Castaway Key Real Estate Sold

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!

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!

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.

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-sleeping room, 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.

Just move right in to this fully remodeled, turn-key, luxury north captiva estate home with pool! This four-bedroom, three-bath island gem offers elegance, space, comfort, and modern design. The great room features an expansive tv area, dining area, luxury kitchen, and a large sundeck with grilling/dining areas overlooking the huge private heated pool. Reminding you of every shade of blue shimmering in the waters along the beach and sunny captiva skies, this chef's kitchen will impress you with all new stainless steel appliances, custom-designed cabinetry, glistening white solid surface countertops, and an island layout with a built-in dining bar. Just off the living space is a convenient guest bedroom surrounded by windows and beautiful views of the swaying palm trees. A full bath with a custom tile shower and glass door enclosure is just around the corner for convenient access from the living room and upstairs guests. The primary suite is a true retreat with a private sun deck, spa-like en suite bath, a stunning freestanding oval soaking tub set in a bay window alcove, a custom mosaic-tiled walk-in shower, and dual vanities. The other two guest bedrooms and guest bath on that level offer plenty of sleeping spaces for large families or groups. The outdoor entertainment area is a true oasis, boasting a giant pool, poolside tv area, pool bar, and outdoor shower. Perfect for entertaining or just unwinding in paradise. Clad with hardie board and upgraded with new impact-resistant windows, sliding glass doors, and a standing seam aluminum roof, this home is built for beauty and resilience. It is just a short walk or golf cart ride from pristine beaches, the ferry, and the resort area. This home feels like a new home and is priced far below construction value. Fantastic potential to generate high rental revenue. This house is a must-see if you have been looking for a newer, larger pool home. An excellent opportunity to combine family vacation fun with high rental revenue while you are away!

One of the most private and charming beach front homes ever for sale on north captiva island! This exquisite old florida cottage-style home offers true character and a a unique living experience with its one of a kind beachfront location. This rare lot is generously oversized, owning all the way to the mean high tide line... Surrounded on both sides by multiple non-buildable lots for unmatched privacy on the beach. The captivating charm of the cottage architecture & decor sets this home apart in a league all of its own. Every moment at this beach house is an all-encompassing retreat to nature and island life. The cottage interior features shiplap walls, tongue & groove ceilings, and meticulously painted woodwork with modern comforts like sleek kitchen countertops w/ stainless steel appliances. The eclectic style showcases handcrafted details, cozy nooks, and a warm ambiance that welcomes you at every turn. Ownership of this beachfront cottage is not just a home, but a serene sanctuary where timeless memories will be etched into the very fabric of your life. Don't miss your one and only chance to own this very special and unique property!

Fantastic north captiva island opportunity! Prime rental opportunity! Welcome to your own private island oasis, great island location, peaceful, one story, heated pool home surrounded by a mature lush and tropical landscape. Great short term vacation rental property with upcoming bookings in place. Optimal mid island location with very short walk or golf cart ride to the beach or to the island club at north captiva and all it has to offer! Lovely island full time residence, perfect island vacation rental or combination! Prime busy and operating short term vacation rental. Vibrant eclectic kitchen with all appliances in place, plenty of countertop and cabinet space. Large front open balcony and outdoor space for entertaining and enjoyment. Multiple sets of french doors to bring the outdoors in! Vaulted bright main living and dining area. Vaulted main bedroom with french doors to the open balcony. Sq footage includes 860 sq ft+ in the upper living area consisting of 2 bedrooms (1 king and 1 bunk room with 2 twins and a full) and 2 full baths with showers. Additional finished lower level of 432 sq ft+ with 1 queen bedroom with french doors out to the inground pool, 1 half bath, inside laundry, and a large owners bonus room, storage room, or another guest bedroom! Inside laundry closet offers full size washer and dryer. Private well and septic not shared. Being sold turnkey furnished! Nestled among the palm trees "smugglers hideaway" is an island home that you will want to consider! Fantastic rental history and consistent regular visits by owner. Bring your offers!

Discover the allure of this captivating island getaway boasting two bedrooms, two baths, and a secluded private pool—all within a short walk from the nearby beach access. Great outdoor space with an expansive screen porch spanning the entirety of the house. Recently outfitted with a new roof. Enjoy proximity to the island club's resort-style amenities, the convenient ferry landing, shopping conveniences, and an array of additional attractions. Everything you need to start island-style living now!

Escape to paradise with this fantastic 4-bedroom, 3-bathroom home conveniently between beach access and island club amenities! This stunning property boasts a spacious and open great room, dining, and kitchen area. Perfect for entertaining. Relax in the screen-caged pool area with its convenient wet bar, or enjoy a peaceful evening on the screened porch off the living room. The rooftop lookout deck offers picturesque views of the island's surroundings. Included in the list price is a 1/4 ownership interest of the lot adjacent to the property, offering an excellent protected privacy buffer. Just a short walk to pools, pool bar, store, restaurant, and ferry landing. This home is the perfect blend of relaxation and convenience. Great rental potential. Offset your costs while you enjoy all the island has to offer!

Oversized corner lot on gorgeous north captiva island with bay views from the lookout level! Fully cleared and ready to build. New home plans are also available for a 3-bedroom home. Just a short walk to resort areas, ferry landing, and restaurants. Take a quick golf cart ride to miles of gulf beaches or a 1000ft walk down the street to scenic hiking/biking trails throughout the wildlife preserve lands to gulf beaches.

Amazing opportunity to build your dream vacation paradise. Arrive by air or sea to your private upper captiva island home. Just a quick walk to multiple beach accesses and an abundance of preserve land to explore. This piece of paradise will afford a perfect settling for nature enthusiasts.

Significant damages from hurricane ian. Close to the beach with views of the gulf from the living room, kitchen, and porch. There are three bedrooms, an extra bunk room sleeping space, and 2.5 baths with delightful island decor. The open, bright, and cheery great room has a full-wall impact resistant sliding glass door that allows the outside porch living space to be combined with the interior, making for an even bigger dining and entertaining area. Relax inside and out, enjoying the tropical gulf breezes.

Escape to your island retreat with this 3 bedroom home with gorgeous harbor views and a private heated pool! This home has been lovingly upgraded to provide the perfect balance of luxury and relaxation. The reverse plan offers tropical views and sea breezes from the 2nd floor's great room and porches. This home boasts a 3rd story sun deck, where you can take in spectacular views of the harbor/bay while watching sunrises, sunsets, and north captiva's fantastic view of the stars. On the first floor, you'll find 3 large bedrooms, including a master suite upgraded bath featuring custom tile work & a double rain head shower. The ground level is truly a tropical paradise, with a fabulous pool, hot tub & grilling area surrounded by towering areca palms. A private beach access membership is available to partially own a gorgeous beach lot just a short golf cart ride away. This home is being sold as-is due to damage sustained during hurricane ian, making it the least expensive single-family property currently for sale on the island. This is your chance to make your island dream home a reality at a more affordable entry price!

Beautiful corner lot on north captiva island. No cars, no combustion engines. There are only golf carts, bicycles and foot. Very close walking distance to the state preserve and the gulf of mexico beaches. Conveniently located close to the north captiva island club restaurant and store, this is an amazing piece of property….Cleared and ready to build your dream home!

Cleared lot on north captiva island. There are no cars no combustible engines on the island. Very close walking distance to the state preserve and the gulf of mexico beaches. Come and check out this beautiful island lot to build your next beach house. Conveniently located to the shops, north captiva island club restaurant bar, grocery store.

High and dry building lot on the beautiful island of north captiva. Possible view corridor from the highest levels of the home down the road easement and between roof lines. Just a quick golf cart ride to beach accesses, resort areas, ferry landing, and/or preserve. Priced to sell!

Excellent opportunity to own your own piece of paradise! This lot has higher land elevations and is located on a quiet sandy island lane, within a short distance of the beach.

Completely move-in ready turn key beachy island bungalow with fabulous private pool, just a short hop from miles of pristine sandy gulf beaches. Three bedrooms and fully remodeled all the way down to the studs and exterior plywood, from top to bottom, in 2020 with brand new kitchen, travertine flooring, new baths, decor & furniture, fixtures, hardie board siding, composite top rails, impact windows, air conditioning, water equipment, water heater, metal roof, pool, pool heater pavers, landscaping, and even a new well. What a fantastic opportunity to grab a completely ready home and start enjoying the island beach life without the hassle and wait of a list of repairs or upgrades to start with. This home can even help you cover your costs, as it pulled in 95k in gross rental revenue in 2021 and 96k in gross rental revenue already ytd in 2022. The perfect combination of move-in-ready beach lifestyle, immediate enjoyment, and rental revenue generation for today's new hectic world.

Oversized corner lot on exclusive north captiva island just 600 feet to the beach access! Perfect for your island dream home. Conveniently located just a short walk to miles of pristine beaches, and the resort area with restaurants, boat rentals, shopping, ferry landing, pools & tennis. When the limited development order is complete, the lot size will be 125 x 155... Allowing for a very large home and pool, and making it the lowest priced oversized lot for sale on the island.

Oversized corner lot on exclusive north captiva island just 500 feet to the beach access! Perfect for your island dream home. Conveniently located just a short walk to miles of pristine beaches, and the resort area with restaurants, boat rentals, shopping, ferry landing, pools & tennis. Lowest priced oversized lot for sale on the island.

Extra large fully wooded view lot with just one row of homes to the beach. Property will be subject to a conservation easement preventing any buildabilty on the land.

High and dry island building lot located within a close walk to the ferry landing, preserve walking trails, and access to the gulf beaches.

Elegant island estate home with extremely rare extra large dock slip included. Room for a very large boat with walkway easement. Custom-designed and built house blends traditional and contemporary elements for comfortable living in extraordinary surroundings. The home's exquisite detailing & bold rooflines create a unique yet timeless design sited on an oversized lot located close to gulf beaches on a quiet sandy lane. Storm protected with hardie-board siding, pella impact windows, and electric storm shutters. Surrounded by mature tropical landscape with a circular entry patio, the property offers a private heated pool with excellent privacy and screened-in outdoor living space with tv, games, dining, and sitting areas. A lovely two-story foyer greets you on the first level, plus three bedroom suites with private baths. The luxurious custom kitchen offers granite countertops and stainless steel appliances. The yacht-inspired loft room can be a fourth sleeping space with fantastic gulf views, surrounded by sliding glass doors that lead to the top lookout deck with panoramic views of the island. What a place to surround yourself with the island's beauty!

Excellent location in the castaway key neighborhood on north captiva! This lot is located within a short walk or golf cart ride to beautiful wide sandy beaches, state preserve, restaurants, resort-style amenities & a ferry landing. This mostly cleared 75 x 125 property has ample space for building your dream beach house. Gulf views might be possible from the lookout level.

Welcome to island paradise! This vacant lot is located on upper captiva island. Upper captiva is only accessible by boat or fairy. The island does feature a private air strip for all the pilots out there. With multiple restaurants and bars on the island this is ideal to build your dream island home here!! This lot is just a short walk, bike ride, or golf cart ride to the gulf beach and a state preserve. Are you a boater? When your not out catching fish you’ll be catching some island time on the nearby beaches. Call today to find out more!

Welcome to island paradise! This vacant lot is located on upper captiva island. Upper captiva is only accessible by boat or fairy. The island does feature a private air strip for all you pilots out there. With multiple restaurants and bars (within walking distance) on the island this is ideal to build your dream home away from home! This lot is just a short walk, bike ride, or golf cart ride to the gulf beach and the state preserve, where you can bird watch for hours. Are you a boater? When your not out catching fish you’ll be catching some island time on the nearby beaches. This lot gives you a head start to your building cost as it has shared well rights with your next door neighbor and it is partially cleared!! If you are looking for more space, the lot to the south (connected in the rear of each property) is also for sale a could be sold as a "package deal" there are only a few lots currently for sale, so don’t miss the chance to own your piece of paradise. Call today to find out more!

Upper captiva island, no cars in this unspoiled paradise. This oversize homesite (nearly 4/10 acre) is conveniently located with the gulf beach only a 3 minute golf cart ride away, and recreational facilities about a 3 minute walk. The miles of gulf beach are are great for shelling, swimming, fishing, sunning, walking and exploring. . As you may know, upper captiva island is accessed only by boat, or by small plane into a private airstrip. The island is approximately 4 miles long and a ½ mile wide at its widest. A little more than one-half of the island is owned by the state of florida and is managed as a preserve. There are about 400 homes on the island and of those, approximately 75% are available for rent. Four small restaurants, a general store and two beach boutiques comprise the only stores on the island. There are about 80 full-time residents. Island transportation is by electric golf carts which helps to keep the island a peaceful and relaxing get-a-way. Beachcombing, fishing, and walking the nature trails in the state preserve are a special treat for those who enjoy the simple things in life

One of the last few remaining vacant land parcels on the rum rd canal on north captiva island! These lots are incredibly rare, as only 6 of these lots have come up for sale in the last 22 years. A well-designed home's upper levels can offer unobstructed views across the state wildlife preserve to pine island sound. It is located adjacent to a neighborhood hoa double-sized parcel at the end of the canal, which means there should never be a house directly to the south. With 80 feet of frontage, there is room to park 3-4 boats once you install your seawall and dock. Don't miss this very rare opportunity to have both privacy and views on the preserve plus your own private dockage!

Absolutely amazing 3, 000+ sq ft island estate pool home with elevator and sunset lookout deck for viewing the gulf and bay. Built to later codes with impact-resistant windows & sliders, hardie board siding, composite decking (on most deck spaces), and metal roof. The spacious great room has fantastic living, dining, and kitchen spaces with vaulted ceilings and bay windows that flow onto a covered screen porch with so much room for dining and entertaining. The reverse floorplan offers a master suite just off the living area with an en suite bath, deep soaking tub, and glass-enclosed shower. Another master suite with a private bathroom is perfect for family and visiting friends on the lower level. Two more guest bedrooms and a jack-n-jill bathroom complete this level with access to another gigantic covered screen porch just one flight of steps from the pool area. The fun continues with an outdoor living space/recreational deck under the house and a ground-level private heated saltwater pool and spa. Shared ownership in a nearby private beach access lot also available. If you are looking for spacious island living and excellent rental potential, this is your opportunity!