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Upper Captiva, FL Real Estate For Sale

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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.
Castaway Key, 560 Gulf Ln, Upper Captiva, Florida 33924, image 1
$1,899,000 $301K
  • 2 Beds
  • 21/2 Baths
  • 1,650 SqFt
  • $1,151/SqFt
House for sale in Castaway Key
560 Gulf Ln, Upper Captiva, FL 33924
One of the most private and charming beach front homes ever for sale on north captiva island! This exquisite old florida cottage-style home offers true character and a a unique living experience with its one of a kind beachfront location. This rare lot is generously oversized, owning all the way to the mean high tide line... Surrounded on both sides by multiple non-buildable lots for unmatched privacy on the beach. The captivating charm of the cottage architecture & decor sets this home apart in a league all of its own. Every moment at this beach house is an all-encompassing retreat to nature and island life. The cottage interior features shiplap walls, tongue & groove ceilings, and meticulously painted woodwork with modern comforts like sleek kitchen countertops w/ stainless steel appliances. The eclectic style showcases handcrafted details, cozy nooks, and a warm ambiance that welcomes you at every turn. Ownership of this beachfront cottage is not just a home, but a serene sanctuary where timeless memories will be etched into the very fabric of your life. Don't miss your one and only chance to own this very special and unique property!
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.
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Safety Harbor Club, 412 Gulf Bend Dr, Upper Captiva, Florida 33924, image 1
$2,150,000
  • 4 Beds
  • 21/2 Baths
  • 1,807 SqFt
  • $1,190/SqFt
House for sale in Safety Harbor Club
412 Gulf Bend Dr, Upper Captiva, FL 33924
Best price for your own beach front home on north captiva island! Step down your private beach path to miles of pristine sandy beaches and the sparkling blue gulf of mexico. Recently upgraded with a new roof. This four-bedroom gulf-front home offers excellent outdoor living spaces, soaring cathedral ceilings, and a large kitchen with plenty of room for all your island culinary delight. The great room flows directly to a covered screen room with ample outdoor dining and relaxing space. Just outside is an open sundeck with beautiful views. Superb expansive water views from every level. Serenity will surround you at this island oasis and captivate your imagination from the top-level sunset room and porches. Enjoy views of the gulf, cayo costa island's beaches, and unforgettable sunsets from your lounge and decks. The common areas and green spaces adjacent to the north border of this home's oversized lot offer tremendous privacy. This home has shared dockage, pool, and tennis/pickleball courts as part of the safety harbor club community. If you have been looking for an affordable 4-bedroom beachfront home with privacy and dockage for your boat, you need to see this home!
660 Gulf Ln, Upper Captiva, Florida 33924, image 1
$3,995,000
  • 4 Beds
  • 41/2 Baths
  • 3,340 SqFt
  • $1,196/SqFt
House for sale
660 Gulf Ln, Upper Captiva, FL 33924
Beauty & the beach is one of the most extraordinary gulf-front estate homes ever offered for sale on north captiva island! This custom-crafted contemporary residence sits on the central portion of the island's widest stretch of beach, providing greater long-term shoreline security and uninterrupted panoramic gulf views. A proven luxury vacation rental leader, this home generated over $360k in gross rentals in 2021.  The property booked over $250k in gross rentals in 2025, even with downtime for repairs and upgrades.  This is a rare opportunity to acquire both a premier vacation retreat and a top-tier rental asset. Designed with a striking stucco exterior, impact-resistant glass throughout, and a private interior elevator serving all three levels, the home delivers refined coastal architecture paired with modern convenience. The ground-level area provides a bonus room & bunk area, plus an extensive outdoor entertainment space with a pool, patio, outdoor kitchen & poolside bar, all connected by a private walkway to the island's most pristine sugar-sand beach. Inside, every space is meticulously planned & designed for elevated entertaining & relaxed luxury. Highlights include a gourmet chef's kitchen, a dramatic dining room crowned by soaring barrel-vaulted ceilings, and a formal living area wrapped in panoramic glass. A built-in fireplace with television above the hearth anchors the living space with warmth and elegance.  The two primary living levels were designed to capture the spectacular gulf and sunset views.   The 4 elegant bedroom suites provide marvelous spaces for you and your guests to experience five-star resort-style luxury sleeping accommodations. The top-level primary suite boasts panoramic beach views, an en suite bath with a walk-in shower, a dual-sink vanity, and a lockable owners' closet.  Imagine relaxing in the extra-deep soaking tub while you stare at the shimmering waters lapping the shoreline. The second primary suite, located just off the entertainment den/media room, offers excellent beach views & a luxury en suite bath with a walk-in shower. Two more north-facing guest suites create "family-suite-style" guest zones with a gulf-facing king bed suite & en suite bath, plus an adjacent bedroom & bath.  Opportunities to acquire a gulf-front estate of this caliber, location, and proven income performance are exceedingly rare on north captiva island. Beauty & the beach represents the very best of luxury island living!
640 Gulf Ln #3, Upper Captiva, Florida 33924, image 1
$1,390,000
  • 2 Beds
  • 2 Baths
  • 1,124 SqFt
  • $1,237/SqFt
Townhouse for sale
640 Gulf Ln #3, Upper Captiva, FL 33924
Motivated seller bring your offers! Prime island offering! Desired vacation rental! 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 remodeled, gulf front and beach front! This turnkey villa called "beach dayz" offers two main owner suites and two full baths. This beach villa has undergone gorgeous and extensive renovations and both offer breath taking views of the gulf of mexico from its decks, porches, and balconies! Aside from the elegant brand new open kitchen & upscale baths, appliances, flooring, electrical, fixtures, fans, finish carpentry, paint, electric fireplaces, and turnkey furnishings, this amazing property has a brand new metal roof, hardie board siding, impact windows and doors, new whole house reverse osmosis water system, railings, stairs, and more. This turnkey furnished villa has fantastic rental history and potential! Located directly on the wide butterfly beach on the barrier island of north captiva with private beach access. The property's shoreline provides an abundance of the finest and most beautiful shells and its' gulf waters offers world class fishing! The islands state nature preserve is also only steps away. The islands sea and wildlife are magnificent to behold. An island club at north captiva memberships is available please inquire to enjoy their pools, spa, kayaks, fat tire bikes, basketball, activities and island services etc. Professional licensed property mgmt with upcoming rentals is already in place should you choose to enjoy your townhomes and/or value its’ rental income! This is a must see property located directly on the beach. Tropical and lush, this duplex sits in a spectacular location on island. *the entire duplex is also currently for available for sale please see 640 gulf ln #4* rare is this unparalleled opportunity to own an entire gulf front and beach front luxury duplex in a spectacular location on butterfly beach! Hurry to schedule your showings today!
131 Kingfisher Dr, Upper Captiva, Florida 33924, image 1
$1,495,000
  • 2 Beds
  • 1 Baths
  • 1,176 SqFt
  • $1,271/SqFt
House for sale
131 Kingfisher Dr, Upper Captiva, FL 33924
Rare bayfront fixer upper!  Impressive panoramic big water views combine with a private sandy bayside beach and the best island fishing right from your dock. This tropical retreat features vaulted ceilings, a cozy fireplace, and light-filled living spaces with a seamless connection to the outdoors, designed for relaxed island living. The heart of the home opens to a large, open porch facing the bay, where gentle breezes, passing boats, and colorful sunrises create the perfect setting for morning coffee and evening gatherings. Overlooking pine island sound, this home offers a rare opportunity to extend the existing wooden dock so you can park your new boat right outside your door. Inside, the open-concept living area is enhanced by soaring ceilings and an airy layout that brings the bay views into everyday life. The open kitchen with a dining bar flows naturally into the main living space, making it ideal for entertaining, casual meals, and easy island living both inside and out. This classic beach cottage fixer-upper is an exceptional blank canvas—a rare chance to personalize and transform a truly special waterfront setting into your dream bayfront retreat. The large adjacent lot located on 130 mourning dove dr is also available for purchase to create extra privacy.  Located on north captiva island - a private, boat-access-only barrier island known for pristine beaches, wildlife preserve, and golf-cart-only roads. This low-priced gem is true bayside living at its best—peaceful, scenic, and full of potential.
640 Gulf Ln #4, Upper Captiva, Florida 33924, image 1
$1,450,000
  • 2 Beds
  • 2 Baths
  • 1,124 SqFt
  • $1,290/SqFt
Villa for sale
640 Gulf Ln #4, Upper Captiva, FL 33924
Motivated seller bring your offers! Prime island offering! Exquisite prime island beach front remodeled townhome “ocean waves”! Fantastic vacation rental or gulf front home! This high end, newly remodeled, gulf front and beach front townhouse makes up one half of this duplex property. This turnkey villa offers two main owner suites and two full baths. It has undergone gorgeous and extensive renovations and offers breath taking views of the gulf of mexico from its deck, porches, and balcony! Aside from the elegant brand open new kitchen with huge breakfast bar, upscale baths, appliances, flooring, electrical, fixtures, fans, finish carpentry, paint, electric fireplace, and turnkey furnishings, this amazing property has a brand new metal roof, hardie board siding, impact windows and doors, new whole house reverse osmosis water system, railings, stairs, and more. This turnkey furnished villa has fantastic rental history and potential gearing up for a busy florida winter season. Located directly on the wide butterfly beach on the barrier island of north captiva with private beach access. The property's shoreline provides an abundance of the finest and most beautiful shells and its' gulf waters offers world class fishing! The islands state nature preserve is also only steps away. The islands sea and wildlife are magnificent to enjoy! An island club at north captiva memberships is available please inquire to enjoy their pools, spa, kayaks, fat tire bikes, basketball, activities and island services etc. Professional licensed property mgmt with upcoming rentals is already in place should you choose to enjoy your townhomes and/or value its’ rental income! This is a must see property located directly on the beach. Tropical and lush, this duplex sits in a spectacular location on island. *the entire duplex is also currently for available for sale. Ask agents about unit 3! Rare is this unparalleled opportunity to own an entire gulf front and beach front luxury duplex in a spectacular location on butterfly beach!
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!
Punta Robalo, 67 Kingfisher Dr, Upper Captiva, Florida 33924, image 1
$1,399,000
  • 2 Beds
  • 2 Baths
  • 884 SqFt
  • $1,583/SqFt
House for sale in Punta Robalo
67 Kingfisher Dr, Upper Captiva, FL 33924
Island living at its best, this private beachfront home is located on the far northern tip of the island, no public beach access nearby, giving you ultimate privacy and stunning views of the turquoise blue waters in your front yard. Offered turnkey including golf cart, ready for immediate move-in or rentals. Currently a very high volume vacation rental (occupied 250+days/yr with over $175k/yr in annual rent revs). The property is super low maintenance and recently completely remodeled! The ultimate relaxation spot, just walk right out to your private sandy white beach. Behind the property is over 6 acres of undeveloped preserve giving you total peace and quiet. Crisp coastal design inside, with everything you need to enjoy island living. Completely remodeled in 2023, new standing seam metal roof, hardie board siding, outdoor railings and lanai, top of the line low e hurricane windows, doors and sliders. All new hvac, water heater, stainless appliances, luxury vinyl plank flooring, fixtures and furniture. A magical island home or a profitable vacation rental, or both!
Upper Captiva, FL Snapshot
40Active Inventory
0New Listings
$165K to $4MPrice Range
9Pending Sales
$790KMedian Closed Price
N/AAvg. Days On Market
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