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$1,575,000
1005 Watson Street 1
Key West, FL 33040
MLS# 620577
3 beds  |  2 baths  |  1070 sqft


1005 Watson St
  1 / 33  
1005 Watson St pool 2 car driveway front porch front porch view entryway living room living room living room dining room dining room kitchen kitchen kitchen kitchen primary bedroom primary bedroom primary bedroom primary bathroom primary bathroom primary bathroom bedroom #2 bedroom #2 main bathroom main bathroom main bathroom bedroom #3 bedroom #3 backyard backyard backyard outdoor shower outdoor shower
Open House (07/12/2026 - 12:00 pm - 2:00 pm)

Property 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.

Details
Maps
Contract Information
Listing Board: Key West Association
Current Price: $1,575,000
Listing Date: 2026-07-09
List Price: $1,575,000
Location, Tax & Legal
KW Neighborhood: Old Town-S of Truman
Unit #: 1
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Alternate Key #: 00033270000101
Parcel #: 00033270000101
Zoning: HHDR - Historic High Density Residential
Deed Restrictions: No
Legal: Unit 1 Watson Street Condominium Or2108-2115 Or2114-2244/45 Or2524-1397/98 Or2712-1756/57 Or3098-0532 Or3218-0827
Taxes: 9606.3
Tax Year: 2025
Pub Sewer HkUp: Yes
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
Waterfront: No
Control Depth: 0
Lot SqFt: 4984
Pool: Yes
Lot Sqft Source: Unknown
Acres: 0
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Condo
Year Built: 1933
Living Apx SqFt: 1070
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
Remarks & Misc
Remarks – Consumer: 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.
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 1700
Assoc/Mnt Fee Per: Monthly
License Info
# of City License: 1
Non Trans Rntl Lic: 1
Fee Includes
Bldg Exterior Mnt: 1
Building Insurance: 1
Common Area Mnt: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Central Air: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Wood: 1
Building Style
A-Frame: 1
Above Flood: Unknown
Windows/Doors
French Doors: 1
Vehicle Storage
Car(s): 2
Off Street Parking: 1
Construction
Frame: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Furnished: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Patio: 1
Exterior Features
Fruit Tree(s): 1
Outdoor Shower: 1
Shed: 1
Pool Info
In Ground: 1
Salt Water: 1
Other: Chilled
Heated: Yes
Status Change Info
Status: Active
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: July - 12 - 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.