Upper Captiva, FL Real Estate For Sale

Rare 6-bedroom north captiva island home with screened pool area where everyone has a place, and every moment feels like a vacation! Imagine arriving with a full house... Family, friends, kids, grandparents... All under one roof, yet everyone has their own space to unwind. Mornings begin with coffee around the kitchen's breakfast bar to plan the upcoming day at the beach. Afternoons drift between the pool, bbq area, game room, and shaded porch… and by evening, everyone gathers again, sharing stories over dinner as the island breeze moves through the lanai. This beautifully designed 6-bedroom, 3.5-bath plan was made for togetherness without crowding, offering expansive open living spaces to connect with family, along with private retreats for quiet moments. The heart of the home is a large open-concept living, dining, and kitchen area where meals turn into memories and laughter carries long into the night. Outside is a large covered key west-style front porch to perfect the island vibe. Just off the great room is a media room - perfect for movies and gaming any time of day. A spacious primary bedroom offers a sunny bay-window nook and an en-suite bath with a deep-soaking tub & shower combo. Three more guest rooms are just down the hall from the kitchen with a shared full bath. Downstairs, a relaxed den and games room create a natural draw for kids & teens for late-night hangouts, or a great hangout for older parents who don't like lots of stairs. Two bedrooms and a full bath, plus a laundry center on this level, make it a second essential recreation and living hub of the house, with the screened pool area just outside. This level seamlessly blends indoor comfort with outdoor fun. Step outside and the experience only gets better. A heated, screen-enclosed pool becomes the center of the day, surrounded by generous lounging and dining areas designed for long, unhurried afternoons. Just beyond, a separate poolside cabana with a wet bar and grilling station sets the stage for effortless entertaining—whether it's a casual lunch, sunset cocktails, or a full-on bbq cookout. The exterior of the house was upgraded with a new standing seam metal roof in 2023. Conveniently located just a short golf cart ride or walk from the ferry landing, island club amenities, and beach access.  Everything you need is within easy reach. Whether hosting multiple families, creating traditions for generations, or building a high-performing vacation rental designed for large groups, this is the kind of home where people come together and never want to leave. Take a closer look and start picturing your next gathering here.

Walk right to your boat from this adorable lakefront island cottage in the desirable safety harbor club beach, boating, and tennis community!  Everything you need is right within walking distance.  Close to the community pool and tennis/pickleball courts. Steps to the shared community dockage. The beach is just 80 seconds away on your golf cart.  Fabulous serenity. Tucked within a lush, oversized lot filled with swaying palms and tropical foliage, this charming 2-bedroom cottage offers unobstructed views of the lake. The spacious living room opens with a three-panel sliding glass door onto a covered, screened room.  Perfect for sunset time. A large kitchen with granite countertops & formal dining room extends the gathering space with plenty of room for all.  Just off the living area is a guest bedroom with great views of the lake and its own private entrance to an open sun deck. The upstairs level offers a spacious primary suite with a vaulted ceiling, a private en-suite bath, and a sundeck ideally positioned for your sunrise coffee. This property includes a full membership to safety harbor club with access to the community docks, pool, tennis courts, ferry landing, restaurant, and beach access. Whether you're seeking an ideal boater's retreat right in the middle of some of the best world-class fishing waters, a peaceful island getaway, or your forever beach home, this one checks all the boxes at an affordable price point!

Welcome to "paradise palms" on north captiva. A quick ferry ride gets you to a tropical paradise, leave your troubles & worries behind. Come see this beautiful turnkey home that has been professionally decorated, so it's ready immediately for your pleasure or for continued rental income. This custom home is one of the few on the island with its own private pool, located on the living level, don't have to walk downstairs to enjoy pool fun or to cook on the grill. Access straight off the kitchen, primary bedroom & one of the guest bedrooms. 3 bedrooms plus a private den located on its own level, easily can be used as 4th bedroom if needed. From this den, walk up to the sky deck and take in the 360' views of the gulf of mexico, cayo costa & pine island sound. No paved roads, no traffic jams on this island as it's a golf cart community only. North captiva is a barrier island with 5 miles of beautiful white sandy beaches, no crowds! The majority of the island is a state park, which you can enjoy at no cost. Whether you want to sit and relax poolside, or on your private gorgeous beach, maybe want to grab a kayak, paddle-board or load up a golf cart, it's days of fun for all. There's plenty of experienced captains that you can hire for experiencing world class fishing as well. Compared to other places around sw florida, this place has so much to offer you. This property has also been successful in the rental market and the seller's great management team is ready and willing to continue to work with new owners, should this be an investment/income producing property for you. They'll have the house ready to go with personal grocery shopping, so all you have to do is to start your vacation!

Priced to sell!  Fantastic views from this townhome located within the quaint waterfront boating community of safety harbor club on north captiva island. Completely updated in 2025 with luxury finishes and decor, this townhome features modern coastal design, travertine marble floors, custom baths, elegant trimwork, and an open, light-filled layout that captures the serene harbor views. The thoughtfully designed interior features a sumptuous living room set with down-filled cushions, perfect for nestling in after a long day of beachcombing.  The main living area flows seamlessly to a covered screen porch where you can enjoy peaceful harbor breezes and sunrises while watching dolphins & boats pass by.  The kitchen and living spaces are ideal for entertaining or relaxing after a day on the water. The first-floor primary suite boasts a fantastic high-end resort feel, with an en-suite bath featuring a walk-in custom-tiled shower & glass enclosure, plus a separate commode room with a smart toilet/bidet. Upstairs, a perfect light-and-airy sleeping loft and a large guest bedroom share a completely reimagined & renovated bathroom, offering spa-like comforts like a deep-soaking claw-foot tub, chic tile, and a convenient curb-free shower area. On the ground level, the property offers a valuable bonus storage room and a dedicated golf cart garage, providing ample space for island gear, beach equipment, and convenient transportation.  Located close to the community dockage and ferry landing, this home is perfectly positioned for effortless island access and convenient boating. Ownership includes access to safety harbor club amenities, featuring a heated pool, tennis and pickleball courts, clubhouse, beach access, and additional dock slips.   North captiva island is a private barrier island known for its pristine beaches, preserved natural areas, golf-cart transportation, and relaxed lifestyle. Whether you are seeking a personal retreat, a perfect fishing rally point, a vacation getaway, or an investment property, this beautifully upgraded townhome offers an exceptional combination of location, upgrades, and lifestyle all at an affordable price.

Exceptional double-lot island retreat! Ideally positioned on a rare double lot, this beautifully maintained north captiva island home offers enhanced privacy, extra space, and low-maintenance coastal living. “this north captiva retreat offers more than just a home; it presents a rare opportunity for the lucky buyer to own an exclusive separate membership in captiva castaway beach. Just a short, scenic stroll from your front door, this membership grants you deeded access to arguably the finest 'sugar sand' private beach on the island. Enjoy this ultimate gulf-front luxury beach with its pristine, secluded shoreline reserved for a select few, ensuring your piece of paradise remains private and protected for years to come.” designed with a reverse floorplan, the home is filled with natural light and opens to lush tropical surroundings. The main living area, with its full-length sliding glass wall, allows the inside to flow seamlessly onto a spacious screened lanai (with premium “no-see-um” screen comfort) for bug-free open-air entertaining, lounging on the double hammock, or just enjoying the soft gulf breezes, creating indoor-outdoor living ideal for any occasion. The galley-style kitchen features a generous dining bar and walk-in pantry, while two private primary suites with en-suite baths and walk-in showers offer comfort and privacy. A versatile bunk room serves as a fourth sleeping area for additional guests. Extensive exterior “maintenance-free” recent upgrades set this home apart: impact-resistant doors and sliders, pgt energy-efficient low-e impact windows, composite decking, powder-coated aluminum railings, and premium composite siding (rated for up to 150-mph winds) that you never need to paint! Additional improvements include a new roof with transferable warranty, energy-efficient hvac systems with wi-fi thermostats, and updated appliances—delivering durability and low-maintenance ownership so you can spend more time on the beach and less time working on your house. Let your imagination wander! Create your personalized island paradise, as the adjacent surveyed lot, cleared free of brazilian pepper, provides valuable flexibility—ideal for lush gardens, a swimming pool, a 2nd guest house or creating an even larger private compound. Conveniently located near the beach access, ferry landing, and island amenities, this property has a history of strong rental potential. A rare opportunity to own a double-lot island home with upgrades, privacy, and expansion potential—all offered well below reconstruction cost. Schedule your private showing today and experience the island lifestyle firsthand!

Adorable island cottage on beautiful north captiva island with classic beach style. This bungalow offers three sleeping rooms, making great use of the space. The living room and kitchen area are full of charm with tongue-and-groove wood walls, an authentic coastal retreat style. The two levels of decking are great for watching sunsets and gathering with the family. The home is located on a valuable oversized lot, just a short stroll or golf cart ride to the nearest beach access. Plenty of room to add on or install a large pool and outdoor entertainment area. Impact windows and sliders throughout, plus new hardie-board siding. Don't miss out on the chance to affordably obtain your beach house dream goal on this one-of-a-kind island!

The perfect boater's retreat! This charming three-bedroom waterfront home on the harbor is fully remodeled. Excellent water views from both levels. Dock permits are in place to build a dock for your dream boat. Enjoy the custom-crafted kitchen with marble countertops and stainless steel appliances, with fantastic views across the living area to the harbor. Watch the wildlife and passing boats while relaxing on the deck or screened porch. Two large guest bedrooms share a fully upgraded hall bath with a custom tile walk-in shower. The east-facing bedroom enjoys views of the harbor and another screen porch access sliding glass door, perfect for catching the fresh seaside breezes. To the west is another guest bunk room. On the second level, the spacious primary suite with dual closets & a deluxe tiled bathroom offers a huge waterfront sun porch with composite decking. Just off the primary suite is a versatile sitting room that makes a great office, media room, or extra sleeping space. Impact windows & doors, as well as a newer aluminum standing seam roof, ensure durability and peace of mind. It is just steps from community dock slips with full membership to the safety harbor club amenities, pool, tennis, pickleball, and gulf beach access. This rare waterfront gem won't last. Schedule your private showing today!

Your private island waterfront escape — where every sunrise feels like it’s just for you! Imagine waking up to the first blush of sunrise spilling over pine island sound, the sky glowing pink and gold, while you sip coffee on your upper deck with panoramic views over a protected nature preserve. Just the soft rustle of palm fronds, the call of shorebirds, and the quiet lapping of water against your private dock. This isn’t just a house — it’s a 4-bedroom, 4-bath sanctuary built in 2020 to the highest storm and structural codes, so you can relax knowing your island retreat is as strong as it is beautiful. Inside, light pours in through vaulted ceilings onto airy, coastal-inspired living spaces. The designer kitchen — quartz countertops, stainless appliances, and custom cabinetry — was made for both sunset dinner parties and barefoot brunches after a morning swim. Built with impact windows, hardie board siding, and a metal roof, this home is built to withstand the elements. Step outside, and your world opens to a screened, heated pool surrounded by lush native landscaping that melts into the untouched preserve. When the day calls for adventure, your dock on a peaceful canal is ready for your boat, with quick access to some of the best fishing waters in florida. Whether you’re searching for a top-performing vacation rental or a personal hideaway that earns its keep when you’re away, this home is already a proven income generator — and it comes turnkey, so you can start living (or renting) the dream on day one. Opportunities for move-in waterfront properties don’t pop up on north captiva island very often — especially ones that offer this level of privacy, views, and modern construction. The only question is: will you let someone else watch your sunrise? Call today before this one disappears over the horizon.

High-performing vacation rental getaway! Must see this extraordinary key west-style retreat built in 2021, perfectly positioned on upper captiva island’s private airstrip. Designed for discerning buyers who value both refined living and adventurous access, this elevated luxury home offers a rare opportunity for pilots and island enthusiasts alike. Accessible only by boat, ferry, or private aircraft, upper captiva is a hidden gem where pristine beaches, unspoiled nature, and ultimate privacy define the lifestyle. This stunning three-bedroom, three and a half-bathroom residence was expertly constructed on pilings with a metal roof and impact-resistant windows and doors, ensuring strength, safety, and peace of mind. The living space remained untouched by recent storm surge events, a testament to its thoughtful design and elevation. Inside, vaulted ceilings and a striking clerestory window system flood the home with natural light, creating a bright, breezy ambiance that complements its coastal surroundings. Expansive gulf and bay views can be enjoyed from the open-air balcony and patio—ideal for relaxing or entertaining guests. The chef’s kitchen is equipped with high-end appliances, including a propane-fueled range with grill, and double oven, tailor-made for culinary enthusiasts. Each of the three spacious bedrooms features its own private en-suite bath, offering comfort and privacy for residents and guests, and additional sleeping space area. Outdoors, a heated saltwater pool and spa invite relaxation, enhanced by a fully automated system controllable remotely via smartphone app—perfect for preparing your soak before you arrive. The pool deck is finished with elegant pavers, while the composite decking on the screened porch and upper balcony offers durability and low maintenance in key outdoor living spaces. Down by the pool, a sandy beach lounge area and an undercover recreation space (which is also an open air hangar) provide a perfect setting for island-style entertainment and relaxation. An outdoor kitchen and a fire table adds ambiance for cozy evenings under the stars. Located just 650 feet from the white sandy beach, this home offers both convenience and tranquility and front-row seats to some of florida’s most breathtaking sunsets. Each evening, the sky transforms into a vibrant canvas of oranges, pinks, and purples, casting a golden glow over the shoreline and surrounding palm trees. Whether you’re swimming, sunbathing, or strolling the shore, the beach is always within reach. For investors, this property doubles as a proven income generator with a successful short-term rental history and records available upon request. 4540 seair lane is more than a home—it’s a lifestyle. A rare find for american and international buyers alike, it combines modern luxury with island seclusion and aviation access. Discover the ultimate island escape on upper captiva, where every detail is elevated, and every arrival feels like a getaway.

Elegant gulf view estate with pool on oversized lot! Located just one roof line from the gulf, this impressive north captiva island home is spacious & luxurious. Its 4 bedrooms & 3.5 baths provide plenty of room for family & friends. This island getaway is situated on an extra-large corner lot, offering enhanced privacy and excellent view corridors. The upper level offers the ultimate open-concept floor plan, anchored by a designer chef's kitchen featuring a large storage-and-prep island, a full dining bar, expansive custom cabinetry, quartz countertops, and stainless steel appliances. The great room is wrapped in bright, crisply painted shiplap, evoking the breezy elegance of a true island-style beach home. The large, covered connecting porch with gulf-facing views is perfect for watching sunsets and sipping margaritas. This thoughtfully designed home offers two private master suites, each with its own walk-in shower, double vanities, and spacious layout for peaceful retreats. On the first level, two additional bedrooms and a shared bath provide ample space for guests; one could be considered a mini-primary bedroom with access to a large covered porch facing the pool, and the other a spacious bunk room that sleeps 5+, perfect for large families or rental groups. Other highlights include a package lift/elevator for effortless luggage and grocery transport to the upper floors, unique wood-grain tile floors, beautifully appointed bathrooms, and charming coastal décor throughout. This home is exceptionally well-designed and ready to be tailored to your style and rental needs. Outside, the lower-level lounge, dining, entertaining, and sundeck areas cover most of the home's footprint, offering fantastic opportunities for shady spots and sunny perches. The private heated pool resides amongst mature tropical trees with plenty of room for all to lounge the day away in the sun! Updated in 2021 with new impact windows/doors & hardie board siding. The ferry landing, club pool, tennis courts, dining, and shops are all just a quick golf cart ride away. With its prime location, gulf views, high-end finishes, extra-large lot size, and character, this home offers a rare opportunity to own an estate home on the south side of the island near the sparkling gulf waters, where you can watch the stunning sunsets every night from your dream home!

Gulf-front luxury living on the pristine beaches of north captiva island, offering a rare two-lot homesite with sweeping panoramic views of the gulf of america, captiva pass, and cayo costa island, where unforgettable sunsets unfold nightly. Thoughtfully designed for comfort, resilience, and effortless island living, this exceptional residence features a whole-house reverse osmosis system, private well and septic (not shared), a 1, 000-gallon propane tank powering a full-house kohler generator, propane gas range, and tankless water heater to ensure uninterrupted comfort. The gourmet kitchen is equipped with high-end appliances and expansive west-facing sliders that frame breathtaking water views and open seamlessly to indoor-outdoor entertaining. Outdoor living is elevated with expansive deck space, a shaded area beneath the home, outdoor refrigerator and icemaker, heated saltwater pool, six-person spa, full outdoor entertainment system, and outdoor shower—ideal for hosting or relaxing after a day on the water. The spacious climate-controlled garage includes air conditioning, room for golf carts, bicycles, beach gear, a workbench, and a convenient service elevator with a 300-lb capacity for groceries and luggage. The fully fenced yard offers manicured green grass and a sprinkler system, a rarity on the island. Zoned for weekly rentals, this property presents outstanding investment potential while remaining a serene private retreat. Ownership includes a one-year membership to the island club at north captiva. Access is by private boat or ferry; overnight dockage is not included unless purchased separately, with two memberships available at safety harbor offering dockage and amenities—contact safety harbor for details. The private airstrip is available to members only through the salty approach association. A truly rare opportunity to own a gulf-front estate with scale, privacy, and flexibility—this two-lot offering delivers endless possibilities and will not last. Schedule your private showing today!