreat with supplemental-income potential, this remarkable property offers room to grow and a lifestyle that feels like a getaway every day.

12303 Cristi Way, Bokeelia

Listing Courtesy of Sea Glass Gulf Realty

$449,000
3 Beds 2 Baths 2026031812 MLS
Comfortable, updated and designed to make the most of the Pine Island lifestyle. This 3-bedroom, 2-bath island home has a bright, open feel with high ceilings, an updated kitchen and baths, and sliding doors that open the living area to a covered lanai and screened pool surrounded by tropical landscaping. The entire home features individually zoned heating and cooling, giving you the freedom to keep each space exactly as comfortable as you like while using energy where you need it. Even the two-car garage is finished, floored and climate controlled, making it a great flex space that can easily be returned to vehicle use and perfect for an electric vehicle. One of the perks for this home is the private community marina access which includes a boat ramp, boat slips for easy water access and a fish-cleaning station, making it easy to enjoy everything Pine Island has to offer on the water. The home can be sold fully furnished, and one full year of professional pool service is included, making it that much easier to settle in and simply enjoy the home from day one.

5748 Linden Lane, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

$439,900
3 Beds 2 Baths 2026031193 MLS
Rarely does a property like this become available in Bokeelia's highly sought-after Fish Streets! Set on an impressive 0.88-acre homesite—nearly four times the size of a typical neighborhood lot—this exceptional property offers the privacy, space, and flexibility that are becoming increasingly rare on Pine Island. This well-maintained home features 4 bedrooms (or 3 bedrooms plus a den/home office) and 2 bathrooms, with a spacious, functional layout designed for comfortable everyday living. Accessibility has been thoughtfully incorporated, with wheelchair access throughout the main living areas and the primary bathroom, making the home suitable for a variety of lifestyles and abilities. Major improvements provide peace of mind, including a new roof (2023), new kitchen appliances (2023/2024), and a new water heater (2022). Original terrazzo floors extend throughout much of the home, offering the opportunity to restore a timeless Florida design element that perfectly complements the island lifestyle. Step outside and experience what truly sets this property apart. The oversized homesite offers endless possibilities, with ample space for a custom pool, a detached garage, a workshop, RV and boat storage, additional outbuildings, or lush tropical gardens. Mature, fruit-producing mango trees enhance the landscape, creating your own private island retreat. Best of all, there's no HOA, giving you the freedom to enjoy and improve your property without restrictive rules or fees. Large residential parcels of this size are increasingly difficult to find, making this property not only a wonderful place to call home but also an outstanding long-term investment with exceptional land value and appreciation potential. Conveniently located just minutes from marinas, public boat ramps, world-class fishing, waterfront restaurants, parks, and Pine Island's renowned natural beauty, this property offers the best of Southwest Florida living. Whether you're looking for a full-time residence, a seasonal escape, or an investment opportunity, this one-of-a-kind property delivers the space, privacy, and lifestyle today's buyers are seeking. Don't miss your opportunity to own one of the largest and most desirable home sites in the Fish Streets!

5791 Porpoise Road, Bokeelia

Listing Courtesy of Castaways Island Realty LLC

$660,000
3 Beds 2 Baths 2026030742 MLS
Welcome to this beautifully renovated property located at the north end of Bokeelia, where modern upgrades, thoughtful improvements, and extra space combine to create a truly move-in ready home. Every major system has been updated allowing you to enjoy peace of mind for years to come. Inside, you'll find a completely remodeled interior featuring new tile flooring throughout the home, lanai, and pool area, fresh interior and exterior paint, gorgeous new kitchen cabinetry, elegant new countertops, and a full suite of WiFi enabled stainless steel appliances. New window coverings, updated ceiling fans, and modern fixtures complete the stylish interior. The home's major mechanical systems were also upgraded from the new roof(2023), new A/C unit(2025), providing comfort and energy efficiency. Step outside to your private backyard oasis featuring a sparkling pool, enhanced with all new pool equipment and premium no-see-um screened enclosure allowing you to enjoy outdoor living all year long in comfort. One of the most unique features is the additional adjacent lot creating endless possibilities for an additional garage, art gallery, RV storage, Guest apt. or future expansion with county approval. The property is fully enclosed with perimeter fencing around both lots offering privacy, security and plenty of room for pets, hobbies, or recreational vehicles. Whether your looking for a beautifully updated primary residence, a seasonal retreat, or a property with room to grow, this exceptional home offers the perfect combination of modern upgrades, outdoor living, and future potential. Opportunities like this-fully renovated and an included additional lot- are very rare. This property is just down the road from 2 marina's, great restaurants, beachy drinking establishments, many different parks, walking paths, and loads of yearly festivals of island fun!! Pine Island, known for it's truly beautiful palm tree farms, mango farms, and archaeological sites dotted all over the island, make this a true island life living experience. Schedule your private viewing today!!

7407 Cobb Road, Bokeelia

Listing Courtesy of John R. Wood Properties

$459,000
3 Beds 2 Baths 2026029237 MLS
Elevated two Story piling home with over 1,700 sq ft under air and large 4 car enclosed garage on 1st level. Huge workshop area. Pine Island and Bokeelia offer small-town charm, art galleries, local markets, Tree Nurseries and some of Southwest Florida’s best fishing and boating. Whether you’re seeking a primary residence or vacation home. Home offers 3 bedrooms and 2 baths with large living area. Large back (screened) deck and outside grilling entertaining deck with stairs. Very private backyard with pathway around the golf course. Newer air, galvanized roof, most windows are hurricane proof, new hot water heater, new soffit and rain gutters. New flooring throughout the home. You can walk to Pineland Marina which offers full Marina Service, dine at the well-known Tarpon Lodge. Private setting. You will love this Island and community.

14281 Pacosin Court, Bokeelia

Listing Courtesy of Century 21 Tri Power Realty

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

16276 Nautical Way Unit 1404, Bokeelia

Listing Courtesy of LoKation

$455,000
2 Beds 3 Baths 2026028343 MLS
Experience SPECTACULAR WATER VIEWS from this beautifully positioned corner residence in the highly desirable Bocilla Island Club. This is widely considered the premier building in the community, offering panoramic water vistas from both levels and an abundance of natural light through additional side windows unique to this END UNIT. For boaters and anglers, this property is truly a rare find. Included is a PRIVATE BOAT SLIP with a 10,000-pound lift, accommodating boats up to 24 feet, providing quick access to Charlotte Harbor, Boca Grande Pass, Cayo Costa, North Captiva, world-class tarpon fishing, backwater flats, and some of Southwest Florida’s most pristine beaches. Ask almost any local fishing charter captain and they’ll tell you these are among the finest fishing grounds in all of Lee County. Anglers can achieve the coveted Grand Slam of fishing right in the vicinity. Abundant Snook, Redfish, Sea trout, and Tarpon are just a few of many prized local catches Relax on your screened lanai while watching dolphins, manatees, and boats cruise by, all with peaceful waterfront views as your backdrop. IMPACT WINDOWS AND DOORS provide peace of mind, while the floor plan offers a first-floor living area with a convenient half bath. Upstairs features a generous primary suite with breathtaking views, a walk-in closet, updated bath, private waterfront lanai, plus a guest bedroom with its own private bath. Additionally there is a convenient full sized laundry room. Additional highlights include a private storage room adjacent to the covered parking space. The oversized assigned under building parking space has plenty of room for both your vehicle and golf cart. Seasonal rentals are permitted, making this an outstanding investment opportunity with an established rental history. Bocilla Island Club offers a true resort lifestyle with two heated pools, tennis and pickleball courts, shuffleboard, beautifully landscaped grounds, scenic waterfront walking paths, a private fishing pier on Charlotte Harbor, and a kayak launch. Walk to nearby restaurants and Four Winds Marina, a full-service marina just minutes away. Flood insurance is included through the HOA. Whether you’re searching for the ultimate winter escape, year-round waterfront residence, or income-producing vacation property, this exceptional home combines breathtaking water views, unmatched fishing and boating, and the laid-back island lifestyle that makes Bokeelia so special.

16600 Bocilla Island Club Drive Unit 35, Bokeelia

Listing Courtesy of Compass Florida LLC

$494,000
3 Beds 2 Baths 2026027610 MLS
Amazing Opportunity! Newly Renovated, Gorgeous Island Style Stilt Home! Three Bedrooms, Two Full Baths, with a Split Floor Plan and on .49 Acres of Land! Now Available in the Desirable “The Nesting of Pine Island” Neighborhood. Welcoming Dual Entry Staircase, Lovely Open Front Porch and the Charming Entry Foyer Await Your Arrival. Enter the Bright, Large Living Room with French Doors that lead out to a Beautiful Screened Porch, Huge Open Deck and Spiral Staircase with Views of the Sprawling Back Yard! Gorgeous Large Kitchen with Custom Breakfast Bar, All New Cabinetry with Pull Out Drawers, Quartz Countertops, Glass Tile Back Splashes including the Breakfast Bar, Under Cabinet Lighting, Recess and Pendant Lighting, Tons of Counter Space, All Stainless Appliances, and a Pantry with Built in Cabinetry and the Full Size Stackable Washer and Dryer. This Open Kitchen is Adjacent to the Bright, Over Sized Gathering Dining Room. Nice Main Bedroom with Walk In Sized Closet and an En Suite Bathroom with Glass Door Shower, Stone Floor and a Separate Sink Area. Guest Bedrooms with Access to Full Guest Bath with Glass Shower Doors. Outstanding Space for up to Ten Vehicles with Two Long Driveways hosting approx. Four Under the Two Large Carports, and/or RV, Boats, Trailers etc. Fantastic Large Under House Storage Room and/or Workshop for all of your Hobbies or Storage Needs. The Open Balcony with New Deck Overlooks the Large Fabulous Back Yard. Nearly a Half Acre of Land with Plenty of Room for a Pool or Your Perfect Vision! Central Water. Private Septic. Recent Updates Throughout Including: Luxury Vinyl Flooring Throughout, All New Fixtures, Fans, Blinds and Appliances. Total New Kitchen 2022/2023 and Pantry with New Built in Cabinetry, New HVAC 2021, Remodeled Bathrooms with New Showers and Toilets, 2023/2024. New Metal Roof, All New Hurricane Impact Windows and Front Door. New French Doors. New Tankless Water Heater 2024/2025. New Screen Enclosed Porch and New Decking on the Back Open Balcony 2024. New Decorative Shutters 2024. New Front Deck Railings 2025. Updated Spiral Staircase. Dates are approximates. Located is a Beautiful Lush and Tropical Neighborhood Setting located at the center of Pine Island only minutes to the Community Pool, Museum, Playground, Baseball Fields, Library, Shopping, Specialty Shops, Restaurants and a Short Drive to Pineland Marina and our Local Ferries. Move In Ready! This Special Island Home is Simply a Must See!

10810 Habitat Circle, Bokeelia

Listing Courtesy of Swept Away Realty

$898,000
3 Beds 2 Baths 2026027483 MLS
Stunning Waterfront Estate in Bokeelia. Experience exceptional waterfront living in this beautifully crafted freshwater-front estate offering approximately 2,129 square feet under air. Built with durability, efficiency, and comfort in mind. The home offers 3 spacious bedrooms, 2 elegantly appointed bathrooms, and a versatile bonus room ideal for a home office, fitness studio, media room, or additional guest accommodations. The thoughtfully designed primary suite serves as a private retreat, featuring separate custom closets, including a walk-in closet with wood ventilated shelving and additional custom cabinetry. The luxurious en-suite bath showcases dual quartz vanities, custom cabinetry, and a stunning solid quartz walk-in shower. Guest bedrooms are generously sized and offer ample closet storage. Designed for both everyday comfort and effortless entertaining, the home boasts two expansive covered porches with composite decking, complemented by paver patios on both sides of the property. The outdoor living area is truly resort-inspired, centered around a free-form Gunite saltwater pool with elegant travertine decking. A large structural cabana creates the perfect outdoor living room, while no-see-um screening surrounds the entire pool area for year-round enjoyment. Completing this private oasis is a Hot Spring saltwater spa. The chef-inspired kitchen is equally impressive, offering approximately 68 square feet of quartz countertop space with a matching quartz backsplash. Premium features include a farmhouse sink, built-in exhaust system, drawer microwave, Bosch induction range, Bosch dishwasher, and an LG refrigerator that produces four types of ice. Additional highlights include: • Oversized garage with an 18’ x 8’ door, ideal for larger vehicles, boats, and storage • Extended concrete driveway with abundant parking • 2023 Galvalume standing seam metal roof • Freshwater frontage offering privacy and serene water views A rare opportunity to enjoy luxury, sustainability, privacy, and waterfront living in the heart of beautiful Bokeelia. This exceptional property seamlessly blends high-performance construction with resort-style amenities, creating a home that is as efficient as it is beautiful.

11940 Oakland Drive, Bokeelia

Listing Courtesy of Kingfisher Real Estate, Inc.

$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

Listing Courtesy of Royal Shell Real Estate, Inc.

$595,000
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

Listing Courtesy of Century 21 Sunbelt Realty

$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

Listing Courtesy of Coldwell Banker Realty

$1,300,000
4 Beds 3 Baths 226020954 MLS
Tucked away on 5.9 acres of lush, high-elevation land on Pine Island, this stunning 4 bedroom, 3 bathroom courtyard-style home is the kind of property that rarely comes to market. Sitting at the highest elevation on the island, this home has weathered every recent storm with minimal damage and zero flooding, a testament to both its prime positioning and the incredible pride of ownership that defines every corner of this estate. From the moment you pass through the gated entrance, complete with new solar-powered keypad and hardware, you immediately feel the privacy and serenity that sets this property apart. The main residence welcomes you with a bright, open floor plan bathed in natural light beneath soaring vaulted ceilings. Fresh interior and exterior paint, upgraded stainless appliances, and walk-in closets throughout deliver the turnkey lifestyle today's buyers expect. The tiled roof is new, and most windows are impact-rated with hurricane shutters protecting the sliders, giving you true peace of mind year-round. The heart of this home is its spectacular courtyard pool area, where a beautiful waterfall feature spills into a freshly refinished pool, all enclosed by an elegant privacy wall that creates your own personal resort. Whether you are entertaining guests or simply unwinding at the end of the day, this outdoor living space is absolutely extraordinary. The detached mother-in-law suite or guest quarters features brand new luxury vinyl plank flooring and provides endless flexibility, whether for extended family, a rental income stream, or a private home office. A second detached outbuilding with a new roof adds even more utility and storage. The land itself is a showstopper. Fully fenced with high tensile and white vinyl fencing, and cleared pastures. Mature trees frame every view and give the property an undeniable natural beauty that is uniquely Pine Island. Located just minutes from Pineland Marina, world class fishing and boating are practically at your doorstep. This is island living at its finest and its purest.

13541 Stringfellow Road, Bokeelia

Listing Courtesy of Realty One Group MVP

$899,000
3 Beds 4 Baths 2026021518 MLS
Tucked away in the gated Calusa Ridge Community in Bokeelia, this beautifully appointed 3-bedroom, 3.5-bath home offers just under 2,300 square feet of thoughtfully designed living space on a secluded one-acre lot surrounded by natural Florida beauty. Situated within an exquisite nature-preserve community at one of the island's highest elevations, this property offers privacy, tranquility, and a peaceful Old Florida setting. Built in 2013, the home features quality craftsmanship, tasteful finishes, and an open floor plan designed for comfortable living and entertaining. The spacious chef’s kitchen offers abundant workspace and storage and opens to multiple living and dining areas, including two separate living rooms. The split-bedroom layout provides added privacy for owners and guests alike. Wide doorways and spacious walk-in showers offer added accessibility and convenience. The indoor living spaces flow seamlessly to the screened lanai, where the gorgeous pool and hot tub overlook a beautiful natural landscape filled with tropical greenery and native wildlife. Enjoy quiet mornings listening to the birds from your private outdoor retreat. The pool area also includes a convenient half bath and outdoor shower, ideal for entertaining and outdoor living. Additional features include electric and manual hurricane shutters for added peace of mind and a clay tile roof replaced in 2023. Natural surroundings include a scenic lake with an illuminated fountain and a protected gopher tortoise preserve. This home is conveniently located near local restaurants, marinas, shopping, and all that Pine Island living has to offer. This exceptional property combines privacy, nature, comfort, and quality construction in one of Bokeelia’s most unique gated communities.

6109 Calusa Ridge Trail, Bokeelia

Listing Courtesy of Always Island Time Realty LLC

$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

Listing Courtesy of Century 21 AllPoints Realty

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

6351 Allen Park Drive, Bokeelia

Listing Courtesy of John R. Wood Properties

$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

Listing Courtesy of John R. Wood Properties

$670,000
4 Beds 2 Baths 2026015922 MLS
HUGH PRICE REDUCTION!! 4 bedroom/2 bath pool home! Live in the "country" and enjoy a spacious 2,200+ sq foot home. Actually the property is only 1 mile north of the "4-way stop"! Making the drive off and on the island a quick one! And you will be close to boat ramps, the island stores and restaurants. This large, comfortable home has a wonderful screened lanai that is directly off the heated pool, deck and hot tub. It has a split bedroom concept with 3 bedrooms, & 1 bath on the north side of the home and the large master ensuite is on the south side of the home. INCLUDED is an approximate 1/2 acre cleared-groomed, vacant lot being sold with the home. 5952 Porpoise Rd. PID#16-44-22-01-00000.0710-making this property approximately 1 acre! The complete property encompasses Porpoise Rd & Marlin Rd and is completely fenced! The bonus is a Climate-Controlled 1200sq' metal RV/storage building complete with 3- 14' high rollup doors. Property is NOT located in a flood zone. No flood insurance is required! Such a great property!

12341 Marlin Road, Bokeelia

Listing Courtesy of Castaways Island Realty LLC

$614,900
3 Beds 2 Baths 226013326 MLS
Beautifully maintained and fully furnished three bedroom, two bath home located in the charming town of Bokeelia, Florida. This property offers the perfect blend of coastal character and modern comfort, ideal for full-time living or a vacation retreat. Enjoy convenient access to fishing and boating, with the ability to be out on the water in just minutes. The home is situated on a spacious half-acre lot featuring mature mango and Meyer lemon trees, creating a private and tropical setting. Relax on the screened lanai overlooking a peaceful mangrove backdrop, perfectly positioned with southern exposure to take in stunning sunset views. The home also features a heated pool with solar panels for energy-efficient enjoyment year-round. Additional highlights include a two-car garage and brand new appliances, with the washer and dryer conveniently located in the garage. This is a rare opportunity to own a slice of paradise with privacy, natural beauty, and easy access to the water. Located on the northern end of Pine Island, this area is known for its laid-back coastal lifestyle, world-class fishing, and unspoiled natural surroundings. Residents enjoy easy access to the Gulf, along with nearby marinas, restaurants, and nature preserves. With its relaxed atmosphere and natural beauty, it offers a peaceful escape from the hustle while still being within reach of everyday conveniences.

11693 OAKLAND Drive, Bokeelia

Listing Courtesy of ND Realty

$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

Listing Courtesy of John R. Wood Properties

$839,000
4 Beds 4 Baths 226009779 MLS
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.

16303 Shoal Court, Bokeelia

Listing Courtesy of Premiere Plus Realty Company

$375,000
3 Beds 2 Baths 2026001842 MLS
over 2,000 SQUARE FEET AND AN ACRE - plenty of room to add in a barn, detached garage and pool! Welcome to your private Pine Island sanctuary! This 3BR/2BA Bokeelia home sits on over 1 acre of beautifully secluded land, offering the perfect blend of privacy and comfort. Surrounded by nature, this property delivers the relaxed island lifestyle you’ve been searching for. The home has been updated with a NEW metal roof and a gorgeous kitchen featuring granite countertops and almost new appliances. Inside, the spacious open-concept floor plan is highlighted by soaring cathedral ceilings, abundant natural light, and a desirable split-bedroom layout for added privacy. The expansive kitchen and family room create an inviting space for entertaining or quiet evenings at home. The primary suite serves as a peaceful retreat with a well-appointed bath offering twin pedestal sinks and a walk-in shower. Two additional bedrooms and a full bath provide flexibility for guests, family, or a home office. Outdoors, enjoy a large front yard, mature fruit trees, and a separate outbuilding ideal for extra workshop, storage, or creative space. Plenty of room for boats, RVs, gardening, or simply enjoying the serene surroundings. Quiet, private, and truly one-of-a-kind—this property captures Pine Island living at its finest. HUGE living space and located in a quiet part of the island yet still close to everything!

5675 Sandal Lane, Bokeelia

Listing Courtesy of Re/Max Sunshine

$875,000
3 Beds 3 Baths 2025024276 MLS
Situated in the serene heart of Bokeelia, this exquisite lakefront property offers a perfect blend of luxury and nature, where privacy meets beauty. Imagine waking up to a panoramic nature view, greeted by mature trees and a chorus of wildlife. Spend your mornings exploring nature walking paths, or enjoy bird watching by pristine lakes. Recently renovated with a new metal roof in 2022, this generously sized 3 Ensuite bedroom home boasts all impact windows and sliding doors, ensuring peace of mind and energy efficiency. An elevator provides effortless access throughout the home, while new fixtures and fans add a touch of modern elegance. The spacious kitchen shines with all stainless appliances, a Large breakfast bar, and an open concept to the living area, great for entertaining! The formal dining room doubles as a game room with a billard table that converts to a beautiful dining table! Step outside to a gorgeous pool adorned with pouring fountains, encased by a two-story reinforced screened enclosure, perfect for year-round enjoyment. It's plumbed for an outdoor kitchen, setting the stage for delightful gatherings. Snuggle by the cozy fireplace indoors or venture out to renowned local attractions such as the famous Tarpon Lodge Restaurant, Randall Research Center and the Calusa Indian Archeological Site. With proximity to marinas, shopping, and diverse dining venues, this property embraces both adventure and tranquil living, a true haven for those seeking a picturesque lifestyle.This property would be the perfect home for a large family or is currently being used as a second home and investment property with rentals in place!!

7507 Grande Pine Road, Bokeelia

Listing Courtesy of John R. Wood Properties

$649,000
4 Beds 4 Baths 224002620 MLS
This waterfront island home is move in ready and had NO HURRICANE DAMAGE OR FLOODING! With over 90 feet of seawall and 4 bedrooms, this Gulf Access home is a rare find! You will be welcomed by a wide-open great room with updated kitchen and recently redone flooring. A beautiful barn door leads you to the master suite- which includes a fully remodeled bathroom additional half bath AND bedroom that has been turned into a MASSIVE walk-in closet. The other end of the house includes 2 bedrooms, a full bathroom & half bath. Outside you can enjoy the saltwater breeze on your own private porch. Low maintenance landscaping with no grass to mow! Some of the many recent upgrades include- 2 new a/c units, hot water heater, roof, fence and permitted shed. NO HURRICANE DAMAGE!!! Your 10,000 lb boat lift is just minutes away from Charlotte Harbor & a short boat ride away to Boca Grande, Cayo Costa, North Captiva & Sanibel. Come live island life where you can enjoy some of the best fishing in the world!

16091/093 Porto Bello Street, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

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