Captiva Residential Houses Sold

Ultra Luxury
Ultra Luxury
Above $1,000 per SqFt
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Sold - Apr 9, 2026
Captiva Residential, 16891 Captiva Dr, Captiva, Florida 33924, image 1
$3,125,000 $875K
  • 3 Beds
  • 31/2 Baths
  • 3,028 SqFt
  • $1,032/SqFt
Ultra Luxury
House sold in Captiva Residential
16891 Captiva Dr, Captiva, FL 33924
Discover the ultimate artist retreat with this exceptional 1.4-acre bay front estate parcel on captiva’s coveted roosevelt channel. Nestled among lush, mature vegetation, this property offers breathtaking waterfront views, abundant wildlife, and a private dock with direct access to the intracoastal waterway and gulf of mexico. Your picturesque estate also offers a deeded beach access through a scenic walkway to the gulf of mexico across captiva drive. Main residence: • fully remodeled 3-bedroom, 3-bath home • impact glass windows & metal roof for modern safety & efficiency • private pool & spa for island-style relaxation • charming coastal-inspired interiors with elegant finishes art studio & guest retreat: • distinctive architectural design • second-level space with potential for future expansion • a tranquil creative space or additional guest quarters surrounded by nature, this estate offers a serene sanctuary where you can experience manatees, dolphins, and incredible birdlife right in your backyard. A rare opportunity to embrace the captiva island lifestyle with privacy, charm, and endless waterfront adventures. Ground level home that did not flood in any of the recent storms........Schedule your private showing today!
Sold - Jul 7, 2025
Captiva Residential, 15155 Wiles Dr, Captiva, Florida 33924, image 1
$1,600,000 $140K
  • 3 Beds
  • 2 Baths
  • 1,600 SqFt
  • $1,000/SqFt
Ultra Luxury
House sold in Captiva Residential
15155 Wiles Dr, Captiva, FL 33924
Welcome to "wade on in, " a beautifully remodeled captiva island retreat and prime investment opportunity with proven success in weekly rentals. Previously known as "on the wiles side, " this home features lush, tropical landscaping that complements the island setting. Just a 2-minute stroll to captiva beach, the open floor plan boasts vaulted ceilings, an inviting kitchen, and a spacious master suite with well-appointed guest rooms. Outside, the large pool area is a private oasis with lounge seating, a dining area, and grill. Enjoy corn hole or relax on pool floats, then transition to the screened front porch for a cool drink. It’s equipped for a turnkey beach experience, including beach chairs, umbrellas, a wagon, and toys for the kids. With shops and restaurants a short walk or golf cart ride away, "wade on in"embodies the best of captiva living and offers exceptional rental income potential.
Sold - Jun 9, 2025
Captiva Residential, 11525 Chapin Ln, Captiva, Florida 33924, image 1
$2,300,000 $681K
  • 4 Beds
  • 4 Baths
  • 2,080 SqFt
  • $1,106/SqFt
Ultra Luxury
House sold in Captiva Residential
11525 Chapin Ln, Captiva, FL 33924
Motivated seller has improved the price of paradise! This successful rental investment can produce revenue or, can be your own private oasis! Schedule your private showing of "bird of paradise!" beautiful beach vibes throughout welcome you into this bright and airy chalet style beach home. Enjoy your new baer's living room furniture offering a peaceful island feel. It also includes a re-upholstered, tommy bahama dining room set that seats 8 comfortably. This is an entertainer's dream. As a very successful vacation rental, it also provides a great investment opportunity. This captiva, turnkey home, is spacious with vaulted ceilings and plenty of outdoor living space. 4 br/4ba offers privacy for guests. 3 of the bedrooms have a private bathroom including the lower bedroom which an efficiency suite. It sleeps 10 with plenty of room for both indoor and outdoor entertaining. The heated pool, pool table, ping pong table and outside grill offer guests a break from the beach (as if you'd want a break from the beach). Only 2 houses from beach access. This is an amazing home on magnificent captiva island. Please watch the videos for a full virtual experience. Sellers have made several improvements including, a new roof over the grilling area, kitchen backsplash, kitchen lanai has brand new linoleum tile, new guest-room kitchenette, new septic system and irrigation system. New mini split a/c is installed in 4th bedroom on first floor. Exterior deck was recently redone with a solid stain. Seeing is believing! This home could be yours. Please enjoy the videos and schedule a private showing to see for yourself. No hurricane damage!
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Subdivision Amenities

Bike Storage
Internet Access
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Storage
Tennis Court(s)
Beach - Private
Beach Access
Bocce Court
None
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Nearby Subdivisions

(0.45 miles)
For Sale (6)
$995K - $33.9M
(0.69 miles)
For Sale (1)
$1.6M - $1.6M
(0.83 miles)
For Sale (1)
$3.2M - $3.2M

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
10

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
44

100

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