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910-914 Watson Street, Key West, FL 33040

$5,995,000
Property Type: Residential Bedrooms: 5 Baths: 7 Square Footage: 4,387 Lot Size (sq. ft.): 13,182 Status: Active
Current Price: $5,995,000 List Date: 1/05/2026 Last Modified: 2/24/2026

Overview

Description

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 shel ...

Listing Details MLS# 617923

Location, Tax & Legal

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
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

Contract Information

Listing Board
Key West Association

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
Yes
Year Built
1929
Lot SqFt
13182
Lot Sqft Source
Property Data Card
Living Apx SqFt
4387
SqFt Source
Property Data Card
Total Bedrooms
5
Full Baths
6
Half Baths
Yes
Total Baths
7
Rentals Allowed
With Restrictions
Control Depth
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Building Style

Above Flood
Yes
Stories
2 Stories
Ground Level
Yes

More Information

Vehicle Storage

Car(s)
3
Carport
Yes
Garage
Yes
Guest Parking
Yes
Attached
Yes
Auto Door Opener
Yes
Off Street Parking
Yes

Specialty Rooms

Guest/Servant Qtrs
Legal
Gym
Yes
Laundry Room
Yes
Sauna/Steam Room
Yes
Sun/Florida Room
Yes
Theater Room
Yes
Workshop
Yes

Remarks & Misc

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.

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Freezer
Yes
Gas Appliances
Yes
Microwave
Yes
Oven
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Ductless
Yes
Heat Pump
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Carpet
Yes
Marble
Yes
Tile
Yes
Wood
Yes

Interior Features

Built-in Cabinets
Yes
Cathedral Ceilings
Yes
Granite Counter Top
Yes
Pantry
Yes
Split Bedroom
Yes
Storage
Yes
Walk-in Closet(s)
Yes
Wet Bar
Yes

Windows/Doors

Glass Doors
Yes
Single Hung Windows
Yes

Construction

Frame
Yes

Land Size

1/4 - 1/2 Acre
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes
Propane
Yes
Well
Yes
Whole House Generatr
Yes

Porch/Balcony

Patio
Yes
Screened Patio
Yes

Exterior Features

Bar
Yes
Fencing
Yes
Gazebo
Yes
Hot Tub
Yes
Lighting
Yes
Privacy Wall/Fence
Yes
Water Display
Yes

Pool Info

In Ground
Yes
Concrete
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: None Waterview: No Waterview Dockage: None Building Style: Ground Level Vehicle Storage: Garage; Carport; Attached; Auto Door Opener; Guest Parking; Off Street Parking Cooling: Ceiling Fans(s); Central Air; Ductless; Heat Pump Utilities: FKAA; Municipal Sewer; Propane; Well; Whole House Generatr Interior Features: Built-in Cabinets; Cathedral Ceilings; Granite Counter Top; Pantry; Split Bedroom; Storage; Walk-in Closet(s); Wet Bar Specialty Rooms: Gym; Laundry Room; Sauna/Steam Room; Sun/Florida Room; Theater Room; Workshop Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Microwave; Oven; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Bar; Fencing; Gazebo; Hot Tub; Lighting; Privacy Wall/Fence; Water Display Pool Info: In Ground; Concrete Construction: Frame Floor: Carpet; Marble; Tile; Wood Roof: Metal Roof Pets: Pets Allowed Land Size: 1/4 - 1/2 Acre Terms: Cash; Conventional
Listing Office: Truman & Co. (KW)
Last Updated: February - 24 - 2026
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