Entry-Level Real Estate For Sale in 33924 Zip Code

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Results 29 of 101
Gold Coast Of Captiva Island, 16280 Captiva Dr, Captiva, Florida 33924, image 1
Gold Coast Of Captiva Island, 16280 Captiva Dr, Captiva, Florida 33924, image 2
$12,000,000
  • 2 Acres
  • $6,000,000/Acre
Ultra Luxury
Land for sale in Gold Coast Of Captiva Island
16280 Captiva Dr, Captiva, FL 33924
Discover an unparalleled beachfront jewel on the prestigious gold coast of captiva island. This 2-acre estate lot boasts a unique 153 ft of pristine beach frontage, uniquely situated on a stretch that naturally accumulates sand, ensuring lasting value and shoreline stability. Envision your dream compound with the freedom to build 3 distinct structures, all set against the backdrop of breathtaking sunsets, tranquil water vistas, and lush tropical foliage. Revel in the abundance of marine and wildlife, world-class fishing, boating, and the laid-back lifestyle that exemplifies the very essence of florida living. Elevated high on a sand dune for superior views and protection, this property offers unrivaled value and luxury, setting it apart from other florida retreats. Here, you're not just buying a property; you're securing a slice of paradise that truly represents why you live in florida. Dive into the epitome of coastal elegance and allure. It’s paradise!
North Captiva Sands, 121 Swallow Dr, Upper Captiva, Florida 33924, image 1
North Captiva Sands, 121 Swallow Dr, Upper Captiva, Florida 33924, image 2
North Captiva Sands, 121 Swallow Dr, Upper Captiva, Florida 33924, image 3
$549,900 $46K
  • 4 Beds
  • 3 Baths
  • 2,148 SqFt
  • $256/SqFt
High-End
House for sale in North Captiva Sands
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!
Tennis Villas, 3117 Tennis Villas, Captiva, Florida 33924, image 1
Tennis Villas, 3117 Tennis Villas, Captiva, Florida 33924, image 2
Tennis Villas, 3117 Tennis Villas, Captiva, Florida 33924, image 3
$284,000 $10K
  • 1 Beds
  • 1 Baths
  • 586 SqFt
  • $485/SqFt
Mid-Tier
Condo for sale in Tennis Villas
3117 Tennis Villas, Captiva, FL 33924
Best of captiva living at captiva resort villas at south seas resort! This turn key one bedroom / one bath is conveniently located steps to the world famous pristine beaches and the village of captiva island with artsy shops, themed restaurants and tropical ambiance. The interior of this lovely condo has a coastal cottage feel with bright and airy decor. The floor plan s thoughtfully designed with a full kitchen, private shower area, king sized primary bedroom, and the great room has a sleeper sofa. Plenty of room for friends and family. Enjoy coffee or sunsets on the screened lanai! The association offers beautiful lush landscaping, a refreshing pool, bbq under a shaded pergola, plenty of parking, and a ground level laundry. This is your opportunity to own at the reimagined south seas.
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Safety Harbor Club, 370 Townhouse Ln #60, Upper Captiva, Florida 33924, image 1
Safety Harbor Club, 370 Townhouse Ln #60, Upper Captiva, Florida 33924, image 2
$475,000 $4K
  • 3 Beds
  • 2 Baths
  • 954 SqFt
  • $498/SqFt
Mid-Tier
Townhouse for sale in Safety Harbor Club
370 Townhouse Ln #60, Upper Captiva, FL 33924
End unit with harbor views & dock access! Experience the tropical island waterfront lifestyle! This value-priced townhome offers shared dockage for your boat, and an unbeatable location just steps from the dockage, ferry landing, and club restaurant… because sometimes the outside is doing all the heavy lifting. Let’s be clear: the interior is authentically, unapologetically vintage. We’re talking original finishes, original fixtures, and décor. The kitchen and baths? Classic. The vibe? Beach retro. The opportunity? Endless. But here’s the thing—this townhome is livable, functional, and ready for its next chapter. Whether you’re dreaming of a full renovation, a creative reimagining, or simply embracing the throwback charm (we won’t judge), this is your chance to start with a light-and-airy plan in an even better location. And what a location it is—end unit, harbor views, steps to dockage and kayak beach... And just a short distance to everything safety harbor club has to offer. Enjoy access to a heated pool, tennis and pickleball courts, clubhouse dining, and private gulf beach access where the sunsets are always in style (no renovation required). Bring your vision. Bring your contractor. Or bring your love for 1985. Either way, this is your chance to secure a waterfront foothold in an end unit at a price that leaves room for transformation. Don’t miss this unique before-and-after opportunity.
Safety Harbor Club, 370 Townhouse Ln #66, Upper Captiva, Florida 33924, image 1
Safety Harbor Club, 370 Townhouse Ln #66, Upper Captiva, Florida 33924, image 2
$490,000 $39K
  • 3 Beds
  • 2 Baths
  • 953 SqFt
  • $514/SqFt
Mid-Tier
Townhouse for sale in Safety Harbor Club
370 Townhouse Ln #66, Upper Captiva, FL 33924
Priced to sell! Positioned directly on the harbor in safety harbor club, this waterfront townhome offers one of the most convenient dockside locations on north captiva island. With the boat docks less than 50 feet from your door, this home is ideal for those who want immediate access to boating and waterfront living. The layout is designed to capture excellent harbor views while providing comfortable island living. Light-filled interior spaces flow naturally to the outdoor covered screen porch, where you can watch boats come and go and enjoy the serene waterfront setting. As part of safety harbor club, owners enjoy a full suite of amenities including a community pool, tennis & pickleball courts, clubhouse, on-site dining, & gulf beach access. The nearby ferry landing makes travel simple while maintaining the peaceful, car-free charm of north captiva. Whether used as a personal retreat or investment property, this harborfront townhome offers an exceptional combination of location, lifestyle, and boating convenience on one of florida’s most unique barrier islands. There is a tenant currently in place until july 31, 2026.
Tennis Villas, 3224 Tennis Villas, Captiva, Florida 33924, image 1
Tennis Villas, 3224 Tennis Villas, Captiva, Florida 33924, image 2
Tennis Villas, 3224 Tennis Villas, Captiva, Florida 33924, image 3
$299,000 $21K
  • 1 Beds
  • 1 Baths
  • 580 SqFt
  • $516/SqFt
Mid-Tier
Condo for sale in Tennis Villas
3224 Tennis Villas, Captiva, FL 33924
Rarely available corner condominium located on the second floor with gorgeous views of pool and lush landscaping.Fully furnished and turnkey! Beautiful coastal inspired one bedroom /one bath within the newly named captiva resortvillas condominium complex (formerly tennis villas). The interior decor' is has a relaxed coastal theme with a fullyequipped kitchen and a nicely appointed bathroom. The primary bedroom is perfect for the owners with a spaciousliving room and sleeper sofa for the guests. The association has beautiful, tropical landscaping, sparkling pool w/updated lounge furniture, gazebo and grills, open parking, and a laundry facility. Steps to the newly re-nourishedworld famous captiva beaches, quaint shops and trendy restaurants. This little gem can be rented and provide anexcellent rental income stream. Please call for your private showing.Agent notes3 pieces of art do not convey.
370 Townhouse Lane 61, Upper Captiva, Florida 33924, image 1
370 Townhouse Lane 61, Upper Captiva, Florida 33924, image 2
$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.
North Captiva Sands, 201 White Pelican Dr, Upper Captiva, Florida 33924, image 1
North Captiva Sands, 201 White Pelican Dr, Upper Captiva, Florida 33924, image 2
North Captiva Sands, 201 White Pelican Dr, Upper Captiva, Florida 33924, image 3
$849,000
  • 2 Beds
  • 3 Baths
  • 1,472 SqFt
  • $577/SqFt
High-End
House for sale in North Captiva Sands
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.
Bayside Villas, 5323 Bayside Villas #24, Captiva, Florida 33924, image 1
Bayside Villas, 5323 Bayside Villas #24, Captiva, Florida 33924, image 2
Bayside Villas, 5323 Bayside Villas #24, Captiva, Florida 33924, image 3
$875,000 $50K
  • 3 Beds
  • 3 Baths
  • 1,496 SqFt
  • $585/SqFt
Mid-Tier
Condo for sale in Bayside Villas
5323 Bayside Villas #24, Captiva, FL 33924
Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other bayside units, overlooking the tranquil waters of pine island sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of captiva island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above pine island sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within south seas island resort in the desirable bayside villas enclave, just a stone’s throw from the sugar-white gulf beaches, the village of captiva, and captiva landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is captiva at its finest.
Castaway Key, 621 Rum Rd, Upper Captiva, Florida 33924, image 1
Castaway Key, 621 Rum Rd, Upper Captiva, Florida 33924, image 2
Castaway Key, 621 Rum Rd, Upper Captiva, Florida 33924, image 3
$1,490,000 $100K
  • 3 Beds
  • 31/2 Baths
  • 2,481 SqFt
  • $601/SqFt
Mid-Tier
House for sale in Castaway Key
621 Rum Rd, Upper Captiva, FL 33924
Upper captiva canal home. Beautiful private views across the state park to pine island from this gorgeous 3 bedroom plus a den & 3.5 bathroom home. It has everything you would want from an island home including protected docking for your boats on a navigable canal which leads out to the gulf of mexico and the intracoastal waterway, an elevator to bring groceries and supplies up to the kitchen, all windows are hurricane impact windows, cedar ship-lap exterior siding, wood burning fireplace, an upper mezzanine area above the living room which could be a studio or office, plenty of room for guests, a beautiful kitchen with big windows showing the view to the state park, wide decks wrap around the house on both floors, a large screened-in pool with a shower and bathroom, new electric system inside and out, new roof, newly painted decks, newly painted exterior. Also, recent maintenance check on the elevator. The beach is just down the sandy path to a parking area with access to the widest beach on the island. This island home could be an exceptional income producing property. Please make an appointment to see this wonderful home soon.
Castaway Key, 4511 Conch Shell Dr, Upper Captiva, Florida 33924, image 1
Castaway Key, 4511 Conch Shell Dr, Upper Captiva, Florida 33924, image 2
$829,000 $30K
  • 3 Beds
  • 2 Baths
  • 1,352 SqFt
  • $613/SqFt
Mid-Tier
House for sale in Castaway Key
4511 Conch Shell Dr, Upper Captiva, FL 33924
Experience elevated island living in this beautifully designed 3-bedroom retreat, perched safely on one of the highest and driest points of the island. Enjoy gulf and bay views from your private third-story lookout. This property is a short golf cart ride from the beaches, the ferry, and resort-style amenities. Built with durability in mind, the home features new impact-rated windows and doors, a new standing seam aluminum roof, and new composite decking on the stair treads. The interior was recently updated with new kitchen cabinets and quartz counters. The largest bedroom on the second level includes a built-in home office nook plus plenty of sleeping and sitting spaces. Expansive wraparound screened and covered porches that invite seamless indoor-outdoor living on all four sides of the house, perfect for relaxing in the shade and capturing the seaside breezes. Fantastic opportunity to own your vacation home on a beautiful barrier island, but with peace of mind that you have a fabulous and safe location. Dock slip at the nearby island club marina also available for purchase.
Castaway Key, 4511 & 4501 Schooner Dr, Upper Captiva, Florida 33924, image 1
Castaway Key, 4511 & 4501 Schooner Dr, Upper Captiva, Florida 33924, image 2
$999,999
  • 3 Beds
  • 31/2 Baths
  • 1,608 SqFt
  • $622/SqFt
Mid-Tier
House for sale in Castaway Key
4511 & 4501 Schooner Dr, Upper Captiva, FL 33924
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!
Bayside Villas, 5132 Bayside Villas, Captiva, Florida 33924, image 1
Bayside Villas, 5132 Bayside Villas, Captiva, Florida 33924, image 2
Bayside Villas, 5132 Bayside Villas, Captiva, Florida 33924, image 3
$445,000 $30K
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $651/SqFt
Mid-Tier
Condo for sale in Bayside Villas
5132 Bayside Villas, Captiva, FL 33924
At 5132 bayside villas, each day is written in light, water, and breeze. Dawn begins on the lanai, where pine island sound awakens with color—sunrise glows across the horizon, pelicans skim the waves, and fishing boats slip toward open water. The bay becomes your backdrop, alive with sails, seabirds, and the shifting palette of the sky. The villa itself balances coastal charm with modern ease. A 1bd/2ba first-floor retreat, it offers granite counters, stainless appliances, crisp cabinetry, wide-plank tile flooring, and crown molding. The living spaces flow naturally to the lanai, where the outdoors remains the centerpiece. The primary suite offers a calm retreat, while a second bath mirrors the same fresh finishes. Yet what makes this villa extraordinary is not just the design—it’s the rhythm of captiva life outside its doors. Within minutes, you can sink your feet into the gulf sands, celebrated for their shells and sunlit shallows. Island pathways invite golf cart rides and bike cruises into captiva village, where the hum of music, dining, and laughter sets a different tempo. Afternoons bring choices: a swim in the bayside pool, a paddle through calm waters where dolphins are frequent companions, or a wander through palm-lined trails. As the day winds down, the stage shifts once more. Perhaps you’ll gather with neighbors for cocktails while the boats return across the channel or cross the island to witness sunset blaze into the gulf. And when evening deepens, stars scatter above the mangroves, promising another sunrise to come. With amenities like under-building parking, private storage, and a bayside pool and spa, 5132 bayside villas offers not just a home but an island way of life—measured in sunrises, sails, and timeless captiva moments.
Tennis Villas, 3233 Tennis Villas, Captiva, Florida 33924, image 1
Tennis Villas, 3233 Tennis Villas, Captiva, Florida 33924, image 2
Tennis Villas, 3233 Tennis Villas, Captiva, Florida 33924, image 3
$595,000
  • 2 Beds
  • 2 Baths
  • 894 SqFt
  • $666/SqFt
Mid-Tier
Condo for sale in Tennis Villas
3233 Tennis Villas, Captiva, FL 33924
Tucked within the gated setting of south seas resort, 3233 tennis villas presents an inviting island escape in the intimate captiva resort villascommunity. Residents enjoy access to a private pool, expansive sun deck, gazebo with outdoor dining space, and grilling area, all just moments from the gulfshoreline. Positioned in the desirable southern enclave and only a short stroll to the beach, this top-floor, two-level villa overlooks a tranquil courtyard framed bymature tropical landscaping. The interior has been thoughtfully updated with quartzite surfaces, crisp shaker-style cabinetry, and tile flooring throughout the mainliving areas. The open living and dining space is filled with natural light from impact-rated sliding glass doors and an oversized picture window, while the screenedlanai offers a peaceful setting to capture coastal breezes. The floor plan is designed for comfort and privacy, featuring a guest suite on the main level and agenerous primary suite upstairs. Ideal for personal enjoyment or investment, this well-appointed residence blends refined finishes with effortless island living withinone of captiva’s most sought-after resort communities.
North Captiva Island, 140 Mourning Dove Dr, Upper Captiva, Florida 33924, image 1
North Captiva Island, 140 Mourning Dove Dr, Upper Captiva, Florida 33924, image 2
$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.
Gulf Beach Villas, 2121 Gulf Beach Villas, Captiva, Florida 33924, image 1
Gulf Beach Villas, 2121 Gulf Beach Villas, Captiva, Florida 33924, image 2
Gulf Beach Villas, 2121 Gulf Beach Villas, Captiva, Florida 33924, image 3
$1,049,000 $226K
  • 3 Beds
  • 3 Baths
  • 1,500 SqFt
  • $699/SqFt
High-End
Condo for sale in Gulf Beach Villas
2121 Gulf Beach Villas, Captiva, FL 33924
This two-story, three-bedroom, three-bath beach villa offers direct gulf views and a desirable corner location that enhances privacy and natural light—an ideal combination for both personal enjoyment and rental appeal. The open-concept living, dining, and kitchen areas create a comfortable coastal setting well-suited for entertaining or unwinding after a day on the beach. Enjoy the sound of the waves and memorable captiva sunsets from the living room or private patio. The main level includes the primary suite with en-suite bath, a guest bedroom with adjacent bath, and a stack washer and dryer for added convenience. Upstairs, a third bedroom with en-suite bath provides additional privacy, making the layout well-suited for accommodating family, guests, or renters. Located within gulf beach villas, residents and guests enjoy access to a community pool, tennis and pickleball courts, grilling areas, and direct beach access. Just a short walk to the village of captiva, dining, shopping, and starbucks, this villa offers an excellent blend of island lifestyle, walkability, and income potential.
Tennis Villas, 3132 Tennis Villas, Captiva, Florida 33924, image 1
Tennis Villas, 3132 Tennis Villas, Captiva, Florida 33924, image 2
Tennis Villas, 3132 Tennis Villas, Captiva, Florida 33924, image 3
$634,000 $15K
  • 2 Beds
  • 2 Baths
  • 906 SqFt
  • $700/SqFt
Mid-Tier
Condo for sale in Tennis Villas
3132 Tennis Villas, Captiva, FL 33924
Imagine slipping away to captiva and discovering the villa that redefines your idea of an island escape. Welcome to captiva resort villas 3132—freshly renamed for 2025 and tucked behind the gates of south seas resort. This two-bedroom, two-bath, dual-level villa blends comfort with coastal charm in all the right ways. Step inside to bright, airy living with granite counters, impact sliders, ceilings tall enough to make your shoulders drop, and an extended lanai that adds extra room to lounge, dine, or simply daydream. Upstairs, a loft-style primary suite feels like an adults-only treehouse—private, calm, and made for slow mornings. The main level offers a sun-filled living area, guest bedroom, and full bath, all opening to peaceful courtyard views with prized northern exposure. Life here comes with easy perks: a sparkling pool, bbq gathering spots, and elevators for convenience. Stroll to the village of captiva for boutiques, a morning starbucks, or iconic island dining. Wander the other direction and you’re on the beach in minutes—perfect for those legendary captiva sunsets.
Castaway Key, 4561 Smugglers Dr, Upper Captiva, Florida 33924, image 1
Castaway Key, 4561 Smugglers Dr, Upper Captiva, Florida 33924, image 2
$634,900 $15K
  • 2 Beds
  • 11/2 Baths
  • 891 SqFt
  • $713/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!
Bayside Villas, 4112 Bayside Villas, Captiva, Florida 33924, image 1
Bayside Villas, 4112 Bayside Villas, Captiva, Florida 33924, image 2
Bayside Villas, 4112 Bayside Villas, Captiva, Florida 33924, image 3
$489,000 $41K
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $715/SqFt
Mid-Tier
Condo for sale in Bayside Villas
4112 Bayside Villas, Captiva, FL 33924
Welcome to bayside villas, where coastal charm meets modern comfort! This beautifully appointed one-bedroom, two-bathroom villa offers breathtaking views of the marina and bay, leading to open waters. Designed for relaxation and functionality, the villa features luxury vinyl flooring, granite countertops, and coastal-inspired decor throughout. Nestled in the heart of the bayside villas community, enjoy convenient access to captiva's pristine beaches, vibrant village, and unforgettable sunsets. Community amenities include a pool, spa, under-building parking, and an assigned storage locker. This property is perfect for personal enjoyment or investment. Your slice of paradise awaits!
Bayside Villas, 4216 Bayside Villas, Captiva, Florida 33924, image 1
Bayside Villas, 4216 Bayside Villas, Captiva, Florida 33924, image 2
Bayside Villas, 4216 Bayside Villas, Captiva, Florida 33924, image 3
$489,000 $41K
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $715/SqFt
Mid-Tier
Condo for sale in Bayside Villas
4216 Bayside Villas, Captiva, FL 33924
This beautifully appointed one-bedroom, two-bathroom villa at bayside villas is not only a stunning coastal retreat but also a fantastic investment property with daily rental capabilities. Offering breathtaking views of the marina and bay, leading to open waters, this villa features luxurious wood-like tile flooring, granite countertops, and coastal-inspired decor throughout. Nestled in the heart of the bayside villas community, residents enjoy convenient access to captiva's pristine beaches, vibrant village, and unforgettable sunsets. Community amenities include a pool, spa, under-building parking, and an assigned storage locker. Whether for personal enjoyment or investment purposes, this property is sure to delight. Your slice of paradise awaits!
Bayside Villas, 5232 Bayside Villas, Captiva, Florida 33924, image 1
Bayside Villas, 5232 Bayside Villas, Captiva, Florida 33924, image 2
Bayside Villas, 5232 Bayside Villas, Captiva, Florida 33924, image 3
$494,900 $50K
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $724/SqFt
Mid-Tier
Condo for sale in Bayside Villas
5232 Bayside Villas, Captiva, FL 33924
Start each day surrounded by the sights and sounds of island life from this second-floor, one-bedroom, two-bath furnished condo overlooking pine island sound. Sunlight pours through wide sliders that open to a private lanai, where gentle breezes carry the scent of salt air and the call of seabirds. Watch dolphins play and boats drift by—a constant reminder you’re living on island time. Located within the southern enclave of south seas resort blends comfort and convenience with an easygoing captiva lifestyle. Tile flooring throughout creates a cool, carefree atmosphere, while the kitchen features stainless-steel appliances and open sightlines to the bay. The guest bath provides added flexibility for visitors, and the bedroom offers a peaceful retreat after a day in the sun. Owners participating in the resort rental program and club captiva enjoy access to full resort amenities, including sunset beach, pools, lounges, umbrellas, and chairs for relaxed days along the gulf—all just a short stroll away. A ground-level storage locker in the 5000 building is perfect for keeping beach gear, sup, or fishing gear! From this ideal location, it’s easy to enjoy all that captiva has to offer—bike along palm-lined roads, kayaking through mangroves, or watching the sunset over the gulf. Explore the island by golf cart, or unwind with cocktails as the sun dips below the horizon. The bayside villas community also features a waterfront pool, spa, and under-building parking. 5232 bayside villas offers a front-row seat to captiva’s natural beauty and a laid-back rhythm that makes every day feel like vacation.
North Captiva Sands, 120 Swallow Dr, Upper Captiva, Florida 33924, image 1
North Captiva Sands, 120 Swallow Dr, Upper Captiva, Florida 33924, image 2
North Captiva Sands, 120 Swallow Dr, Upper Captiva, Florida 33924, image 3
$1,225,000 $50K
  • 5 Beds
  • 31/2 Baths
  • 1,682 SqFt
  • $728/SqFt
High-End
House for sale in North Captiva Sands
120 Swallow Dr, Upper Captiva, FL 33924
Exceptional opportunity to own a beautifully renovated 5-bedroom, 3.5-bath island retreat just a short walk from the pristine gulf beaches of north captiva island. Offering 1, 682 square feet of living space, this coastal home combines modern updates with the relaxed island lifestyle that makes north captiva one of southwest florida's most unique destinations. Accessible only by boat or private aircraft, north captiva offers miles of uncrowded beaches, world-class fishing, breathtaking sunsets, and a peaceful atmosphere free from cars and traffic. Thoughtfully designed to accommodate large families and guests, the home offers plenty of space to spread out across multiple living areas and outdoor gathering spaces. The main level features a king primary suite with private ensuite bath, a queen guest bedroom, and a custom bunk room with four twin beds. The lower-level in-law suite provides exceptional flexibility with a king bedroom, a bedroom with two twin beds, a second living area, kitchenette with sink and microwave, and a full bath, making it ideal for extended family, guests, or vacation rental accommodations. Every level of the home features decks and outdoor living areas, including two screened porches with overhead fans for enjoying island breezes year-round. The crow's nest rooftop deck offers stunning 360-degree views of the island, gulf waters, and unforgettable sunrises and sunsets. Extensive recent improvements include a new roof, new siding, updated electrical, new water system, new hot water tank, fresh interior and exterior paint, new decking, a newly constructed crow's nest, rescreened porches, updated landscaping and driveway improvements, new poly outdoor furnishings, luxury vinyl plank flooring, tile flooring, and granite countertops in the bathrooms. Currently operating as a successful vacation rental, this property offers outstanding income-producing potential while also serving as the perfect private island getaway. Two golf carts are included for convenient transportation throughout the island. Whether you're seeking a personal retreat, full-time residence, or established investment property, this exceptional north captiva home is ready to be enjoyed.
Safety Harbor Club, 4490 Harbor Bend Dr, Upper Captiva, Florida 33924, image 1
Safety Harbor Club, 4490 Harbor Bend Dr, Upper Captiva, Florida 33924, image 2
$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!
Safety Harbor Club, 484 Gulf Bend Dr, Upper Captiva, Florida 33924, image 1
Safety Harbor Club, 484 Gulf Bend Dr, Upper Captiva, Florida 33924, image 2
$1,850,000
  • 3 Beds
  • 3 Baths
  • 2,435 SqFt
  • $760/SqFt
Mid-Tier
House for sale in Safety Harbor Club
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!
Captiva Palma, 4511 Bartlett Pkwy, Upper Captiva, Florida 33924, image 1
Captiva Palma, 4511 Bartlett Pkwy, Upper Captiva, Florida 33924, image 2
$1,144,000 $25K
  • 3 Beds
  • 2 Baths
  • 1,500 SqFt
  • $763/SqFt
High-End
House for sale in Captiva Palma
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!
North Captiva Island, 210 White Pelican Dr, Upper Captiva, Florida 33924, image 1
North Captiva Island, 210 White Pelican Dr, Upper Captiva, Florida 33924, image 2
$819,000 $30K
  • 2 Beds
  • 21/2 Baths
  • 1,060 SqFt
  • $773/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!
South Seas Plantation Resort, 1124 Longifolia Ct, Captiva, Florida 33924, image 1
South Seas Plantation Resort, 1124 Longifolia Ct, Captiva, Florida 33924, image 2
South Seas Plantation Resort, 1124 Longifolia Ct, Captiva, Florida 33924, image 3
$3,395,000
  • 5 Beds
  • 5 Baths
  • 4,356 SqFt
  • $779/SqFt
House for sale in South Seas Plantation Resort
1124 Longifolia Ct, Captiva, FL 33924
Welcome to the palm & shell. A rare opportunity to purchase an estate home on captiva within south seas resort. This stunning home was completely renovated with quality craftsmanship and attention to every detail--from coastal themed bedroom names to airy island decor' and artwork throughout. Featuring a soaring, 2 story entry, 10 ft ceilings throughout, luxury interior furnishings, custom kitchen cabinetry, large walk-in pantry, spacious laundry, stunning checkerboard porcelain tile throughout, carpeted bdrms, and a brand new 3 story elevator. The spacious chef's kitchen features a huge peninsula, an island w/ electric, downdraft cooktop, wall oven & microwave, refrigerator/freezer, dw, and fully stocked kitchen with nespresso, keurig, fully stocked kitchen including service for 16--dinner & flatwear for interior or al fresco dining. Enjoy beach peeks from the kitchen windows. Dining room seats 12 w/ add'l counter seating and 4 person breakfast nook. The open living room was made for family time--featuring plush couches, armchairs, electric fireplace, dual ceiling fans, & built-in library shelves and media/game cabinets. The star of the main level is the living room's wall of french doors, all of which open to a sprawling, screened-in balcony overlooking the pool & grounds. The main level features (3) bedrooms--a queen jr suite w/ en-suite bathroom & balcony, double full br and queen br with their own neighboring bathrooms. The 3rd floor is the penthouse style primary bdrm--featuring a sitting area & desk, luxurious bathroom suite w/ full body showers, whirlpool tub, on-demand hwh, dual sinks, quarty vanity, lighted mirror and spacious closets. The primary suite's private deck enjoys both bay & gulf views--perfect for enjoying sunrise coffees and evening sunsets. The br next to the primary makes a perfect home office or child's bdrm and features a wet bar and private balcony with gulf views. The soaring 2 story lanai features panoramic screens and offers the very best of outdoor gulf living. Its extra large, heated pool and spa with waterfall feature, nighttime lighting, basket & volleyball nets, multiple lounge chairs, gas grill, large dining table, and entertaining area make it the heart of the home. Additional features: standing seam metal roof, work shop & large storage, space for bikes/kayaks/fishing gear/beach toys, oversized two car garage w/ space for golf carts, impact glass doors and windows and add'l layer of motorized shutters, indoor fire sprinklers, shell driveway, tropical landscaping w/ pops of color and a beach path to the private south seas beach. This gorgeous, one-of-a-kind captiva home has it all - luxury, location and lifestyle. Please call for a private viewing.
North Captiva Dunes, 4510 Oyster Shell Dr, Upper Captiva, Florida 33924, image 1
North Captiva Dunes, 4510 Oyster Shell Dr, Upper Captiva, Florida 33924, image 2
$1,300,000
  • 3 Beds
  • 21/2 Baths
  • 1,656 SqFt
  • $785/SqFt
High-End
House for sale in North Captiva Dunes
4510 Oyster Shell Dr, Upper Captiva, FL 33924
Elevated living, gulf views & rooftop sunsets imagine pulling up in your golf cart, the breeze already shifting as you arrive at a home set high and dry in one of north captiva's most sought-after neighborhoods. 4510 oyster shell dr is a 3-bedroom, 2.5-bath retreat with an additional 4th sleeping room, designed to make the most of island life. The reverse floorplan captures gulf views and coastal light from the moment you step into the main living level. Upstairs, the open-concept living, dining, and kitchen area feels bright, easy, and inviting—perfect for gathering after a day at the beach or hosting friends for a laid-back island evening. Large windows and elevated positioning bring the outdoors in, while the surrounding landscape and water views remind you exactly why you're here. And just down the sandy lane lies one of the island's true treasures—a premier beach access point leading to north captiva's widest stretch of powder-soft, sugar-white sand. This is the kind of beach people travel across the world to find—expansive, uncrowded, and endlessly walkable—where mornings begin with quiet shoreline strolls and evenings end with unforgettable gulf sunsets. Then there's the rooftop lookout—one of those features that quietly becomes your favorite place. Morning coffee surrounded by water views as the island wakes up… sunset cocktails as the sky turns gold… and quiet nights under a blanket of stars with the preserve stretching out below. Recent upgrades, including a new metal roof, hardie board siding, and aluminum railings, add both durability and a clean coastal finish. Positioned along one of the island's highest ridgelines—with elevated construction and storm shutters—the home offers an added sense of confidence and comfort. This isn't just a vacation home—it's a place where beach days feel effortless, sunsets feel personal, and every visit makes it harder to leave. Come see it for yourself—and picture where your mornings, beach walks, and next chapter could begin.
Bayside Villas, 5122 Bayside Villas, Captiva, Florida 33924, image 1
Bayside Villas, 5122 Bayside Villas, Captiva, Florida 33924, image 2
Bayside Villas, 5122 Bayside Villas, Captiva, Florida 33924, image 3
$549,000
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $803/SqFt
Mid-Tier
Condo for sale in Bayside Villas
5122 Bayside Villas, Captiva, FL 33924
Just renovated bayside villa located in the gated private south seas resort. New kitchen and bathrooms to include granite countertops, shaker cabinets, new flooring, gorgeous walk-in shower all set in a soothing sea salt palette. Wake up to sunrise over pine island sound. The bayside amenities include an oversized sun-drenched pool and spa, under building parking, on site laundry, pool baths, marina side grills and picnic areas. No rental commitments so all options open. Move in and enjoy or place your property in a rental program. Just footsteps to the beach for a dip in the gulf of mexico. Easy access to village of captiva's shops, restaurants, boating and water sports. Enjoy south seas world class amenities with membership. Immerse yourself in the luxury of this stunning property. This exclusive opportunity enhances your living experience, offering a range of premium amenities and services tailored for members and guests. With this exceptional membership, enjoy unparalleled access to facilities that elevate your lifestyle.
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