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910-914 watson street

Key West, FL 33040

$5,995,000

5 BEDS 7 BATHS
4,387 SQFT
Residential - Single Family
New Listing
Image 1: 910-914 WATSON ST, KEY WEST_ 1
Image 2: 910-914 WATSON ST, KEY WEST_ 2
Image 3: 910-914 WATSON ST, KEY WEST_ 3
Image 4: 910-914 WATSON ST, KEY WEST_ 4
Bedrooms 5
Total Baths 7
Full Baths 6
Square Feet 4387
Status Active
MLS # 617923
County Monroe
More Info
Category Residential - Single Family
Status Active
Square Feet 4387
MLS # 617923
County Monroe
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 Cafe 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. An office and library open onto a private courtyard and reveal a hidden room discreetly tucked behind a bookshelf--because every great home, like every great story, deserves a secret. 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.
Location not available

Exterior Features

  • Style Single Family
  • Construction Single Family
  • Siding Frame
  • Exterior Bar, Water Display, Privacy Wall/Fence, Lighting, Hot Tub, Gazebo, Fencing
  • Roof Metal Roof
  • Garage No
  • Water FKAA, Propane, Whole House Generatr, Municipal Sewer, Well
  • Sewer FKAA, Propane, Whole House Generatr, Municipal Sewer, Well

Interior Features

  • Appliances Washer, Stainless Steel Appliance(s), Wine Cooler, Gas Appliances, Freezer, Disposal, Microwave, Oven, Refrigerator, Dishwasher, Dryer
  • Cooling Central Air, Ductless, Ceiling Fans(s), Heat Pump
  • Living Area 4,387 SQFT
  • Year Built 1929

Financial Information

  • Parcel ID 1021580
  • Zoning HDR - High Density Residential

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Listing Information

Listing Provided Courtesy of Truman & Co. (KW)
Listing Agent Team Kaufelt
Florida Keys, MLS
Listing data is current as of 01/12/2026.

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