910-914 Watson St

Key West, FL 33040

$5,995,000
Price
5
Beds
4,387 Sq. Ft.
$1,367 / Sq. Ft.
4,387
Sq. Ft.
$1,367
per Sq. Ft.
Open: 1/11 01:00PM - 03:00PM
Open: 1/11 01:00PM - 03:00PM
a view of a back yard of the house
a view of a house with backyard and sitting area
910-914 WATSON ST, KEY WEST_ 3
a view of a garden with plants and trees
910-914 WATSON ST, KEY WEST_5
910-914 WATSON ST, KEY WEST_7
910-914 WATSON ST, KEY WEST_8
910-914 WATSON ST, KEY WEST_ 9
910-914 WATSON ST, KEY WEST_10
a front view of a house with a yard
910-914 WATSON ST, KEY WEST_12
a front view of a house with a yard
a living room with furniture and a floor to ceiling window
a porch with seating space and yard in back
910-914 WATSON ST, KEY WEST_ 16
910-914 WATSON ST, KEY WEST_ 17
a living room with furniture and wooden floor
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture window and outside view
a living room with furniture and a flat screen tv
a dinning area with furniture window and wooden floor
a living room with furniture and a flat screen tv
a living room with furniture a flat screen tv and a floor to ceiling window
a kitchen with stainless steel appliances granite countertop a sink and wooden floors
a kitchen with stainless steel appliances granite countertop a sink and cabinets
a view of a white house with a flower garden in front of it
a view of a patio with dining table and chairs with a couches and potted plants
a view of a garden with plants
a view of a patio with table and chairs and potted plants
910-914 WATSON ST, KEY WEST_ 30
a bedroom with a bed and a couch
a bathroom with a bathtub and a shower
910-914 WATSON ST, KEY WEST_ 33
a bedroom with a bed lamp and a large window
a bathroom with a sink a mirror and a shower
a bedroom with a bed and a chandelier
a bedroom with a bed and a flat tv screen on dresser
a living room with granite countertop furniture and a window

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 Cafe Sole, this historic estate delivers the rare combination of island ease and cultivated sophistication. Bathed in...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.
  1. Listed by Team Kaufelt • Truman & Co. (KW)

Property Details for 910-914 Watson Street

Waterfront
None
Waterfront
No
Zoning
HDR - High Density Residential
Subdivision
Old Town - Unlisted (1.0)
Building Style
Ground Level
Vehicle Storage
Garage, Off Street Parking, Guest Parking, Auto Door Opener, Attached, Carport
Pets
Pets Allowed

Open Houses

Sunday, Jan 11th

1:00 PM - 3:00 PM

Public

LISTING UPDATED: 01/06/2026 12:05 PM

Property Details for 910-914 Watson Street

StatusActive
MLS #617923
Days on Market2
Taxes$43,086 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1929
Lot Size0.30 AC / 13,182 SF
CountyMonroe County

Location

Listing Courtesy of Truman & Co. (KW)
Add your commute

Building Information for 910-914 Watson Street

Stories2Year Built1929Building Size-Lot Size0.30 AC / 13,182 SF

Payment Calculator

$32,809 per month

30 year fixed, 6.15% Interest

Principal and Interest

$29,219

Property Taxes

$3,591

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 910-914 Watson Street

Summary
Location and General Information
  • Waterview: No Waterview
  • Area: 02 - Key West
  • Absolute Longitude: 81.793119
  • Control Depth: 0
  • Off Shore Island: No
  • Listing Board: Key West Association
  • Side: Median
  • KW Neighborhood: Old Town-N of Truman
  • Mile Marker: 1.0
  • Marathon Neighborhood: N/A
  • Key/Island: Key West
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Tax Year: 2024
  • Tax Exemptions: Homestead
Property
Lot Information
  • Parcel #: 00020840-000100
  • Land Size: 1/4 - 1/2 Acre
Property and Assessments
  • 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
  • MLS Approved: Y
  • SqFt Source: Property Data Card
  • Flood Zone: 0.2 PCT ANNUAL CHANC
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: No
  • Picture Count: 38
  • Document Count: 0
  • Building Style: Above Flood: Yes
Utilities
  • Utilities: FKAA, Propane, Whole House Generatr, Municipal Sewer, Well
  • Pub Sewer HkUp: Yes
  • Pool: Yes
  • Pool Info: In Ground, Concrete
  • Porch/Balcony: Patio, Screened Patio
Interior and Exterior Features
Interior Features
  • Floor: Tile, Marble, Carpet, Wood
  • Interior Features: Wet Bar, Built-in Cabinets, Walk-in Closet(s), Storage, Granite Counter Top, Pantry, Split Bedroom, Cathedral Ceilings
  • Appliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Gas Appliances, Freezer, Disposal, Microwave, Oven, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Roof: Metal Roof
  • Construction: Frame
  • Dockage: None
  • Exterior Features: Bar, Water Display, Privacy Wall/Fence, Lighting, Hot Tub, Gazebo, Fencing
  • Windows/Doors: Single Hung Windows, Glass Doors
Room Information
  • Specialty Rooms: Gym, Workshop, Sun/Florida Room, Sauna/Steam Room, Theater Room, Laundry Room
  • Specialty Rooms: Guest/Servant Qtrs: Legal

Property History for 910-914 Watson Street

DateEvent & SourcePriceAppreciation
Jan 5, 2026

Listed (Active)

FKMLS #617923

$5,995,000—
Feb 22, 2017

Sold

FKMLS #572547

$3,483,750—
Dec 21, 2016

Pending

FKMLS #572547

—
Oct 31, 2016

Listed (Active)

FKMLS #572547

$3,875,000—
DateEvent & SourcePrice
01/05/2026

Listed (Active)

FKMLS #617923

$5,995,000
02/22/2017

Sold

FKMLS #572547

$3,483,750
12/21/2016

Pending

FKMLS #572547

—
10/31/2016

Listed (Active)

FKMLS #572547

$3,875,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 910-914 Watson Street

This home is within Monroe.
Rating
School
Type
Grades
Distance
Horace O'bryant School
Public - PK to 8
Key West High School
Public - 9 to 12
May Sands Montessori School
Charter - PK to 8
Keys Center
Public - 8 to 12
Rating
School
Distance
Horace O'bryant School
PublicPK to 8

Key West High School
Public9 to 12

May Sands Montessori School
CharterPK to 8

Keys Center
Public8 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 910-914 Watson Street, Key West, FL 33040

910-914 Watson Street is a single family home for sale in Key West, FL 33040. This property was listed for sale on January 5, 2026 by Truman & Co. (KW), it's currently listed at $5,995,000. It has been on the market for a total of 2 days and was last sold on February 22, 2017. This listing's school district is Monroe. Nearby schools include Horace O'bryant School, Key West High School and May Sands Montessori School. 910-914 Watson Street is a 5-bed, 7-bath, 4,387 sqft single family home built in 1929.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Truman & Co. (KW)

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.