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$1,399,000
Key West, FL 33040
MLS# 621518
3 beds | 3 baths | 1374 sqft
1 / 51
Property Description
Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Street offers the perfect blend of comfort, privacy, and island living. The main residence features 2 bedrooms, 2 bathrooms, and inviting living spaces, while a separate 1-bedroom, 1-bathroom poolside cottage provides additional flexibility for guests or extended family. Together, the two structures offer 1,374 square feet of living space. The oversized outdoor area is designed for enjoying the Key West lifestyle, featuring a large swimming pool, spacious decking, lounge chairs, umbrellas, and an outdoor dining area ideal for entertaining. Covered off-street parking adds convenience to this property's many desirable features. Recently updated and ready for its next owner, this property offers a fantastic opportunity to enjoy island living just minutes from Key West's famous restaurants, bars, and attractions.
Details
Maps
Contract Information
Listing Board: Key West Association
Current Price: $1,399,000
Listing Date: 2026-10-06
List Price: $1,399,000
Location, Tax & Legal
KW Neighborhood: Midtown West
City: KEY WEST
Off Shore Island: No
Mile Marker: 2
Marathon Neighborhood: N/A
Side: Median
Flood Zone: AE
Alternate Key #: 1045179
Parcel #: 00044560-000000
Zoning: SF - Single Family
Deed Restrictions: Unknown
Legal: LOT 12 SQR 17 RESUB OF SQRS -17-18-19-20 AND PT OF 21 AND 23 TRACT 20 PB3-10 OF MONROE INV CO PLAT PB1-41 G68-524 OR752-
Taxes: 9484.05
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 1221
Street Name: Ashby
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Macros Subd (2.0)
Area: 03 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 0
Lot Size: 88 X 60
Lot SqFt: 5280
Pool: Yes
Total Units: 0
Acres: 0.12
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 30
Style: Single Family
Year Built: 1953
Living Apx SqFt: 1374
Total Bedrooms: 3
Full Baths: 3
Total Baths: 3
Remarks & Misc
Remarks – Consumer: Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Street offers the perfect blend of comfort, privacy, and island living. The main residence features 2 bedrooms, 2 bathrooms, and inviting living spaces, while a separate 1-bedroom, 1-bathroom poolside cottage provides additional flexibility for guests or extended family. Together, the two structures offer 1,374 square feet of living space.
The oversized outdoor area is designed for enjoying the Key West lifestyle, featuring a large swimming pool, spacious decking, lounge chairs, umbrellas, and an outdoor dining area ideal for entertaining. Covered off-street parking adds convenience to this property's many desirable features.
Recently updated and ready for its next owner, this property offers a fantastic opportunity to enjoy island living just minutes from Key West's famous restaurants, bars, and attractions.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
License Info
Non Trans Rntl Lic: 1
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Freezer: 1
Microwave: 1
Oven: 1
Refrigerator: 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Wall/Window Unit(s): 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Tile: 1
Building Style
Above Flood: Unknown
Ground Level: 1
Stories: 1 Story
Windows/Doors
French Doors: 1
Sliding Glass Doors: 1
Vehicle Storage
Carport: 1
Covered Parking: 1
Off Street Parking: 1
Construction
CBS: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Terms
Cash: 1
Conventional: 1
FHA: 1
VA: 1
Utilities
Buyer to Verify: 1
Porch/Balcony
Deck: 1
Patio: 1
Title
Negotiable: 1
Exterior Features
Detached Guest Qtrs: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Pool Info
In Ground: 1
Concrete: 1
Roof
Metal Roof: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
License Info: Non Trans Rntl Lic
Waterfront: None
Waterview: No Waterview
Dockage: None
Building Style: Ground Level
Vehicle Storage: Carport; Covered Parking; Off Street Parking
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air; Wall/Window Unit(s)
Utilities: Buyer to Verify
Appliances: Dishwasher; Dryer; Freezer; Microwave; Oven; Refrigerator; Washer
Exterior Features: Detached Guest Qtrs; Outdoor Shower; Privacy Wall/Fence
Pool Info: In Ground; Concrete
Construction: CBS
Floor: Tile
Roof: Metal Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional; FHA; VA
Title: Negotiable
Listing Office: Expert Realty LLC (HQ)
Last Updated: October - 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.