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    Restored Mixed-Use Key West Landmark Title is generated by Realmo AI

    419 Simonton Street, Key West, FL 33040

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    Claim this Listing
    For Sale
    Under Contract
    $1,375,000

    MULTI_FAMILY - Other - Key West, FL

    Property size:
    1,082 SF
    Lot size:
    0.04 Acres
    Price / SF:
    $1,270/SF
    Added:
    Jan 22, 2026
    Days on Market:
    120
    Last Refresh:
    May 22 at 12:06 pm

    Property Features for 419 Simonton Street

    General Information

    Property type
    Residential Multi Family
    Property subtype
    Other
    Zoning
    HNC(1-3) - Hist Nghborhd
    Bedrooms
    2
    Bathrooms
    3
    Rooms
    Bathroom 3, Bathroom 2, Bathroom 1, Bedroom 1, Bedroom 2
    Patio and Porch features
    Porch
    Interior features
    Built-in Cabinets, Walk-in Closet(s)
    Exterior features
    Privacy Wall/Fence
    Fencing
    Privacy
    Appliances
    Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Freezer, Wine Cooler
    Standard status
    Active Under Contract
    APN
    00006340-000000
    Size
    1,082 SF
    Lot size
    0.04 Acres

    Taxes and HOA fees

    Tax Year
    2025
    Tax Description
    KW PT LT 4 SQR 36 G9-593 OR153-170/71 OR377-65/66 OR773-1201 OR1097-1042/43 OR1298-1844/45 OR1432-2163/64 OR2272-2265
    Tax Annual Amount
    13468

    Utilities

    Cooling system
    Central Air

    Building Details

    Year built
    1889
    Floors in Building
    2
    Flooring type
    Wood
    Building materials
    Frame
    Roof type
    Metal
    Architectural style
    Other

    We can help!

    Listing Contact
    Team Kaufelt

    Listing agent Team Kaufelt License #00000

    Listing office Truman & Co. (KW) 1205 Truman Avenue, Key West, FL

    Listing date Jan 22, 2026

    MLS# 618250 Listing URL

    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

    • Completely renovated in January 2026 with all new systems, surfaces, and finishes.
    • Located in the desirable X‑500 flood zone on one of the highest elevation blocks in Old Town Key West.
    • Offered fully furnished with bespoke interiors by Ben Teague Design.
    • Features two bedrooms, two‑and‑a‑half baths, and classic Key West porches for indoor‑outdoor living.
    • Part of a thoughtfully structured HOA that preserves privacy and architectural integrity.
    • Meticulously restored historic home (built before 1889) with architect‑led design and professionally curated landscaping.

    Overview

    This historic mixed-use property, originally built before 1889, has been restored and reimagined for modern living. Construction was completed in January 2026. The property, once a mixed-use landmark featuring a flower shop and residence, now offers a blend of antiquity and contemporary comforts. The home includes two bedrooms and two-and-a-half baths. The upstairs primary bedroom opens to a Key West porch, while a second porch extends the downstairs living space. The property is part of an HOA that includes one attached residential unit to the rear of the main home, as well as a separate detached unit at the back of the property. Located in Old Town Key West, the property sits on one of the highest elevation blocks in the X-500 flood zone. The 1,082 square-foot property is set on a 0.0391-acre lot. The zoning is HNC(1-3) - Hist Nghborhd.
    Property Profile Insight Report Location Intelligence

    Current Use by Public Records

    Storefront properties

    Suggested Use

    Law Firm Real Estate Agency Dental Office Spa & Massage Center Hair Salon Restaurant Nail Salon Building Supply Gym & Fitness Center Daycare Center

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

    Location Insight

    • Map
    • Local Demand
    City
    Key West
    County
    Monroe
    State
    Florida
    Longitude
    -81.801594
    Latitude
    24.55727

    FAQs

    What type of property is this?
    Mixed-use property - Historic mixed-use property reimagined for modern living, completed in 2026.
    Where is this mixed-use property located?
    The property is located at 419 Simonton Street Key West, FL.
    What is the asking price?
    The asking price for this property is $1,375,000.
    What are key features of this property?
    This property features: Completely renovated in January 2026 with all new systems, surfaces, and finishes.; Located in the desirable X‑500 flood zone on one of the highest elevation blocks in Old Town Key West.; Offered fully furnished with bespoke interiors by Ben Teague Design.
    More about this property
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