660 Gulf Ln, Upper Captiva, FL 33924
For Sale $3,995,000
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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!
Bar
Foyer
Pantry
Vaulted Ceiling(s)
Volume Ceiling
Window Coverings
Beach - Private
Beach Access
Taxes: $41,485.16
Tax Year: 2025
Balcony
Open Porch/ Lanai
Built In Grill
Outdoor Kitchen
Outdoor Shower
Dishwasher
Disposal
Dryer
Range
Refrigerator/ Freezer
Washer
Y
Gulf Frontage
Building Description: Two Story, Contemporary, Florida, Single Family
Community Type: Non- Gated
MLS Area: Castaway Key Unrecorded Subdivision
Total Square Footage: 4,804
Total Floors: 2
Water: Well
Construction: Wood Frame, Stone, Stucco
Short Sale: No
Date Listed: 2026-02-14 00:00:00
Pool: Y
Pool Description: Below Ground, Fiberglass, Electric Heat
Furnished: Partially
Kitchen Description: Island, Pantry
Windows: Window Coverings
Flooring: Tile, Wood
Roof: Metal
Heating: Propane
Cooling: Ceiling Fan(S), Central Electric
Storm Protection: Impact Resistant Doors, Impact Resistant Windows
Irrigation: None
Pets: Yes
Restrictions: No Commercial
Maintenance: None
Rear Exposure: W
Sewer: Septic Tank
Lot Desc.: Oversize
Amenities: Beach - Private, Beach Access
Listing Courtesy Of: Resort Properties Internationa
homes@northcaptiva.net
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
Sq Ft: 3,340
($1,196 per
sqft)
Bedrooms: 4
Bathrooms: 4
Partial Baths: 1
City: Upper Captiva
County: Lee
Type: Single Family
Development: Castaway Key Unrecorded Subdivision
Acres: 0.5734
Virtual Tour/Floorplan: View
Year Built: 2013
Listing Number: 2026007775
Status Code: A-Active
Taxes: $41,485.16
Tax Year: 2025
Application Fee: $0.00
Garage:
Furnishings: Partially
Pets Allowed: Yes
Total Recurring Fee Frequency: 0.00
Interior Features:
Bar
Foyer
Pantry
Vaulted Ceiling(s)
Volume Ceiling
Window Coverings
Amenities:
Beach - Private
Beach Access
Financial Information:
Taxes: $41,485.16
Tax Year: 2025
Exterior Features:
Balcony
Open Porch/ Lanai
Built In Grill
Outdoor Kitchen
Outdoor Shower
Equipment:
Dishwasher
Disposal
Dryer
Range
Refrigerator/ Freezer
Washer
View:
Y
Waterfront Description:
Gulf Frontage
Additional Information:
Building Description: Two Story, Contemporary, Florida, Single Family
Community Type: Non- Gated
MLS Area: Castaway Key Unrecorded Subdivision
Total Square Footage: 4,804
Total Floors: 2
Water: Well
Construction: Wood Frame, Stone, Stucco
Short Sale: No
Date Listed: 2026-02-14 00:00:00
Pool: Y
Pool Description: Below Ground, Fiberglass, Electric Heat
Furnished: Partially
Kitchen Description: Island, Pantry
Windows: Window Coverings
Flooring: Tile, Wood
Roof: Metal
Heating: Propane
Cooling: Ceiling Fan(S), Central Electric
Storm Protection: Impact Resistant Doors, Impact Resistant Windows
Irrigation: None
Pets: Yes
Restrictions: No Commercial
Maintenance: None
Rear Exposure: W
Sewer: Septic Tank
Lot Desc.: Oversize
Amenities: Beach - Private, Beach Access
Map of 660 Gulf Ln, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
homes@northcaptiva.net