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Sold for $2,700,000
  • $2,700,000

    529 Simonton St, Key West, FL 33040

    4beds
    1,800sqft
    Single Family Residence
    Built in 1889
    3,484 Square Feet Lot
    $2,700,900 Zestimate®
    $1,500/sqft
    $7,608 Estimated rent

    Home value

    $2,700,900

    $2.43M - $3.00M

    $7,608/mo

    Zestimate® history
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    What's special

    Private porchCustom staircaseExpansive tropical oasisNew metal roofGas rangeCharming architectureBeautiful brazilian pecan floors
    X Flood Zone 13ft above sea-level! Gorgeous CONCH home in the ultimate Old Town location - only one block from Duval, in a neighborhood lined with historic homes! Live in the heart of Old Town where charming architecture, iconic streetscapes, and Key West's finest restaurants and shops are right outside your door. This beautifully restored 1889 Conch home has been completely renovated in 2022 to the studs, blending historic character with sophisticated modern upgrades. Currently configured as a single family home, open-concept living area, 10 ft ceilings and restored Dade County Pine throughout. The great room flows into the chef's kitchen featuring high-end Café appliances, gas range, and custom cast-in-place concrete countertops. A bespoke bar framed with antique doors creates the perfect spot to prepare a cocktail before stepping onto your private porch. Two inviting first-floor guest rooms share a luxurious bath with a deep 17'' soaking tub. The custom staircase leads to a serene primary suite offering a private balcony overlooking picturesque Simonton Street, a custom walk-in closet, and a spa-style en-suite bathroom with rain shower, jets, sprayer, and dual vanity. Step outside to your expansive tropical oasis featuring a new pool with waterfall, electric heater and chiller. Off-street parking accommodates 2-3 vehicles plus golf cart/UTV. The home boasts extensive upgrades including: new metal roof, impact windows and doors, beautiful Brazilian pecan floors, spray-foamed insulation, steel interior framing, new plumbing/electrical/HVAC systems, tankless gas water heater with instant-hot pump. The property maintains legal duplex zoning and can be easily returned to two units. A 3 bedroom 2 bathroom residence and a large, separately metered 1 bed 1 bath apartment. —with its own private side entrance, full kitchen, living room and bath. 3 electric meters, 2 water meters, located in the conditional transient receiver zone (buyer to verify uses with the City).

    Zillow last checked:

    Listing updated:

    Listed by:

    Lisa Swanson 305-924-3777,

    The Agency Florida Keys

    Bought with:

    Lisa Swanson, BK3226537

    The Agency Florida Keys

    Source: FLKMLS,MLS#: 617467MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air, Wall/Window Unit(s), Ceiling Fans(s)
    Appliances
    • Included: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Gas Appliances, Wine Cooler
    Features
    • Smart Thermostat, Dade County Pine, Walk-in Closet(s), Bar
    • Flooring: Wood
    Interior area
    • Total structure area: 1,800
    • Total interior livable area: 1,800 sqft

    Property

    Parking
    • Parking features: Open
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Open Porch/Balcony, Deck, Patio
    • Exterior features: Lighting
    • Has private pool: Yes
    • Pool features: In Ground, Concrete
    • Fencing: Fenced
    Lot
    • Size: 3,484 Square Feet
    Details
    • Parcel number: 00009260000000
    • Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Conch
    • Property subtype: Single Family Residence
    Materials
    • Frame
    Condition
    • Year built: 1889

    Utilities & green energy

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

    Community & HOA

    Community
    • Security: Security Gate
    • Subdivision: Old Town - Unrecord (1.0)
    HOA
    • Has HOA: No
    • Services included: None
    Location
    • Region: Key West

    Financial & listing details

    • Price per square foot: $1,500/sqft
    • Tax assessed value: $1,456,685
    • Annual tax amount: $10,431
    • Date on market: 11/25/2025

    Price history

    DateEventPrice
    8/3/2026Sold$2,700,000-3.5%$1,500/sqft
    Source: FLKMLS #617467 Report a problem
    7/21/2026Contingent$2,799,000$1,555/sqft
    Source: FLKMLS #617467 Report a problem
    7/21/2026Pending sale$2,799,000$1,555/sqft
    Source: FLKMLS #617467 Report a problem
    7/14/2026Contingent$2,799,000$1,555/sqft
    Source: Key West AOR #617467 Report a problem
    5/2/2026Price change$2,799,000-1.6%$1,555/sqft
    Source: FLKMLS #617467 Report a problem
    3/27/2026Price change$2,845,000-1.7%$1,581/sqft
    Source: Key West AOR #617467 Report a problem
    2/7/2026Price change$2,895,000-2.7%$1,608/sqft
    Source: FLKMLS #617467 Report a problem
    11/25/2025Listed for sale$2,975,000+10.2%$1,653/sqft
    Source: FLKMLS #617467 Report a problem
    3/20/2023Listing removed--
    Source: FLKMLS #604487 Report a problem
    3/9/2023Listed for sale$2,700,000+260%$1,500/sqft
    Source: FLKMLS #604486 Report a problem
    7/16/2021Sold$750,000$417/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$11,149 +6.9%$1,085,059 +10%
    2024$10,431 +6.2%$986,417 +10%
    2023$9,820 +28.8%$896,743 +10%
    2022$7,622 +17.5%$815,221 +26.8%
    2021$6,486 +5.5%$643,009 +5.9%
    2020$6,148 $607,403 +1%
    2019$6,148 +0.1%$601,556 -8.1%
    2018$6,139 +0.4%$654,874
    2017$6,116 +3.4%$654,874 +6.3%
    2016$5,915 +2.3%$615,814 +12.4%
    2015$5,782 $547,993
    Find assessor info on the county website

    Neighborhood: Old Town

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $2,700,900
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $2,700,900