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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 backyard 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 outdoor shower outdoor shower

Property Description
A private pool, two off-street parking spaces, and single-level living--all in the heart of Old Town Key West. This beautifully updated 3-bedroom, 2-bath home brings together Key West charm and everyday comfort, with hardwood floors, tall ceilings, French doors, and a bright, open layout that makes gathering easy. The secluded backyard is an extension of the living space, surrounded by lush tropical landscaping with room to lounge, dine outdoors, and unwind. A saltwater pool with both a heater and chiller keeps swimming comfortable throughout the seasons, while an outdoor shower adds a classic island touch. Offered fully furnished and turnkey, the home is ready for your next chapter, whether that means settling into island life, enjoying a seasonal escape, or continuing its established use as a monthly vacation rental. Updates include the HVAC system, saltwater pool equipment, and furnishings. Neighborhood cafés, restaurants, and shopping are close at hand, with Duval Street, the Historic Seaport, and Higgs Beach within easy reach. Enjoy a morning out exploring Old Town, an afternoon by your own pool, and dinner at a favorite local spot. Part of a two-unit condominium association with no shared common elements, this property offers the privacy and feel of a single-family home with a setting that makes Key West living easy

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: A private pool, two off-street parking spaces, and single-level living--all in the heart of Old Town Key West. This beautifully updated 3-bedroom, 2-bath home brings together Key West charm and everyday comfort, with hardwood floors, tall ceilings, French doors, and a bright, open layout that makes gathering easy. The secluded backyard is an extension of the living space, surrounded by lush tropical landscaping with room to lounge, dine outdoors, and unwind. A saltwater pool with both a heater and chiller keeps swimming comfortable throughout the seasons, while an outdoor shower adds a classic island touch. Offered fully furnished and turnkey, the home is ready for your next chapter, whether that means settling into island life, enjoying a seasonal escape, or continuing its established use as a monthly vacation rental. Updates include the HVAC system, saltwater pool equipment, and furnishings. Neighborhood cafés, restaurants, and shopping are close at hand, with Duval Street, the Historic Seaport, and Higgs Beach within easy reach. Enjoy a morning out exploring Old Town, an afternoon by your own pool, and dinner at a favorite local spot. Part of a two-unit condominium association with no shared common elements, this property offers the privacy and feel of a single-family home with a setting that makes Key West living easy
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
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: November - 03 - 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.