
Sold Aug 12, 2026
$1,365,000Upper Captiva, FL 33924
High-performing, income-producing vacation rental on one of North Captiva Island's premier streets. Privately nestled among mature tropical landscaping, this beautifully maintained 4-bedroom, 3.5-bath island retreat offers over 2,300 sq ft of thoughtfully designed living space and a proven history of strong rental performance. Guests are drawn to the resort-style outdoor living, featuring an exceptionally large private pool, hot tub and outdoor shower, multiple entertaining areas, and a spectacular southwest-facing third-floor lanai that fully opens to the living room, creating a seamless indoor/outdoor living experience. Two en-suite bedrooms, a bunk room with a third bath, and a fourth queen suite provide ideal accommodations for owners and guests alike. Recent upgrades include Hardie Plank siding, two HVAC systems, Trex decking, a Brazilian hardwood pool deck, a cargo/luggage lift, and a paver driveway. A rare opportunity to own a turnkey island property that combines exceptional rental income, lush tropical privacy, premium outdoor amenities, and one of North Captiva's most desirable locations.
Listing last checked: Listing updated:
Listed by Tina Goodman · Islander Realty · MLS #2026030979
Select a document to start a request. You can add others in the form. Availability varies.
Explore costs at the $1,450,000 asking price. Adjust the assumptions to your situation.
Listing annual taxes: $1,591. Initial monthly tax is one twelfth of that amount. Listing HOA fee: $0.
Partial estimate: add insurance to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Sold Aug 12, 2026
$1,365,000
Sold Sep 21, 2026
$1,350,000
Sold Jun 18, 2026
$1,350,000Continue your search in Upper Captiva.
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Request a tour of 4490 Oyster Shell Drive and a Bean Group agent will help coordinate an available time with the listing side.
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