Home > Castaway Key Unrecorded Subdivision > 660 Gulf Ln, Upper Captiva, FL 33924
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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!

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

savings Financials & HOA Fees

Foreclosure No
Auction No
Short Sale No
Mandatory HOA No

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

photo_library Additional Images

Chris Farrugia, REALTOR Portrait

Chris Farrugia, M.B.A.

Realtor® at The Listing Naples Group

📞 (239) 248-8171
📧 chris@listingnaples.com

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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.