Waterfront Homes for Sale in Captiva, FL

• 

  

  

  /50

  $6,900,000

  Pre-Foreclosure

  • 6 Beds
  • 6 Baths
  • 4,900 Sq Ft

  16611 Captiva Dr, Captiva, FL 33924

  This extraordinary Spanish Colonial Revival waterfront estate spans approximately two acres of pristine island landscape and is ideally situated directly across from golf cart–accessible deeded beach access. Offering the rare combination of Gulf access and private waterfront living, this property presents a truly exceptional opportunity on Captiva Island. The main residence is thoughtfully

  Tracy Walters Royal Shell Real Estate, Inc.

  16611 Captiva Dr, Captiva, FL 33924
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  /45

  $925,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,496 Sq Ft

  5323 Bayside Villas Unit 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

  Mary Ann Cowart Royal Shell Real Estate, Inc.

  5323 Bayside Villas Unit 24, Captiva, FL 33924
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  /50

  $2,995,000

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  Beach Beach Homes Unit 6, Captiva, FL 33924

  Located within an intimate enclave of Captiva Beach Homes, Beach Home 6 delivers the ultimate Captiva lifestyle. This private Beach Home offers direct beachfront positioning, timeless island design, and the serenity only true waterfront living provides. Designed for relaxed island living and effortless entertaining, the home captures the essence of a true beachfront escape whether enjoyed as a

  Sue Plein Kingfisher Real Estate Inc.

  Beach Beach Homes Unit 6, Captiva, FL 33924
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  /26

  $750,000

  • Land
  • 12,196 Sq Ft
  • $2,678,571 per Acre

  326 Useppa Island, Captiva, FL 33924

  Located atop one of the tallest ridges in Lee County—possibly all of Southwest Florida—this building lot will offer impressive sunset views and sweeping water vistas stretching west and northwest toward Boca Grande Pass and beyond. The lot fronts the famous Pink Path extending from the north to south end of the primary island body and is proximate to historic archeological explorations and

  Brian McColgan UIP PROPERTY COMPANY LLC

  326 Useppa Island, Captiva, FL 33924
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  /28

  $12,000,000

  • Land
  • 1.2 Acres
  • $10,000,000 per Acre

  15819 Captiva Dr Unit 1, Captiva, FL 33924

  One of the Best waterfront properties on the West Coast of Florida. Gulf to Bay, Sunrise to Sunset, 125 feet of Incredible Water Frontage on the Tween Waters stretch on Captlva Island, Florida. Build your Masterpiece here located at One of the highest point elevations on Captlva Island. Located at the mouth of the Bay & Roosevelt Channel. This property enjoys Deep Water Yacht Access & One of the

  Michael McMurray Royal Shell Real Estate, Inc.

  15819 Captiva Dr Unit 1, Captiva, FL 33924
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  /30

  $489,000

  $41K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  4216 Bayside Villas Unit 4216, 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

  Christopher Kirchner Keller Williams Realty Fort Myers and the Islands

  4216 Bayside Villas Unit 4216, Captiva, FL 33924
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  /22

  $6,500,000

  • Land
  • 1.06 Acres
  • $6,132,075 per Acre

  16548 Captiva Dr, Captiva, FL 33924

  Situated along the most coveted stretch of Captiva Island’s Gold Coast, this 100-foot beachfront lot presents a rare opportunity to start fresh on one of the most iconic shorelines in Southwest Florida. Recently cleared, the property is ready for your vision, whether that means designing a custom beachfront retreat from the ground up or creating something truly extraordinary by combining it with

  Michael McMurray Royal Shell Real Estate, Inc.

  16548 Captiva Dr, Captiva, FL 33924
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  /41

  $4,850,000

  • 4 Beds
  • 4.5 Baths
  • 2,392 Sq Ft

  24 Beach Homes, Captiva, FL 33924

  Welcome to Beach Home 24, a stunning coastal retreat that has been completely renovated, reconfigured, and expanded to just under 2,400 square feet. This 4-bedroom, 4.5-bath residence showcases a one-of-a-kind floor plan with direct Gulf views and a design that perfectly balances modern sophistication with the relaxed charm of Captiva Island. Professionally designed and furnished, every detail

  LeAne Suarez John R. Wood Properties

  24 Beach Homes, Captiva, FL 33924
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  /31

  $494,900

  $50K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  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

  LeAne Suarez John R. Wood Properties

  5232 Bayside Villas, Captiva, FL 33924
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  /30

  $489,000

  $41K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  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

  Christopher Kirchner Keller Williams Realty Fort Myers

  4216 Bayside Villas, Captiva, FL 33924
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  /48

  $445,000

  $30K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  5132 Bayside Villas Unit 5132, Captiva, FL 33924

  Life at 5132 Bayside Villas unfolds with the tide. Morning rises in shades of coral and gold over Pine Island Sound, the mangroves alive with birdlife, while dolphins and fishing skiffs ripple the waterway. From the screened lanai, it feels like front-row seating to Captiva’s natural theater. Inside, the villa’s open design flows from a granite-clad kitchen with stainless appliances to dining and

  LeAne Suarez John R. Wood Properties

  5132 Bayside Villas Unit 5132, Captiva, FL 33924
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  /50

  $6,900,000

  $600K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,608 Sq Ft

  16886 Captiva Dr, Captiva, FL 33924

  Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island. Nestled on over an acre of land, this exquisite property features a breathtaking architectural design that seamlessly blends with nature, maximizing panoramic waterfront views and enhancing the exceptional outdoor living

  Sue Plein Kingfisher Real Estate Inc.

  16886 Captiva Dr, Captiva, FL 33924
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  /49

  $1,850,000

  • 3 Beds
  • 3 Baths
  • 2,435 Sq Ft

  484 Gulf Bend Dr, 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

  Amy Ivey Swept Away Realty

  484 Gulf Bend Dr, Captiva, FL 33924
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  /50

  $4,800,000

  • 3 Beds
  • 3 Baths
  • 2,373 Sq Ft

  16543 Captiva Dr, Sanibel, FL 33957

  Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the

  Michael McMurray Royal Shell Real Estate, Inc.

  16543 Captiva Dr, Sanibel, FL 33957
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  /50

  $9,450,000

  • 3 Beds
  • 3.5 Baths
  • 3,152 Sq Ft

  941 S Seas Plantation Rd, Captiva, FL 33924

  Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal property offers 102' of beach frontage w/ breathtaking sunsets and views of the gulf. Totally renovated and remodeled with 5 bedrooms, new quality craftsmanship and attention to every detail. All new interior furnishings and amenities include,

  Mary Ann Cowart Royal Shell Real Estate, Inc.

  941 S Seas Plantation Rd, Captiva, FL 33924
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  /38

  $6,250,000

  $650K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  11551 Wightman Ln, Captiva, FL 33924

  Under Construction | Direct Beachfront Living in the Heart of Captiva Village Welcome to “Beach Destiny,” an exceptional Gulf-front residence ideally positioned in the heart of Captiva Village, just steps from local dining, boutiques, and entertainment. This rare offering presents the opportunity to own a private beachfront retreat designed to capture the very best of island living. This

  Tracy Walters Royal Shell Real Estate, Inc.

  11551 Wightman Ln, Captiva, FL 33924
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  /30

  $1,900,000

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft

  2122 Gulf Beach Villas, Captiva, FL 33924

  Experience refined Gulf-front living in this exquisite 2-bedroom plus loft, 2-bath, two-story residence at South Seas Resort. Set along the pristine shoreline, this beautifully reconfigured condo blends modern elegance with the relaxed charm of beachfront living.Thoughtful enhancements include plank porcelain flooring, a tankless hot water heater, and a whole-home water filtration system,

  LeAne Suarez John R. Wood Properties

  2122 Gulf Beach Villas, Captiva, FL 33924
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  /33

  $3,599,000

  $150K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  6 Beach Homes, Captiva, FL 33924

  Envision this island retreat and live like a local at your private beach front getaway. Experience condo convenience of island living with the privacy of a single family home within the gates of the highly sought after South Seas Resort. Direct gulf front views and private sunsets in your spacious 3 bedroom w/loft and 3 baths featuring soaring ceilings and spacious outdoor livings areas including

  Sue Plein Kingfisher Real Estate, Inc.

  6 Beach Homes, Captiva, FL 33924
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  /50

  $1,375,000

  $125K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,397 Sq Ft

  1647 Lands End Village Unit 1647, Captiva, FL 33924

  Lands End 1647 where Palm Beach Regency polish flirts with barefoot Captiva ease (shoes optional, sunsets nonnegotiable). Perched at the very tip of Captiva Island, Lands End Village feels delightfully removed from the rest of the world—cradled by Pine Island Sound, Redfish Pass, and the Gulf of America. This residence is the crown jewel of the community with a gulf front setting where the gentle

  Lamar Stokes Timbers FL Real Estate Company LLC

  1647 Lands End Village Unit 1647, Captiva, FL 33924
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  /47

  $1,970,000

  $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,454 Sq Ft

  406 Gulf Bend Dr, 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

  Carolyn Creagh Sea Glass Gulf Realty

  406 Gulf Bend Dr, Captiva, FL 33924
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  /40

  $1,590,000

  • 3 Beds
  • 3.5 Baths
  • 2,481 Sq Ft

  621 Rum Rd, Captiva, FL 33924

  UPPER CAPTIVA HOME CANAL 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

  Cheryl Bredin Islander Realty

  621 Rum Rd, Captiva, FL 33924
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  /25

  $610,000

  $65K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 687 Sq Ft

  2117 Gulf Beach Villas Unit 2117, Captiva, FL 33924

  Enjoy Gorgeous Sunsets and Sand Between Your Toes! Directly on the beach! This coastal inspired one bedroom / one bath Gulf Beach Villas offers beach front living within the gates of South Seas Resort. Fully furnished and turnkey! Impact glass, white cabinets, vinyl plank flooring, etc. The association offers a large pool and pool deck, tennis/pickelball courts, tropical landscaping, exterior

  Mary Ann Cowart Royal Shell Real Estate, Inc.

  2117 Gulf Beach Villas Unit 2117, Captiva, FL 33924
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  /48

  $2,695,000

  • 4 Beds
  • 4 Baths
  • 2,962 Sq Ft

  16785 Captiva Dr SW, Captiva, FL 33924

  Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside living come together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rare combination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just

  Phaidra McDermott Kingfisher Real Estate Inc.

  16785 Captiva Dr SW, Captiva, FL 33924
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  /44

  $1,074,900

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,366 Sq Ft

  520 Useppa Island, Useppa Island, FL 33924

  Water Wings cottage is waterfront, two-stories with Master on the first floor. The open first floor plan allows water views from the kitchen and living/dining areas which open onto a covered/screened porch and an open deck. The second floor features a loft-guest bedroom with bath, and a water view balcony. Both the interior and exterior have been renovated to first class quality. Exterior is

  Brian McColgan UIP PROPERTY COMPANY LLC

  520 Useppa Island, Useppa Island, FL 33924
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  /22

  $1,450,000

  $125K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,256 Sq Ft

  143 Useppa, Useppa Island, FL 33924

  Discover the serenity of Cottage #143 on Useppa Island, where breathtaking views endlessly unfold. This remarkable three-bedroom, three-bath home graces the northwestern waterfront of Useppa Island, offering an ideal vantage point for captivating sunsets over the Intracoastal Waterway. Delight in daily aquatic spectacles performed by schooling mullet and wading birds. Step inside to find a

  Victoria Dellanos Premier Sotheby's Int'l Realty

  143 Useppa, Useppa Island, FL 33924
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  /50

  $975,000

  • 2 Beds
  • 2.5 Baths
  • 1,575 Sq Ft

  303 Useppa Unit A, Useppa Island, FL 33924

  Tucked away in a quiet, seldom-traveled enclave along the mid-western shoreline of Useppa Island, this private 2-bedroom, 2.5 bath attached villa offers a rare sense of seclusion paired with sweeping coastal views. Oriented to the northwest, the residence overlooks the Intracoastal Waterway with panoramic sightlines stretching across Cabbage Key, Cayo Costa, Boca Grande Pass, and Gasparilla

  Rogan White Century 21 Sunbelt Realty

  303 Useppa Unit A, Useppa Island, FL 33924
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  /20

  $450,000

  $79K PRICE DROP

  • Land
  • 14,505 Sq Ft
  • $1,351,351 per Acre

  671 Rum Rd, Upper Captiva, FL 33924

  Very rare opportunity to purchase a vacant land parcels on the southernmost North Captiva Island canal bordering the state preserve! A well-designed home's upper levels will offer unobstructed views across the state wildlife reserve to Pine Island Sound, plus vistas over the entire preserve and island to the Gulf for beautiful sunsets. It is located adjacent to a neighborhood HOA double-sized

  Mark Muller Resort Properties Internationa

  671 Rum Rd, Upper Captiva, FL 33924
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  /50

  $870,000

  $125K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,459 Sq Ft

  303 Useppa, Useppa Island, FL 33924

  Get away from it all at your idyllic waterfront retreat. Nestled on the serene southwestern shoreline of Whoopee Bay located on the private island of Useppa, this charming property delivers breathtaking sunset views from the balcony, living room and master bedroom with convenient direct waterfront access to the the Intracoastal Waterway and Cabbage Key, Cayo Costa, Boca Grande Pass and beyond.

  James Andreson

  303 Useppa, Useppa Island, FL 33924

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