Premium Real Estate For Sale in Upper Captiva, FL

Lee County | Updated
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Beach Villas Of Upper Captiva, 640 Gulf Ln #3, Upper Captiva, Florida 33924, image 1
$1,299,000$91K
  • 2 Beds
  • 2 Baths
  • 1,124 SqFt
  • $1,156/SqFt
Ultra Luxury
Townhouse for sale in Beach Villas Of Upper Captiva
640 Gulf Ln #3, Upper 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 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!
Castaway Key, 660 Gulf Ln, Upper Captiva, Florida 33924, image 1
$3,895,000$100K
  • 4 Beds
  • 41/2 Baths
  • 3,340 SqFt
  • $1,166/SqFt
Mid-Tier
House for sale in Castaway Key
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!
Beach Villas Of Upper Captiva, 640 Gulf Ln #4, Upper Captiva, Florida 33924, image 1
$1,349,000$101K
  • 2 Beds
  • 2 Baths
  • 1,124 SqFt
  • $1,200/SqFt
Ultra Luxury
Villa for sale in Beach Villas Of Upper Captiva
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”! 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! 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
Mid-Tier
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!
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Upper Captiva, FL Snapshot
37
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$150K to $3.9M
Price Tier
1
Pending Sales
$925K
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