218 Whitehead St

For Sale

218 Whitehead St, Key West, FL 33040

This Key West property for sale is located at 218 Whitehead St. The general use of 218 Whitehead St is retail and it incorporates 7,755 square feet of class C retail space. The current listed sale price for 218 Whitehead St is $4,400,000. 218 Whitehead St is situated on a lot that is 0.16 acre in size.

Contacts

Team Gardner-Langley

Keys Real Estate | Knight & Gardner Realty

Property Details

  • Property Type Retail - Street Retail
  • Property Size 7,755 SF
  • Units 6
  • Lot Size 0.16 Acre
  • Building Class C
  • Year Built 1942
  • Date Updated Jul 16, 2026
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.
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Getting around

  • 85/100

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  • 28/100

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  • 81/100

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Location

  • City Key West, FL
  • Neighborhood Truman Annex
  • Zip Code 33040

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

  • Garbo's Grill

    0.05 miles

  • Turquoise Restaurant

    0.06 miles

  • Smokin' Tuna Saloon

    0.07 miles

  • Capt Tony's Saloon

    0.08 miles

  • Roof Top Cafe

    0.09 miles

  • Amigo's Tortilla Bar

    0.09 miles

  • Lucy’s Retired Surfer Bar and Restaurant

    0.11 miles

  • Flying Monkeys

    0.11 miles

  • The Lazy Gecko

    0.11 miles

  • Señor Frog's

    0.11 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

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