Listing Provided Courtesy of Resort Properties Internationa
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!
Property Details
Price:
$3,995,000
MLS #:
2026007775
Status:
Active
Beds:
4
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CASTAWAY KEY UNRECORDED SUBDIVISION
Neighborhood:
castawaykeyunrecordedsubdivision
Listed Date:
Feb 14, 2026
Finished Sq Ft:
3,340
Total Sq Ft:
4,804
Lot Size:
24,977 sqft / 0.57 acres (approx)
Year Built:
2013
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Range, Refrigerator/Freezer, Washer
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Ceiling Fan(s), Central Electric
Flooring
Tile, Wood
Heating
Propane
Interior Features
Bar, Foyer, Pantry, Vaulted Ceiling(s), Volume Ceiling, Window Coverings
Levels
2
Exterior
Architectural Style
Two Story, Contemporary, Florida, Single Family
Association Amenities
Beach – Private, Beach Access
Construction Materials
Wood Frame, Stone, Stucco
Exterior Features
Balcony, Open Porch/Lanai, Built In Grill, Outdoor Kitchen, Outdoor Shower
Lot Features
Oversize
Other Structures
Outdoor Kitchen
Patio And Porch Features
Deck, Patio
Roof
Metal
View
Gulf, Landscaped Area, Partial Gulf, Trees/Woods
Waterfront Features
Gulf Frontage
Window Features
Window Coverings
Financial
Tax Year
2025
Taxes
$41,485
Map
Community
- Address660 Gulf LN Upper Captiva FL
- SubdivisionCASTAWAY KEY UNRECORDED SUBDIVISION
- CityUpper Captiva
- CountyLee
- Zip Code33924
Subdivisions in Upper Captiva
Market Summary
Current real estate data for Single Family in Upper Captiva as of Apr 24, 2026
18
Single Family Listed
215
Avg DOM
798
Avg $ / SqFt
$1,364,878
Avg List Price
Property Summary
- Located in the CASTAWAY KEY UNRECORDED SUBDIVISION subdivision, 660 Gulf LN Upper Captiva FL is a Single Family for sale in Upper Captiva, FL, 33924. It is listed for $3,995,000 and features 4 beds, 5 baths, and has approximately 3,340 square feet of living space, and was originally constructed in 2013. The current price per square foot is $1,196. The average price per square foot for Single Family listings in Upper Captiva is $798. The average listing price for Single Family in Upper Captiva is $1,364,878. To schedule a showing of MLS#2026007775 at 660 Gulf LN in Upper Captiva, FL, contact your Century 21 Carioti agent at 2392986550.
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