218 Whitehead Street, Key West, FL 33040

New Listing
$4,400,000
Property Type: Commercial Sale Bedrooms: 3 Baths: 5 Square Footage: 7,755 Lot Size (sq. ft.): 6,878 Status: Active
Current Price: $4,400,000 List Date: 7/13/2026 Last Modified: 7/13/2026

Description

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.

More Information MLS# 620614

Contract Information

Current Price: $4,400,000 Listing Date: 2026-07-13 Listing Board: Key West Association List Price: $4,400,000 Limited Representation: No Potential Short Sale: No Bank Owned: No

Location Tax Legal

Street #: 218 Street Name: Whitehead Street Suffix: Street Key/Island: Key West State/Province: FL Zip Code: 33040 Subdivision: Old Town - Unrecord (1.0) County: Monroe Area: 01 - Key West

General Property Description

Realtor.COM Type: Commercial Style: Commercial Lot Size: 117 X 92 Lot SqFt: 6878 Waterfront: No # Stories: 2 Building SqFt: 7755 SqFt Source: Property Data Card Living Apx SqFt: 7755 Total Units: 8 Year Built: 1942 Total Bedrooms: 3 Full Baths: 2 Half Baths: 3 Total Baths: 5

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Financial Status

Bank Owned: No Potential Short Sale: No

Property Features

Deed Restrictions: No Type: Other Comrcl Style; Professional Service; Restaurant; Retail; Shop/Strip Center Waterfront: None Waterview: No Waterview Dockage: None Vehicle Storage: Off Street Parking Cooling: Central Air Utilities: FKAA; Municipal Sewer Appliances: No Appliances Miscellaneous: High Traffc Location; High Visibility Construction: CBS; Concrete Electric: 220 Volt; Circuit Breakers Floor: Concrete; Tile Roof: Metal Roof Land Size: Less Than 1/4 Acre Fee Includes: None
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: July - 13 - 2026
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