About 218 Whitehead Street
An exceptional opportunity to own one of Old Town Key West's most recognizable mixed-use investment properties. Perfectly positioned at the prominent corner of Whitehead Street and Front Street, Little Shops Off Duval enjoys unmatched pedestrian exposure in the heart of the Historic Seaport and Cruise Ship District. Located adjacent to the Mel Fisher Maritime Museum and directly across from the Audubon House, this iconic property sits along one of the busiest tourist corridors in Key West. The property encompasses approximately 7,755 square feet and features six established commercial storefronts together with a spacious three-bedroom, two-bath residential apartment, creating a diversified income-producing asset with both commercial and residential revenue streams. Long-standing tenants, and separate utility meters. Opportunities to acquire a premier corner property in this location are exceptionally rare. Whether you're seeking a legacy investment, a trophy commercial asset, or a high-profile addition to your portfolio, Little Shops Off Duval represents one of the most unique commercial ownership opportunities in the Florida Keys.
Features of 218 Whitehead Street
| MLS® # | 620614 |
|---|---|
| Price | $4,200,000 |
| Bedrooms | 3 |
| Bathrooms | 5.00 |
| Full Baths | 2 |
| Half Baths | 3 |
| Square Footage | 7,755 |
| Acres | 0.16 |
| Year Built | 1942 |
| Type | Commercial Sale |
| Sub-Type | Commercial |
| Status | Active |
Community Information
| Address | 218 Whitehead Street |
|---|---|
| Area | 01 - Key West |
| Subdivision | Old Town - Unrecord (1.0) |
| City | Key West |
| County | Monroe |
| State | FL |
| Zip Code | 33040 |
Amenities
| Utilities | FKAA, Municipal Sewer |
|---|---|
| Parking | Off Street Parking |
| View | No Waterview |
| Is Waterfront | No |
| Waterfront | None |
| Has Pool | No |
Interior
| Appliances | No Appliances |
|---|---|
| Cooling | Central Air |
| Fireplace | No |
| # of Stories | 2 |
| Has Basement | No |
Exterior
| Lot Description | Less Than 1/4 Acre |
|---|---|
| Roof | Metal Roof |
| Construction | CBS, Concrete |
Additional Information
| Date Listed | July 13th, 2026 |
|---|---|
| Days on Market | 42 |
| Zoning | HPRD - Hist Planned Redevelopment & Dev Dist |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Agent | Team Gardner/langley |
|---|---|
| Office | Berkshire Hathaway HomeServices Knight & Gardner Realty |