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Upper Captiva, FL Real Estate Sold

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Safety Harbor Club, 4441 Harbor Bend Dr, Upper Captiva, Florida 33924, image 1
Sold - Dec 08, 2025
$905,000 $24K
  • 3 Beds
  • 2 Baths
  • 1,522 SqFt
  • $595/SqFt
House sold in Safety Harbor Club
4441 Harbor Bend Dr, Upper Captiva, FL 33924
The newest home for sale on north captiva island!   Imagine arriving by ferry or your private boat, leaving the noise of the mainland behind, and stepping into a home designed for barefoot mornings, breezy afternoons, and golden evenings under the palms.  Built in 2023, this 3-bedroom, 2-bath coastal retreat captures classic beach charm and combines it with modern island design—perfect for a peaceful vacation escape, a family gathering place, or a vacation rental.  From the moment you walk in, cathedral ceilings and natural light create a bright, open atmosphere. The heart of the home is the oversized kitchen: a true entertainer's dream with a central island and dining bar, sparkling quartz countertops, stainless steel appliances, and custom cabinetry. It's the kind of space where sunset cocktails turn into dinners that last all night. Indoor and outdoor living flow together seamlessly. Choose your favorite spot: the shaded front porch, the ground level entertainment space, the sun deck built for lazy afternoons after the beach, or the screened lanai for evening breezes. The primary suite offers its own private entrance to the porch and a spa-like bath with dual vanities and a custom-tiled walk-in shower. A guest room and bunk room make hosting family and friends easy, complemented by a large second bathroom. Beyond the home, convenience and recreation are just a short distance away! The community boat dockage is located only 450 feet from your door, making spontaneous fishing trips or island-hopping adventures part of daily life. The beautiful community pool, tennis courts, and pickleball courts conveniently offer resort-style amenities just steps from your door. For days when sand and surf are calling, enjoy your private community beach access to one of north captiva's most pristine stretches of shoreline, just a short golf cart ride away. With its perfect blend of style, comfort, and beautiful tropical surroundings, this property delivers everything you love about island living. This home has everything today's buyer wants:  a newer build with lower maintenance materials, built to the later wind codes, an oversized lot with higher elevation, spacious floor plan with tall ceilings, beautiful kitchen and baths, perfectly chosen finishes and tasteful decor, a location close to resort style amenities and gorgeous beach, and to top it off, a short walk to the dock where you can take your boat out fishing. One financial bonus is that this home prepaid the community sewer assessment, which saves you $458 per quarter.  Newer, turn-key homes like this don't come up for sale very often at this price point on north captiva!
Castaway Key, 4460 Smugglers Dr, Upper Captiva, Florida 33924, image 1
Sold - Sep 26, 2025
$1,350,000 $145K
  • 4 Beds
  • 3 Baths
  • 2,358 SqFt
  • $573/SqFt
House sold in Castaway Key
4460 Smugglers Dr, Upper Captiva, FL 33924
Just move right in to this fully remodeled, turn-key, luxury north captiva estate home with pool!  This four-bedroom, three-bath island gem offers elegance, space, comfort, and modern design.  The great room features an expansive tv area, dining area, luxury kitchen, and a large sundeck with grilling/dining areas overlooking the huge private heated pool.   Reminding you of every shade of blue shimmering in the waters along the beach and sunny captiva skies, this chef's kitchen will impress you with all new stainless steel appliances, custom-designed cabinetry, glistening white solid surface countertops, and an island layout with a built-in dining bar. Just off the living space is a convenient guest bedroom surrounded by windows and beautiful views of the swaying palm trees. A full bath with a custom tile shower and glass door enclosure is just around the corner for convenient access from the living room and upstairs guests. The primary suite is a true retreat with a private sun deck, spa-like en suite bath, a stunning freestanding oval soaking tub set in a bay window alcove, a custom mosaic-tiled walk-in shower, and dual vanities. The other two guest bedrooms and guest bath on that level offer plenty of sleeping spaces for large families or groups.  The outdoor entertainment area is a true oasis, boasting a giant pool, poolside tv area, pool bar, and outdoor shower.  Perfect for entertaining or just unwinding in paradise. Clad with hardie board and upgraded with new impact-resistant windows, sliding glass doors, and a standing seam aluminum roof, this home is built for beauty and resilience. It is just a short walk or golf cart ride from pristine beaches, the ferry, and the resort area.  This home feels like a new home and is priced far below construction value.  Fantastic potential to generate high rental revenue.  This house is a must-see if you have been looking for a newer, larger pool home.  An excellent opportunity to combine family vacation fun with high rental revenue while you are away!
Safety Harbor Club, 4481 Escondidio Ln, Upper Captiva, Florida 33924, image 1
Sold - Aug 06, 2025
$565,000 $74K
  • 3 Beds
  • 2 Baths
  • 953 SqFt
  • $593/SqFt
House sold in Safety Harbor Club
4481 Escondidio Ln, Upper Captiva, FL 33924
Motivated seller! Immerse yourself in the coastal charm of north captiva island with this beautiful townhome. From the living area and guest bedroom, you’ll enjoy lovely harbor views that are better than other current townhome offerings. The extra spacious, upgraded kitchen is a dream for anyone who loves to entertain, featuring stainless steel appliances, granite countertops, and a sleek tile backsplash. Elegant travertine tile flooring runs throughout the home, adding a touch of sophistication. The remodeled bathrooms are a highlight, boasting custom tile walk-in showers for a bit of everyday luxury. You'll have easy access to your boat and the club's restaurant, conveniently located just steps from the ferry landing and the townhome’s shared docks. As part of the exclusive safety harbor club, you’ll have access to a range of private amenities, including a pool, tennis courts, pickleball, and private beach access. This townhome offers a perfect blend of island living and modern comfort, ideal for a laid-back lifestyle by the water.
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Safety Harbor Club, 4481 Escondidio Ln #84, Upper Captiva, Florida 33924, image 1
Sold - Jun 17, 2025
$675,000 $24K
  • 3 Beds
  • 2 Baths
  • 953 SqFt
  • $708/SqFt
Townhouse sold in Safety Harbor Club
4481 Escondidio Ln #84, Upper Captiva, FL 33924
Unparalleled design and beauty at every corner of this impeccably remodeled townhome just steps from dock slips for your boat and the ferry landing. Beautiful views of the harbor from the front screen porch, the living area, and the upstairs bedroom suite. A fantastic custom kitchen rivals the most prominent north captiva beach houses with its perfect use of space and luxury finishes. Fully storm-ready & energy-efficient with upgraded impact-resistant windows. Custom tile flooring and baths, plus the highest quality granite for kitchen counters & baths. The primary bedroom offers an en suite bath with a glass-enclosed shower and a lighted vanity that will take your breath away. Upstairs, the large guest bedroom captures views down the harbor. The shared bath features a built-in vanity and a separate bathing room. An adjacent loft bedroom features three custom-crafted twin beds tucked into the eaves... The perfect place after long days at the shore. Full membership to the safety harbor club is included for community docks, pool, tennis, pickleball, and beach access. Don't miss this rare chance to purchase one of the nicest townhomes ever for sale on north captiva!
Castaway Key, 4521 Schooner Dr, Upper Captiva, Florida 33924, image 1
Pending
$824,000
  • 2 Beds
  • 2 Baths
  • 860 SqFt
  • $958/SqFt
House for sale in Castaway Key
4521 Schooner Dr, Upper Captiva, FL 33924
Discover the allure of this captivating island getaway boasting two bedrooms, two baths, and a secluded private pool—all within a short walk from the nearby beach access. Great outdoor space with an expansive screen porch spanning the entirety of the house. Recently outfitted with a new roof. Enjoy proximity to the island club's resort-style amenities, the convenient ferry landing, shopping conveniences, and an array of additional attractions. Everything you need to start island-style living now!
Castaway Key, 4510 Schooner Dr, Upper Captiva, Florida 33924, image 1
Pending
$1,119,000
  • 4 Beds
  • 3 Baths
  • 1,652 SqFt
  • $677/SqFt
House for sale in Castaway Key
4510 Schooner Dr, Upper Captiva, FL 33924
Escape to paradise with this fantastic 4-bedroom, 3-bathroom home conveniently between beach access and island club amenities! This stunning property boasts a spacious and open great room, dining, and kitchen area. Perfect for entertaining. Relax in the screen-caged pool area with its convenient wet bar, or enjoy a peaceful evening on the screened porch off the living room. The rooftop lookout deck offers picturesque views of the island's surroundings. Included in the list price is a 1/4 ownership interest of the lot adjacent to the property, offering an excellent protected privacy buffer. Just a short walk to pools, pool bar, store, restaurant, and ferry landing. This home is the perfect blend of relaxation and convenience. Great rental potential. Offset your costs while you enjoy all the island has to offer!
North Captiva Island, 180 White Pelican Dr, Upper Captiva, Florida 33924, image 1
Pending
$1,550,000
  • 4 Beds
  • 3 Baths
  • 1,873 SqFt
  • $828/SqFt
House for sale in North Captiva Island
180 White Pelican Dr, Upper Captiva, FL 33924
Welcome to paradise! Gorgeous island home on a large double lot with deeded private beach access! Offered turnkey including a private island club membership and golf cart, ready for immediate move-in or rentals, currently a high volume vacation rental (228k/yr) (vrbo #1442266). Featuring one of the best outdoor living spaces on the island, with private wraparound decks on each level, a rooftop crows nest with stunning 360 degree views of the island. On the ground level is the custom built "high tides boat bar" and entertainment area that gives you prime outdoor living space complete with fenced in/heated swimming pool, custom built boat bar, outdoor kitchen area, outdoor eco-shower, hammocks and beach games. Reverse floorplan design with living area on top level to give you gorgeous gulf views. 4 bedrooms each with private balcony access, with room to sleep up to 9 people (11 with sofa sleeper). Completely remodeled in 2023! All new standing seam metal roof, new outdoor railings, pool fence and crows nest, as well as new appliances and furnishings. A great and unique island home, a profitable vacation rental or both! Seller financing possible.
North Captiva Island, 119 Kingfisher Dr, Upper Captiva, Florida 33924, image 1
Pending
$1,595,000
  • 2 Beds
  • 2 Baths
  • 1,056 SqFt
  • $1,510/SqFt
House for sale in North Captiva Island
119 Kingfisher Dr, Upper Captiva, FL 33924
Life can't get any better than this! Old florida style cottage with sugar sand bayside beach with your own private dock along the sparkling waters of pine island sound. Catch the sunrise over the waters from your front porch or relax into an evening hearing the soothing waves lap against the shore. A spacious open living area with a traditional style kitchen has perfect views right through the multi-panel sliding glass doors. The master bedroom has a king-size bed with a private bath, and the second bedroom has two twin beds. Both bedrooms have hardwood floors; each bath has been updated and custom-tiled. The windows & sliding glass doors are impact-rated, and the exterior offers hardie-board siding. Some of the best fishing anywhere is right off your dock. Don't miss this rare opportunity to start your island bayside living and fishing lifestyle at a reasonable price point!
North Captiva Dunes, 4480 Panama Shell Dr, Upper Captiva, Florida 33924, image 1
Pending
$1,595,000
  • 3 Beds
  • 4 Baths
  • 1,980 SqFt
  • $806/SqFt
House for sale in North Captiva Dunes
4480 Panama Shell Dr, Upper Captiva, FL 33924
Fantastic gulf views just steps to miles of pristine sandy beaches on north captiva island! Located on high and dry land, this three-bedroom and four-bath home feels like new and is designed with the living area on the top level to capture the amazing sea views. Fully remodeled in nearly all aspects with delightful features like custom wood trim, cathedral painted tongue & groove ceiling in the main living space, and all newly renovated bathrooms. All new furnishings and decor inside and out. Loaded with charm at every turn! The open-concept floorplan combines incredible sunsets with a large gathering space for friends and family, the perfect spot for entertaining. The three bedrooms on the first level are all equipped with en-suite baths plus a covered screen porch facing the sea. The ground level is all set for fun pool time with a new oversized heated pool with a paver surround, plus an outdoor grilling and bar area. This home's exterior has been meticulously maintained and offers a whole-house reverse osmosis system, generator, and newer mechanical systems already in place. Hardie-board siding (recently painted) , impact-resistant windows & doors, plus all new upgraded baths, interior decor, paint, and furnishings. Don't miss this rare turn-key opportunity.
North Captiva Island, 211 Pink Flamingo Dr, Upper Captiva, Florida 33924, image 1
Pending
$2,399,000
  • 3 Beds
  • 21/2 Baths
  • 1,800 SqFt
  • $1,333/SqFt
House for sale in North Captiva Island
211 Pink Flamingo Dr, Upper Captiva, FL 33924
Welcome to paradise! Gorgeous oceanfront home with the best views and sunsets on the island! Currently a very high volume vacation rental (270k/year) (vrbo.Com/2186066). Located directly on the beach with wraparound decks on each level and custom built flip flops beach bar, providing the ultimate island experience. Reverse floorplan design with living area on top level to give you the most amazing panoramic gulf views. Private balcony access off each bedroom to enjoy both sunrises and sunsets! Majestic views and relaxing sounds of the ocean, doesn't get any better than this! The custom built beach bar gives you prime outdoor living space complete with beach bar swings, outdoor kitchen area, private outdoor shower with ocean view and a large lounge area with hammocks. You'll be tempted to sleep outside, under the stars! 3 large bedrooms with room to sleep up to 8 people, a must see beach front paradise!
Captiva Palma, 577 Coral Cir, Upper Captiva, Florida 33924, image 1
Pending
$1,185,000
  • 3 Beds
  • 3 Baths
  • 2,108 SqFt
  • $562/SqFt
House for sale in Captiva Palma
577 Coral Cir, Upper Captiva, FL 33924
Delightful and spacious close to beach pool home on an oversized lot! Beautiful travertine marble floors adorn the great room, offering a massive area for viewing, games, and more. The kitchen offers granite countertops, new stainless steel appliances, a dining bar, and a full-size dining space leading to a large covered and screened porch just off the great outdoor dining and relaxing room. Also on this level is a primary suite with a huge walk-in closet and en suite bath, dual sinks, and a tiled shower, all surrounded by treetop views through the oversized circle-top window. Custom wood stairs lead to a grand master suite with a sumptuous en suite bath and two private sun porches, one for sunrise and one for sunset. A brand-new pool with a paver deck is currently being installed on the north side of the house. The sandy gulf beaches are just around the corner. Don't miss the largest home with the highest trim level of any property in this price range!
Upper Captiva, FL Snapshot
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