Casa Antigua

For Sale

314 Simonton St, Key West, FL 33040

This Key West property for sale is located at 314 Simonton St. The general use of Casa Antigua is multi-family and it incorporates 8,472 square feet of class C multi-family space. The current listed sale price for Casa Antigua is $5,500,000. Casa Antigua is situated on a lot that is 0.18 acre in size.

Contacts

broker
Team Gardner-Langley

Keys Real Estate | Knight & Gardner Realty

Property Details

  • Property Type Multi-Family
  • Property Size 8,472 SF
  • Units 9
  • Lot Size 0.18 Acre
  • Property Tenancy Multi-Tenant
  • Building Class C
  • Year Built 1921
  • Date Updated Aug 29, 2025
Discover the allure of Key West, FL, where history and charm converge in a vibrant tropical setting. Situated in the heart of Old Town, the property offers access to a plethora of attractions such as the historic Duval Street, renowned for its eclectic mix of bars, galleries, and boutiques. Embrace the island life with proximity to the iconic Mallory Square, where daily sunset celebrations and street performers captivate visitors. Immerse in the area's rich maritime history at the Key West Historic Seaport and enjoy a stroll along the picturesque Harbor Walk. With diverse dining options, cultural experiences, and vibrant entertainment, the location promises a dynamic backdrop for any commercial venture.Step into Key West history with this remarkable property, available for the first time in generations! Located just a block from world-famous Duval Street and across from the Federal Courthouse, this property at 314 Simonton Street offers a unique blend of historic charm and modern potential. Originally a hotel with a Ford dealership on the ground floor, this three-level building is steeped in heritage. Even the legendary Ernest Hemingway chose it as his base, staying here for a month while awaiting delivery of his car in 1928. Currently set up and legally recognized as 8 units, an atrium, garage, and a pool, this property provides an unmatched opportunity for someone who loves trophy properties. Whether you envision a grand single-family estate or multi-unit living combined with commercial space on the lower level, the possibilities are endless.Don't miss the chance to own a piece of Key West's past while shaping its future with this truly one-of-a-kind property.
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Getting around

  • 95/100

    Walk Score ®

  • 28/100

    Transit Score ®

  • 92/100

    Bike Score ®

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Location

  • City Key West, FL
  • Neighborhood Historic Seaport
  • Zip Code 33040

Points of Interest

  • Chevron

    0.75 miles

  • Citgo

    0.76 miles

  • Circle K

    1.21 miles

  • Shell

    1.25 miles

  • Owen's Oco-Pep

    1.40 miles

  • Electrify America

    2.48 miles

  • Mobil

    2.54 miles

  • 201 Front Street Garage

    0.25 miles

  • Old Town Garage

    0.33 miles

  • Key West Tropical Forest & Botanical Garden

    3.56 miles

  • Oceans Edge Resort & Marina Parking

    4.75 miles

  • Ridley House - Key West Historic Inns

    0.05 miles

  • The Artist House

    0.08 miles

  • The Saint Hotel Key West, Autograph Collection

    0.13 miles

  • The Key West Harbor Inn 1

    0.15 miles

  • The Key West Harbor Inn 3

    0.15 miles

  • The Key West Harbor Inn 2

    0.15 miles

  • Marquesa Hotel

    0.16 miles

  • Crowne Plaza Key West-La Concha

    0.16 miles

  • L'Habitation

    0.16 miles

  • Seaport Inn

    0.20 miles

  • Faustos

    0.17 miles

  • Olivia Street Grocery

    0.53 miles

  • Fausto's Food Palace

    0.85 miles

  • Bealls Outlet

    1.76 miles

  • Gordon Food Service

    1.78 miles

  • Ross

    1.99 miles

  • Winn-Dixie

    2.06 miles

  • Publix

    2.13 miles

  • Atlantic Grocery

    2.41 miles

  • TJ Maxx

    2.53 miles

In-Depth Research Available for this Property

Access more in-depth information about this property — including ownership, tenant details, property characteristics and transaction history, along with local market insights and much more — on CommercialEdge.

Contact Listing Broker
broker
Team Gardner-Langley

Keys Real Estate | Knight & Gardner Realty

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