$5,995,000
OPEN SUN 1PM - 3PM

Estimated payment $34,908/month

Total Views 283
5 Beds
7 Baths
4,387 Sq Ft
$1,367 Price per Sq Ft

About This Home

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.

Listing Agent

Team Kaufelt

Truman & Co. (KW) License #00000 Listed on: 01/05/2026

Open House Schedule

Map

Home Details

Home Type

Single Family

Year Built

1929

Lot Details

0

Listing Details

  • Property Type: Residential
  • Style: Single Family
  • First Right of Refusal: No
  • Mandatory HOA: No
  • Fee Includes: None
  • Key Island: Key West
  • K W Neighborhood: Old Town-N of Truman
  • Limited Representation: No
  • Marathon Neighborhood: N/A
  • Mile Marker: 1.00
  • M L S Identifier: 20060123165453488875000000
  • Off Shore Island: No
  • Pets: Pets Allowed
  • Property Group I D: 19990816212109142258000000
  • Side: Median
  • State Province: FL
  • Taxes: 43086.00
  • Vehicle Storage: Garage, Off Street Parking, Guest Parking, Auto Door Opener, Attached, Carport
  • Vehicle Storage Cars: 3
  • Year Built: 1929
  • Alternate Key Number: 1021580
  • Building Style: Ground Level
  • Cooling Heating: Central Air, Ductless, Ceiling Fans(s), Heat Pump
  • Lot Sq Ft: 13182.00
  • Pool Info: In Ground, Concrete
  • Porch Balcony: Patio, Screened Patio
  • Tax Exemptions: Homestead
  • Building Style Above Flood: Yes
  • Building Style Stories: 2 Stories
  • Estimated Living Sq Ft: 4387.00
  • Specialty Rooms Guest Servant Qtrs: Legal
  • Sewer Hook Up: Yes
  • Statistical Purposes Only: No
  • Special Features: OpenHouse
  • Property Sub Type: Detached
  • Stories: 2

Interior Features

  • Interior Amenities: Wet Bar, Built-in Cabinets, Walk-in Closet(s), Storage, Granite Counter Top, Pantry, Split Bedroom, Cathedral Ceilings
  • Total Bathrooms: 7.00
  • Full Bathrooms: 6
  • Appliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Gas Appliances, Freezer, Disposal, Microwave, Oven, Refrigerator, Dishwasher, Dryer
  • Floor: Tile, Marble, Carpet, Wood
  • Half Bathrooms: 1
  • Specialty Rooms: Gym, Workshop, Sun/Florida Room, Sauna/Steam Room, Theater Room, Laundry Room
  • Windows/Doors: Single Hung Windows, Glass Doors
  • Total Bedrooms: 5

Exterior Features

  • Dockage: None
  • Waterfront: None
  • Waterfront: No
  • Construction: Frame
  • Exterior Features: Bar, Water Display, Privacy Wall/Fence, Lighting, Hot Tub, Gazebo, Fencing
  • Roof: Metal Roof
  • Waterview: No Waterview
  • Pool: Yes

Utilities

  • Utilities: FKAA, Propane, Whole House Generatr, Municipal Sewer, Well

Lot Info

  • Deed Restrictions: No
  • Flood Zone: 0.2 PCT ANNUAL CHANC
  • Parcel Number: 00020840-000100
  • Land Size: 1/4 - 1/2 Acre

Rental Info

  • Rentals Allowed: With Restrictions

Tax Info

  • Tax Year: 2024

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $43,086 $5,249,438 $2,557,835 $2,691,603
2024 $42,460 $5,220,382 -- --
2023 $42,460 $5,068,333 $2,422,193 $2,646,140
2022 $30,172 $3,904,805 $1,550,203 $2,354,602
2021 $27,752 $3,120,300 $1,015,706 $2,104,594
2020 $27,075 $3,051,570 $923,663 $2,127,907
2019 $27,068 $3,023,212 $871,989 $2,151,223
2018 $27,220 $2,975,473 $800,938 $2,174,535
2017 $17,269 $1,962,219 $0 $0
2016 $17,065 $1,755,286 $0 $0
2015 $17,126 $1,716,186 $0 $0
2014 $17,967 $1,775,951 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
01/05/2026 01/05/26 For Sale $5,995,000 +72.1% $1,367 / Sq Ft
02/22/2017 02/22/17 Sold $3,483,750 -10.1% $782 / Sq Ft View Prior Sale
12/21/2016 12/21/16 Pending -- -- --
10/31/2016 10/31/16 For Sale $3,875,000 -- $870 / Sq Ft
Source: Key West Association of REALTORS®

Purchase History

Date Type Sale Price Title Company
Warranty Deed -- None Listed On Document
Quit Claim Deed -- Attorney
Warranty Deed $3,483,750 Attorney
Interfamily Deed Transfer -- Attorney
Warranty Deed $1,292,500 None Available
Warranty Deed $3,500,000 None Available
Warranty Deed $749,500 --
Warranty Deed $80,000 --
Warranty Deed $295,000 --
Warranty Deed $375,000 --
Warranty Deed $240,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $1,500,000 New Conventional
Previous Owner $1,650,000 New Conventional
Previous Owner $350,000 Stand Alone Second
Previous Owner $1,200,000 New Conventional
Previous Owner $649,500 No Value Available
Previous Owner $236,000 No Value Available
Previous Owner $236,000 No Value Available
Source: Public Records

Source: Key West Association of REALTORS®

MLS Number: 617923

Key West Association of REALTORS®

APN: 00020840-000100