Waterfront Homes for Sale in Captiva, FL

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  /100

  $3,949,999

  $450K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,630 Sq Ft

  211 Kingfisher Dr, 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 300 feet of private white sandy beach & 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

  

  Jodi Kaplan

  COLDWELL BANKER REALTY

  211 Kingfisher Dr, Captiva, FL 33924
• Explore Captiva

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  /50

  $18,900,000

  • 6 Beds
  • 7 Baths
  • 8,596 Sq Ft

  16950 Captiva Dr, Captiva, FL 33924

  Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship

  

  Jeff Burns

  Premier Sotheby's Int'l Realty

  16950 Captiva Dr, Captiva, FL 33924
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  /47

  $1,247,000

  $250K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  11240 Pejuan Shores, Captiva, FL 33924

  Paradise found on Cayo Costa Island—this fully furnished, solar-powered beachfront retreat offers stunning 360 water views of Pine Island Sound, Redfish Pass, and the Gulf. Accessible only by boat or water taxi, the home features rich wood flooring, tile accents, a sun-filled kitchen with cupola, three upstairs bedrooms with panoramic views, two full baths, and a private outdoor shower off the

  

  Chad Damitz

  Anchorpoint Real Estate, LLC

  11240 Pejuan Shores, Captiva, FL 33924
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  /43

  $1,099,000

  $176K PRICE DROP

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

  1659 Lands End Village Unit 1659, Captiva, FL 33924

  At the northernmost tip of Captiva Island, where the turquoise waters of Redfish Pass flow gracefully between the Intracoastal Waterway and the shimmering Gulf of Mexico, awaits one of Florida’s most coveted enclaves. Tucked behind the private gates of the world-renowned South Seas Resort lies Land’s End Village, an intimate retreat of just 17 buildings, each thoughtfully designed with only four

  

  Jeff Burns

  Premier Sotheby's Int'l Realty

  1659 Lands End Village Unit 1659, Captiva, FL 33924
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  /50

  $6,995,000

  $495K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 4,624 Sq Ft

  17201 Captiva Dr, Captiva, FL 33924

  At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from Gulf to Bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction.

  

  Jeff Burns

  Premier Sotheby's Int'l Realty

  17201 Captiva Dr, Captiva, FL 33924
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  /41

  $1,099,000

  $176K PRICE DROP

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

  1659 Lands End Village, Captiva, FL 33924

  At the northernmost tip of Captiva Island, where the turquoise waters of Redfish Pass flow gracefully between the Intracoastal Waterway and the shimmering Gulf of Mexico, awaits one of Florida’s most coveted enclaves. Tucked behind the private gates of the world-renowned South Seas Resort lies Land’s End Village, an intimate retreat of just 17 buildings, each thoughtfully designed with only four

  

  Jeff Burns

  Premier Sotheby's Int'l Realty

  1659 Lands End Village, Captiva, FL 33924
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  /47

  $5,250,000

  $1M PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,897 Sq Ft

  15899 Captiva Dr, Captiva, FL 33924

  Nestled between the Gulf and Bay, this stunning beachfront home offers unparalleled 180-degree views of both pristine waters, coupled with direct deep-water boating access and a private dock space with lift. Perfect for those who enjoy both the beach and boating lifestyle, this residence seamlessly blends luxurious indoor spaces with expansive outdoor living areas. The thoughtfully designed split

  Michael McMurray Royal Shell Real Estate, Inc.

  15899 Captiva Dr, Captiva, FL 33924
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  /48

  $4,890,000

  $110K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,414 Sq Ft

  15153 Captiva Dr, Captiva, FL 33924

  Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Water Boating, and the Authentic Island Lifestyle. Imagine beginning each morning with coffee overlooking the sparkling waters of Pine Island Sound as dolphins glide past your private dock and pelicans soar overhead. This is more than a waterfront home—it's a lifestyle that few properties can offer. Perfectly

  Stephanie Bissett Premier Sotheby's Int'l Realty

  15153 Captiva Dr, Captiva, FL 33924
• 

  Price To Be Determined

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,780 Sq Ft

  Osprey Plan, Captiva, FL 33924

  5400 Plantation Rd Unit 41455767, Captiva, FL 33924
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  /48

  $1,750,000

  • 3 Beds
  • 3 Baths
  • 1,492 Sq Ft

  2638 Beach Villas Unit 2638, Captiva, FL 33924

  DIRECT GULF FRONT PENTHOUSE ON CAPTIVA! Experience island living from this beautifully appointed, two-story, corner residence at Beach Villas, offering 3 bedrooms plus a loft, 3 bathrooms, and an exceptional beachfront setting. The versatile upper-level loft is currently used as an additional sleeping area, providing added flexibility for family and guests. As a corner unit, the residence enjoys

  LeAne Suarez John R. Wood Properties

  2638 Beach Villas Unit 2638, Captiva, FL 33924
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  /50

  $1,900,000

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

  2122 Gulf Beach Villas Unit 2122, 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, adding

  LeAne Suarez John R. Wood Properties

  2122 Gulf Beach Villas Unit 2122, Captiva, FL 33924
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,346 Sq Ft

  Egret Plan, Captiva, FL 33924

  5400 Plantation Rd Unit 41455782, Captiva, FL 33924
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  /16

  $199,000

  • Land
  • 15,725 Sq Ft
  • $551,247 per Acre

  12541 S Banks Dr, Captiva, FL 33924

  You are looking to build your new getaway, but how do you get away from it all? A true barrier island with no bridges. Separate yourself from the world and enjoy the peace and quiet. It’s just you, your companions and the beach on North Captiva Island. Only accessible by boat or plane, this bay to beach lot offers expansive views of the Gulf of Mexico. The closely neighboring barrier island

  Joshua Stewart RE/MAX Realty Team

  12541 S Banks Dr, Captiva, FL 33924
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  /50

  $705,000

  • 2 Beds
  • 2 Baths
  • 1,051 Sq Ft

  140 Mourning Dove Dr, 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

  Mark Muller Resort Properties Internationa

  140 Mourning Dove Dr, Captiva, FL 33924
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  /49

  $3,695,000

  • 4 Beds
  • 4 Baths
  • 1,618 Sq Ft

  25 Beach Homes, Captiva, FL 33924

  Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4 bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regarded as some of the most pristine and natural beaches in the United States, this residence offers a

  LeAne Suarez John R. Wood Properties

  25 Beach Homes, Captiva, FL 33924
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  /49

  $1,895,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,115 Sq Ft

  1656 Lands End Village Unit 1656, Captiva, FL 33924

  Seller Incentive: $50,000 Credit at Closing — Purchaser to receive a $50,000 credit at closing, providing flexibility to personalize, update, furnish, or enhance the residence to suit their preferences. A rare opportunity to acquire this exceptional Lands' End residence with additional flexibility to customize finishes, make improvements, or create your ideal Captiva retreat. This exceptional

  Jerry Burden Timbers FL Real Estate Company LLC

  1656 Lands End Village Unit 1656, Captiva, FL 33924
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  /49

  $4,900,000

  • 3 Beds
  • 3 Baths
  • 2,096 Sq Ft

  19 Beach Homes, Captiva, FL 33924

  Offering a premier direct Gulf-front location, Beach Home 19 is an elevated 3 Bedroom + Den, 3 Bath residence positioned along one of Captiva’s most sought-after stretches of beach within the gates of South Seas. Thoughtfully redesigned and extensively renovated, this exceptional home blends modern coastal sophistication with the natural beauty of its beachfront setting. The open-concept interior

  LeAne Suarez John R. Wood Properties

  19 Beach Homes, Captiva, FL 33924
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  /50

  $470,000

  $29K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 954 Sq Ft

  370 Townhouse Ln Unit 60, 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

  Mark Muller Resort Properties Internationa

  370 Townhouse Ln Unit 60, Captiva, FL 33924
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  /41

  $950,000

  $525K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft

  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

  LeAne Suarez John R. Wood Properties

  2121 Gulf Beach Villas, Captiva, FL 33924
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  /45

  $7,950,000

  $4M PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 5,813 Sq Ft

  16512 Captiva Dr, Captiva, FL 33924

  Nestled along Captiva Island’s most coveted stretch of the Gold Coast, this exceptional beachfront private estate is surrounded by lush tropical landscaping, offering the ultimate blend of serenity and sophistication. Behind its unassuming beach house exterior lies a strikingly modern, European-inspired interior that radiates style and comfort. The main residence and guest house combine to offer

  Michael McMurray Royal Shell Real Estate, Inc.

  16512 Captiva Dr, Captiva, FL 33924
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  /50

  $10,900,000

  • 5 Beds
  • 5.5 Baths
  • 5,059 Sq Ft

  16730 Captiva Dr, Captiva, FL 33924

  Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva’s most unique and artfully designed properties. A beautifully maintained private boardwalk winds through native foliage, offering

  Michael McMurray Royal Shell Real Estate, Inc.

  16730 Captiva Dr, Captiva, FL 33924
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  Price To Be Determined

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,894 Sq Ft

  Crane Plan, Captiva, FL 33924

  5400 Plantation Rd Unit 41455777, Captiva, FL 33924
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  /24

  $610,000

  $65K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 687 Sq Ft

  2117 Gulf Beach Villas, 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, Captiva, FL 33924
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  /38

  $285,000

  • Land
  • 0 Sq Ft

  0 Boat Slip #3 Unit 2, Upper Captiva, FL 33924

  Private Covered Boat Slip | Island Club of North Captiva MarinaA rare opportunity to own a private, covered boat slip in the Island Club of North Captiva Marina. This premium slip includes both water and electric service and features a heavy-duty 10,000-lb boat lift that can accommodate vessels up to approximately 27 feet.One of the very few covered slips available on North Captiva

  Mark Muller Resort Properties Internationa

  0 Boat Slip #3 Unit 2, Upper Captiva, FL 33924
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  /50

  $2,795,000

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  3 Beach Homes, Captiva, FL 33924

  A rare opportunity to own a classic three-bedroom beach home in South Seas Resort, perfectly positioned to capture sweeping views of the Gulf beach, pool and Captiva's spectacular nightly sunsets. Wake up to views of the beach from the primary bedroom, gather with family and friends in the vaulted living room, and end the day on the spacious screened lanai as another unforgettable Captiva sunset

  Lamar Stokes Timbers FL Real Estate Company LLC

  3 Beach Homes, Captiva, FL 33924
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  /50

  $1,299,000

  $91K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,124 Sq Ft

  640 Gulf Ln Unit 3, Captiva, FL 33924

  MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! DESIRED VACATION RENTAL! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000 LB Covered Boat Lift please inquire! 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

  Amy Ivey Swept Away Realty

  640 Gulf Ln Unit 3, Captiva, FL 33924
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  /28

  $11,500,000

  • 7 Beds
  • 7.5 Baths
  • 7,093 Sq Ft

  17030 Captiva Dr, Captiva, FL 33924

  Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access –

  Donald Deluca Royal Shell Real Estate, Inc.

  17030 Captiva Dr, Captiva, FL 33924
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  /50

  $4,495,000

  $295K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 2,680 Sq Ft

  27 Beach Homes, Captiva, FL 33924

  Picture yourself on island time where contemporary coastal elegance meets the pristine shores of Captiva Island. This 5 bedroom, 4 1/2 bath gem represents the thoughtfully reimagined collaborative vision of Amy Nowacki's architectural expertise, Will Smith's masterful construction, and Aniko's inspired interior design—creating a space that's as refined as it is relaxed. Step inside where every

  Lamar Stokes Timbers FL Real Estate Company LLC

  27 Beach Homes, Captiva, FL 33924
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  /50

  $1,245,000

  • 3 Beds
  • 2.5 Baths
  • 1,243 Sq Ft

  543 Gulf Ln, 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

  Mark Muller Resort Properties Internationa

  543 Gulf Ln, Captiva, FL 33924
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  /46

  $9,450,000

  • 6 Beds
  • 6.5 Baths
  • 5,346 Sq Ft

  16777 Captiva Dr, Captiva, FL 33924

  A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of

  Phaidra McDermott Kingfisher Real Estate Inc.

  16777 Captiva Dr, Captiva, FL 33924
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  /50

  $9,700,000

  • 5 Beds
  • 4.5 Baths
  • 4,134 Sq Ft

  16770 Captiva Dr, Captiva, FL 33924

  This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures

  LeAne Suarez John R. Wood Properties

  16770 Captiva Dr, Captiva, FL 33924
• 

  Price To Be Determined

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,279 Sq Ft

  Spoonbill Plan, Captiva, FL 33924

  5400 Plantation Rd Unit 41455776, Captiva, FL 33924
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  /42

  $1,395,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,132 Sq Ft

  2236 Beach Villas Unit 2236, Captiva, FL 33924

  Escape to your own slice of paradise at the Sunset Beach Villas, where Gulf breezes whisper through swaying palms and every sunset paints the sky in brilliant hues just beyond your screened lanai. This thoughtfully redesigned three-bedroom, two-bathroom condo spans 1,132 square feet of coastal comfort, offering an intimate retreat that sleeps eight. The modified floorplan flows seamlessly from

  Lamar Stokes Timbers FL Real Estate Company LLC

  2236 Beach Villas Unit 2236, Captiva, FL 33924
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  /35

  $510,000

  $90K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 989 Sq Ft

  370 Townhouse Ln, 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

  Desiree Wilson Preferred Properties Group Inc

  370 Townhouse Ln, Captiva, FL 33924
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  /38

  $5,699,000

  $251K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,681 Sq Ft

  16632 Captiva Dr, Captiva, FL 33924

  A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtually impossible to replicate under current zoning and coastal regulations. The property includes a 3 bedrooms, 3 baths main home with a 2 bedroom guest home, private pool, detached garage and beachside cabana and screened gazebo.

  Sue Plein Kingfisher Real Estate, Inc.

  16632 Captiva Dr, Captiva, FL 33924
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  /50

  $3,250,000

  $250K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,115 Sq Ft

  4620 Oro Pesos Ln, Captiva, FL 33924

  Gulf-front luxury living on the pristine beaches of North Captiva Island, offering a rare two-lot homesite with sweeping panoramic views of the Gulf of America, Captiva Pass, and Cayo Costa Island, where unforgettable sunsets unfold nightly. Thoughtfully designed for comfort, resilience, and effortless island living, this exceptional residence features a whole-house reverse osmosis system,

  Jeff Miloff The Keyes Company

  4620 Oro Pesos Ln, Captiva, FL 33924
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  /50

  $2,695,000

  • 4 Beds
  • 3.5 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 livingcome together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rarecombination 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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  /50

  $494,900

  $50K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  5232 Bayside Villas Unit 5232, 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 Unit 5232, Captiva, FL 33924
• 

  

  /50

  $2,800,000

  • 4 Beds
  • 4 Baths
  • 3,155 Sq Ft

  315 Useppa Island, Captiva, FL 33924

  Nestled along the western shoreline of private Useppa Island, #315 “Valhalla” is a remarkable example of luxury island living, offering breathtaking sunset views across the Intracoastal Waterway toward Cabbage Key. Accessible only by boat, helicopter, or seaplane, Useppa Island is considered by Condé Nast to be among the world’s premier private island retreats, where privacy, world-class boating

  Rogan White Century 21 Sunbelt Realty

  315 Useppa Island, Captiva, FL 33924
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  /46

  $889,000

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft

  2611 Beach Villas, Captiva, FL 33924

  BUY THE OPPORTUNITY WHILE IT’S HERE. There is a remarkable disconnect between the value found on Captiva Island today and what buyers are paying for comparable Gulf-front properties throughout Florida. As Captiva continues an exciting transformation, opportunities like this beautifully furnished Gulf-front corner villa become increasingly difficult to overlook. Panoramic Gulf views, white-sand

  Michael McMurray Royal Shell Real Estate, Inc.

  2611 Beach Villas, Captiva, FL 33924

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