Upper Captiva, FL Real Estate For Sale

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121 Swallow Dr, Upper Captiva, Florida 33924, image 1
$549,900 $46K
  • 4 Beds
  • 3 Baths
  • 2,148 SqFt
  • $256/SqFt
House for sale
121 Swallow Dr, Upper Captiva, FL 33924
Fantastic north captiva investor or dreamy island home owner opportunity! *engineering plans for the remodel have now been completed 10/01/2025* largest available beach home at best price! Charming large olde florida style beach home with new modernized expansive floor plan with tons of new natural light plus 360 degree island water views! So close to the bay for world class fishing at airstrip beach and a short ride to butterfly beach with world class shelling and the islands amazing state preserve! This home has beautiful water views from the third level balcony and over 2148 newly framed and structured sq feet! The current foot print is four fantastic bedrooms and three full baths. Welcoming entry foyer with glass front door with side panels and lovely oak staircase. Beautiful new pgt hurricane impact windows throughout, exterior doors, and multiple sets of pgt french doors. Brand new white metal standing seem roof. New hardi board siding on whole house excluding ground level. Amazing new built cupola ceiling and windows! New interior framing. All new rear and side decks - mostly finished. Wrap around decks for finishing. Huge oversized bright remodeled kitchen with pantry and window lined for views that overlooks the dining area and living room with french doors out to the second floor balcony. Added tray ceiling in the dining room. There are three large balconies which were also restructured. New weardeck high end composite decking on first level balcony. One is accessible from the first level of the home, one is accessible from the second level and the third will be accessible from the second level balcony upon an exterior staircase installation. Lookout balcony with gulf and bay views! Large laundry/storage rm in place. Under house storage room/garage. North captiva island is known for pristine gulf and bay beaches, beautiful waters, amazing marine & wildlife, state preserve, world class fishing & shelling. This beach home is in the process of being rebuilt. New buyers to finish construction items to make this island home your own! Being sold as is. Engineering plans in hand and to be provided to the buyers for remodel. Great opportunity!
4551 Bartlett Pkwy, Upper Captiva, Florida 33924, image 1
$799,000 $100K
  • 3 Beds
  • 21/2 Baths
  • 1,722 SqFt
  • $464/SqFt
House for sale
4551 Bartlett Pkwy, Upper Captiva, FL 33924
Recently reduce price and addition of the class c safety harbor club membership 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 in a rental program with the benefits associated with those characteristics. For more privacy the lot south of the home is available for additional consideration. The safety harbor club membership is now included with a number of major benefits including dockage, pool, club house, tennis, trash collection and the availability of a maintenance staff. Buyer is to pay the membership transfer fee of $1000.
Castaway Key, 4481 Bartlett Pkwy, Upper Captiva, Florida 33924, image 1
$1,125,000
  • 6 Beds
  • 31/2 Baths
  • 2,021 SqFt
  • $557/SqFt
Mid-Tier
House for sale in Castaway Key
4481 Bartlett Pkwy, Upper Captiva, FL 33924
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.
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Safety Harbor Club, 4491 Harbor Bend Dr, Upper Captiva, Florida 33924, image 1
$739,000
  • 2 Beds
  • 2 Baths
  • 1,326 SqFt
  • $557/SqFt
Mid-Tier
House for sale in Safety Harbor Club
4491 Harbor Bend Dr, Upper Captiva, FL 33924
Walk right to your boat from this adorable lakefront island cottage in the desirable safety harbor club beach, boating, and tennis community!  Everything you need is right within walking distance.  Close to the community pool and tennis/pickleball courts. Steps to the shared community dockage. The beach is just 80 seconds away on your golf cart.  Fabulous serenity. Tucked within a lush, oversized lot filled with swaying palms and tropical foliage, this charming 2-bedroom cottage offers unobstructed views of the lake. The spacious living room opens with a three-panel sliding glass door onto a covered, screened room.  Perfect for sunset time. A large kitchen with granite countertops & formal dining room extends the gathering space with plenty of room for all.  Just off the living area is a guest bedroom with great views of the lake and its own private entrance to an open sun deck. The upstairs level offers a spacious primary suite with a vaulted ceiling, a private en-suite bath, and a sundeck ideally positioned for your sunrise coffee. This property includes a full membership to safety harbor club with access to the community docks, pool, tennis courts, ferry landing, restaurant, and beach access. Whether you're seeking an ideal boater's retreat right in the middle of some of the best world-class fishing waters, a peaceful island getaway, or your forever beach home, this one checks all the boxes at an affordable price point!
370 Townhouse Lane 61, Upper Captiva, Florida 33924, image 1
$560,000 $40K
  • 3 Beds
  • 2 Baths
  • 989 SqFt
  • $566/SqFt
Townhouse for sale
370 Townhouse Lane 61, Upper Captiva, FL 33924
Steps from the water! You can hear the bay waters gently sloshing against the shoreline from the front deck. Enjoy beautiful bay views from the front screened-in deck and watch the boats come and go from safety harbor. Relax to the sounds of the cheerful sea birds that soar over safety harbor and watch the dolphins swim in the bay. This meticulously maintained townhouse has gorgeous views of safety harbor. New roof in 2023. The master suite has an updated bathroom with walk-in shower, and there is a peaceful screened-in sitting area right off the master bedroom. Two adorable bedrooms are upstairs, with sweeping bay views from one of the upstairs bedrooms. The lower area has brand new flooring, a laundry area, and full golf cart garage to park your golf cart (included). The community dockage is just steps away from the front door, with additional slips available at the community wharf where you will find a fish cleaning station and plenty of docks to fish from. Also steps away from the front door is a lovely bay beach where you can launch your kayak (included) or go fishing. Membership with safety harbor club includes a community heated pool, tennis and pickle ball, private beach access, a restaurant on the water, clubhouse, and miles of pristine, uncrowded, white sugar-sand gulf beaches. North captiva is an island with no roads to it, so ride the bi-hourly island girl ferry from pineland marina to north captiva and get around the island on golf carts. This unique feature of the island makes it particularly peaceful and attractive.
201 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$849,000
  • 2 Beds
  • 3 Baths
  • 1,472 SqFt
  • $577/SqFt
House for sale
201 White Pelican Dr, Upper Captiva, FL 33924
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.
Safety Harbor Club, 4500 Escondidio Ln #69, Upper Captiva, Florida 33924, image 1
$587,000
  • 3 Beds
  • 2 Baths
  • 954 SqFt
  • $615/SqFt
Mid-Tier
Townhouse for sale in Safety Harbor Club
4500 Escondidio Ln #69, Upper Captiva, FL 33924
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.
Jose's Hideaway, 4501 Seair Ln, Upper Captiva, Florida 33924, image 1
$1,129,999 $50K
  • 3 Beds
  • 2 Baths
  • 1,823 SqFt
  • $620/SqFt
High-End
House for sale in Jose's Hideaway
4501 Seair Ln, Upper Captiva, FL 33924
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!
621 Rum Rd, Upper Captiva, Florida 33924, image 1
$1,590,000 $110K
  • 3 Beds
  • 31/2 Baths
  • 2,481 SqFt
  • $641/SqFt
House for sale
621 Rum Rd, Upper Captiva, FL 33924
Upper captiva home. This gorgeous home, 3 bedroom + den & 4 baths, has everything you would want for an island home. Gulf access canal home with a large dock. Room for 2 boats on a navigable canal. A large pool when the kids want to swim "now." come see the wonderful views overlooking the wildlife preserve that go on for miles which gives the feeling of being far away from the rest of the busy world. The living area is on the upper floor to more enjoy the views of the state wildlife preserve. All hurricane impact glass windows. Cedar shiplap exterior siding. Wood burning fireplace. And the views are even better from the upper mezzanine area above the living room which could be another sleeping area. Plenty of room for guests with 3 bedrooms, a den and 3.5 bathrooms. Enjoy a beautiful kitchen. The decks wrap around the house for easy maintenance. Enjoy the large pool completely screened in. The beach is just down the road to a parking area with access to the widest beach on the island. New roof. Elevator! Could be an exceptional income producing property. Make an appointment to see this wonderful home.
North Captiva Island, 140 Mourning Dove Dr, Upper Captiva, Florida 33924, image 1
$705,000
  • 2 Beds
  • 2 Baths
  • 1,051 SqFt
  • $671/SqFt
High-End
House for sale in North Captiva Island
140 Mourning Dove Dr, Upper Captiva, FL 33924
Authentic old florida island charm and timeless appeal combine in this beautiful 2-bedroom cottage, offering classic character with thoughtful updates, including a new metal roof installed in 2023. Inside, soaring cathedral tongue-and-groove ceilings, oak floors, and rich pecky cypress walls create a warm and inviting atmosphere. The open-concept layout was ahead of its time, featuring a spacious kitchen with a wraparound dining bar that flows into the living and dining areas. All living spaces open to an oversized covered front porch, perfect for relaxed outdoor living. The primary suite features glowing wood finishes and an en-suite bathroom with a tub/shower combination. The second bedroom offers dual closets and a cozy nook for more storage or decor, making it ideal for accommodating guests with comfort and style. Below the house, a shady wood deck offers a great space for grilling and entertaining. An adjacent enclosed room houses a full laundry area and extra storage. The landscaped front yard features native plantings and a curving paver driveway. This home enjoys a prime location close to the ferry landing, just a short golf cart ride to both the gulf's sandy shoreline and the bayside beaches along pine island sound. Boating, fishing, shelling, and island exploration are all easily accessible from this quiet, scenic spot. This charming cottage offers the best of island living—historic style, modern comforts, and one of the best floor plans of a house this size on the island...  All in a setting that captures the magic of north captiva.   Whether you're seeking a peaceful getaway, a year-round retreat, or a vacation rental to offset costs while you enjoy the island lifestyle, this is a rare opportunity to own a genuine piece of north captiva's heritage.
4491 Escondidio Ln #73, Upper Captiva, Florida 33924, image 1
$675,000
  • 3 Beds
  • 2 Baths
  • 953 SqFt
  • $708/SqFt
House for sale
4491 Escondidio Ln #73, Upper Captiva, FL 33924
Welcome to “xanadu” your north captiva island sanctuary. Located within safety harbor club, this 3 bedroom, 2 bath corner townhome combines thoughtful architecture with modern upgrades. With a well documented rental history and opportunity for below market owner financing, xanadu would compliment any real estate portfolio. The two screened-in lanais plus 3rd balcony and wall of windows provide multiple vantage points to enjoy sunrise, sunset, and soak up the tropical surroundings. The lower level offers another 100 sq ft of finished living space and makes this unit like none other. The recently renovated kitchen feature white shaker cabinets, quartz counters and has been opened up to maximize natural light and efficiency. Additional upgrades include on-demand (tankless) hot water heater, reverse osmosis system and a water softener. The safety harbor community features a heated swimming pool, clubhouse, tennis & pickleball courts, waterfront restaurant, private beach access and deeded dock access. You’ll rest easy knowing that the on-site maintenance staff offer a variety of services from housekeeping to construction. Xanadu is more than just a townhouse—it’s a turn key lifestyle, make 2026 your year for island living!
4570 Escondidio Ln, Upper Captiva, Florida 33924, image 1
$689,000
  • 2 Beds
  • 2 Baths
  • 936 SqFt
  • $736/SqFt
House for sale
4570 Escondidio Ln, Upper Captiva, FL 33924
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.
Castaway Key, 4561 Smugglers Dr, Upper Captiva, Florida 33924, image 1
$674,900 $15K
  • 2 Beds
  • 11/2 Baths
  • 891 SqFt
  • $757/SqFt
Mid-Tier
House for sale in Castaway Key
4561 Smugglers Dr, Upper Captiva, FL 33924
Adorable island cottage on beautiful north captiva island with classic beach style. This bungalow offers three sleeping rooms, making great use of the space. The living room and kitchen area are full of charm with tongue-and-groove wood walls, an authentic coastal retreat style. The two levels of decking are great for watching sunsets and gathering with the family. The home is located on a valuable oversized lot, just a short stroll or golf cart ride to the nearest beach access. Plenty of room to add on or install a large pool and outdoor entertainment area. Impact windows and sliders throughout, plus new hardie-board siding. Don't miss out on the chance to affordably obtain your beach house dream goal on this one-of-a-kind island!
Safety Harbor Club, 4490 Harbor Bend Dr, Upper Captiva, Florida 33924, image 1
$1,397,000 $53K
  • 3 Beds
  • 2 Baths
  • 1,841 SqFt
  • $759/SqFt
Mid-Tier
House for sale in Safety Harbor Club
4490 Harbor Bend Dr, Upper Captiva, FL 33924
The perfect boater's retreat! This charming three-bedroom waterfront home on the harbor is fully remodeled. Excellent water views from both levels. Dock permits are in place to build a dock for your dream boat. Enjoy the custom-crafted kitchen with marble countertops and stainless steel appliances, with fantastic views across the living area to the harbor. Watch the wildlife and passing boats while relaxing on the deck or screened porch. Two large guest bedrooms share a fully upgraded hall bath with a custom tile walk-in shower. The east-facing bedroom enjoys views of the harbor and another screen porch access sliding glass door, perfect for catching the fresh seaside breezes. To the west is another guest bunk room. On the second level, the spacious primary suite with dual closets & a deluxe tiled bathroom offers a huge waterfront sun porch with composite decking. Just off the primary suite is a versatile sitting room that makes a great office, media room, or extra sleeping space. Impact windows & doors, as well as a newer aluminum standing seam roof, ensure durability and peace of mind. It is just steps from community dock slips with full membership to the safety harbor club amenities, pool, tennis, pickleball, and gulf beach access. This rare waterfront gem won't last. Schedule your private showing today!
484 Gulf Bend Dr, Upper Captiva, Florida 33924, image 1
$1,850,000
  • 3 Beds
  • 3 Baths
  • 2,435 SqFt
  • $760/SqFt
House for sale
484 Gulf Bend Dr, Upper Captiva, FL 33924
Great opportunity! This is your chance for a large prime gulf front beach home! This amazing home is right on the beach with private beach access just steps out the door. Simply spectacular oceans views from the entire beach side of this property! This large beach home is located in the fantastic safety harbor club offering the availability of shared boat dockage for it’s members – a commodity that boaters will love! Safety harbor also features a community pool, clubhouse, tennis/pickleball courts etc. Located on an oversized lot on the wide sugar sand of butterfly beach - this 2400 sq ft+ beach house with a great room floor plan offers three bedrooms, three full baths, over 2400 plus square interior footage, plus a loft and interior storage room. With its' bright huge main living area with soaring ceilings, beautiful recess lighting, coffered ceilings, large kitchen and breath-taking oceans views you can envision the full potential of this beach front beauty right upon your entry! Two brs have ensuite full baths. There is also a fantastic screened balcony with access off of the primary br and living room, a large open balcony off of the loft offering superb gulf views and unforgettable sunsets and a nice side deck! Great under house area offers plenty of enclosed storage and covered carport areas. All new recent upgrades include: new roof and gutters. Three new ac units. New water heater. New hurricane shutters with hand cranks and motors. New hurricane door(s) loft, both sets of sliders in the living room, sliders in the primary bedroom and refrigerator. Windows are all hurricane impact rated per seller. New hunter fans in the main living area - sitting area, dining and kitchen plus new fans in the loft, guest and primary br. New lighting primary br. The home’s interior is freshly painted and there is new exterior paint. Two baths are remodeled with all new showers, vanities, faucets, mirrors etc. New kitchen faucet, fan, microwave. New dehumidifiers with custom drains to exterior. Etc. Schedule your showing today to see all that this beach home has to offer! It is a must see!
Castaway Key, 631 Rum Rd, Upper Captiva, Florida 33924, image 1
$1,495,000 $100K
  • 4 Beds
  • 4 Baths
  • 1,920 SqFt
  • $779/SqFt
Mid-Tier
House for sale in Castaway Key
631 Rum Rd, Upper Captiva, FL 33924
Your private island waterfront escape — where every sunrise feels like it’s just for you! Imagine waking up to the first blush of sunrise spilling over pine island sound, the sky glowing pink and gold, while you sip coffee on your upper deck with panoramic views over a protected nature preserve. Just the soft rustle of palm fronds, the call of shorebirds, and the quiet lapping of water against your private dock. This isn’t just a house — it’s a 4-bedroom, 4-bath sanctuary built in 2020 to the highest storm and structural codes, so you can relax knowing your island retreat is as strong as it is beautiful. Inside, light pours in through vaulted ceilings onto airy, coastal-inspired living spaces. The designer kitchen — quartz countertops, stainless appliances, and custom cabinetry — was made for both sunset dinner parties and barefoot brunches after a morning swim. Built with impact windows, hardie board siding, and a metal roof, this home is built to withstand the elements. Step outside, and your world opens to a screened, heated pool surrounded by lush native landscaping that melts into the untouched preserve. When the day calls for adventure, your dock on a peaceful canal is ready for your boat, with quick access to some of the best fishing waters in florida. Whether you’re searching for a top-performing vacation rental or a personal hideaway that earns its keep when you’re away, this home is already a proven income generator — and it comes turnkey, so you can start living (or renting) the dream on day one. Opportunities for move-in waterfront properties don’t pop up on north captiva island very often — especially ones that offer this level of privacy, views, and modern construction. The only question is: will you let someone else watch your sunrise? Call today before this one disappears over the horizon.
4511 Bartlett Pkwy, Upper Captiva, Florida 33924, image 1
$1,174,000 $25K
  • 3 Beds
  • 2 Baths
  • 1,500 SqFt
  • $783/SqFt
House for sale
4511 Bartlett Pkwy, Upper Captiva, FL 33924
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!
Jose's Hideaway, 4540 Seair Ln, Upper Captiva, Florida 33924, image 1
$1,825,000 $25K
  • 3 Beds
  • 31/2 Baths
  • 2,315 SqFt
  • $788/SqFt
High-End
House for sale in Jose's Hideaway
4540 Seair Ln, Upper Captiva, FL 33924
High-performing vacation rental getaway! Must see this extraordinary key west-style retreat built in 2021, perfectly positioned on upper captiva island’s private airstrip. Designed for discerning buyers who value both refined living and adventurous access, this elevated luxury home offers a rare opportunity for pilots and island enthusiasts alike. Accessible only by boat, ferry, or private aircraft, upper captiva is a hidden gem where pristine beaches, unspoiled nature, and ultimate privacy define the lifestyle. This stunning three-bedroom, three and a half-bathroom residence was expertly constructed on pilings with a metal roof and impact-resistant windows and doors, ensuring strength, safety, and peace of mind. The living space remained untouched by recent storm surge events, a testament to its thoughtful design and elevation. Inside, vaulted ceilings and a striking clerestory window system flood the home with natural light, creating a bright, breezy ambiance that complements its coastal surroundings. Expansive gulf and bay views can be enjoyed from the open-air balcony and patio—ideal for relaxing or entertaining guests. The chef’s kitchen is equipped with high-end appliances, including a propane-fueled range with grill, and double oven, tailor-made for culinary enthusiasts. Each of the three spacious bedrooms features its own private en-suite bath, offering comfort and privacy for residents and guests, and additional sleeping space area. Outdoors, a heated saltwater pool and spa invite relaxation, enhanced by a fully automated system controllable remotely via smartphone app—perfect for preparing your soak before you arrive. The pool deck is finished with elegant pavers, while the composite decking on the screened porch and upper balcony offers durability and low maintenance in key outdoor living spaces. Down by the pool, a sandy beach lounge area and an undercover recreation space (which is also an open air hangar) provide a perfect setting for island-style entertainment and relaxation. An outdoor kitchen and a fire table adds ambiance for cozy evenings under the stars. Located just 650 feet from the white sandy beach, this home offers both convenience and tranquility and front-row seats to some of florida’s most breathtaking sunsets. Each evening, the sky transforms into a vibrant canvas of oranges, pinks, and purples, casting a golden glow over the shoreline and surrounding palm trees. Whether you’re swimming, sunbathing, or strolling the shore, the beach is always within reach. For investors, this property doubles as a proven income generator with a successful short-term rental history and records available upon request. 4540 seair lane is more than a home—it’s a lifestyle. A rare find for american and international buyers alike, it combines modern luxury with island seclusion and aviation access. Discover the ultimate island escape on upper captiva, where every detail is elevated, and every arrival feels like a getaway.
Castaway Key, 4560 Conch Shell Dr, Upper Captiva, Florida 33924, image 1
$1,895,000
  • 4 Beds
  • 31/2 Baths
  • 2,388 SqFt
  • $794/SqFt
Mid-Tier
House for sale in Castaway Key
4560 Conch Shell Dr, Upper Captiva, FL 33924
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!
North Captiva Island, 210 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$849,000
  • 2 Beds
  • 21/2 Baths
  • 1,060 SqFt
  • $801/SqFt
High-End
House for sale in North Captiva Island
210 White Pelican Dr, Upper Captiva, FL 33924
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!
406 Gulf Bend Dr, Upper Captiva, Florida 33924, image 1
$2,000,000
  • 3 Beds
  • 3 Baths
  • 2,454 SqFt
  • $815/SqFt
House for sale
406 Gulf Bend Dr, Upper Captiva, FL 33924
Rare opportunity to purchase luxurious gulf front estate on north captiva island a rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of safety harbor club on north captiva island. This stunning coastal property boasts beach frontage with breathtaking sunsets and panoramic views of the gulf. Recently renovated and remodeled with the highest quality craftsmanship and attention to detail, this estate is truly one-of-a-kind. The interior of the property features a striking custom staircase, quartz countertops, and custom solid wood cabinetry in the kitchen. Beautiful oak and porcelain floors run throughout the home, creating a sense of elegance and luxury. The estate includes two guest bedrooms. One ensuite. The highlight of the property is the exquisite master bedroom, located on the second floor with private decks offering stunning views of the gulf. The master bedroom also features a fireplace and a large bathroom with a jet tub and separate shower. The spacious kitchen is equipped with an island cooktop, downdraft ventilation, subzero refrigerator/freezer, microwave with convection, wall oven, and dishwasher. The property offers gorgeous views of the beach from the master bedroom, kitchen, dining area, and great room. This custom home is truly a gem and must be seen to be fully appreciated. Schedule an appointment today to view this beautiful estate and make it your own.
4500 Seair Ln, Upper Captiva, Florida 33924, image 1
$1,499,000 $96K
  • 3 Beds
  • 3 Baths
  • 1,808 SqFt
  • $829/SqFt
House for sale
4500 Seair Ln, Upper Captiva, FL 33924
One of the newest homes recently built on north captiva! Just completed in 2022, this home still feels pristine and like brand new! Built to the latest wind codes and with upgraded interior fixtures, decor, and finish. This 3 bedroom and 3 bath home is located directly on north captiva's private airstrip, offering excellent access for pilots as well as scenic views of the gulf and bay. The reverse floorplan of this home even offers views from the lower bedroom level as you gaze across the green space of the airstrip to the beaches at either end. The master suite offers a full en suite bath with a walk-in shower, private commode room, double sinks, and a large dressing room/closet. A large laundry space is conveniently located between the bedrooms. Two more exquisitely decorated guest bedrooms share a hallway bath with a deep soaking tub/shower combo. The upper level will impress with its large open-concept kitchen, dining, and living space open to the large covered and screened outdoor porch. The kitchen's central island will become the heart of your home, with dining spots on each side of the island. This kitchen offers a full pantry, quartz countertops, stainless steel appliances, large amounts of storage space, seating, and more. You have views of the bay right from a cozy coffee corner table, while the sparkling waters of the gulf are just outside your sliding glass doors. Enjoy the sunsets from your top-level lookout tower just off the living area. The private elevator rises from your ground-level entrance space and storage garage to the first and second levels of the home for your convenience and comfort. If you have been looking for a newer, move-in home on north captiva, this is the one! Don't miss it!
4541 Conch Shell Dr, Upper Captiva, Florida 33924, image 1
$1,495,000
  • 3 Beds
  • 31/2 Baths
  • 1,646 SqFt
  • $908/SqFt
House for sale
4541 Conch Shell Dr, Upper Captiva, FL 33924
An island masterpiece! This elegant, custom-designed island estate blends traditional island-style charm with contemporary sophistication. The home's exquisite detailing and bold roof lines create a unique and timeless design. Sited on an oversized lot close to gulf beaches on a quiet sandy lane. Hardie board siding, pella impact windows, and electric storm shutters provide peace of mind. The private heated pool and screened outdoor entertainment area offer relaxation and island fun. Perfectly designed for high-volume vacation rentals. A grand two-story foyer welcomes you inside with an elegant winding wood staircase. Two spacious primary suites on the first level offer en suite baths with custom tile walk-in showers. The third guest bedroom enjoys its adjacent upgraded bath with a tub/shower. On the next level, the luxurious custom kitchen sparkles with granite countertops & stainless steel appliances. Deep dark wood cabinetry throughout the kitchen space offers elegantly curved corner cupboards for a sleek and functional appeal. Built-in yacht-style dining that seats 12+ in a three-side banquette uses the space ideally for entertaining. The living area meanders from the cozy tv/media area to covered screen porches and three levels of outdoor sundecks. Upstairs, the vaulted natural wood ceiling loft is a stunning focal point and versatile fourth sleeping space, offering gorgeous gulf views through expansive sliding glass doors. Step up to the top lookout deck, where panoramic vistas of the gulf and the island's natural beauty unfold. A rare blend of refined elegance and island serenity, this exceptional home is a magical seaside spot to enjoy your new island beach lifestyle.
Punta Robalo, 150 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$1,999,000
  • 4 Beds
  • 3 Baths
  • 2,197 SqFt
  • $910/SqFt
High-End
House for sale in Punta Robalo
150 White Pelican Dr, Upper Captiva, FL 33924
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.
4500 Butterfly Shell Dr, Upper Captiva, Florida 33924, image 1
$1,695,000
  • 3 Beds
  • 4 Baths
  • 1,767 SqFt
  • $959/SqFt
House for sale
4500 Butterfly Shell Dr, Upper Captiva, FL 33924
Welcome to 4500 butterfly shell dr — upper captiva island. This is your island retreat, built in 2022. Accessible only by boat, ferry, or private aircraft. Upper captiva is a hidden gem where pristine beaches, unspoiled nature, and ultimate privacy define the lifestyle. This 3br 4 ba with a den. Home was constructed on pilings with a metal roof, hardie board siding and impact-resistant windows and doors. Which will provide years of maintenance free enjoyment. The inside: volume ceilings, with a floor plan known as 'the upside-down house, ' which allows the bedrooms to be positioned on the first floor therefore cooler in the evening and the living area, kitchen and balcony on the 2nd floor which gives the advantage of tropical breeze and views. Impressive 10 ft ceilings on the first level. 2nd level sliding doors to the balcony are an amazing 8ft high and allows for a great view. Step up to the crow's nest and enjoy beautiful views of the gulf and the surrounding island. Each of the three spacious bedrooms features its own private en-suite bath, offering comfort and privacy. Outdoors, a heated saltwater pool and spa invite relaxation. This home was designed for relaxing or entertaining with an expansive patio and screening on the ground level. The pool deck is finished with elegant pavers. Located just a short walk to the white sandy beaches. Great entertainment area with pool table and shuffleboard. Luxurious sitting area with hammocks awaiting you. This home offers both convenience and tranquility. It provides some of florida’s most spectacular sunsets. For investors, this property could potentially be a great rental property.
Captiva Palma, 543 Gulf Ln, Upper Captiva, Florida 33924, image 1
$1,245,000
  • 3 Beds
  • 21/2 Baths
  • 1,243 SqFt
  • $1,002/SqFt
Ultra Luxury
Villa for sale in Captiva Palma
543 Gulf Ln, Upper Captiva, FL 33924
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.
211 Kingfisher Dr, Upper Captiva, Florida 33924, image 1
$4,450,000
  • 4 Beds
  • 5 Baths
  • 3,938 SqFt
  • $1,130/SqFt
House for sale
211 Kingfisher Dr, Upper Captiva, FL 33924
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.
660 Gulf Ln, Upper Captiva, Florida 33924, image 1
$3,995,000
  • 4 Beds
  • 41/2 Baths
  • 3,340 SqFt
  • $1,196/SqFt
House for sale
660 Gulf Ln, Upper Captiva, FL 33924
Beauty & the beach is one of the most extraordinary gulf-front estate homes ever offered for sale on north captiva island! This custom-crafted contemporary residence sits on the central portion of the island's widest stretch of beach, providing greater long-term shoreline security and uninterrupted panoramic gulf views. A proven luxury vacation rental leader, this home generated over $360k in gross rentals in 2021.  The property booked over $250k in gross rentals in 2025, even with downtime for repairs and upgrades.  This is a rare opportunity to acquire both a premier vacation retreat and a top-tier rental asset. Designed with a striking stucco exterior, impact-resistant glass throughout, and a private interior elevator serving all three levels, the home delivers refined coastal architecture paired with modern convenience. The ground-level area provides a bonus room & bunk area, plus an extensive outdoor entertainment space with a pool, patio, outdoor kitchen & poolside bar, all connected by a private walkway to the island's most pristine sugar-sand beach. Inside, every space is meticulously planned & designed for elevated entertaining & relaxed luxury. Highlights include a gourmet chef's kitchen, a dramatic dining room crowned by soaring barrel-vaulted ceilings, and a formal living area wrapped in panoramic glass. A built-in fireplace with television above the hearth anchors the living space with warmth and elegance.  The two primary living levels were designed to capture the spectacular gulf and sunset views.   The 4 elegant bedroom suites provide marvelous spaces for you and your guests to experience five-star resort-style luxury sleeping accommodations. The top-level primary suite boasts panoramic beach views, an en suite bath with a walk-in shower, a dual-sink vanity, and a lockable owners' closet.  Imagine relaxing in the extra-deep soaking tub while you stare at the shimmering waters lapping the shoreline. The second primary suite, located just off the entertainment den/media room, offers excellent beach views & a luxury en suite bath with a walk-in shower. Two more north-facing guest suites create "family-suite-style" guest zones with a gulf-facing king bed suite & en suite bath, plus an adjacent bedroom & bath.  Opportunities to acquire a gulf-front estate of this caliber, location, and proven income performance are exceedingly rare on north captiva island. Beauty & the beach represents the very best of luxury island living!
640 Gulf Ln #3, Upper Captiva, Florida 33924, image 1
$1,365,000 $25K
  • 2 Beds
  • 2 Baths
  • 1,124 SqFt
  • $1,214/SqFt
Townhouse for sale
640 Gulf Ln #3, Upper Captiva, FL 33924
Motivated seller bring your offers! Prime island offering! Desired vacation rental! Rare is this unapparelled opportunity to own a gulf front and beach front luxury townhome in a spectacular location on butterfly beach! Attached, high end, brand new remodeled, gulf front and beach front! This turnkey villa called "beach dayz" offers two main owner suites and two full baths. This beach villa has undergone gorgeous and extensive renovations and both offer breath taking views of the gulf of mexico from its decks, porches, and balconies! Aside from the elegant brand new open kitchen & upscale baths, appliances, flooring, electrical, fixtures, fans, finish carpentry, paint, electric fireplaces, and turnkey furnishings, this amazing property has a brand new metal roof, hardie board siding, impact windows and doors, new whole house reverse osmosis water system, railings, stairs, and more. This turnkey furnished villa has fantastic rental history and potential! Located directly on the wide butterfly beach on the barrier island of north captiva with private beach access. The property's shoreline provides an abundance of the finest and most beautiful shells and its' gulf waters offers world class fishing! The islands state nature preserve is also only steps away. The islands sea and wildlife are magnificent to behold. An island club at north captiva memberships is available please inquire to enjoy their pools, spa, kayaks, fat tire bikes, basketball, activities and island services etc. Professional licensed property mgmt with upcoming rentals is already in place should you choose to enjoy your townhomes and/or value its’ rental income! This is a must see property located directly on the beach. Tropical and lush, this duplex sits in a spectacular location on island. *the entire duplex is also currently for available for sale please see 640 gulf ln #4* rare is this unparalleled opportunity to own an entire gulf front and beach front luxury duplex in a spectacular location on butterfly beach! Hurry to schedule your showings today!
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Upper Captiva, FL Snapshot
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$150K to $4.5M
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