660 Gulf LN, Upper Captiva, FL 33924
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660 Gulf LN, Upper Captiva, FL 33924
660 Gulf LN, Upper Captiva, FL 33924
660 Gulf LN, Upper Captiva, FL 33924
660 Gulf LN, Upper Captiva, FL 33924
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Alexander Kirilloff
$ 3,995,000
Est. payment /mo
Active

660 Gulf LN Upper Captiva, FL 33924

4 Beds

5 Baths

3,340 SqFt


UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,340 sqft

Price per Sqft $1,196

Subdivision Castaway Key Unrecorded Subdivision

MLS Listing ID 2026007775

Style Contemporary,Florida,Two Story

Bedrooms 4

Full Baths 4

Half Baths 1

Construction Status Resale

HOA Y/N No

Year Built 2013

Annual Tax Amount $41,485

Tax Year 2025

Lot Size 0.573 Acres

Acres 0.5734

Lot Dimensions Appraiser

Property Sub-Type Single Family Residence

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!

Location

State FL

County Lee

Community Castaway Key Unrecorded Subdivision

Area Ci02 - Upper Captiva Island

Direction East

Rooms

Bedroom Description 4.0

Interior

Interior Features Breakfast Bar, Bathtub, Separate/ Formal Dining Room, Dual Sinks, Entrance Foyer, High Ceilings, Kitchen Island, Pantry, Shower Only, Separate Shower, Vaulted Ceiling(s), Bar, Window Treatments, Elevator, Split Bedrooms

Heating Gas, Propane

Cooling Central Air, Ceiling Fan(s), Electric

Flooring Tile, Wood

Furnishings Partially

Fireplace No

Window Features Arched,Display Window(s),Single Hung,Impact Glass,Window Coverings

Appliance Dryer, Dishwasher, Freezer, Disposal, Range, Refrigerator, Washer

Exterior

Exterior Feature Deck, Security/ High Impact Doors, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Patio

Pool Fiberglass, Electric Heat, Heated, In Ground

Community Features Non- Gated

Utilities Available Cable Not Available

Amenities Available Beach Rights, Beach Access

Waterfront Description Gulf

View Y/N Yes

Water Access Desc Well

View Gulf, Landscaped, Partial, Trees/ Woods

Roof Type Metal

Porch Balcony, Deck, Open, Patio, Porch

Garage No

Private Pool Yes

Building

Lot Description Oversized Lot

Faces East

Story 2

Entry Level Two

Foundation Pillar/ Post/ Pier

Sewer Septic Tank

Water Well

Architectural Style Contemporary, Florida, Two Story

Level or Stories Two

Unit Floor 1

Structure Type Stone,Stucco,Wood Frame

Construction Status Resale

Others

Pets Allowed Yes

HOA Fee Include None

Senior Community No

Tax ID 05-45-21-17-00010.0100

Ownership Single Family

Acceptable Financing All Financing Considered, Cash

Disclosures Owner Has Flood Insurance

Listing Terms All Financing Considered, Cash

Pets Allowed Yes

Virtual Tour https://www.propertypanorama.com/instaview/fgcmls/2026007775


Listed by Resort Properties Internationa • Mark Muller
Alexander Kirilloff

Alexander Kirilloff

Agent | License ID: 3630266

+1(239) 483-9009

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660 Gulf LN