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Upper Captiva, FL Real Estate For Sale

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Jose's Hideaway, 320 Spanish Gold Ln, Upper Captiva, Florida 33924, image 1
$579,000 $109K
  • 3 Beds
  • 31/2 Baths
  • 2,546 SqFt
  • $227/SqFt
House for sale in Jose's Hideaway
320 Spanish Gold Ln, Upper Captiva, FL 33924
Island fixer upper opportunity that is priced to sell quickly! Lots of house for the money, but you have to be ready to put in the work. Significant long term upside if you add your sweat equity to upgrade this home to meet its full potential. Spacious and well-thought-out floor plan with tall ceilings and gracious entry foyer. Abundant outdoor porch space with views of the bay from the upper levels. Well-designed dine-in kitchen with stainless steel appliances, dining bar, and tons of storage space. The large top-level room is a fantastic place to enjoy the evening sunsets, and could be used as a 4th bonus sleeping space. The nicely landscaped lot has room for a large pool area. Brand new aluminum standing seam roof. Listed at the lowest cost per square foot you will see this market cycle on the island!
Jose's Hideaway, 4591 Hodgepodge Ln, Upper Captiva, Florida 33924, image 1
$849,000 $46K
  • 3 Beds
  • 3 Baths
  • 1,911 SqFt
  • $444/SqFt
House for sale in Jose's Hideaway
4591 Hodgepodge Ln, Upper Captiva, FL 33924
Don't miss this extraordinary north captiva storm fixer upper!  This unique contemporary island gem has three bedrooms plus two loft spaces that can be used as extra sleeping spaces. The spacious great room, featuring extra tall ceilings, is a blank canvas that awaits your new dream kitchen.  The triple-level porches offer plenty of outdoor space, with the top levels providing incredible gulf views and sunsets.  The separate "night house" ensures extra privacy with its own three bedrooms and loft space, ideal for hosting large groups or extended family.  Previously a successful vacation rental, this home promises excellent revenue potential with its unique living spaces and close proximity to the beach.  This is your opportunity to acquire a larger modern architectural masterpiece just steps to the sandy gulf beaches at a discounted price!
Jose's Hideaway, 4501 Seair Ln, Upper Captiva, Florida 33924, image 1
$1,129,999 $50K
  • 3 Beds
  • 2 Baths
  • 1,823 SqFt
  • $620/SqFt
House for sale in Jose's Hideaway
4501 Seair Ln, Upper Captiva, FL 33924
Welcome to "paradise palms" on north captiva. A quick ferry ride gets you to a tropical paradise, leave your troubles & worries behind. Come see this beautiful turnkey home that has been professionally decorated, so it's ready immediately for your pleasure or for continued rental income. This custom home is one of the few on the island with its own private pool, located on the living level, don't have to walk downstairs to enjoy pool fun or to cook on the grill. Access straight off the kitchen, primary bedroom & one of the guest bedrooms. 3 bedrooms plus a private den located on its own level, easily can be used as 4th bedroom if needed. From this den, walk up to the sky deck and take in the 360' views of the gulf of mexico, cayo costa & pine island sound. No paved roads, no traffic jams on this island as it's a golf cart community only. North captiva is a barrier island with 5 miles of beautiful white sandy beaches, no crowds! The majority of the island is a state park, which you can enjoy at no cost. Whether you want to sit and relax poolside, or on your private gorgeous beach, maybe want to grab a kayak, paddle-board or load up a golf cart, it's days of fun for all. There's plenty of experienced captains that you can hire for experiencing world class fishing as well. Compared to other places around sw florida, this place has so much to offer you. This property has also been successful in the rental market and the seller's great management team is ready and willing to continue to work with new owners, should this be an investment/income producing property for you. They'll have the house ready to go with personal grocery shopping, so all you have to do is to start your vacation!
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Jose's Hideaway, 4590 Oro Pesos Ln, Upper Captiva, Florida 33924, image 1
$1,150,000 $65K
  • 3 Beds
  • 3 Baths
  • 1,636 SqFt
  • $703/SqFt
House for sale in Jose's Hideaway
4590 Oro Pesos Ln, Upper Captiva, FL 33924
Discover your dream pool home just steps from the beach with stunning gulf views! This property features a huge chef's kitchen with granite countertops and ample storage. The cooking area includes a wrap-around dining bar, and the adjacent covered/screened porch extends your dining and entertaining spaces with two multi-paneled sliding glass doors, seamlessly blending indoor and outdoor living.  A beautifully upgraded full bath off the living area boasts elegant white wood shiplap walls. The top-level lookout deck offers spectacular panoramic views of the gulf, perfect for enjoying sunsets. The home also has hardieboard siding and impact-resistant windows/sliders for optimal storm protection. On the bedroom level, you'll find a spacious master suite with built-in storage, an en-suite bath, and a covered porch overlooking the pool and hot tub. Two additional guest bedrooms share a bath and hall laundry, providing ample space for everyone.  The paver pool area and hot tub are ideal for relaxing after a day at the beach. A brand-new standing seam roof tops it off. If you've been searching for a home with gulf views that is really close to the beach in this price range, look no further—this is the one!
Jose's Hideaway, 4551 &4561 Seair Ln, Upper Captiva, Florida 33924, image 1
$949,000 $46K
  • 2 Beds
  • 2 Baths
  • 1,280 SqFt
  • $741/SqFt
House for sale in Jose's Hideaway
4551 &4561 Seair Ln, Upper Captiva, FL 33924
This delightful cottage style pool home includes an extra adjacent lot, and boasts some of the most spectacular landscaping you'll see on the island! Upgraded with a new aluminum standing seam roof and impact windows. This beautiful property offers a heated pool surrounded by pavers and lush vegetation, plus an excellent entertaining space below the house for poolside entertaining and fun. The gardens are truly special, and meander across both properties. Inside this delightful home, you will love the spacious great room with vaulted ceilings that lead to screened/covered porches and open sun decks. The master bedroom offers an en suite bath with a custom glass tile shower and boasts its entry to the sun porches facing the pool and gardens. Privacy abounds from your suite as the views drift across the whole 200ft wide property filled with unique tropical plantings and delightful pathways. The guest bedroom shares a hallway bath with a custom shower and vanity - plenty of space for extra guests to share this beach retreat with you. At the end of the quiet sandy lane is direct beach access to miles of north captiva island beaches. This exceptional home is a must-see at this price!
Jose's Hideaway, 4540 Seair Ln, Upper Captiva, Florida 33924, image 1
$1,825,000 $25K
  • 3 Beds
  • 31/2 Baths
  • 2,315 SqFt
  • $788/SqFt
House for sale in Jose's Hideaway
4540 Seair Ln, Upper Captiva, FL 33924
High-performing vacation rental getaway! Must see this extraordinary key west-style retreat built in 2021, perfectly positioned on upper captiva island’s private airstrip. Designed for discerning buyers who value both refined living and adventurous access, this elevated luxury home offers a rare opportunity for pilots and island enthusiasts alike. Accessible only by boat, ferry, or private aircraft, upper captiva is a hidden gem where pristine beaches, unspoiled nature, and ultimate privacy define the lifestyle. This stunning three-bedroom, three and a half-bathroom residence was expertly constructed on pilings with a metal roof and impact-resistant windows and doors, ensuring strength, safety, and peace of mind. The living space remained untouched by recent storm surge events, a testament to its thoughtful design and elevation. Inside, vaulted ceilings and a striking clerestory window system flood the home with natural light, creating a bright, breezy ambiance that complements its coastal surroundings. Expansive gulf and bay views can be enjoyed from the open-air balcony and patio—ideal for relaxing or entertaining guests. The chef’s kitchen is equipped with high-end appliances, including a propane-fueled range with grill, and double oven, tailor-made for culinary enthusiasts. Each of the three spacious bedrooms features its own private en-suite bath, offering comfort and privacy for residents and guests, and additional sleeping space area. Outdoors, a heated saltwater pool and spa invite relaxation, enhanced by a fully automated system controllable remotely via smartphone app—perfect for preparing your soak before you arrive. The pool deck is finished with elegant pavers, while the composite decking on the screened porch and upper balcony offers durability and low maintenance in key outdoor living spaces. Down by the pool, a sandy beach lounge area and an undercover recreation space (which is also an open air hangar) provide a perfect setting for island-style entertainment and relaxation. A fire table adds ambiance for cozy evenings under the stars. Located just 650 feet from the white sands of the gulf of mexico, this home offers both convenience and tranquility. It offers front-row seats to some of florida’s most breathtaking sunsets. Each evening, the sky transforms into a vibrant canvas of oranges, pinks, and purples, casting a golden glow over the shoreline and surrounding palm trees. Whether you’re swimming, sunbathing, or strolling the shore, the beach is always within reach. For investors, this property doubles as a proven income generator with a successful short-term rental history and records available upon request. 4540 seair lane is more than a home—it’s a lifestyle. A rare find for american and international buyers alike, it combines modern luxury with island seclusion and aviation access. Discover the ultimate island escape on upper captiva, where every detail is elevated, and every arrival feels like a getaway.
Jose's Hideaway, 4611 Seair Ln, Upper Captiva, Florida 33924, image 1
$2,295,000
  • 4 Beds
  • 31/2 Baths
  • 2,474 SqFt
  • $928/SqFt
House for sale in Jose's Hideaway
4611 Seair Ln, Upper Captiva, FL 33924
Stunning views surround you from every level of this premier vacation home!  Just steps from the beautiful sand beaches and sparkling blue gulf waters. This 4 bedroom and 3.5-bath reverse floorplan estate-sized home creates plentiful space for everyone. The living room level offers a vaulted ceiling space with a dining area wrapped with windows and a living room right in front of endless vistas of the gulf, beach & sunsets. The kitchen & built-in island have every amenity you could imagine, plus sharing a perfect vantage of the entire living room, porches, and water views. Completing this level is an ideal morning coffee or games niche, a beautifully appointed half bath, a grilling porch, and a covered screen room. Upstairs, a serene loft and sundeck are the perfect spot for unwinding and relaxing. At the pinnacle, the rooftop party deck will astound you with its phenomenal views, reaching from captiva to cayo costa along an endless spectrum of coastline, wildlife, crashing waves, and sandy beach. Built to last with lock-dry aluminum decking, stainless steel cable railings, and high-end porch decor - this is the best outdoor living space ever! Luxurious large guest rooms, covered screen porches for capturing the views, plus space to unwind and relax, listening to the surf.   The main suite will lift you away with its beautiful water views and custom-designed en suite bath with a walk-in shower. The secondary suite offers gulf views and shares the covered screen porch and a large en suite bath with a beautiful walk-in glass tile shower. The remaining guest bedrooms are delightfully decorated, with peeks of the gulf views set up perfectly for large groups or rental guests. Outside entertaining is at its finest, with the pool with excellent sun exposure, a poolside wet bar, dining area, grilling space, a seaside beach shower, and incredible views of the gulf.  The house has been fully remodeled inside and out, including new hardiboard siding, impact windows, and a standing seam roof.  With the trim level, incredible views, size, and outdoor pool/entertainment area, this home can be a high-performing rental home!  If you are a pilot, the seller has an airstrip membership available for a separate purchase.
Captiva Palma, 543 Gulf Ln, Upper Captiva, Florida 33924, image 1
$1,245,000
  • 3 Beds
  • 21/2 Baths
  • 1,243 SqFt
  • $1,002/SqFt
House for sale in Captiva Palma
543 Gulf Ln, Upper Captiva, FL 33924
Island paradise found: gulf-side retreat with private hot tub/pool & tiki bar! Wake up to your dream beach paradise on north captiva island! This exceptionally well-maintained 3-bedroom, 2.5-bath 1/2 duplex oasis offers unbeatable views and amenities designed for luxurious island life. Step inside to an open-concept living area featuring vaulted ceilings, bright coastal décor, a spacious kitchen with granite countertops & stainless steel appliances, plus a counter-height dining bar. This seamless space connects effortlessly to the front porch and sunset deck, providing the perfect venue for gazing at the shimmering gulf. The primary suite on the main level offers a spa-style bath with a soaking tub and dual vessel sinks. The upper-level main bedroom enjoys panoramic gulf views and its own private sun deck—a front-row seat to palm trees, pristine sandy beach, and glowing sunsets followed by moonlit water. A charming bunk room comfortably sleeps three, ideal for kids or grandkids. Your private outdoor oasis is an entertainer's dream, complete with a heated pool/spa combo, covered tiki bar, ground-level laundry, half bath, and a grilling station. Built for durability and peace of mind, the home boasts mostly hardie board siding, a metal roof, and impact-rated doors and windows. A 1/2 interest in a membership to the deeded beach lot across the street ensures a direct connection to the sand and surf. If you are looking for the ultimate island beach retreat with excellent rental potential, 543 gulf lane offers unparalleled charm, comfort, and an unbeatable location at a price.
Jose's Hideaway, 4340 Sol Vista Dr, Upper Captiva, Florida 33924, image 1
$2,500,000
  • 4 Beds
  • 31/2 Baths
  • 2,120 SqFt
  • $1,179/SqFt
House for sale in Jose's Hideaway
4340 Sol Vista Dr, Upper Captiva, FL 33924
Stunning views with this exquisite 4 br, 31/2 ba home sitting directly on the beach. Unlike any other home available. Completely move-in ready. Turnkey! Including 3 golf carts. Totally renovated from top to bottom built to last with newest low maintenance materials: hardie board siding, impact windows and doors, metal roof and aluminum railings. Screened covered porches off of the 1st level bedrooms overlooking the bayside for spectacular sunrises. The views from the living level with a wall of windows are incomparable. To further accommodate the fabulous views the home was designed with an "upside down" floor plan, having the living space 2nd level and the bedrooms on the lower floor. The advantage of this is that the breeze and view are on the top where most of the day is spent and the cooler temps are enjoyed in the bedrooms. Step out to your own private beautiful sugar sand beach, plenty of room to add a pool. Steps to the small private airstrip and local amenities. Great potential to be a top performing rental property! Airstrip membership available for purchase. Seriously consider this amazing home and the value it presents, come and see its qualities for yourself.
Jose's Hideaway, 4620 Oro Pesos Ln, Upper Captiva, Florida 33924, image 1
$3,250,000 $250K
  • 4 Beds
  • 41/2 Baths
  • 2,115 SqFt
  • $1,537/SqFt
House for sale in Jose's Hideaway
4620 Oro Pesos Ln, Upper 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, private well and septic (not shared), a 1, 000-gallon propane tank powering a full-house kohler generator, propane gas range, and tankless water heater to ensure uninterrupted comfort. The gourmet kitchen is equipped with high-end appliances and expansive west-facing sliders that frame breathtaking water views and open seamlessly to indoor-outdoor entertaining. Outdoor living is elevated with expansive deck space, a shaded area beneath the home, outdoor refrigerator and icemaker, heated saltwater pool, six-person spa, full outdoor entertainment system, and outdoor shower—ideal for hosting or relaxing after a day on the water. The spacious climate-controlled garage includes air conditioning, room for golf carts, bicycles, beach gear, a workbench, and a convenient service elevator with a 300-lb capacity for groceries and luggage. The fully fenced yard offers manicured green grass and a sprinkler system, a rarity on the island. Zoned for weekly rentals, this property presents outstanding investment potential while remaining a serene private retreat. Ownership includes a one-year membership to the island club at north captiva. Access is by private boat or ferry; overnight dockage is not included unless purchased separately, with two memberships available at safety harbor offering dockage and amenities—contact safety harbor for details. The private airstrip is available to members only through the salty approach association. A truly rare opportunity to own a gulf-front estate with scale, privacy, and flexibility—this two-lot offering delivers endless possibilities and will not last. Schedule your private showing today!
Upper Captiva, FL Snapshot
39Active Inventory
0New Listings
$165K to $3.3MPrice Range
7Pending Sales
$790KMedian Closed Price
N/AAvg. Days On Market
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