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Executive Summary

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.
The asset consists of approximately 7,755 SF of finished space and is fully leased, featuring six commercial units (including one combined space) and a 3BD/2BA residential apartment. The building is well-maintained, elevated above flood, and offers stable income with a diversified tenant mix.
With irreplaceable positioning and long-term upside through rental growth, this property presents a strong opportunity to acquire a core asset in a premier Key West location.

Property Facts

Sale Type
Investment or Owner User
Property Type
Retail
Property Subtype
Storefront Retail/Residential
Building Size
7,755 SF
Building Class
B
Year Built
1942
Price
$4,400,000
Price Per SF
$567.38
Percent Leased
100%
Tenancy
Multiple
Building Height
2 Stories
Building FAR
0.68
Lot Size
0.26 AC
Zoning
HPRD - Commercial
Frontage
116’ on Whitehead St

Amenities

  • Signage
  • Tenant Controlled HVAC
  • Air Conditioning

Space Availability

  • Space
  • Size
  • Space Use
  • Position
  • Available
  • 4
  • 950 SF
  • Retail
  • In-Line
  • Jul 2026

Prime Old Town Key West Retail/Office Opportunity - Galleon Square Position your business in one of Key West's most sought-after commercial locations. This 950 square foot space at Galleon Square offers exceptional visibility and steady pedestrian traffic in the heart of Old Town. Surrounded by some of the island's most recognizable attractions, the property is located next door to the Mel Fisher Maritime Museum, directly across from the Custom House Museum and Mallory Square, and just steps from the historic waterfront, Duval Street, cruise ship visitors, and countless restaurants and boutiques. NNN charges are in addition to the quoted base rent.

  • 7
  • 501 SF
  • Office/Retail
  • -
  • Jul 2026

Open commercial space available for lease in the heart of Old Town, ideally located at the corner of Greene and Whitehead Streets. Situated on the second floor, this suite features an open floor plan that is ideal for office or professional use. The space offers excellent natural light from two south-facing windows, a quiet professional setting, and shared access to common restrooms. An excellent opportunity for businesses seeking a centrally located office space in one of Key West's most desirable locations

Space Size Space Use Position Available
4 950 SF Retail In-Line Jul 2026
7 501 SF Office/Retail - Jul 2026

4

Size
950 SF
Space Use
Retail
Position
In-Line
Available
Jul 2026

7

Size
501 SF
Space Use
Office/Retail
Position
-
Available
Jul 2026

4

Size 950 SF
Space Use Retail
Position In-Line
Available Jul 2026

Prime Old Town Key West Retail/Office Opportunity - Galleon Square Position your business in one of Key West's most sought-after commercial locations. This 950 square foot space at Galleon Square offers exceptional visibility and steady pedestrian traffic in the heart of Old Town. Surrounded by some of the island's most recognizable attractions, the property is located next door to the Mel Fisher Maritime Museum, directly across from the Custom House Museum and Mallory Square, and just steps from the historic waterfront, Duval Street, cruise ship visitors, and countless restaurants and boutiques. NNN charges are in addition to the quoted base rent.

7

Size 501 SF
Space Use Office/Retail
Position -
Available Jul 2026

Open commercial space available for lease in the heart of Old Town, ideally located at the corner of Greene and Whitehead Streets. Situated on the second floor, this suite features an open floor plan that is ideal for office or professional use. The space offers excellent natural light from two south-facing windows, a quiet professional setting, and shared access to common restrooms. An excellent opportunity for businesses seeking a centrally located office space in one of Key West's most desirable locations

Exceptionally walkable
100/100
Exceptionally drivable
100/100
Limited public transit
30/100
Very bikeable
80/100

Nearby Major Retailers

Fat Tuesday
Iga
First Horizon Bank
Margaritaville
Centennial Bank

Property Taxes

Property Taxes

Parcel Number
00001630-000700
Land Assessment
$1,470,173
Improvements Assessment
$1,756,190
Total Assessment
$3,226,363
  • Listing ID: 41286557

  • Date on Market: 7/14/2026

  • Last Updated:

  • Address: 218 Whitehead St, Key West, FL 33040

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