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1005 Watson Street 1, Key West, FL 33040

$1,575,000
Property Type: Residential Bedrooms: 3 Baths: 2 Square Footage: 1,070 Lot Size (sq. ft.): 4,984 Status: Active
Current Price: $1,575,000 List Date: 7/09/2026 Last Modified: 8/06/2026

Description

Experience the best of Old Town Key West in this beautifully updated 3-bedroom, 2-bath home offering the ease of single-level living. Inside, you'll find hardwood floors, tall ceilings, French doors, stainless steel appliances, and an inviting open layout filled with natural light. Designed for the Key West lifestyle, the private backyard features a saltwater pool with heater and chiller, outdoor shower, lush tropical landscaping, spacious patio, and two dedicated off-street parking spaces. This property is turnkey, fully furnished and ready to enjoy from day one. Well maintained and tastefully updated, recent improvements include a new HVAC system, saltwater pool system, updated furnishings and termite tenting. Currently operating as a monthly vacation rental with an established rental history. Located in the center of Old Town just moments from Higgs Beach, Duval Street, the Historic Seaport, neighborhood cafés, restaurants and shopping. This property offers the privacy and feel of a single family home, it is part of an intimate two-unit condominium association with no shared common elements. Whether you're looking for a successful investment property, a full-time residence, or your own island getaway, this home checks every box. Schedule your private showing today to explore this Key West opportunity.

More Information MLS# 620577

Contract Information

Current Price: $1,575,000 Listing Date: 2026-07-09 Listing Board: Key West Association List Price: $1,575,000

Location Tax Legal

Street #: 1005 Street Name: Watson Street Suffix: Street Key/Island: Key West State/Province: FL Zip Code: 33040 County: Monroe Subdivision: Gwynn Sub (1.0) Area: 02 - Key West

General Property Description

Realtor.COM Type: Residential - Single Family Style: Condo Waterfront: No Pool: Yes Year Built: 1933 Lot SqFt: 4984 Lot Sqft Source: Unknown Living Apx SqFt: 1070 SqFt Source: Property Data Card Total Bedrooms: 3 Full Baths: 2 Total Baths: 2 Rentals Allowed: With Restrictions Min Rental Days: 28

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: Yes 1st Right of Refusal: No Association Fee $: 1117 Assoc/Mnt Fee Per: Monthly

License Info

# of City License: 1

Building Style

Above Flood: Unknown

Vehicle Storage

Car(s): 2

Pool Info

Other: Chilled Heated: Yes

Property Features

Fee Includes: Bldg Exterior Mnt; Building Insurance; Common Area Mnt Tax Exemptions: None License Info: Non Trans Rntl Lic Waterfront: None Waterview: No Waterview Dockage: None Building Style: A-Frame Vehicle Storage: Off Street Parking Furnished: Furnished Cooling: Central Air Utilities: FKAA; Municipal Sewer Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Fruit Tree(s); Outdoor Shower; Shed Pool Info: In Ground; Salt Water Construction: Frame Floor: Wood Pets: Pets Allowed Land Size: Less Than 1/4 Acre
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: August - 06 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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