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    Historic Key West Mixed-Use Property Title is generated by Realmo AI

    314 Simonton Street, Key West, FL 33040

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    Claim this Listing
    For Sale
    Under Contract
    $4,950,000

    COMMERCIAL - Key West, FL

    Property size:
    8,472 SF
    Lot size:
    0.18 Acres
    Price / SF:
    $584/SF
    Added:
    Nov 5, 2024
    Days on Market:
    609
    Last Refresh:
    Jul 7 at 12:06 am

    Property Features for 314 Simonton Street

    General Information

    Property type
    Commercial Sale
    Property subtype
    Other
    Zoning
    HNC(1-3) - Hist Nghborhd
    Bedrooms
    8
    Bathrooms
    9
    Rooms
    Bathroom 6, Bathroom 10, Bedroom 7, Bathroom 7, Bathroom 1, Bedroom 8, Bathroom 11, Bathroom 2, Bedroom 5, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom 5, Bedroom 6, Bathroom 4, Bathroom 8, Bathroom 9, Bedroom 1, Bathroom 3
    Parking features
    Covered, Off Street
    Standard status
    Active Under Contract
    APN
    00004210-000000
    Size
    8,472 SF
    Lot size
    0.18 Acres

    Taxes and HOA fees

    Tax Year
    2023
    Tax Description
    KW PT LT 2 SQR 24 OR252-75/76 OR625-467/68 OR742-76 OR845-822 OR1648-526/27 OR2519-148/49 OR2852-2389/90
    Tax Annual Amount
    13668

    Utilities

    Cooling system
    Window Unit(s), Wall/Window Unit(s)

    Building Details

    Year built
    1921
    Floors in Building
    3
    Number of units
    8
    Flooring type
    Combo
    Building materials
    Combo Construction

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    Team Gardner/Langley

    Listing agent Team Gardner/Langley License #BK612006

    Listing office Berkshire Hathaway HomeServices Knight & Gardner Realty 336 Duval St., Key West, FL

    Listing date Nov 5, 2024

    MLS# 612134

    Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

    HighLights

    • Three‑level building at 314 Simonton St built in 1921
    • Currently legally recognized as 8 units, with an atrium plus garage and pool
    • Cooling provided by window unit(s) and wall/window unit(s)
    • Combo construction with combo flooring throughout
    • Parking includes covered and off‑street spaces
    • Historic connection: Ernest Hemingway stayed for a month in 1928 while awaiting delivery of his car

    Overview

    This historic three-level property is located just a block from Duval Street and across from the Federal Courthouse in Key West. The property, originally a hotel with a Ford dealership on the ground floor, is legally recognized as 8 units, an atrium, garage, and a pool. The building offers a blend of historic charm and modern potential. The property was once used as a base by Ernest Hemingway in 1928. The property is zoned HNC(1-3) - Hist Nghborhd. The property provides an opportunity for single-family estate or multi-unit living combined with commercial space. The lot size is 0.18 acres with a property size of 8472 square feet.
    Property Profile Location Intelligence

    Current Use by Public Records

    Key West Room ... Arcade & Gaming Center Casa Antigua Tour Operator

    Suggested Use

    HVAC Service Dental Office Electronics & Wireless Store Pet Grooming Service Auto Repair Shop Garden Center Clothing & Fashion Store Home Appliance Store (Bike/Boat/Book/etc) Store Carpet & Flooring Store

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Key West
    County
    Monroe
    State
    Florida
    Longitude
    -81.803104
    Latitude
    24.558333

    FAQs

    What type of property is this?
    Mixed-use property - Unique mixed-use property near Duval Street with historic significance.
    Where is this mixed-use property located?
    The property is located at 314 Simonton Street Key West, FL.
    What is the asking price?
    The asking price for this property is $4,950,000.
    What are key features of this property?
    This property features: Three‑level building at 314 Simonton St built in 1921; Currently legally recognized as 8 units, with an atrium plus garage and pool; Cooling provided by window unit(s) and wall/window unit(s)
    More about this property
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