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  1. Commercial Properties
  2. FL
  3. Florida Keys
  4. Key West

218 Whitehead St

For Sale

218 Whitehead St, Key West, FL 33040

Located in the heart of Old Town Key West, 218 Whitehead Street sits just steps from Mallory Square, one of the island’s most visited destinations. Surrounded by major attractions including the Mel Fisher Maritime Museum and the Audubon House & Tropical Gardens, the property benefits from consistent, high-volume pedestrian traffic driven by tourism and daily activity. Positioned along a key transit route for the Duval Loop and Conch Tour Train, this location offers exceptional visibility in one of Key West’s most supply-constrained commercial corridors.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.

Building Details

  • For Sale $4,400,000
  • Property Type Retail - Street Retail
  • Property Size 7,755 SF
  • Units 6
  • Lot Size 0.16 Acre
  • Additional Rent Price on request
  • Building Class C
  • Year Built 1942
  • Date Updated Sep 25, 2026
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Contacts

broker
Team Gardner-Langley

Keys Real Estate | Knight & Gardner Realty

Location

  • City Key West, FL
  • Neighborhood Truman Annex
  • Zip Code 33040
  • Map
  • Street
  • Walk score 85/100 Very Walkable
  • Transit score 28/100 Some Transit
  • Bike score 81/100 Very Bikeable
Powered by Walk Score ®

Points of Interest

Chevron

0.93 miles

Citgo

0.95 miles

Circle K

1.41 miles

Shell

1.45 miles

Owen's Oco-Pep

1.60 miles

Electrify America

2.68 miles

Mobil

2.74 miles

201 Front Street Garage

0.06 miles

Old Town Garage

0.51 miles

Key West Tropical Forest & Botanical Garden

3.76 miles

Oceans Edge Resort & Marina Parking

4.95 miles

Faustos

0.30 miles

Olivia Street Grocery

0.69 miles

Fausto's Food Palace

1.04 miles

Bealls Outlet

1.96 miles

Gordon Food Service

1.98 miles

Ross

2.19 miles

Winn-Dixie

2.25 miles

Publix

2.33 miles

Atlantic Grocery

2.60 miles

TJ Maxx

2.72 miles

Listing Summary

  • Property Financials

    218 Whitehead St is currently listed for sale at $4,400,000 for a price per square foot of $567.38.

  • Property Details

    218 Whitehead St totals 7,755 square feet of Retail space on a lot spanning 0.16 acres. The property was initially built in 1942. Based on its location, amenities, and finishes, the property is listed as class C.

  • Area Characteristics

    218 Whitehead St is located in the Truman Annex neighborhood.

    In terms of ease of commuting, the area has a walk score of 85, indicating that it is very walkable.

Contact Team Gardner-Langley
broker
Team Gardner-Langley

Keys Real Estate | Knight & Gardner Realty

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