Mid-Tier Real Estate For Sale in Upper Captiva, FL

End unit with harbor views & dock access! Experience the tropical island waterfront lifestyle! This value-priced townhome offers shared dockage for your boat, and an unbeatable location just steps from the dockage, ferry landing, and club restaurant… because sometimes the outside is doing all the heavy lifting. Let’s be clear: the interior is authentically, unapologetically vintage. We’re talking original finishes, original fixtures, and décor. The kitchen and baths? Classic. The vibe? Beach retro. The opportunity? Endless. But here’s the thing—this townhome is livable, functional, and ready for its next chapter. Whether you’re dreaming of a full renovation, a creative reimagining, or simply embracing the throwback charm (we won’t judge), this is your chance to start with a light-and-airy plan in an even better location. And what a location it is—end unit, harbor views, steps to dockage and kayak beach... And just a short distance to everything safety harbor club has to offer. Enjoy access to a heated pool, tennis and pickleball courts, clubhouse dining, and private gulf beach access where the sunsets are always in style (no renovation required). Bring your vision. Bring your contractor. Or bring your love for 1985. Either way, this is your chance to secure a waterfront foothold in an end unit at a price that leaves room for transformation. Don’t miss this unique before-and-after opportunity.

Priced to sell! Positioned directly on the harbor in safety harbor club, this waterfront townhome offers one of the most convenient dockside locations on north captiva island. With the boat docks less than 50 feet from your door, this home is ideal for those who want immediate access to boating and waterfront living. The layout is designed to capture excellent harbor views while providing comfortable island living. Light-filled interior spaces flow naturally to the outdoor covered screen porch, where you can watch boats come and go and enjoy the serene waterfront setting. As part of safety harbor club, owners enjoy a full suite of amenities including a community pool, tennis & pickleball courts, clubhouse, on-site dining, & gulf beach access. The nearby ferry landing makes travel simple while maintaining the peaceful, car-free charm of north captiva. Whether used as a personal retreat or investment property, this harborfront townhome offers an exceptional combination of location, lifestyle, and boating convenience on one of florida’s most unique barrier islands. There is a tenant currently in place until july 31, 2026.

Upper captiva canal home. Beautiful private views across the state park to pine island from this gorgeous 3 bedroom plus a den & 3.5 bathroom home. It has everything you would want from an island home including protected docking for your boats on a navigable canal which leads out to the gulf of mexico and the intracoastal waterway, an elevator to bring groceries and supplies up to the kitchen, all windows are hurricane impact windows, cedar ship-lap exterior siding, wood burning fireplace, an upper mezzanine area above the living room which could be a studio or office, plenty of room for guests, a beautiful kitchen with big windows showing the view to the state park, wide decks wrap around the house on both floors, a large screened-in pool with a shower and bathroom, new electric system inside and out, new roof, newly painted decks, newly painted exterior. Also, recent maintenance check on the elevator. The beach is just down the sandy path to a parking area with access to the widest beach on the island. This island home could be an exceptional income producing property. Please make an appointment to see this wonderful home soon.

Experience elevated island living in this beautifully designed 3-bedroom retreat, perched safely on one of the highest and driest points of the island. Enjoy gulf and bay views from your private third-story lookout. This property is a short golf cart ride from the beaches, the ferry, and resort-style amenities. Built with durability in mind, the home features new impact-rated windows and doors, a new standing seam aluminum roof, and new composite decking on the stair treads. The interior was recently updated with new kitchen cabinets and quartz counters. The largest bedroom on the second level includes a built-in home office nook plus plenty of sleeping and sitting spaces. Expansive wraparound screened and covered porches that invite seamless indoor-outdoor living on all four sides of the house, perfect for relaxing in the shade and capturing the seaside breezes. Fantastic opportunity to own your vacation home on a beautiful barrier island, but with peace of mind that you have a fabulous and safe location. Dock slip at the nearby island club marina also available for purchase.

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!

Great opportunity! This is your chance for a large prime gulf front beach home! This amazing home is right on the beach with private beach access just steps out the door. Simply spectacular oceans views from the entire beach side of this property! This large beach home is located in the fantastic safety harbor club offering the availability of shared boat dockage for it’s members – a commodity that boaters will love! Safety harbor also features a community pool, clubhouse, tennis/pickleball courts etc. Located on an oversized lot on the wide sugar sand of butterfly beach - this 2400 sq ft+ beach house with a great room floor plan offers three bedrooms, three full baths, over 2400 plus square interior footage, plus a loft and interior storage room. With its' bright huge main living area with soaring ceilings, beautiful recess lighting, coffered ceilings, large kitchen and breath-taking oceans views you can envision the full potential of this beach front beauty right upon your entry! Two brs have ensuite full baths. There is also a fantastic screened balcony with access off of the primary br and living room, a large open balcony off of the loft offering superb gulf views and unforgettable sunsets and a nice side deck! Great under house area offers plenty of enclosed storage and covered carport areas. All new recent upgrades include: new roof and gutters. Three new ac units. New water heater. New hurricane shutters with hand cranks and motors. New hurricane door(s) loft, both sets of sliders in the living room, sliders in the primary bedroom and refrigerator. Windows are all hurricane impact rated per seller. New hunter fans in the main living area - sitting area, dining and kitchen plus new fans in the loft, guest and primary br. New lighting primary br. The home’s interior is freshly painted and there is new exterior paint. Two baths are remodeled with all new showers, vanities, faucets, mirrors etc. New kitchen faucet, fan, microwave. New dehumidifiers with custom drains to exterior. Etc. Schedule your showing today to see all that this beach home has to offer! It is a must see!

Rare opportunity to purchase luxurious gulf front estate on north captiva island a rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of safety harbor club on north captiva island. This stunning coastal property boasts beach frontage with breathtaking sunsets and panoramic views of the gulf. Recently renovated and remodeled with the highest quality craftsmanship and attention to detail, this estate is truly one-of-a-kind. The interior of the property features a striking custom staircase, quartz countertops, and custom solid wood cabinetry in the kitchen. Beautiful oak and porcelain floors run throughout the home, creating a sense of elegance and luxury. The estate includes two guest bedrooms. One ensuite. The highlight of the property is the exquisite master bedroom, located on the second floor with private decks offering stunning views of the gulf. The master bedroom also features a fireplace and a large bathroom with a jet tub and separate shower. The spacious kitchen is equipped with an island cooktop, downdraft ventilation, subzero refrigerator/freezer, microwave with convection, wall oven, and dishwasher. The property offers gorgeous views of the beach from the master bedroom, kitchen, dining area, and great room. This custom home is truly a gem and must be seen to be fully appreciated. Schedule an appointment today to view this beautiful estate and make it your own.

One of the newest homes recently built on north captiva! Just completed in 2022, this home still feels pristine and like brand new! Built to the latest wind codes and with upgraded interior fixtures, decor, and finish. This 3 bedroom and 3 bath home is located directly on north captiva's private airstrip, offering excellent access for pilots as well as scenic views of the gulf and bay. The reverse floorplan of this home even offers views from the lower bedroom level as you gaze across the green space of the airstrip to the beaches at either end. The master suite offers a full en suite bath with a walk-in shower, private commode room, double sinks, and a large dressing room/closet. A large laundry space is conveniently located between the bedrooms. Two more exquisitely decorated guest bedrooms share a hallway bath with a deep soaking tub/shower combo. The upper level will impress with its large open-concept kitchen, dining, and living space open to the large covered and screened outdoor porch. The kitchen's central island will become the heart of your home, with dining spots on each side of the island. This kitchen offers a full pantry, quartz countertops, stainless steel appliances, large amounts of storage space, seating, and more. You have views of the bay right from a cozy coffee corner table, while the sparkling waters of the gulf are just outside your sliding glass doors. Enjoy the sunsets from your top-level lookout tower just off the living area. The private elevator rises from your ground-level entrance space and storage garage to the first and second levels of the home for your convenience and comfort. If you have been looking for a newer, move-in home on north captiva, this is the one! Don't miss it!

An island masterpiece! This elegant, custom-designed island estate blends traditional island-style charm with contemporary sophistication. The home's exquisite detailing and bold roof lines create a unique and timeless design. Sited on an oversized lot close to gulf beaches on a quiet sandy lane. Hardie board siding, pella impact windows, and electric storm shutters provide peace of mind. The private heated pool and screened outdoor entertainment area offer relaxation and island fun. Perfectly designed for high-volume vacation rentals. A grand two-story foyer welcomes you inside with an elegant winding wood staircase. Two spacious primary suites on the first level offer en suite baths with custom tile walk-in showers. The third guest bedroom enjoys its adjacent upgraded bath with a tub/shower. On the next level, the luxurious custom kitchen sparkles with granite countertops & stainless steel appliances. Deep dark wood cabinetry throughout the kitchen space offers elegantly curved corner cupboards for a sleek and functional appeal. Built-in yacht-style dining that seats 12+ in a three-side banquette uses the space ideally for entertaining. The living area meanders from the cozy tv/media area to covered screen porches and three levels of outdoor sundecks. Upstairs, the vaulted natural wood ceiling loft is a stunning focal point and versatile fourth sleeping space, offering gorgeous gulf views through expansive sliding glass doors. Step up to the top lookout deck, where panoramic vistas of the gulf and the island's natural beauty unfold. A rare blend of refined elegance and island serenity, this exceptional home is a magical seaside spot to enjoy your new island beach lifestyle.

Beauty & the beach is one of the most extraordinary gulf-front estate homes ever offered for sale on north captiva island! This custom-crafted contemporary residence sits on the central portion of the island's widest stretch of beach, providing greater long-term shoreline security and uninterrupted panoramic gulf views. A proven luxury vacation rental leader, this home generated over $360k in gross rentals in 2021.  The property booked over $250k in gross rentals in 2025, even with downtime for repairs and upgrades.  This is a rare opportunity to acquire both a premier vacation retreat and a top-tier rental asset. Designed with a striking stucco exterior, impact-resistant glass throughout, and a private interior elevator serving all three levels, the home delivers refined coastal architecture paired with modern convenience. The ground-level area provides a bonus room & bunk area, plus an extensive outdoor entertainment space with a pool, patio, outdoor kitchen & poolside bar, all connected by a private walkway to the island's most pristine sugar-sand beach. Inside, every space is meticulously planned & designed for elevated entertaining & relaxed luxury. Highlights include a gourmet chef's kitchen, a dramatic dining room crowned by soaring barrel-vaulted ceilings, and a formal living area wrapped in panoramic glass. A built-in fireplace with television above the hearth anchors the living space with warmth and elegance.  The two primary living levels were designed to capture the spectacular gulf and sunset views.   The 4 elegant bedroom suites provide marvelous spaces for you and your guests to experience five-star resort-style luxury sleeping accommodations. The top-level primary suite boasts panoramic beach views, an en suite bath with a walk-in shower, a dual-sink vanity, and a lockable owners' closet.  Imagine relaxing in the extra-deep soaking tub while you stare at the shimmering waters lapping the shoreline. The second primary suite, located just off the entertainment den/media room, offers excellent beach views & a luxury en suite bath with a walk-in shower. Two more north-facing guest suites create "family-suite-style" guest zones with a gulf-facing king bed suite & en suite bath, plus an adjacent bedroom & bath.  Opportunities to acquire a gulf-front estate of this caliber, location, and proven income performance are exceedingly rare on north captiva island. Beauty & the beach represents the very best of luxury island living!

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!