Upper Captiva, FL Real Estate Sold
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Sold - Oct 16, 2026
$1,350,000$545K
- 4 Beds
- 31/2 Baths
- 2,388 SqFt
- $565/SqFt
Mid-Tier
House sold in Castaway Key4560 Conch Shell Dr, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
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!
Sold - Sep 25, 2026
$560,500$39K
- 3 Beds
- 2 Baths
- 1,064 SqFt
- $527/SqFt
- $620/mo HOA
Mid-Tier
Townhouse sold in Safety Harbor Club4491 Escondidio Ln #73, Upper Captiva, FL 33924
Listing Courtesy Of: Islander Realty
Experience the best of coastal living in one of the premier townhomes in safety harbor club! This beautifully updated end-unit offers 3 bedrooms, 2 full baths, and is filled with natural light thanks to additional impact windows, creating a bright and airy interior throughout. Exceptional outdoor living awaits with two screened lanais plus a third balcony. Thoughtfully renovated, recent improvements include impact-resistant windows, a newer roof, newer hvac system, and an on-demand tankless water heater, providing years of worry-free ownership. The finished lower level offers versatile space for a home office, fitness area, laundry room or guest accommodations, along with garage storage and a golf cart for added convenience. Offered fully furnished and turnkey, this move-in-ready residence is an outstanding full-time home, seasonal retreat, or income-producing investment with excellent rental history and opportunity for seller financing. Safety harbor club residents enjoy resort-style amenities including a heated community pool, tennis and pickleball courts, clubhouse, convenient beach access, and dockage for boating enthusiasts. Enjoy the perfect combination of updated coastal elegance, abundant indoor-outdoor living, and an unbeatable waterfront lifestyle.

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Sold - Aug 27, 2026
$974,000$26K
- 3 Beds
- 31/2 Baths
- 1,608 SqFt
- $606/SqFt
Mid-Tier
House sold in Castaway Key4511 & 4501 Schooner Dr, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
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!
Sold - Aug 19, 2026
$1,034,999$265K
- 3 Beds
- 2 Baths
- 1,823 SqFt
- $568/SqFt
Mid-Tier
House sold in Jose's Hideaway4501 Seair Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Royal Shell Real Estate, Inc.
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!
Sold - Jul 17, 2026
$892,000$233K
- 6 Beds
- 31/2 Baths
- 2,021 SqFt
- $441/SqFt
Mid-Tier
House sold in Castaway Key4481 Bartlett Pkwy, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
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.
Sold - Jul 14, 2026
$653,000$36K
- 2 Beds
- 2 Baths
- 936 SqFt
- $698/SqFt
Mid-Tier
House sold in Jose's Hideaway4570 Escondidio Ln, Upper Captiva, FL 33924
Listing Courtesy Of: LISTWITHFREEDOM.COM
Old style florida cottage has been fully remodeled while maintaining it’s charm such as seen in the tongue and groove ceilings. A new kitchen with open shelving, custom white cabinets and new appliances makes for a beautiful and efficient cooking experience. Both bathrooms are updated with charming vanities and beach cottage style tile. An aluminum standing seam roof with kynar finish, hardie board siding and new windows are new in the last 4 years. One open deck off the living area and a screened in porch off the kitchen provides additional areas to enjoy this peaceful island. A ground level enclosed area is great for storage and cleaning supplies. Three homes down sandy lane to beach on gulf side. This home, close to the beach, is one of the most affordable on island and ready to start enjoying. Owner has used partially as a vacation rental to off-set some costs while enjoying for personal use for various times throughout the year. Buyer to verify information in listing.
Sold - Jul 13, 2026
$1,381,500$214K
- 3 Beds
- 4 Baths
- 1,920 SqFt
- $720/SqFt
Mid-Tier
House sold in Castaway Key631 Rum Rd, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
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.
Sold - May 13, 2026
$692,000$7K
- 2 Beds
- 2 Baths
- 1,038 SqFt
- $667/SqFt
Ultra Luxury
House sold in North Captiva Sands211 White Pelican Dr, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
This charming island-style retreat offers beautiful views of the bay and the gulf, both being visible from the inviting front porch and the luxurious master bath. Great location on a more highly elevated corner lot bordering the private airstrip and on one of the most picturesque streets on the island. The entire house offers vaulted ceilings and effortless living spaces conveniently on a single level. Step into the fully updated kitchen area with brand-new appliances, including an induction range. The house exterior was improved with brand-new impact windows and doors and a top-of-the-line aluminum standing-seam roof. Relax in the expansive screened in l-shaped porch, strategically designed to capture refreshing breezes from the bay and the gulf, creating an idyllic haven for enjoying the island's natural beauty. Just steps to the white sugar sand beach, this well maintained home could be your perfect retirement and vacation destination!
Sold - May 8, 2026
$560,000$27K
- 3 Beds
- 2 Baths
- 954 SqFt
- $587/SqFt
- $583/mo HOA
Mid-Tier
Townhouse sold in Safety Harbor Club4500 Escondidio Ln #69, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
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.
Sold - May 8, 2026
$1,300,000$195K
- 2 Beds
- 1 Baths
- 1,176 SqFt
- $1,105/SqFt
Ultra Luxury
House sold in North Captiva Sands131 Kingfisher Dr, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
Rare bayfront fixer upper! Impressive panoramic big water views combine with a private sandy bayside beach and the best island fishing right from your dock. This tropical retreat features vaulted ceilings, a cozy fireplace, and light-filled living spaces with a seamless connection to the outdoors, designed for relaxed island living. The heart of the home opens to a large, open porch facing the bay, where gentle breezes, passing boats, and colorful sunrises create the perfect setting for morning coffee and evening gatherings. Overlooking pine island sound, this home offers a rare opportunity to extend the existing wooden dock so you can park your new boat right outside your door. Inside, the open-concept living area is enhanced by soaring ceilings and an airy layout that brings the bay views into everyday life. The open kitchen with a dining bar flows naturally into the main living space, making it ideal for entertaining, casual meals, and easy island living both inside and out. This classic beach cottage fixer-upper is an exceptional blank canvas—a rare chance to personalize and transform a truly special waterfront setting into your dream bayfront retreat. The large adjacent lot located on 130 mourning dove dr is also available for purchase to create extra privacy. Located on north captiva island - a private, boat-access-only barrier island known for pristine beaches, wildlife preserve, and golf-cart-only roads. This low-priced gem is true bayside living at its best—peaceful, scenic, and full of potential.
Sold - Apr 30, 2026
$1,254,500
- 3 Beds
- 3 Baths
- 1,601 SqFt
- $784/SqFt
High-End
House sold in North Captiva Dunes4470 Butterfly Shell Dr, Upper Captiva, FL 33924
Listing Courtesy Of: Swept Away Realty
Introducing the gorgeous brand "waid n sea" beach house! Located on the barrier island of north captiva. This special 4 bedroom, 3 full bath beach home with private, heated, salt water pool home! Fantastic vacation rental bookings and full licensed property management already in place! This superb beach house is located only steps to the ocean on the most desirable high and dry side of the island. It is approximately 500 feet from the best island beach "butterfly beach" which offers white sugar powdered sand, amazing gulf ocean views and wildlife, and world class fishing and shelling. You will find no cars here in paradise as transportation is only by foot, bike, or golf carts. Unspoiled and unrushed with beauty all around you, north captiva island and "waid n sea" offers you an amazing vacation destination. Waid n sea’s interior is amenity packed with all of the comforts of home! The island's beauty, native wildlife and sea life, state preserve, water sports, world class shelling, and fishing await! The unforgettable sunsets will take your breath away! Some features include: soaring ceiling, great room floor plan, high end finishes, recess lighting, high speed wi-fi, under stair storage, large beautiful kitchen with island, wonderful entertaining and dining areas inside and out, private salt water heated inground pool, large paver pool area, outdoor shower, huge ground level bar with built in grill and tv, attached garage, lots of carport parking, huge front screened balcony and open back balcony off of the amazing 2nd story loft main suite with full bath.
Sold - Apr 27, 2026
$420,000$779K
- 2 Beds
- 3 Baths
- 1,656 SqFt
- $254/SqFt
Mid-Tier
House sold in Jose's Hideaway310 Pieces Of Eight, Upper Captiva, FL 33924
Listing Courtesy Of: Swept Away Realty
Amazing opportunity! An island treasure! Prime waterfront home & commercially zoned oversized parcel property of .33 acres with direct gulf access frontage and expansive dockage in place gorgeous bay, harbor, canal, and airstrip views! North captiva island business location also with views of island businesses and residential canal front homes. C1 zoned! Fantastic opportunity for your home, rental and/or island business opportunity - a "best of both worlds" type of offering! Simply amazing possibilities can be had with this property. Home has two bedrooms and three full baths. Two floors of living area ideal with two separate entrances to each floor allowing for a multiple use floor plan if desired. Enclosed interior elevator ground level to each floor is in place. Other features include: original owners, quality construction builder, stilt home, vaulted ceilings, four interior fireplaces, multiple solid and french doors throughout, flexible floor plan, inside laundry, multiple balconies - 4 back open balconies, 2 front open balconies, solid above average construction with 3 inch thick tongue and groove solid flooring build base per the seller. Exterior finished areas not included in interior square footage. Prime gulf access canal front lot with dockage. Awesome dockage capacity is for approximately 3, 4, plus good sized boats with 132 feet of preexisting dockage in place per tax appraiser! Bonus large exterior storage shed with two separate storage areas. .33 acres oversized lot! Under house and covered carports/decking in place. 1st floor offers 2 bedrooms, 2 full baths, 2 sink areas, storage, and laundry area with sink. 2nd floor is a mirror floor plan it offers the kitchen area (where the 1st fl laundry area is below), vaulted living rm, vaulted family rm, 1 full bath, plus loft. This is truly an opportunity to consider! Unique and very rare north captiva island opportunity
Sold - Apr 3, 2026
$1,300,000$99K
- 3 Beds
- 2 Baths
- 1,584 SqFt
- $821/SqFt
Mid-Tier
House sold in Jose's Hideaway341 Spanish Gold Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
Fully remodeled north captiva island harbor view haven with dock, club amenities & timeless island charm! There’s something special about arriving by water, tying up at your own dock, and knowing you’re home. 341 spanish gold lane is a fully renovated waterfront retreat where coastal charm meets modern peace of mind - designed for effortless island living and unforgettable days on the water. Set along a tranquil natural canal, this home with 4 sleeping rooms and 2 baths has been thoughtfully transformed from top to bottom. Nearly every room captures calming views across the canal and harbor toward pine island sound, creating a constant connection to the water. Recent upgrades include impact-rated windows, a new metal roof, new exterior decks and railings, a whole-house ro system, and a beautifully remodeled interior that’s professionally decorated & move-in ready. The open-concept living level is anchored by a custom-designed kitchen - a true gathering place. A full wall of windows frames the water beyond the expansive screened porch, while elegant cabinetry, generous storage, and a breakfast bar make entertaining effortless. Whether it is casual mornings or sunset dinners, this space was designed for relaxation. Upstairs, the primary suite feels like a private sanctuary, complete with a walk-in closet, a spa-style bath with a custom-tile shower, and both a screened/covered porch and a sunny waterside deck - perfect for spotting manatees gliding by. Two additional guest rooms include a refined harbor-view sleeping room and a custom-built bunk room that sleeps five, ideal for hosting family and friends. Just off the screened dining porch, the charming “lighthouse room” has its own entrance and can be used as a 4th sleeping space, an office, or an artist’s studio. Climb one more level, and you’ll find the ultimate sunrise-to-sunset deck, where stargazing comes naturally, and the sound of the sea fills the night air. Outside, the home continues to impress. Your private dock provides a protected harbor for your vessel. At the same time, nearby outdoor amenities create a true island playground - an outdoor bar with swing seats & a cozy fire table lounge, kayak storage, beach gear storage, enclosed outdoor shower, and more. Everything you need for life on the water is already here. As a member of the safety harbor club, this property includes full access to a community pool, tennis & pickleball courts, waterfront restaurant, beach access, and additional dockage for guest boats—bringing resort-style convenience right to your doorstep. This is the kind of home you don’t just visit… you arrive at. A rare, gulf-access island retreat where thoughtful upgrades, harbor view living, and relaxed luxury come together seamlessly. At 341 spanish gold lane, you don’t chase the island lifestyle - you sail straight into it. If you have been looking for a fully remodeled waterfront home with views and dockage at a lower price point, this special home is a must see!
Sold - Mar 27, 2026
$945,000$150K
- 3 Beds
- 3 Baths
- 2,072 SqFt
- $456/SqFt
Mid-Tier
House sold in Jose's Hideaway4591 Oro Pesos Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
An extremely special combination of location, privacy, and a spectacularly designed home! Just steps from the beach and backing up to conservation land to the south. With a meandering floorplan, this home offers so much space, melding together tall ceiling spaces, light-filled cupolas, and 3 large bedroom suites, each with its own full bath. The great room offers a large covered screen porch area, soaring cathedral ceilings, abundant windows, plus an open-concept kitchen and dining space. The top-level room is large enough for the whole family to gather, enjoy sunset toasts at the wet bar, and gaze out to magnificent north captiva sunsets. That room could also be utilized as an incredible office or 4th king-sized sleeping space. The outdoor living space is maximized with the additional three-story attached lookout tower - one level is for coffee, one for lunch, and one to toast the setting sun. The exterior features mostly impact windows, new hardie board siding, and a new standing seam roof. The private enclosed elevator from the ground level lands at a beautiful entry porch outside the front foyer. The backyard has plenty of room for a large pool and entertainment area, with extra privacy bordering land owned by the sanibel-captiva conservation foundation. This very valuable and rare lot is perfect for building another dream beach home with an incredible view of the water or to keep for private tropical gardens near the sea... The option is available to make an offer on just the house. A safety harbor club membership for shared boat dockage, heated pool, pickleball & tennis courts is also available. For even more privacy, the adjacent view lot to the west on 4601 oro pesos ln is available for an additional $565k.
Sold - Jan 6, 2026
$1,430,000$320K
- 3 Beds
- 3 Baths
- 2,211 SqFt
- $647/SqFt
Mid-Tier
House sold in Captiva Palma551 Gulf Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Islander Realty
A charming and dreamy beach side home with that new england character of shake vinyl siding and lots of french doors. Outside is a large wrap-around deck overlooking the gulf & the sunsets. Perfect area for entertaining, grilling and chilling. A hot tub is sunken into the back deck with views of the starry starry night sky. Upstairs' deck view is stunning and a wonderful place to catch the sunset over the gulf. There are wide plank pine wood floors upstairs. The beach is just across the street with no structures blocking the views. The lot across the street is owned by sanibel captiva conservancy. The past hurricane caused no damage to the house and there was no flooding of the property. It sits on a high ridge that runs along the shoreline. Located on upper captiva island with 3 restaurants, a private airstrip and 4 miles of white sand beach. Golf carts are the island transportation... No cars. Please make an appointment to see this beauty of a home.
Sold - Dec 8, 2025
$905,000$24K
- 3 Beds
- 2 Baths
- 1,522 SqFt
- $595/SqFt
Mid-Tier
House sold in Safety Harbor Club4441 Harbor Bend Dr, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
The newest home for sale on north captiva island! Imagine arriving by ferry or your private boat, leaving the noise of the mainland behind, and stepping into a home designed for barefoot mornings, breezy afternoons, and golden evenings under the palms. Built in 2023, this 3-bedroom, 2-bath coastal retreat captures classic beach charm and combines it with modern island design—perfect for a peaceful vacation escape, a family gathering place, or a vacation rental. From the moment you walk in, cathedral ceilings and natural light create a bright, open atmosphere. The heart of the home is the oversized kitchen: a true entertainer's dream with a central island and dining bar, sparkling quartz countertops, stainless steel appliances, and custom cabinetry. It's the kind of space where sunset cocktails turn into dinners that last all night. Indoor and outdoor living flow together seamlessly. Choose your favorite spot: the shaded front porch, the ground level entertainment space, the sun deck built for lazy afternoons after the beach, or the screened lanai for evening breezes. The primary suite offers its own private entrance to the porch and a spa-like bath with dual vanities and a custom-tiled walk-in shower. A guest room and bunk room make hosting family and friends easy, complemented by a large second bathroom. Beyond the home, convenience and recreation are just a short distance away! The community boat dockage is located only 450 feet from your door, making spontaneous fishing trips or island-hopping adventures part of daily life. The beautiful community pool, tennis courts, and pickleball courts conveniently offer resort-style amenities just steps from your door. For days when sand and surf are calling, enjoy your private community beach access to one of north captiva's most pristine stretches of shoreline, just a short golf cart ride away. With its perfect blend of style, comfort, and beautiful tropical surroundings, this property delivers everything you love about island living. This home has everything today's buyer wants: a newer build with lower maintenance materials, built to the later wind codes, an oversized lot with higher elevation, spacious floor plan with tall ceilings, beautiful kitchen and baths, perfectly chosen finishes and tasteful decor, a location close to resort style amenities and gorgeous beach, and to top it off, a short walk to the dock where you can take your boat out fishing. One financial bonus is that this home prepaid the community sewer assessment, which saves you $458 per quarter. Newer, turn-key homes like this don't come up for sale very often at this price point on north captiva!
Sold - Oct 2, 2025
$1,675,000$815K
- 4 Beds
- 41/2 Baths
- 2,250 SqFt
- $744/SqFt
House for sale in Upper Captiva Shores
12637 Banks Dr, Upper Captiva, FL 33924
Listing Courtesy Of: CD Real Estate of SWFL LLC
Once in a lifetime opportunity to own a piece of paradise! Only accessible by boat, this house is on a rare beach to bay lot with a dock. The fishing is truly world-class, and the boating opportunities are endless. The dock leads you to a completely restored 4 bedroom, 4 and 1/2 bath home on the exclusive southern end of north captiva. The home sleeps 10 comfortably and the views of the ocean and white sand beaches are breathtaking. Natural lighting is abundant with impact windows and a brand-new standing seam roof. Each bedroom has an en-suite bathroom, and the upstairs has an amazing 360 degree view of the ocean and island. The home has a new and state-of-the-art schneider 18kw solar system, discovery lithium batteries, and a back-up 24kw kohler lp generator. The home also has a reverse osmosis water filtration system and updated solar panels. The property is truly an escape from everyday life and an incredible opportunity. No passport needed for this island oasis!
Sold - Sep 26, 2025
$1,350,000$145K
- 4 Beds
- 3 Baths
- 2,358 SqFt
- $573/SqFt
Mid-Tier
House for sale in Castaway Key4460 Smugglers Dr, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
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!
Sold - Aug 6, 2025
$565,000$74K
- 3 Beds
- 2 Baths
- 953 SqFt
- $593/SqFt
Mid-Tier
House for sale in Safety Harbor Club4481 Escondidio Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
Motivated seller! Immerse yourself in the coastal charm of north captiva island with this beautiful townhome. From the living area and guest bedroom, you’ll enjoy lovely harbor views that are better than other current townhome offerings. The extra spacious, upgraded kitchen is a dream for anyone who loves to entertain, featuring stainless steel appliances, granite countertops, and a sleek tile backsplash. Elegant travertine tile flooring runs throughout the home, adding a touch of sophistication. The remodeled bathrooms are a highlight, boasting custom tile walk-in showers for a bit of everyday luxury. You'll have easy access to your boat and the club's restaurant, conveniently located just steps from the ferry landing and the townhome’s shared docks. As part of the exclusive safety harbor club, you’ll have access to a range of private amenities, including a pool, tennis courts, pickleball, and private beach access. This townhome offers a perfect blend of island living and modern comfort, ideal for a laid-back lifestyle by the water.
Sold - Jun 17, 2025
$675,000$24K
- 3 Beds
- 2 Baths
- 953 SqFt
- $708/SqFt
Mid-Tier
Townhouse for sale in Safety Harbor Club4481 Escondidio Ln #84, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
Unparalleled design and beauty at every corner of this impeccably remodeled townhome just steps from dock slips for your boat and the ferry landing. Beautiful views of the harbor from the front screen porch, the living area, and the upstairs bedroom suite. A fantastic custom kitchen rivals the most prominent north captiva beach houses with its perfect use of space and luxury finishes. Fully storm-ready & energy-efficient with upgraded impact-resistant windows. Custom tile flooring and baths, plus the highest quality granite for kitchen counters & baths. The primary bedroom offers an en suite bath with a glass-enclosed shower and a lighted vanity that will take your breath away. Upstairs, the large guest bedroom captures views down the harbor. The shared bath features a built-in vanity and a separate bathing room. An adjacent loft bedroom features three custom-crafted twin beds tucked into the eaves... The perfect place after long days at the shore. Full membership to the safety harbor club is included for community docks, pool, tennis, pickleball, and beach access. Don't miss this rare chance to purchase one of the nicest townhomes ever for sale on north captiva!
Sold - May 21, 2025

$550,000$109K
- 3 Beds
- 31/2 Baths
- 2,546 SqFt
- $216/SqFt
Mid-Tier
House for sale in Jose's Hideaway320 Spanish Gold Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
Island fixer upper opportunity that is priced to sell quickly! Lots of house for the money, but you have to be ready to put in the work. Significant long term upside if you add your sweat equity to upgrade this home to meet its full potential. Spacious and well-thought-out floor plan with tall ceilings and gracious entry foyer. Abundant outdoor porch space with views of the bay from the upper levels. Well-designed dine-in kitchen with stainless steel appliances, dining bar, and tons of storage space. The large top-level room is a fantastic place to enjoy the evening sunsets, and could be used as a 4th bonus sleeping space. The nicely landscaped lot has room for a large pool area. Brand new aluminum standing seam roof. Listed at the lowest cost per square foot you will see this market cycle on the island!
Sold - May 15, 2025
$875,000
- 3 Beds
- 3 Baths
- 1,486 SqFt
- $589/SqFt
Mid-Tier
House for sale in Safety Harbor Club4492 Hammock Ct, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
Lakefront natural beauty meets island beach house at this beautifully designed & decorated 3-bedroom retreat in the sought-after safety harbor club community, including shared dockage for your boat. It features a spectacular designer kitchen that offers excellent views of the lake, vaulted ceilings, and shaker-style cabinetry. This kitchen broadens your entertaining space with a breakfast dining bar, custom beverage center/ buffet area, and a delightful dining room wrapped with windows and vaulted wood ceiling. The perfect extra porch designed for outdoor grilling is just steps away. A fantastic spot for watching the local wildlife along the lakefront, the covered screen porch is designed for seamless indoor-outdoor living. At the same time, the third-level lookout is perfect for sunsets and stargazing. A junior suite on the living area level offers a spacious en suite bath, two closets, and a custom furniture niche for sleek style with perfect function. Another guest bedroom with a hallway bath is just off the central foyer. The top-level primary suite boasts a private sundeck and en suite bath with a custom tile walk-in shower. Conveniently close to the community amenities, such as a clubhouse, heated resort-style pool, and two pickleball/tennis courts. A short golf cart ride to the ferry, beaches, and club restaurant, this home offers the perfect blend of relaxation and island convenience. Shared dockage for your boat is just a short golf cart ride away. This house is exceptionally well maintained. The combination of being move-in ready, all the interior upgrades, fantastic view, excellent floor plan, and shared dockage for your boat is scarce at this price level. This one will sell fast!
Sold - Apr 23, 2025

$1,040,000$100K
- 3 Beds
- 3 Baths
- 1,636 SqFt
- $636/SqFt
Mid-Tier
House for sale in Jose's Hideaway4590 Oro Pesos Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
Discover your dream pool home just steps from the beach with stunning gulf views! This property features a huge chef's kitchen with granite countertops and ample storage. The cooking area includes a wrap-around dining bar, and the adjacent covered/screened porch extends your dining and entertaining spaces with two multi-paneled sliding glass doors, seamlessly blending indoor and outdoor living. A beautifully upgraded full bath off the living area boasts elegant white wood shiplap walls. The top-level lookout deck offers spectacular panoramic views of the gulf, perfect for enjoying sunsets. The home also has hardieboard siding and impact-resistant windows/sliders for optimal storm protection. On the bedroom level, you'll find a spacious master suite with built-in storage, an en-suite bath, and a covered porch overlooking the pool and hot tub. Two additional guest bedrooms share a bath and hall laundry, providing ample space for everyone. The paver pool area and hot tub are ideal for relaxing after a day at the beach. A brand-new standing seam roof tops it off. If you've been searching for a home with gulf views that is really close to the beach in this price range, look no further—this is the one!
Sold - Apr 22, 2025
$850,100$46K
- 2 Beds
- 2 Baths
- 1,280 SqFt
- $664/SqFt
Mid-Tier
House for sale in Jose's Hideaway4551 &4561 Seair Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
This delightful cottage style pool home includes an extra adjacent lot, and boasts some of the most spectacular landscaping you'll see on the island! Upgraded with a new aluminum standing seam roof and impact windows. This beautiful property offers a heated pool surrounded by pavers and lush vegetation, plus an excellent entertaining space below the house for poolside entertaining and fun. The gardens are truly special, and meander across both properties. Inside this delightful home, you will love the spacious great room with vaulted ceilings that lead to screened/covered porches and open sun decks. The master bedroom offers an en suite bath with a custom glass tile shower and boasts its entry to the sun porches facing the pool and gardens. Privacy abounds from your suite as the views drift across the whole 200ft wide property filled with unique tropical plantings and delightful pathways. The guest bedroom shares a hallway bath with a custom shower and vanity - plenty of space for extra guests to share this beach retreat with you. At the end of the quiet sandy lane is direct beach access to miles of north captiva island beaches. This exceptional home is a must-see at this price!
Sold - Mar 7, 2025

$657,000
- 3 Beds
- 2 Baths
- 985 SqFt
- $667/SqFt
Mid-Tier
House for sale in Safety Harbor Club4481 Escondidio Ln #81, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
The most impressive turn-key luxury townhome for sale in safety harbor club! Enjoy community dock slips for your boat steps away from this fully upgraded property. An island getaway like no other. Many value-added upgrades include impact-resistant doors and windows, composite decking on the back screened porch and front entry, mini split ac units with zones in each room, beautiful hardwood floors throughout the living areas, plus a fully screened and awning-covered master bedroom porch. The kitchen and living areas are expanded for more space, and offer high-end solid cherry cabinetry with quartz countertops and stainless appliances. Two beautiful bedrooms and two impeccably detailed full baths with custom cabinetry, plus a loft bedroom for extra guests or hobbies. This home includes a full class "a" membership to the safety harbor club for beach access, dockage, pool, tennis, pickleball, restaurant, clubhouse, and more. To top it all off, this townhome has the best views of all current townhomes on the market. This one has it all!
Sold - Dec 27, 2024

$570,000$31K
- 3 Beds
- 2 Baths
- 1,076 SqFt
- $530/SqFt
Mid-Tier
Townhouse for sale in Safety Harbor Club4491 Escondidio Ln #74, Upper Captiva, FL 33924
Listing Courtesy Of: Swept Away Realty
Fantastic opportunity! Fully remodeled, beautifully appointed, north captiva island townhouse with bay and harbor water views and with dockage! Busy short term vacation rental! This spectacular, turnkey furnished unit has 3 bedrooms, a bonus finished ground floor bedroom or other, a lovely front deck, a covered carport, an attached garage, a front screened balcony, a large open balcony and an extended finished ground floor level with bonus room! Large open balcony off of the main bedroom. Gorgeous kitchen with quartz countertops, glass tile back splash and stainless appliances. Adjacent bright dining room off of the kitchen with sliders to the screened balcony! Comfortable, open, bright living room with soaring ceilings! Light luxury vinyl plank flooring throughout. This refined beach property offers the optimal floor plan maximizing space, sleeping arrangements and offering extra rooms. It has a great rental history plus a seasoned property management team in place with upcoming rentals if desired. Special notation: tax data has as a 2 br yet current floor plan is main br on the 1st fl, 2 guest brs on the 2nd fl, plus a 4th br or other on the finished ground level with laundry, under stair storage and garage access. Fantastic recent upgrades include: brand new kitchen and full baths, appliances, and lvp flooring in 2020, new hvac 2021, new deck and furnishings 2023, enclosed second story bedrooms in 2024, and new roof etc. Great location in this lush and tropical private community of safety harbor with its’ exact location right across from the courtyard, the over the waterfront club restaurant, and the ferry landing. Includes a safety harbor class a membership and the unit is located a very short distance to the safety harbor club community amenities including the community pool, club house, tennis, pickleball, private beach pavilion and its’ private beach access! Boat dockage, water, sewer, community amenities and trash included. Motivated sellers bring your offer today!
Sold - Dec 19, 2024

$1,695,000$301K
- 2 Beds
- 21/2 Baths
- 1,650 SqFt
- $1,027/SqFt
Mid-Tier
House for sale in Castaway Key560 Gulf Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
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!
Sold - Nov 15, 2024

$805,000$94K
- 3 Beds
- 2 Baths
- 1,296 SqFt
- $621/SqFt
Mid-Tier
House for sale in Castaway Key4440 Smugglers Dr, Upper Captiva, FL 33924
Listing Courtesy Of: Swept Away Realty
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!
Sold - Oct 3, 2024

$757,500$46K
- 3 Beds
- 3 Baths
- 1,911 SqFt
- $396/SqFt
Mid-Tier
House for sale in Jose's Hideaway4591 Hodgepodge Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
Don't miss this extraordinary north captiva storm fixer upper! This unique contemporary island gem has three bedrooms plus two loft spaces that can be used as extra sleeping spaces. The spacious great room, featuring extra tall ceilings, is a blank canvas that awaits your new dream kitchen. The triple-level porches offer plenty of outdoor space, with the top levels providing incredible gulf views and sunsets. The separate "night house" ensures extra privacy with its own three bedrooms and loft space, ideal for hosting large groups or extended family. Previously a successful vacation rental, this home promises excellent revenue potential with its unique living spaces and close proximity to the beach. This is your opportunity to acquire a larger modern architectural masterpiece just steps to the sandy gulf beaches at a discounted price!
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