About 1221 Ashby Street
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.
Features of 1221 Ashby Street
| MLS® # | 621518 |
|---|---|
| Price | $1,399,000 |
| Bedrooms | 3 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 1,374 |
| Land Size | 5,227 |
| Year Built | 1953 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 1221 Ashby Street |
|---|---|
| Area | 03 - Key West |
| Subdivision | Macros Subd (2.0) |
| City | Key West |
| County | Monroe |
| State | FL |
| Zip Code | 33040 |
Amenities
| Utilities | Buyer to Verify |
|---|---|
| Parking | Carport, Off Street Parking, Covered Parking |
| View | No Waterview |
| Is Waterfront | No |
| Waterfront | None |
| Has Pool | Yes |
| Pool | In Ground, Concrete |
Interior
| Appliances | Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Freezer |
|---|---|
| Cooling | Central Air, Wall/Window Unit(s), Ceiling Fans(s) |
| Fireplace | No |
| Has Basement | No |
Exterior
| Exterior Features | Detached Guest Qtrs, Outdoor Shower, Privacy Wall/Fence |
|---|---|
| Lot Description | Less Than 1/4 Acre |
| Windows | French Doors, Sliding Glass Doors |
| Roof | Metal Roof |
| Construction | CBS |
Additional Information
| Date Listed | October 6th, 2026 |
|---|---|
| Days on Market | 2 |
| Zoning | SF - Single Family |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Agent | Justyn Ewald |
|---|---|
| Office | Expert Realty LLC (HQ) |