Upper Captiva, FL Real Estate For Sale

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!

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.

Expansive & panoramic gulf views with the beach just steps away! This soaring 4 bedroom and 3 bath estate home offers hardie board siding, aluminum railings, and impact windows. The reverse floorplan creates fantastic views from every corner of the living spaces, indoors and out. Imagine relaxing on the 2nd level porch or 3rd-floor mezzanine, gazing at the incredibly scenic coastline of cayo costa. The top level could be a fifth sleeping space or your favorite sunset-watching room. Custom kitchen with stainless steel appliances and formal dining nook surrounded by windows. The first-story covered screen porch has excellent gulf views from the master suite and largest guest bedroom. Heated pool and extensive deck space. Great for dining and entertaining. This property includes a nearby beachfront parcel and a deeded walkway easement for a sandy path to your private gulf beach. A wide-view easement over the adjacent beachfront property to the west also helps to maintain your view over time. The location, number of sleeping areas, pool, and very special view give this home excellent rental potential. To complement this outstanding home, a valuable dock slip is available in the nearby boat basin for an additional price of $200k with the house. Furthermore, the adjacent beachfront lot to the west can also be available for purchase to connect this home all the way to the water.

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!