About 421 - 423 Simonton Street
Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest privacy and relaxation, each home includes its own outdoor lounging space and pool--perfect for cooling off after a day in the sun or enjoying a quiet evening under the palms.Whether you're looking for a investment opportunity, a vacation retreat with rental flexibility, or a mix of both, this unique setup delivers unmatched versatility just steps from the vibrant restaurants, galleries, and nightlife of Duval Street.
Features of 421 - 423 Simonton Street
| MLS® # | 614546 |
|---|---|
| Price | $6,500,000 |
| Bedrooms | 6 |
| Bathrooms | 8.00 |
| Full Baths | 6 |
| Half Baths | 2 |
| Square Footage | 3,010 |
| Land Size | 3,485 |
| Year Built | 2020 |
| Type | Residential |
| Sub-Type | Duplex |
| Status | Active |
Community Information
| Address | 421 - 423 Simonton Street |
|---|---|
| Area | 02 - Key West |
| Subdivision | Old Town - Unlisted (1.0) |
| City | KEY WEST |
| County | Monroe |
| State | FL |
| Zip Code | 33040 |
Amenities
| Utilities | FKAA, Municipal Sewer |
|---|---|
| View | No Waterview |
| Is Waterfront | No |
| Waterfront | None |
| Has Pool | Yes |
| Pool | In Ground |
Interior
| Interior Features | Built-in Cabinets, Smoke Alarms |
|---|---|
| Appliances | Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dryer |
| Cooling | Central Air, Ceiling Fans(s) |
| Fireplace | No |
| Stories | 2 Stories |
Exterior
| Exterior Features | Privacy Wall/Fence |
|---|---|
| Lot Description | Less Than 1/4 Acre |
| Roof | Metal Roof |
| Construction | Combo Construction |
Additional Information
| Date Listed | April 8th, 2025 |
|---|---|
| Days on Market | 214 |
| Zoning | HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 0.00 |
Listing Details
| Agent | Will Langley |
|---|---|
| Office | Berkshire Hathaway Knight & Gardner |
