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Sold for $1,925,000
  • $1,925,000

    3801 Flagler Ave, Key West, FL 33040

    2beds
    1,702sqft
    Single Family Residence
    Built in 2011
    9,583 Square Feet Lot
    $1,890,100 Zestimate®
    $1,131/sqft
    $4,635 Estimated rent

    Home value

    $1,890,100

    $1.80M - $1.98M

    $4,635/mo

    Zestimate® history
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    What's special

    Bold design and thoughtful details set 3801 Flagler apart. This is not a copy-and-paste Key West home—it's the personal residence of an architect and a real estate broker, created to balance striking style with everyday comfort. Set on a generous 9,500 sq ft corner lot, the property features two distinct structures. The main residence showcases soaring 18-foot vaulted ceilings, a chef's kitchen with gas cooking and stainless appliances, a serene bedroom suite, and a spa-inspired bath. A sculptural concrete-and-metal stair leads to a versatile loft, perfect for reading, work, or creative retreat. The detached, oversized two-car garage, built in 2021 is rare for Key West—not just for storage but also climate-controlled, making it ideal as a gym, workshop, or (music) studio. Above, a 696 sq ft guest suite offers treetop privacy with flexible living space, bedroom, full bath, coffee bar, and a walk-in closet. Elevated above FEMA flood zone AE-8 and recently improved, the home is built for longevity and ease of ownership, with a whole-house generator for peace of mind during power outages. Outdoor spaces are just as intentional: a two-tier saltwater pool and deck framed by mature landscaping, coastal breezes, and custom corrugated metal and wood fencing that doubles as a design statement and privacy screen. For collectors, the restored 1974 Toyota Land Cruiser currently housed in the garage is available under separate negotiation. With its combination of architecture, flexibility, and outdoor living, 3801 Flagler delivers more than just a residence—it's a modern island compound with expansion potential, now priced to sell.

    Zillow last checked:

    Listing updated:

    Listed by:

    Bo Jesper Ek 305-304-2703,

    Your Keys Real Estate, LLC

    Bought with:

    Joseph R Bracciale, Jr., 3233298

    Select Properties of NWFL

    Source: FLKMLS,MLS#: 617124MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air, Heat Pump, Ceiling Fans(s)
    Appliances
    • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Gas Appliances, Stainless Steel Appliance(s)
    Features
    • Low Flow Plumbing Fixtures, Built-in Features, Storage, Quartz Countertops, Wired for Sound, Loft
    • Flooring: Tile, Wood
    Interior area
    • Total structure area: 1,702
    • Total interior livable area: 1,702 sqft

    Property

    Parking
    • Parking features: Garage Door Opener
    • Has garage: Yes
    Features
    • Patio & porch: Open Porch/Balcony, Deck
    • Exterior features: Rain Gutters, Lighting, Outdoor Kitchen
    • Has private pool: Yes
    • Pool features: In Ground, Salt Water, Concrete, Decked
    • Fencing: Fenced,Privacy
    Lot
    • Size: 9,583 Square Feet
    • Dimensions: 95X100
    Details
    • Additional structures: Guest House, Shed(s)
    • Parcel number: 00052000000000
    • Zoning: SF - Single Family
    • Other equipment: Irrigation Equipment

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Frame, Other, Hardi Board Siding
    Condition
    • Updated/Remodeled
    • New construction: No
    • Year built: 2011

    Utilities & green energy

    • Electric: Cat 5
    • Utilities for property: Water Separate Meter, Cable Available

    Community & HOA

    Community
    • Subdivision: Key West Fwdn Sub (4.0)
    HOA
    • Has HOA: No
    • Services included: None
    Location
    • Region: Key West

    Financial & listing details

    • Price per square foot: $1,131/sqft
    • Tax assessed value: $928,866
    • Annual tax amount: $4,885
    • Date on market: 12/8/2025
    • Listing terms: No Seller Finance,Cash,Conventional,FHA

    Price history

    DateEventPrice
    8/5/2026Listing removed$1,990,000$1,169/sqft
    Source: Key West AOR #619727 Report a problem
    6/30/2026Price change$1,990,000-7.4%$1,169/sqft
    Source: Key West AOR #619727 Report a problem
    5/2/2026Listed for sale$2,150,000+11.7%$1,263/sqft
    Source: FLKMLS #619727 Report a problem
    1/9/2026Sold$1,925,000-3.5%$1,131/sqft
    Source: FLKMLS #617124 Report a problem
    12/23/2025Pending sale$1,995,000$1,172/sqft
    Source: FLKMLS #617124 Report a problem
    12/8/2025Contingent$1,995,000$1,172/sqft
    Source: Key West AOR #617124 Report a problem
    12/8/2025Listed for sale$1,995,000$1,172/sqft
    Source: FLKMLS #617124 Report a problem
    12/8/2025Pending sale$1,995,000$1,172/sqft
    Source: FLKMLS #617124 Report a problem
    11/1/2025Listed for sale$1,995,000-10.2%$1,172/sqft
    Source: Key West AOR #617124 Report a problem
    5/1/2025Listing removed$2,222,000$1,306/sqft
    Source: FLKMLS #612549 Report a problem
    4/9/2025Price change$2,222,000-10.9%$1,306/sqft
    Source: FLKMLS #612549 Report a problem
    2/3/2025Price change$2,495,000-7.4%$1,466/sqft
    Source: FLKMLS #612549 Report a problem
    12/5/2024Listed for sale$2,695,000+399.1%$1,583/sqft
    Source: FLKMLS #612549 Report a problem
    12/15/2017Sold$540,000-9.8%$317/sqft
    Source: FLKMLS #577371 Report a problem
    11/8/2017Listed for sale$599,000$352/sqft
    Source: Florida Keys Real Estate Co. #577371 Report a problem
    9/1/2017Listing removed$599,000$352/sqft
    Source: Florida Keys Real Estate Co. #573462 Report a problem
    2/11/2017Price change$599,000-7.7%$352/sqft
    Source: Florida Keys Real Estate Co. #573462 Report a problem
    1/5/2017Listed for sale$649,000+511.1%$381/sqft
    Source: Florida Keys Real Estate Co. #573462 Report a problem
    7/13/1999Sold$106,200$62/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$5,102 +4.4%$593,168 +2.9%
    2024$4,886 +1.8%$576,451 +3%
    2023$4,801 +11%$559,662 +9.5%
    2022$4,324 -2.1%$510,886 +3%
    2021$4,415 +1.7%$496,006 +1.4%
    2020$4,341 $489,158 +0.5%
    2019$4,341 -0.2%$486,673 +6.3%
    2018$4,351 -4.1%$457,875 +28.4%
    2017$4,536 +23.2%$356,488 +86.5%
    2016$3,680 +97.8%$191,146 +0.7%
    2015$1,861 $189,817
    Find assessor info on the county website

    Neighborhood: New Town

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $1,890,100
    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
    $1,890,100