660 Gulf LN Upper Captiva FL 33924 MLS #2026007775

660 Gulf LN
Upper Captiva, FL, 33924
$3,995,000
4 Beds
4.5 Baths
3,340 SqFt
0.57 Acres
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MLS #2026007775 image #0
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!

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
WaterfrontPoolCastaway Key Unrecorded SubdivisionCastawaykeyunrecordedsubdivisionCastaway Key Unrecorded SubdivisionPets Allowed

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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

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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