Listing Board: Key West Association

Potential Short Sale: No

Bank Owned: No

Current Price: $5,995,000

Listing Date: 2026-02-10

List Price: $5,995,000

KW Neighborhood: Casa Marina

City: KEY WEST

Off Shore Island: No

Mile Marker: 1

Marathon Neighborhood: N/A

Side: Ocean

Flood Zone: AE

Alternate Key #: 1058742

Parcel #: 00058260-000000

Zoning: SF - Single Family

Deed Restrictions: No

Legal: KW MARTELLO TOWERS PB1-140 LOTS 1-2-3-4 AND PT LOTS 20 AND 21 SQ 2 TR 27 G31-441/444 OR470-742D/C OR1009-253(AFFD) OR10

Taxes: 28771.56

Tax Year: 2025

Pub Sewer HkUp: Yes

Street #: 1014

Street Name: Flagler

Street Suffix: Avenue

Key/Island: Key West

State/Province: FL

Zip Code: 33040

County: Monroe

Subdivision: Martello Towers (1.0)

Area: 02 - Key West

Realtor.COM Type: Residential - Single Family

Waterfront: No

Control Depth: 0

Lot SqFt: 11730

Pool: Yes

Lot Sqft Source: Appraisal

Total Units: 0

SqFt Source: Appraisal

Rentals Allowed: With Restrictions

Style: Single Family

Year Built: 1998

Living Apx SqFt: 3104

Total Bedrooms: 3

Full Baths: 3

Half Baths: 1

Total Baths: 4

Remarks – Consumer: Some homes are built; others are authored. This is one of the latter—an architectural landmark shaped by David Wolkowsky, whose vision helped define Key West itself, with architecture by award-winning architect Rob Delaune that thoughtfully carries that legacy forward. This three-bedroom, three-and-a-half-bath estate, built in 1999 and comprehensively updated from the ground up, has been meticulously restored to museum-level standards with all-new systems, impact-rated windows and doors, and 10-foot doors and sliders throughout. The dramatic main living space is defined by soaring 22-foot ceilings, refinished custom teak columns and doors, expansive walls of glass, and a striking floor-to-ceiling built-in bookcase spanning the full height and length of the living room wall, complete with a concealed automatic disappearing television, while a thoughtfully designed chef's kitchen anchors the home with both beauty and functionality for everyday living and entertaining. Set on a rare, fully walled corner double lot spanning more than 11,700 square feet, the property is enveloped by indigenous and exotic landscaping and hardscape design by Craig Reynolds Landscape Architecture, creating a private, resort-style environment centered around an oversized 40′ x 20′ custom heated swimming pool and generous outdoor living areas—an extraordinary sense of scale and seclusion in the heart of Casa Marina. The main residence offers two bedrooms and two-and-a-half bathrooms, complemented by a separate one-bedroom, one-bath guest house with its own kitchen, washer and dryer, and private garden, providing ideal accommodations for guests, extended family, or additional flexibility, all located on one of the most desirable blocks in one of Key West's premier neighborhoods, where privacy, scale, architectural pedigree, and legacy converge.

Mandatory Home Owners Asc: No

1st Right of Refusal: No

Association Fee $: 0

Non Trans Rntl Lic: 1

None: 1

None: 1

None: 1

Dishwasher: 1

Disposal: 1

Dryer: 1

Freezer: 1

Gas Appliances: 1

Microwave: 1

Oven: 1

Range: 1

Refrigerator: 1

Stainless Steel Appliance(s): 1

Washer: 1

Wine Cooler: 1

Pets Allowed: 1

Ceiling Fans(s): 1

Central Air: 1

Wall/Window Unit(s): 1

None: 1

No Waterview: 1

Beach: 1

Bike Paths: 1

Fire Hydrant: 1

Tennis Courts: 1

Built-in Cabinets: 1

Sky Light(s): 1

Smoke Alarms: 1

Split Bedroom: 1

Tray Ceilings: 1

Walk-in Closet(s): 1

Other: 1

Updated/Remodeled: 1

Laundry Room: 1

Above Flood: Yes

Stories: 1 Story

Other Bldg Style: 1

Glass Doors: 1

Impact Rstnce Doors: 1

Impact Rstnce Window: 1

Sliding Glass Doors: 1

Car(s): 1

Off Street Parking: 1

CBS: 1

Less Than 1/4 Acre: 1

Unfurnished: 1

Cash: 1

Conventional: 1

Cable Available: 1

Elect Separate Meter: 1

FKAA: 1

Municipal Sewer: 1

Other - See Remarks: 1

Open Porch/Balcony: 1

Patio: 1

Negotiable: 1

Detached Guest Qtrs: 1

Lighting: 1

Privacy Wall/Fence: 1

Rain Gutters: 1

Sprinkler System: 1

Water Display: 1

In Ground: 1

Heated: Yes

Cable: 1

Metal Roof: 1

Auction: No

Bank Owned: No

Potential Short Sale: No

Wheelchair Ramp: 1

Status: Active