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Sold for $5,700,000
  • $5,700,000

    522 Simonton St, Key West, FL 33040

    5beds
    3,342sqft
    Single Family Residence
    Built in 1869
    6,534 Square Feet Lot
    $5,711,200 Zestimate®
    $1,706/sqft
    $7,830 Estimated rent

    Home value

    $5,711,200

    $4.97M - $6.57M

    $7,830/mo

    Zestimate® history
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    What's special

    Private porchOutdoor kitchenLush tropical landscapingOutdoor oasis
    Historic Luxury Meets Modern Elegance in Old Town Key West! Step into a piece of Key West history with this remarkable home built in 1869 by Robert Watson, now completely reimagined as a luxury retreat while preserving its historic charm. Located on iconic lower Simonton Street, X Flood, this 6,608 sq ft sanctuary boasts 3,342 sq ft of living space with 5 en-suite bedrooms, including two primary suites, each with its own unique luxuries. The 1st-floor suite offers a jetted shower with chromotherapy lighting, while the 2nd-floor suite includes a private porch and soaking tub. This estate blends old-world craftsmanship with modern amenities, featuring a gourmet chef's kitchen with Viking, KitchenAid, and Bosch appliances, plus a separate dining room with a private porch—perfect for morning coffee. The spacious great room, with 20-foot retractable doors, opens directly to the outdoor oasis where you'll find an 18,000-gallon saltwater pool with swim-up bar, waterfall, and color LED lighting, plus a separate spa for ultimate relaxation. The detached guest house with kitchenette is ideal for visitors or extended family. Entertain outdoors with the fully equipped outdoor kitchen and al-fresco dining areas surrounded by lush tropical landscaping for complete privacy. Historic touches, including restored windows, doors, and custom woodwork, blend seamlessly with modern upgrades like a whole-house Generac generator, hurricane shutters, and advanced smart-home technology—control everything from pool settings to security from your phone. With gated parking for 3 cars, EV charging station, and just steps from the best dining and entertainment in Key West, this estate offers the rare opportunity to own a piece of history while enjoying unparalleled luxury. Don't miss out on a home that offers everything you've been searching for, and more! Step into Luxury! For the Discerning Few: Arrange Your Exclusive Private Showing Today! Video Tour https://tinyurl.com/522Si

    Zillow last checked:

    Listing updated:

    Listed by:

    Lisa Swanson,

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    Bought with:

    outside of mls

    Outside Of MLS

    Source: FLKMLS,MLS#: 612059MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 6
    • Full bathrooms: 5
    • 1/2 bathrooms: 1
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air, Ceiling Fans(s)
    Appliances
    • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Gas Appliances, Ice Maker, Wine Cooler, Stainless Steel Appliance(s)
    • Laundry: Laundry Room
    Features
    • Smart Thermostat, Built-in Features, Dade County Pine, Storage, Walk-in Closet(s), Bar, Quartz Countertops
    • Flooring: Combination
    • Attic: Pull Down Stairs
    Interior area
    • Total structure area: 3,342
    • Total interior livable area: 3,342 sqft

    Property

    Parking
    • Parking features: Garage Door Opener
    • Has garage: Yes
    Features
    • Patio & porch: Open Porch/Balcony, Deck, Lanai
    • Exterior features: Bar, Built-in Barbecue, Rain Gutters, Lighting, Outdoor Kitchen, Outdoor Shower, Storage, Water Display
    • Has private pool: Yes
    • Pool features: In Ground, Salt Water, Concrete, Decked
    • Has spa: Yes
    • Spa features: Heated
    • Fencing: Fenced,Privacy
    Lot
    • Size: 6,534 Square Feet
    • Dimensions: 58.5 x 113
    Details
    • Additional structures: Guest House
    • Parcel number: 00009320000000
    • Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
    • Other equipment: Generator, Irrigation Equipment

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Frame
    Condition
    • Year built: 1869

    Utilities & green energy

    • Electric: Cat 5

    Community & HOA

    Community
    • Security: Security Gate, On Premises System, Security System
    • Subdivision: Old Town - Unlisted (1.0)
    HOA
    • Has HOA: No
    • Services included: None
    Location
    • Region: Key West

    Financial & listing details

    • Price per square foot: $1,706/sqft
    • Tax assessed value: $3,107,636
    • Annual tax amount: $17,688
    • Date on market: 11/1/2024
    • Listing terms: Cash,Conventional

    Price history

    DateEventPrice
    3/17/2025Sold$5,700,000-7.3%$1,706/sqft
    Source: FLKMLS #612059 Report a problem
    2/26/2025Pending sale$6,150,000$1,840/sqft
    Source: FLKMLS #612059 Report a problem
    11/1/2024Listed for sale$6,150,000+0.7%$1,840/sqft
    Source: Key West AOR #612059 Report a problem
    11/1/2024Listing removed$6,105,000$1,827/sqft
    Source: FLKMLS #607237 Report a problem
    9/3/2024Listed for sale$6,105,000$1,827/sqft
    Source: Key West AOR #607237 Report a problem
    8/19/2024Listing removed--
    Source: Key West AOR #607237 Report a problem
    6/17/2024Price change$6,105,000-10.9%$1,827/sqft
    Source: Key West AOR #607237 Report a problem
    11/1/2023Listed for sale$6,850,000+426.9%$2,050/sqft
    Source: Key West AOR #607237 Report a problem
    2/6/2018Sold$1,300,000-13%$389/sqft
    Source: FLKMLS #122609 Report a problem
    11/28/2017Listed for sale$1,495,000$447/sqft
    Source: Truman & Co. (KW) #122609 Report a problem
    7/28/2017Listing removed$1,495,000$447/sqft
    Source: Truman & Co. Real Estate Services #122609 Report a problem
    4/7/2016Price change$1,495,000-9.4%$447/sqft
    Source: Truman & Co. #122609 Report a problem
    1/2/2016Listed for sale$1,649,999+94.1%$494/sqft
    Source: Truman & Co. #122609 Report a problem
    3/28/2005Sold$850,000$254/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$18,538 +3.2%$2,226,766 +2.9%
    2024$17,959 +1.5%$2,164,010 +3%
    2023$17,689 +19.5%$2,100,981 +18%
    2022$14,797 +203.5%$1,779,931 +224.4%
    2021$4,876 +1.7%$548,603 +1.4%
    2020$4,795 $541,135 +2.3%
    2019$4,795 +1.5%$528,969 -18.5%
    2018$4,724 -24.5%$648,875 -10.7%
    2017$6,257 -10.5%$726,422 +12.1%
    2016$6,995 +4.3%$648,040 -15.2%
    2015$6,704 $764,144
    Find assessor info on the county website

    Neighborhood: Old Town

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $5,711,200
    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
    $5,711,200