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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!
Jose's Hideaway, 320 Spanish Gold Ln, Upper Captiva, Florida 33924, image 1
Sold - May 21, 2025
$550,000 $109K
  • 3 Beds
  • 31/2 Baths
  • 2,546 SqFt
  • $216/SqFt
House sold 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!
Safety Harbor Club, 4492 Hammock Ct, Upper Captiva, Florida 33924, image 1
Sold - May 15, 2025
$875,000
  • 3 Beds
  • 3 Baths
  • 1,486 SqFt
  • $589/SqFt
House sold in Safety Harbor Club
4492 Hammock Ct, Upper Captiva, FL 33924
Lakefront natural beauty meets island beach house at this beautifully designed & decorated 3-bedroom retreat in the sought-after safety harbor club community, including shared dockage for your boat. It features a spectacular designer kitchen that offers excellent views of the lake, vaulted ceilings, and shaker-style cabinetry. This kitchen broadens your entertaining space with a breakfast dining bar,  custom beverage center/ buffet area, and a delightful dining room wrapped with windows and vaulted wood ceiling. The perfect extra porch designed for outdoor grilling is just steps away.  A fantastic spot for watching the local wildlife along the lakefront, the covered screen porch is designed for seamless indoor-outdoor living. At the same time, the third-level lookout is perfect for sunsets and stargazing. A junior suite on the living area level offers a spacious en suite bath, two closets, and a custom furniture niche for sleek style with perfect function. Another guest bedroom with a hallway bath is just off the central foyer. The top-level primary suite boasts a private sundeck and en suite bath with a custom tile walk-in shower. Conveniently close to the community amenities, such as a clubhouse, heated resort-style pool, and two pickleball/tennis courts.  A short golf cart ride to the ferry, beaches, and club restaurant, this home offers the perfect blend of relaxation and island convenience. Shared dockage for your boat is just a short golf cart ride away.  This house is exceptionally well maintained.  The combination of being move-in ready, all the interior upgrades, fantastic view, excellent floor plan, and shared dockage for your boat is scarce at this price level.  This one will sell fast!
Jose's Hideaway, 4590 Oro Pesos Ln, Upper Captiva, Florida 33924, image 1
Sold - Apr 23, 2025
$1,040,000 $65K
  • 3 Beds
  • 3 Baths
  • 1,636 SqFt
  • $636/SqFt
House sold 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
Sold - Apr 22, 2025
$850,100 $46K
  • 2 Beds
  • 2 Baths
  • 1,280 SqFt
  • $664/SqFt
House sold 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, 4591 Oro Pesos Ln, Upper Captiva, Florida 33924, image 1
Pending
$1,095,000
  • 3 Beds
  • 3 Baths
  • 2,072 SqFt
  • $528/SqFt
House for sale in Jose's Hideaway
4591 Oro Pesos Ln, Upper Captiva, FL 33924
An extremely special combination of location, privacy, and a spectacularly designed home! Just steps from the beach and backing up to conservation land to the south. With a meandering floorplan, this home offers so much space, melding together tall ceiling spaces, light-filled cupolas, and 3 large bedroom suites, each with its own full bath. The great room offers a large covered screen porch area, soaring cathedral ceilings, abundant windows, plus an open-concept kitchen and dining space. The top-level room is large enough for the whole family to gather, enjoy sunset toasts at the wet bar, and gaze out to magnificent north captiva sunsets. That room could also be utilized as an incredible office or 4th king-sized sleeping space. The outdoor living space is maximized with the additional three-story attached lookout tower - one level is for coffee, one for lunch, and one to toast the setting sun. The exterior features mostly impact windows, new hardie board siding, and a new standing seam roof. The private enclosed elevator from the ground level lands at a beautiful entry porch outside the front foyer. The backyard has plenty of room for a large pool and entertainment area, with extra privacy bordering land owned by the sanibel-captiva conservation foundation. This very valuable and rare lot is perfect for building another dream beach home with an incredible view of the water or to keep for private tropical gardens near the sea... The option is available to make an offer on just the house. A safety harbor club membership for shared boat dockage, heated pool, pickleball & tennis courts is also available. For even more privacy, the adjacent view lot to the west on 4601 oro pesos ln is available for an additional $565k.
Castaway Key, 4430 Smugglers Dr, Upper Captiva, Florida 33924, image 1
Sold -
$85,000
  • 0.33 Acres
  • $257,576/Acre
Land sold in Castaway Key
4430 Smugglers Dr, Upper Captiva, FL 33924
Oversized corner lot bordering rum rd.  Just steps from club amenities, shopping, dining, and the ferry landing. Bay and harbor views from the highest levels!    2 adjacent lots on schooner dr. Also available. Make an offer today!
Safety Harbor Club, 370 Townhouse Ln #66, Upper Captiva, Florida 33924, image 1
Pending
$529,000
  • 3 Beds
  • 2 Baths
  • 953 SqFt
  • $555/SqFt
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.
341 Spanish Gold Ln, Upper Captiva, Florida 33924, image 1
Pending
$1,399,000
  • 3 Beds
  • 2 Baths
  • 1,584 SqFt
  • $883/SqFt
House for sale
341 Spanish Gold Ln, Upper Captiva, FL 33924
Fully remodeled north captiva island harbor view haven with dock, club amenities & timeless island charm! There’s something special about arriving by water, tying up at your own dock, and knowing you’re home. 341 spanish gold lane is a fully renovated waterfront retreat where coastal charm meets modern peace of mind - designed for effortless island living and unforgettable days on the water. Set along a tranquil natural canal, this home with 4 sleeping rooms and 2 baths has been thoughtfully transformed from top to bottom. Nearly every room captures calming views across the canal and harbor toward pine island sound, creating a constant connection to the water. Recent upgrades include impact-rated windows, a new metal roof, new exterior decks and railings, a whole-house ro system, and a beautifully remodeled interior that’s professionally decorated & move-in ready. The open-concept living level is anchored by a custom-designed kitchen - a true gathering place. A full wall of windows frames the water beyond the expansive screened porch, while elegant cabinetry, generous storage, and a breakfast bar make entertaining effortless. Whether it is casual mornings or sunset dinners, this space was designed for relaxation. Upstairs, the primary suite feels like a private sanctuary, complete with a walk-in closet, a spa-style bath with a custom-tile shower, and both a screened/covered porch and a sunny waterside deck - perfect for spotting manatees gliding by. Two additional guest rooms include a refined harbor-view sleeping room and a custom-built bunk room that sleeps five, ideal for hosting family and friends. Just off the screened dining porch, the charming “lighthouse room” has its own entrance and can be used as a 4th sleeping space, an office, or an artist’s studio. Climb one more level, and you’ll find the ultimate sunrise-to-sunset deck, where stargazing comes naturally, and the sound of the sea fills the night air. Outside, the home continues to impress. Your private dock provides a protected harbor for your vessel. At the same time, nearby outdoor amenities create a true island playground - an outdoor bar with swing seats & a cozy fire table lounge, kayak storage, beach gear storage, enclosed outdoor shower, and more. Everything you need for life on the water is already here. As a member of the safety harbor club, this property includes full access to a community pool, tennis & pickleball courts, waterfront restaurant, beach access, and additional dockage for guest boats—bringing resort-style convenience right to your doorstep. This is the kind of home you don’t just visit… you arrive at. A rare, gulf-access island retreat where thoughtful upgrades, harbor view living, and relaxed luxury come together seamlessly.  At 341 spanish gold lane, you don’t chase the island lifestyle - you sail straight into it.  If you have been looking for a fully remodeled waterfront home with views and dockage at a lower price point, this special home is a must see!
Upper Captiva, FL Snapshot
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