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New construction
  • $1,995,000

    419 Simonton St #C, Key West, FL 33040

    2beds
    1,409sqft
    : 
    $12,581/mo
    Get pre-qualified
    Condominium
    Built in 2026
    -- sqft lot
    $1,981,400 Zestimate®
    $1,416/sqft
    $527/mo HOA

    What's special

    Thoughtful finishesMetal roofTwo-bedroom two-and-a-half-bath homeBuilt-in cabinetrySecluded patioWood flooringImpact-rated windows and doors
    Old Town has plenty of history. What it rarely has is a brand-new secret. Privately positioned behind one of Simonton Street's most storied facades, 419 Simonton Street C is a freestanding 2026 residence with no shared walls and a world of its own. Fully furnished with a curated interiors package by Ben Teague Design, this two-bedroom, two-and-a-half-bath home pairs clean-lined architecture with the relaxed rhythm of Key West. Cathedral ceilings elevate both bedrooms, while impact-rated windows and doors, wood flooring, built-in cabinetry, walk-in closets and thoughtful finishes bring refinement and ease to the approximately 1,409-square-foot interior. At the center of the home, a streamlined kitchen featuring Fisher & Paykel and Bosch appliances, a walk-in pantry and under-cabinet lighting is designed to transition effortlessly from morning coffee to evening cocktails. Outdoors, vibrant tropical landscaping surrounds a private heated pool with a tranquil water feature, secluded patio and outdoor shower. Dedicated parking for a golf cart or small vehicle, separate utility meters, a metal roof and an X flood-zone location provide the practical advantages buyers rarely find in Old Town. Part of an intimate three-residence setting, Unit C offers the privacy of a standalone home, the simplicity of condominium ownership and convenient access to Old Town's celebrated restaurants, galleries, waterfront and nightlife. Entirely new, quietly hidden and ready to enjoy from day one.
    1 day
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    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Team Kaufelt 305-393-1267,

    Truman & Co. (KW)

    Source: FLKMLS,MLS#: 621400MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Cooling
      • Central Air, Ceiling Fans(s)
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer
      Features
      • Built-in Features, Walk-in Closet(s)
      • Flooring: Wood
      • Furnished: Yes
      Interior area
      • Total structure area: 1,409
      • Total interior livable area: 1,409 sqft

      Property

      Features
      • Patio & porch: Patio
      • Exterior features: Rain Gutters, Outdoor Shower, Water Display
      • Has private pool: Yes
      • Pool features: In Ground
      • Fencing: Fenced,Privacy
      Lot
      • Size: 1,704 Square Feet
      Details
      • Parcel number: 00006340000000
      • Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium
      Materials
      • Frame, Hardi Board Siding
      Condition
      • New Construction
      • New construction: Yes
      • Year built: 2026

      Utilities & green energy

      • Utilities for property: Water Separate Meter, Elect Separate Meter

      Community & HOA

      Community
      • Subdivision: Old Town - Unlisted (1.0)
      HOA
      • Has HOA: Yes
      • Services included: Common Area Mnt
      • HOA fee: $527 monthly
      Location
      • Region: Key West

      Financial & listing details

      • Price per square foot: $1,416/sqft
      • Annual tax amount: $13,468
      • Date on market: 9/25/2026
      • Listing terms: Cash,Conventional

        Estimated market value

        $1,981,400

        $1.88M - $2.08M

        $6,753/mo

        Price history

        DateEventPrice
        9/25/2026Listed for sale$1,995,000-3.6%$1,416/sqft
        Source: FLKMLS #621400 Report a problem
        8/1/2026Listing removed$2,070,000$1,469/sqft
        Source: Key West AOR #618252 Report a problem
        3/11/2026Price change$2,070,000-5.3%$1,469/sqft
        Source: Key West AOR #618252 Report a problem
        1/22/2026Listed for sale$2,185,000$1,551/sqft
        Source: FLKMLS #618252 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

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        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Historic Seaport

        Getting around

        28 / 100
        Some Transit

        Nearby schools

        GreatSchools rating

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