218 Whitehead Street, Key West, FL 33040

$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

Overview

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 ... (Read more)

Listing Details MLS# 620614

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
KW Neighborhood: Old Town-N of Truman
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: 0.2 PCT ANNUAL CHANC
Alternate Key #: 8732511
Parcel #: 00001630-000700
Zoning: HPRD - Hist Planned Redevelopment & Dev Dist
Legal: KW PT SQR 16 OR1005-78/128 OR1017-367/368 OR1079-285/288 OR1152-1022/1023 OR2408-1587/89 OR3128-0390
Taxes: 27615.14
Tax Year: 2025

Contract Information

Listing Board: Key West Association
Limited Representation: No
Potential Short Sale: No
Bank Owned: No

General Property Description

Realtor.COM Type: Commercial
Style: Commercial
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
Control Depth: 0
# Parking Spaces: No

Association Info

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

Financial Status

Bank Owned: No
Potential Short Sale: No

More Information

Remarks & Misc

Remarks – Consumer: 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.

Deed Restrictions

No: Yes

Type

Other Comrcl Style: Yes
Professional Service: Yes
Restaurant: Yes
Retail: Yes
Shop/Strip Center: Yes

Fee Includes

None: Yes

Dockage

None: Yes

Appliances

No Appliances: Yes

Cooling

Central Air: Yes

Waterfront

None: Yes

Electric

220 Volt: Yes
Circuit Breakers: Yes

Waterview

No Waterview: Yes

Floor

Concrete: Yes
Tile: Yes

Vehicle Storage

Off Street Parking: Yes

Construction

CBS: Yes
Concrete: Yes

Land Size

Less Than 1/4 Acre: Yes

Utilities

FKAA: Yes
Municipal Sewer: Yes

Miscellaneous

High Traffc Location: Yes
High Visibility: Yes

Roof

Metal Roof: Yes

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

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.

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