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Under contractPrice cut: $110K (3/11)
$1,375,000
2beds
1,123sqft

419 Simonton St #A, Key West, FL 33040

2beds
1,123sqft
Condominium, multi family
Built in 1889
No data
$1,224 price/sqft

What's special

The rare kind of antiquity that comes with all the comforts of today. Built before 1889 and reimagined for modern living, 419 Simonton Street A captures the true spirit of Old Town Key West--authentic, refined, and timeless. Once a mixed-use landmark with a flower shop below and a residence above, the ...

68 days
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744
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25
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Source: FLKMLS,MLS#: 618250MLS LogoOriginating MLS: Key West Association
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked: 7 hours ago

Listing updated: March 27, 2026 at 10:20am

Listed by:

Team Kaufelt 305-393-1267,

Truman & Co. (KW)

Source: FLKMLS,MLS#: 618250MLS LogoOriginating MLS: Key West Association

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, Wine Cooler, Freezer, Disposal, Microwave, Oven, Refrigerator, Dishwasher, Dryer
Features
  • Built-in Cabinets, Walk-In Closet(s)
  • Flooring: Wood
  • Doors: Impact Rstnce Doors
  • Windows: Drapes/Blinds Incl, Window Treatments, Wood Frames, Impact Rstnce Window, Other
  • Furnished: Yes
Interior area
  • Total interior livable area: 1,123 sqft
Video & virtual tour

Property

Features
  • Levels: Two
  • Stories: 2
  • Patio & porch: Open Porch/Balcony
  • Fencing: Privacy
  • Water view: None
  • Waterfront features: None, Dockage: None
Lot
  • Size: 1,704 Square Feet
  • Features: Less Than 1/4 Acre
Details
  • Parcel number: 00006340000000
  • Zoning: HNC
  • Zoning description: (1-3) Hist Nghborhd Comml 1 - 3 Coastal Med

Construction

Type & style
  • Home type: Condo
  • Architectural style: Conch
  • Property subtype: Condominium, Multi Family
Materials
  • Frame
  • Roof: Metal
Condition
  • Year built: 1889

Utilities & green energy

  • Electric: Elect Separate Meter
  • Sewer: Municipal Sewer, Public Sewer
  • Water: Water Separate Meter
  • Utilities for property: FKAA, Buyer to Verify

Community & HOA

Community
  • Features: Fire Hydrant, Bike Paths, Beach
  • Security: Smoke Detector(s)
  • Subdivision: Old Town - Unlisted (1.0)
HOA
  • Has HOA: Yes
  • Services included: Maintenance Grounds
Location
  • Region: Key West

Financial & listing details

  • Price per square foot: $1,224/sqft
  • Annual tax amount: $13,468
  • Date on market: 1/22/2026
  • Listing terms: Cash,Conventional

Price history

DateEventPrice
3/27/2026Contingent$1,375,000$1,224/sqft
Source: Key West AOR #618250 Report a problem
3/11/2026Price change$1,375,000-7.4%$1,224/sqft
Source: FLKMLS #618250 Report a problem
1/22/2026Listed for sale$1,485,000$1,322/sqft
Source: Key West AOR #618250 Report a problem

Public tax history

Tax history is unavailable.

BuyAbility℠ payment

Est. payment
$8,075/mo
Principal & interest
$7135
Property taxes
$940
More affordability tools

    Estimated market value

    $1,307,900

    $1.24M - $1.37M

    $6,267/mo

    Climate risks

    Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

    Neighborhood: Historic Seaport

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