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Castaway Key Unrecorded Subdivision >
660 Gulf Ln, Upper Captiva, FL 33924
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For Sale - Active
660 Gulf Ln, Upper Captiva, FL 33924 - 4 Bedroom Pool Home in Castaway Key Unrecorded Subdivision
$3,995,000
MLS Number
2026007775
Bedrooms
4+Den
Bathrooms
4 Baths + 1 Half
Living Area
3,340 sq ft
Total Area
4,804 sq ft
Garage Spaces
0
Year Built
2013
Days on Market
14
home Property Description
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!
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!
fact_check The Basics
Property Type
Single Family
Gulf Access
Yes
Private Pool
Yes
Private Spa
No
Acres
0.5734
Furnished
Partially
Last Modified
1 week ago
roofing Building Features
Building Style
2 Story, Contemporary, Florida
Construction Materials
Wood Frame, Stone, Stucco
Cooling
Ceiling Fan(s), Central Electric
Elevator
Private
Floor Plan
Great Room, Split Bedrooms, 2 Story
Floors
2
Patio and Porch
Deck, Patio
Other Structures
Outdoor Kitchen
Rear Exposure
West
Roof
Metal
Storm Protection
Impact Resistant Doors, Impact Resistant Windows
View
Gulf, Landscaped Area, Partial Gulf, Trees/Woods
Water Source
Well
Waterfront Features
Gulf Frontage
Window Features
Window Coverings
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chair Interior Features
Appliances & Equipment
Dishwasher, Disposal, Dryer, Range, Refrigerator/Freezer, Washer
Interior Features
Bar, Foyer, Pantry, Vaulted Ceiling(s), Volume Ceiling, Window Coverings
Additional Rooms
Balcony, Den - Study, Open Porch/Lanai, Recreation
Kitchen Features
Island, Pantry
Flooring
Tile, Wood
Gas
Yes
holiday_village Neighborhood and Community
Pets Allowed
Yes
Amenities
Beach - Private, Beach Access
Neighborhood
Castaway Key Unrecorded Subdivision
Neighborhood Type
Non-Gated
Included in Fees
None
HOA Restrictions
No Commercial
travel_luggage_and_bags Leasing Rules
Lease Limits
Yes
Leases Per Year
52
Minimum Days of Lease
7
Chris Farrugia, M.B.A.
Realtor® at The Listing Naples Group
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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2026 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Listing provided by Resort Properties Internationa.