More than a residence and rarer than legend, 910-914 Watson

swipe instructions
Tap to see more photos

Home For Sale

910-914 Watson Street

Key West, Florida 33040

Monroe County Water View: Yes

Community: Old Town - Unlisted (1)

map
$5,995,000 5 br, 7.0 bath 4387 sq. ft. 0.000 acres

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. 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.

Interior:
  • Bedrooms: 5
  • Baths: 7.0
  • Sq Ft: 4387
  • Year Built: 1929
  • Utilities: 
  • Fireplaces: 
  • Stories: 2
  • Heat/AC: 
  • Garage: Carport, Garage, Guest
Exterior:
  • Lot Size: 0.000 acre
  • Lot Dimensions: 
  • View Types: Water
  • Yard: 
  • Siding: Frame
  • Roof: Metal
  • Property Taxes: $43,086
  • MLS #: 617923
Get More Info
static map
Contact Information:
Beach Home For Sale in Key West, Florida
Listing Agent: Team Kaufelt, Truman & Co. Real Estate Services, 305-393-1267, 305-292-2244 Listing Site, Listing Status: Active
Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 7073348
Viewed 50 times.
Updated: Jan 23, 2026

This property is a Home located at 910-914 Watson Street, Key West, Florida 33040, and is currently For Sale at $5,995,000. This Home has 5 bedrooms, 7.0 baths, 4387 sq ft.