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For sale
  • $2,990,000

    1327 Whitehead St, Key West, FL 33040

    4beds
    1,787sqft
    : 
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    Single Family Residence
    Built in 2018
    2,178 Square Feet Lot
    $2,807,600 Zestimate®
    $1,673/sqft
    $138/mo HOA

    What's special

    Metal roofFour spacious bedroomsExpansive rooftop deckAbundance of storageExpansive master suiteThree modern bathroomsSoaring vaulted ceilings
    Modern luxury meets historic charm at this ultimate Key West sanctuary! Experience the pinnacle of island living in this stunning multi-story home built in 2018. Situated on the largest and most private parcel within an exclusive gated community, this home offers a rare combination of space and privacy in an unbeatable location. Tucked away off Whitehead Street, you'll be just steps from the Southernmost Point, access to the beach, and Duval Street. The crown jewel of this home is the expansive rooftop deck-- offering breathtaking views of the Atlantic Ocean and Old Town, coupled with refreshing breezes all day long. Built for peace of mind, the home features termite-resistant Hardie board siding, a metal roof, and impact rated doors and windows throughout. Inside, the open-concept first floor is an entertainer's dream, anchored by a chef-inspired kitchen with a large island that flows seamlessly into the living room. The 1,787 sq ft floor plan features four spacious bedrooms and three modern bathrooms, offering plenty of space for both privacy and entertaining, in addition to an abundance of storage - a rarity in Key West. The expansive master suite is a true luxury retreat, highlighted by soaring vaulted ceilings and an oversized en-suite bathroom. The outdoor space is equally as impressive, with a saltwater pool that includes a dual-temp heater (installed in late 2022) for year-round comfort. The IPE wood pool deck offers ample room for lounging, grilling, and dining, complemented by custom landscaping. Enjoy the security and tranquility of a well-managed HOA with low fees and active management, ensuring your property value remains protected. Whether you're seeking a primary residence or a high-performing vacation rental investment, this property is being sold completely turnkey. Complete with designated off-street parking and low insurances, this home truly has it all.
    84 days
    |
    1,227
    |
    52
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Rodney Culiver 863-398-8623,

    Last Key Realty, Inc (KW),

    Christopher B Santry 305-304-1933,

    Last Key Realty, Inc (KW)

    Source: FLKMLS,MLS#: 619459MLS LogoOriginating MLS: Key West Association

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Cooling
      • Central Air, Ceiling Fans(s)
      Appliances
      • Included: Washer, Stainless Steel Appliance(s), Freezer, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
      Features
      • Doors: Impact Rstnce Doors
      • Windows: Impact Rstnce Window
      • Furnished: Yes
      Interior area
      • Total interior livable area: 1,787 sqft

      Property

      Parking
      • Total spaces: 1
      • Parking features: Assigned
      Features
      • Patio & porch: Roof Top Deck, Patio
      • Has private pool: Yes
      • Pool features: Heated, In Ground
      • Has view: Yes
      • View description: Ocean
      • Has water view: Yes
      • Water view: Ocean
      • Waterfront features: None, Dockage: None
      Lot
      • Size: 2,178 Square Feet
      • Features: Less Than 1/4 Acre
      Details
      • Parcel number: 00036180000500
      • Zoning: HHDR
      • Zoning description: Historic High Density Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Hardi Board Siding
      • Roof: Metal
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 2018

      Utilities & green energy

      • Sewer: Public Sewer
      • Utilities for property: Buyer to Verify

      Community & HOA

      Community
      • Subdivision: Filer Boyle Sub (1.0)
      HOA
      • Has HOA: Yes
      • Services included: Maintenance Grounds
      • HOA fee: $138 monthly
      Location
      • Region: Key West

      Financial & listing details

      • Price per square foot: $1,673/sqft
      • Tax assessed value: $2,146,363
      • Annual tax amount: $18,218
      • Date on market: 4/13/2026
      • Listing terms: Cash,Conventional

        Estimated market value

        $2,807,600

        $2.67M - $2.95M

        $6,346/mo

        Price history

        DateEventPrice
        4/13/2026Listed for sale$2,990,000+35.4%$1,673/sqft
        Source: FLKMLS #619459 Report a problem
        2/7/2022Sold$2,209,000+0.5%$1,236/sqft
        Source: FLKMLS #598887 Report a problem
        1/3/2022Contingent$2,199,000$1,231/sqft
        Source: FLKMLS #598887 Report a problem
        12/20/2021Listed for sale$2,199,000+2.3%$1,231/sqft
        Source: FLKMLS #598887 Report a problem
        12/13/2021Listing removed--
        Source: Key West AOR #597343 Report a problem
        11/19/2021Price change$2,149,000-2.3%$1,203/sqft
        Source: FLKMLS #597343 Report a problem
        11/2/2021Price change$2,199,000-2.3%$1,231/sqft
        Source: FLKMLS #597343 Report a problem
        8/17/2021Listed for sale$2,250,000$1,259/sqft
        Source: FLKMLS #597343 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$18,218 +9.6%$2,146,363 +7.2%
        2024$16,625 +1.5%$2,002,041 +3%
        2023$16,374 +16.9%$1,943,730 +22.2%
        2022$14,007 +7%$1,590,337 +10%
        2021$13,088 +0.5%$1,445,761 +0.2%
        2020$13,021 $1,442,573 -2.5%
        2019$13,021 -3.3%$1,479,404 +459.2%
        2018$13,459 $264,577

        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: Upper Duvall

        Getting around

        87 / 100
        Very Walkable
        28 / 100
        Some Transit
        79 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating

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