Listing Board: Key West Association

Current Price: $5,995,000

Listing Date: 2026-01-05

List Price: $5,995,000

KW Neighborhood: Old Town-N of Truman

City: KEY WEST

Off Shore Island: No

Mile Marker: 1

Marathon Neighborhood: N/A

Side: Median

Flood Zone: 0.2 PCT ANNUAL CHANC

Alternate Key #: 1021580

Parcel #: 00020840-000100

Zoning: HDR - High Density Residential

Deed Restrictions: No

Legal: KW PT LT 5 AND PT LT 7 SQR 3 TR 6 J1-57 OR29-28 OR348-99 OR500-250 OR746-754 OR961-1955 OR1098-409 OR1111-2342 OR1304

Taxes: 43086

Tax Year: 2024

Pub Sewer HkUp: Yes

Street #: 910-914

Street Name: Watson

Street Suffix: Street

Key/Island: Key West

State/Province: FL

Zip Code: 33040

County: Monroe

Subdivision: Old Town - Unlisted (1.0)

Area: 02 - Key West

Realtor.COM Type: Residential - Single Family

Waterfront: No

Control Depth: 0

Lot SqFt: 13182

Pool: Yes

Lot Sqft Source: Property Data Card

SqFt Source: Property Data Card

Rentals Allowed: With Restrictions

Style: Single Family

Year Built: 1929

Living Apx SqFt: 4387

Total Bedrooms: 5

Full Baths: 6

Half Baths: 1

Total Baths: 7

Remarks – Consumer: More than a residence and rarer than legend, 910-914 Watson Street stands as one of the most iconic private estates in all of Key West—a once-in-a-generation offering where historic gravitas, tropical scale, and modern refinement converge behind gated walls in the heart of Old Town. Just moments from Truman Waterfront Park and beloved local favorites such as 5 Brothers Coffee and Café Sole, this historic estate delivers the rare combination of island ease and cultivated sophistication. Bathed in natural light, the home's timeless architecture artfully blurs the line between indoors and out, creating spaces that feel both expansive and intimate. Anchoring the tropical grounds is a resort-style pool and spa framed by tranquil water features and a serene koi pond. The experience is elevated further by an oversized covered pool loggia, designed for effortless island living and entertaining, featuring outdoor dining, a fully equipped outdoor kitchen, and a generous living area—all sheltered and inviting year-round. The enclosed, gated grounds offer rare privacy and practicality, including two-car garages and off-street parking for at least six additional vehicles—an exceptional luxury in Old Town. A dedicated dog run with motorized gate and lush landscaping complete the sense of a hidden tropical sanctuary. Spanning 4,387 square feet, the estate includes five bedrooms and six and a half baths, thoughtfully arranged for both togetherness and autonomy. A one bedroom suite resides in a separate guest house with its own entrance, front porch, and living space, ideal for a mother-in-law suite, long-term guests, or on-site grounds personnel. Set on an expansive 13,182 square-foot lot in the coveted X-500 Flood Zone, the property is equally suited for lively gatherings or quiet moments of retreat.

Mandatory Home Owners Asc: No

1st Right of Refusal: No

Association Fee $: 0

None: 1

None: 1

Homestead: 1

Dishwasher: 1

Disposal: 1

Dryer: 1

Freezer: 1

Gas Appliances: 1

Microwave: 1

Oven: 1

Refrigerator: 1

Stainless Steel Appliance(s): 1

Washer: 1

Wine Cooler: 1

Pets Allowed: 1

Ceiling Fans(s): 1

Central Air: 1

Ductless: 1

Heat Pump: 1

None: 1

No Waterview: 1

Carpet: 1

Marble: 1

Tile: 1

Wood: 1

Built-in Cabinets: 1

Cathedral Ceilings: 1

Granite Counter Top: 1

Pantry: 1

Split Bedroom: 1

Storage: 1

Walk-in Closet(s): 1

Wet Bar: 1

Guest/Servant Qtrs: Legal

Gym: 1

Laundry Room: 1

Sauna/Steam Room: 1

Sun/Florida Room: 1

Theater Room: 1

Workshop: 1

Above Flood: Yes

Ground Level: 1

Stories: 2 Stories

Glass Doors: 1

Single Hung Windows: 1

Car(s): 3

Carport: 1

Garage: 1

Guest Parking: 1

Attached: 1

Auto Door Opener: 1

Off Street Parking: 1

Frame: 1

1/4 - 1/2 Acre: 1

Cash: 1

Conventional: 1

FKAA: 1

Municipal Sewer: 1

Propane: 1

Well: 1

Whole House Generatr: 1

Patio: 1

Screened Patio: 1

Bar: 1

Fencing: 1

Gazebo: 1

Hot Tub: 1

Lighting: 1

Privacy Wall/Fence: 1

Water Display: 1

In Ground: 1

Concrete: 1

Metal Roof: 1

Status: Active