High-End Real Estate For Sale in Upper Captiva, FL

Recently reduce price makes this one of the best homes available on the island. Just steps from the beach, nestled in sea grape trees and cabbage palms, surrounded by nature. The upside-down floor plan makes for cooler sleeping at night and more breezes during the day. There are screened porches off the master bedroom and the second bedroom which provides for a greater sense of spaciousness. The open deck off the third bedroom can be used as a private entry for guests. The second level has an open floor plan comprised of the living room, dining area, kitchen and half bath, great for a comfortable lifestyle and entertaining. Second floor also has a screened porch off the living area and an open deck off the kitchen; one can follow the sun or hide from the sun. The tower has a spectacular view of the island and gulf. Seller is the original owner, and the home has not been in a rental program. For more privacy the lots east and south of the home are available for additional consideration. There is also a safety harbor club membership available with major benefits including dockage, pool, club house, tennis, trash collection. The club can also provide maintenance staff including yard service home repairs and pest control. Please ask for further information concerning membership cost, application, transfer fees and dues.

Island living with room to expand – a rare north captiva opportunity welcome to 201 white pelican way, a unique island retreat located on north captiva, a private boat-access-only barrier island just off the coast of southwest florida. Known for its pristine beaches, turquoise gulf waters, abundant wildlife, and peaceful golf-cart-only lifestyle, north captiva offers a level of tranquility that’s becoming harder to find. This elevated island home features a 1-bedroom, 2-bath main residence plus a den with potential to convert into a second bedroom, offering flexible space for guests or additional sleeping quarters. The property also includes a separate ground-level 1-bedroom, 1-bath apartment, ideal for visitors, extended family, or generating rental income. Designed to embrace the outdoors, the home features multiple levels of decking and sitting areas, creating inviting spaces to relax, entertain, and take in partial gulf views and coastal breezes. Whether enjoying your morning coffee at sunrise or watching the stars come alive at night, the outdoor living spaces capture the true essence of island life. The property also includes several storage buildings, perfect for golf carts, beach gear, fishing equipment, and island essentials. Adding even more value, the sale includes the adjoining lot behind the home, opening the door to exciting possibilities. Create a large private pool and outdoor living oasis, expand the existing property, or build a second home for guests or additional rental potential. North captiva is a destination where dolphins play offshore, pelicans glide overhead, and the night sky is filled with stars. Accessible only by boat or ferry and navigated by golf cart, the island offers a laid-back lifestyle surrounded by beautiful beaches, incredible fishing, and protected natural preserves. Whether you're looking for a private island getaway, a full-time retreat, or an investment property with strong vacation rental appeal, this property offers a rare opportunity to own a true piece of north captiva paradise.

High-performing, income-producing vacation rental on one of north captiva island's premier streets. Privately nestled among mature tropical landscaping, this beautifully maintained 4-bedroom, 3.5-bath island retreat offers over 2, 300 sq ft of thoughtfully designed living space and a proven history of strong rental performance. Guests are drawn to the resort-style outdoor living, featuring an exceptionally large private pool, hot tub and outdoor shower, multiple entertaining areas, and a spectacular southwest-facing third-floor lanai that fully opens to the living room, creating a seamless indoor/outdoor living experience. Two en-suite bedrooms, a bunk room with a third bath, and a fourth queen suite provide ideal accommodations for owners and guests alike. Recent upgrades include hardie plank siding, two hvac systems, trex decking, a brazilian hardwood pool deck, a cargo/luggage lift, and a paver driveway. A rare opportunity to own a turnkey island property that combines exceptional rental income, lush tropical privacy, premium outdoor amenities, and one of north captiva's most desirable locations.

Exceptional opportunity to own a beautifully renovated 5-bedroom, 3.5-bath island retreat just a short walk from the pristine gulf beaches of north captiva island. Offering 1, 682 square feet of living space, this coastal home combines modern updates with the relaxed island lifestyle that makes north captiva one of southwest florida's most unique destinations. Accessible only by boat or private aircraft, north captiva offers miles of uncrowded beaches, world-class fishing, breathtaking sunsets, and a peaceful atmosphere free from cars and traffic. Thoughtfully designed to accommodate large families and guests, the home offers plenty of space to spread out across multiple living areas and outdoor gathering spaces. The main level features a king primary suite with private ensuite bath, a queen guest bedroom, and a custom bunk room with four twin beds. The lower-level in-law suite provides exceptional flexibility with a king bedroom, a bedroom with two twin beds, a second living area, kitchenette with sink and microwave, and a full bath, making it ideal for extended family, guests, or vacation rental accommodations. Every level of the home features decks and outdoor living areas, including two screened porches with overhead fans for enjoying island breezes year-round. The crow's nest rooftop deck offers stunning 360-degree views of the island, gulf waters, and unforgettable sunrises and sunsets. Extensive recent improvements include a new roof, new siding, updated electrical, new water system, new hot water tank, fresh interior and exterior paint, new decking, a newly constructed crow's nest, rescreened porches, updated landscaping and driveway improvements, new poly outdoor furnishings, luxury vinyl plank flooring, tile flooring, and granite countertops in the bathrooms. Currently operating as a successful vacation rental, this property offers outstanding income-producing potential while also serving as the perfect private island getaway. Two golf carts are included for convenient transportation throughout the island. Whether you're seeking a personal retreat, full-time residence, or established investment property, this exceptional north captiva home is ready to be enjoyed.

A must see! North captiva island fabulous young island pool home! Beautiful coastal turnkey furnished three bedroom, two full baths, single family stilt, 2021 year built on a private and oversized half acre - corner lot! Fantastic on island location! Close to the beach and seconds to the island club at north captiva its’ marina, mangos restaurant and bar, mangos convenience store, and the boats and fun island store. Bright, open, great room floor plan. Split bedroom floor plan. Lovely kitchen with large center island with breakfast bar. Great sized bedrooms and upgraded full baths. Wonderful front screened balcony and large back open balcony overlooking the inground pool and grounds. Other features and upgrades include: ideal newer construction, impact resistant windows and doors, hardie board siding, new whirlpool appliances, granite countertops, dual sinks in both baths, upgraded tile bath walls, convenient laundry room with washer and dryer, luxury tile plank flooring throughout, vaulted ceilings, metal roof, two covered carport area(s), large, heated, salt water pool, outdoor summer kitchen, entry gate plus a gorgeous, fenced yard - a lush tropical oasis with mature assorted palms and including five coconut palms. Turnkey furnished and ready for rentals should you wish for rental income too! Special note: a boat slip with covered boat lift is also offered for sale in addition to this home sale. It accommodates up to 26’boat and 10klbs. Please inquire with agents. Paradise awaits! Now is the time to make “hidden garden” your island dream home and/or investment opportunity! Schedule your showing today! Newest home at this price point by far!

With fantastic gulf views and a prime location just 350 feet from the beach, this island-style vacation retreat stands out with its extra charm and character!  Located alongside north captiva's private airstrip, which gives the home an excellent view corridor.  Great for pilots and beachgoers alike!  Imagine gazing at the water from your living room and sun deck, then relaxing after a day at the beach in your beautiful pool while listening to the sounds of the surf.  Step inside and discover a 2-bedroom, 2.5-bath layout designed for relaxed island living. Top-level painted wood cathedral ceilings give this beachy bungalow a feeling of a much larger home, and with island flair. Abundant natural light pours in through multiple gulf-facing french doors along the sundeck, truly bringing the outside in for sunset time! The open-concept living and dining area also features a fireplace as a focal point, while the kitchen offers modern cabinetry, solid-surface countertops, and stainless steel appliances. The primary suite includes an en-suite bath with a combined tub & shower, plus direct access to a private balcony for enjoying gulf breezes. The guest suite is equally inviting, with its own private bath and french doors opening onto the covered screen porch. This hidden gem is a rare combination of proximity to the sugar sand beaches, poolside relaxation, and real island character at an affordable price point!

Elevated living, gulf views & rooftop sunsets imagine pulling up in your golf cart, the breeze already shifting as you arrive at a home set high and dry in one of north captiva's most sought-after neighborhoods. 4510 oyster shell dr is a 3-bedroom, 2.5-bath retreat with an additional 4th sleeping room, designed to make the most of island life. The reverse floorplan captures gulf views and coastal light from the moment you step into the main living level. Upstairs, the open-concept living, dining, and kitchen area feels bright, easy, and inviting—perfect for gathering after a day at the beach or hosting friends for a laid-back island evening. Large windows and elevated positioning bring the outdoors in, while the surrounding landscape and water views remind you exactly why you're here. And just down the sandy lane lies one of the island's true treasures—a premier beach access point leading to north captiva's widest stretch of powder-soft, sugar-white sand. This is the kind of beach people travel across the world to find—expansive, uncrowded, and endlessly walkable—where mornings begin with quiet shoreline strolls and evenings end with unforgettable gulf sunsets. Then there's the rooftop lookout—one of those features that quietly becomes your favorite place. Morning coffee surrounded by water views as the island wakes up… sunset cocktails as the sky turns gold… and quiet nights under a blanket of stars with the preserve stretching out below. Recent upgrades, including a new metal roof, hardie board siding, and aluminum railings, add both durability and a clean coastal finish. Positioned along one of the island's highest ridgelines—with elevated construction and storm shutters—the home offers an added sense of confidence and comfort. This isn't just a vacation home—it's a place where beach days feel effortless, sunsets feel personal, and every visit makes it harder to leave. Come see it for yourself—and picture where your mornings, beach walks, and next chapter could begin.

Fabulous island beach home! Amazing location and vacation rental too with fantastic rental income and over 150 five star reviews! "the perfect shell" a turnkey, stilt, beach house with a fantastic south - gulf side - island location and situated on a prime high and dry lot with tropical views and inground salt water fenced pool. Easy beach access - located in the captiva dunes neighborhood and just a very short walk or a golf cart drive to the wide, sugar sand, “sunset beach” known for unbelievable sunsets, fishing, shelling, swimming, and sand bar(s). Bright and open great room floor plan with gorgeous green tropical views! Two bedrooms, one and a half baths. Turnkey furnished with lovely furnishings, fixtures, window coverings etc. Nice kitchen with long breakfast bar, courian countertops, recess lighting, all appliances in place and a gas range! Welcoming main bedroom with large closet. Main bath with hallway access, large tiled shower and vanity with courian countertop. Current half bath with wash sink, plenty of built in cabinetry and countertops, and full sized stacked washer and dryer optional second full bath set up if desired. Fabulous, large, inground, aluminum fenced, salt water heated pool with built in seating shelves, fabulous with lots of sun throughout the day, large brick paver decking surround. Plenty of under house area entertaining areas. Ready for your outdoor bath, shower and/or changing enclosure and outdoor bar and/or kitchen. Other features include: all young/recent - 2024 white metal standing seem roof, 2023 hvac, 2025 exterior paint, and 2023 whole house reverse osmosis system! Hurricane impact windows and doors and hardie-board siding! Tile throughout. Expansive and desirable, front screened balcony with sliders, fan, recess lighting and tropical landscape views! Attached ground level garage. Great property layout with large left side yard to enjoy in addition to the pool area and plenty of room to expand! Thoughtfully placed back yard septic. This is a private pool home with no memberships or hoa fees to assume! This home has a great rental history with many repeat annual renters and it is professionally managed. Additional prime surrounding lots may be available to the buyer(s) of this home for purchase. They are located across from and to the left of the property. Continued professional mgmt available! This home is simply a must see!

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.

Dock your boat and enjoy water views from an end-unit townhome, while you build your dream home on an incredible lot with direct views toward the beach and gulf! Introducing a unique island ownership combination: townhome #60 at 370 townhouse ln in safety harbor club, paired with a separate buildable homesite at 4580 oyster shell dr, offered together as an exceptional package. The townhome offers immediate enjoyment with beautiful harbor views, shared community dockage steps away, and full access to all safety harbor club amenities, including a heated pool, tennis courts, pickleball, clubhouse, dining, convenient ferry landing, and private gulf beach access. Perfectly positioned within safety harbor club, the townhome provides an ideal home base for boating, beach days, and island living, with rental or personal-use flexibility. Included in this package is 4580 oyster shell dr, a valuable homesite with incredible views!  You will be stunned by the amazing view corridor looking down onto the sugar-sand beach and sparkling gulf waters beyond.  Imagine watching the sun set every night right from your living room. This lot plus townhome combination is a must-see!

541 gulf lane – steps to the sand with sweeping water views & resort-style outdoor living.  This retreat offers the kind of beachside life that feels effortless from the moment you arrive. This beautifully positioned 3-bedroom, 2-bath half-duplex captures spectacular water views from every level, making the gulf part of your everyday backdrop—from morning coffee to sunset unwinding. Designed for relaxed coastal living, this getaway features a bright, open gathering space filled with natural light and framed by views of the gulf and sunsets. The living, kitchen, and dining zones are beautifully decorated and fully furnished. The primary suite offers a peaceful private escape, complete with a jetted soaking tub—perfect for relaxing after sun-filled beach days and evening walks along the shore. On the second level, the large guest room offers fantastic water views and a private sun deck facing the gulf. A third guest bedroom is just around the corner, tucked into the eaves, sharing a large guest bath with a tub/shower combo. Outside is where property truly comes to life. A private pool and hot tub, expansive sun deck, and poolside bar create a resort-like setting designed for entertaining, relaxing, and making memories with family and friends. A convenient ground-level 1/2 bath and a dedicated laundry area make transitions from the beach to the pool effortless. Set along one of north captiva's most desirable beachside lanes at a really high elevation, the home offers immediate access to the gulf's sugar-sand shoreline, with its separate 1/2-interest in a deeded beach access lot. Whether you're seeking a personal island getaway, a vacation rental investment, or a place to gather for years to come, 541 gulf lane delivers the rare combination of location, views, and the laid-back luxury that defines north captiva living. The adjacent 1/2 duplex (543 gulf ln) is also available for purchase so that you can own the entire property!

Island paradise found: gulf-side retreat with private hot tub/pool & tiki bar! Wake up to your dream beach paradise on north captiva island! This exceptionally well-maintained 3-bedroom, 2.5-bath 1/2 duplex oasis offers unbeatable views and amenities designed for luxurious island life. Step inside to an open-concept living area featuring vaulted ceilings, bright coastal décor, a spacious kitchen with granite countertops & stainless steel appliances, plus a counter-height dining bar. This seamless space connects effortlessly to the front porch and sunset deck, providing the perfect venue for gazing at the shimmering gulf. The primary suite on the main level offers a spa-style bath with a soaking tub and dual vessel sinks. The upper-level main bedroom enjoys panoramic gulf views and its own private sun deck—a front-row seat to palm trees, pristine sandy beach, and glowing sunsets followed by moonlit water. A charming bunk room comfortably sleeps three, ideal for kids or grandkids. Your private outdoor oasis is an entertainer's dream, complete with a heated pool/spa combo, covered tiki bar, ground-level laundry, half bath, and a grilling station. Built for durability and peace of mind, the home boasts mostly hardie board siding, a metal roof, and impact-rated doors and windows. A 1/2 interest in a membership to the deeded beach lot across the street ensures a direct connection to the sand and surf. If you are looking for the ultimate island beach retreat with excellent rental potential, 543 gulf lane offers unparalleled charm, comfort, and an unbeatable location at a price.

Not everyone can get here… and that’s exactly the point. Indiana jones adventure meets luxury island living | rare fly-in / boat-in captiva estate. Set along the waters of pine island sound with views to the gulf of america, this extraordinary upper captiva property offers one of the most unique lifestyles in southwest florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via salty approach airstrip (fl90), upper captiva’s private 1, 800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. Fl90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of cessna 150, 152, 172, 182, 206, piper cub, super cub, aviat husky, maule, kitfox, and similar stol-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3, 900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot viking for serious fishing adventures, plus a fast boat such as a nortech or midnight express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of southwest florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over pine island sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in southwest florida. With exceptional access to boca grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.