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$5,995,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 6 Full Baths
  • 1 Partial Bath
  • 4,387 Sq. Ft.
  • Updated 13 days ago
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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.

Full Property Details for 910-914 Watson St

General

  • Price: $5,995,000
  • Taxes: $43,086 (2024)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 617923
  • Updated: 5/13/2026
  • Added to Site: 142 day(s) ago

Interior

  • Interior Features: Workshop, Walk-in Closet(s), Built-in Cabinets, Cathedral Ceilings, Granite Counter Top, Pantry, Split Bedroom, Storage, Wet Bar, Gym, Sauna, Sun/Florida Room
  • Appliances: Stainless Steel Appliance(s), Dishwasher, Disposal, Dryer, Freezer, Gas Appliances, Microwave, Oven, Refrigerator, Washer, Wine Cooler
  • Flooring: Wood, Tile, Carpet, Marble

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Pool Description: Concrete, In Ground

Exterior

  • Exterior Features: Lighting, Bar, Fencing, Gazebo, Hot Tub, Privacy Wall/Fence, Water Display
  • Deck/Patio: Screened Patio, Patio
  • Porch/Patio/Deck: Screened Patio, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Parking Features: Guest, Off Street, Carport, Attached, Garage Door Opener

Location

  • Area: 02 - Key West
  • County: Monroe
  • Subdivision: Old Town - Unlisted (1.0)

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Heat Pump, Ductless, Central Air, Ceiling Fans(s)

Structural Information

  • Architectural Style: Above Flood
  • Construction: Frame
  • Roof: Metal
  • Windows/Doors: Glass Doors, Single Hung Windows
  • Square Feet: 4,387
  • Sq. Ft. Source: Property Data Card
  • Year Built: 1929

Lot Features

  • Property View: No Waterview
  • Lot Size (Acres): 0.3
  • Lot Size (Sq. Ft.): 13,182
  • Lot Size Source: Property Data Card
  • Zoning: HDR - High Density Residential

Water Features

  • Water View: Yes

Financial Considerations

  • Tax Amount: $43,086
  • Tax Year: 2024
  • Terms: Cash, Conventional

Disclosures and Reports

  • Legal Description: 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
  • Flood Zone: 0.2 PCT ANNUAL CHANC
  • APN: 00020840-000100

Listed by Truman & Co. (KW), Team Kaufelt (305) 393-1267

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Listing agent

— 910-914 Watson St —

  • Team Kaufelt

    Truman & Co. (KW)

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 910-914 Watson St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/05/2026
Listed
$5,995,000
72.08%
MLS
2/22/2017
Sold
$3,483,750
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 910-914 Watson St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$43,358
1%
$5,249,438
1%
2024
$43,086
1%
$5,220,382
3%
2023
$42,460
53%
$5,068,333
62%
2021
$27,752
-8%
$3,120,300
-20%
2022
$30,172
9%
$3,904,805
28%
2021
$27,752
3%
$3,051,570
1%
2019
$27,068
-1%
$3,023,212
2%
2018
$27,220
58%
$2,975,473
52%
2017
$17,269
1%
$1,962,219
12%
2016
$17,065
—
$1,755,286
2%
2015
$17,126
-5%
$1,716,186
1%
2014
$17,967
8%
$1,704,707
8%
2013
$16,635
—
$1,581,072
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Truman & Co. (KW), Team Kaufelt (305) 393-1267

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910-914 Watson Street, Key West, FL 33040 (MLS# 617923) is a Single Family property with 5 bedrooms, 6 full bathrooms and 1 partial bathroom. 910-914 Watson Street is currently listed for $5,995,000 and was received on January 05, 2026. Want to learn more about 910-914 Watson Street? Do you have questions about finding other Single Family real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

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