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For sale
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    • Price cut: $100K (5/27)
    $2,395,000

    319 Grinnell St, Key West, FL 33040

    3beds
    1,456sqft
    : 
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    Single Family Residence
    Built in 1924
    3,049 Square Feet Lot
    $2,260,900 Zestimate®
    $1,645/sqft
    $-- HOA

    What's special

    Inviting porchesClassic architecture
    Introducing 319 Grinnell Street, a captivating residence in the heart of Key West's Historic Seaport, where charm and character abound. This beautifully framed Key West-style home reflects the rich tapestry of the area's history, showcasing classic architecture with inviting porches and intricate details that honor the past.Nestled among a collection of historic homes, 319 Grinnell Street offers a serene escape while remaining close to the vibrant pulse of the seaport. The Historic Seaport is a treasure trove of maritime heritage, featuring streets lined with art galleries, eclectic shops, and gourmet dining options. This lively district, once the center of the island's shipping trade, now celebrates Key West's legacy through its well-preserved structures and vibrant community life.Owning 319 Grinnell Street means immersing yourself in a lifestyle rich with culture and history. Enjoy leisurely strolls along the quaint streets, where the scent of jasmine and the sounds of laughter fill the air. This home is not just a residence; it's an invitation to embrace the unique spirit of Key West, making it a perfect sanctuary for those who value both tradition and modern living.Experience the allure of 319 Grinnell Street, where historic charm meets contemporary comfort in the heart of the enchanting Historic Seaport. Professional Vacation Rental Management is available for this property. Call for a showing today.
    133 days
    |
    449
    |
    19
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Darrin N Smith 305-849-8683,

    Key West Luxury Real Estate Inc (KW)

    Source: FLKMLS,MLS#: 618819MLS LogoOriginating MLS: Key West Association

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Appliances
      • Included: Washer, Stainless Steel Appliance(s), Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
      Interior area
      • Total interior livable area: 1,456 sqft
      Video & virtual tour

      Property

      Features
      • Has private pool: Yes
      • Pool features: In Ground, Concrete
      • Water view: None
      • Waterfront features: None, Dockage: None
      Lot
      • Size: 3,049 Square Feet
      • Features: Less Than 1/4 Acre
      Details
      • Parcel number: 00002680000000
      • Zoning: HMDR
      • Zoning description: Historic Medium Density Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Frame
      Condition
      • Year built: 1924

      Utilities & green energy

      • Electric: Elect Separate Meter
      • Sewer: Public Sewer
      • Utilities for property: FKAA

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $1,645/sqft
      • Tax assessed value: $1,989,674
      • Annual tax amount: $16,929
      • Date on market: 2/26/2026

        Estimated market value

        $2,260,900

        $2.15M - $2.37M

        $5,642/mo

        Price history

        DateEventPrice
        5/27/2026Price change$2,395,000-4%$1,645/sqft
        Source: Key West AOR #618819 Report a problem
        2/26/2026Listed for sale$2,495,000+26.3%$1,714/sqft
        Source: Key West AOR #618819 Report a problem
        3/1/2022Sold$1,975,000-1.2%$1,356/sqft
        Source: FLKMLS #597533 Report a problem
        11/29/2021Contingent$1,999,000$1,373/sqft
        Source: Key West AOR #597533 Report a problem
        10/27/2021Price change$1,999,000-8.9%$1,373/sqft
        Source: FLKMLS #597533 Report a problem
        9/30/2021Price change$2,195,000-6.4%$1,508/sqft
        Source: FLKMLS #597533 Report a problem
        8/30/2021Listed for sale$2,345,000+90%$1,611/sqft
        Source: Key West AOR #597533 Report a problem
        8/5/2017Sold$1,234,000-9.3%$848/sqft
        Source: FLKMLS #121790 Report a problem
        1/6/2017Price change$1,360,000-9%$934/sqft
        Source: Truman & Co. (KW) #121790 Report a problem
        5/12/2016Price change$1,495,000-5.4%$1,027/sqft
        Source: Truman & Co Inc. #121790 Report a problem
        6/26/2015Listed for sale$1,580,000+412.8%$1,085/sqft
        Source: Truman & Co Inc. #121790 Report a problem
        11/10/2011Sold$308,100+2.9%$212/sqft
        Source: Public Record Report a problem
        9/10/2011Price change$299,500$206/sqft
        Source: Fannie Mae #555807 Report a problem
        9/8/2011Listed for sale--
        Source: foreclosure.com Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$16,929 +2.7%$1,989,674 +3.4%
        2024$16,477 +9.1%$1,924,836 +10%
        2023$15,099 +34.2%$1,749,851 +47.7%
        2022$11,251 +14.2%$1,184,358 +10%
        2021$9,856 +0.3%$1,076,689 0%
        2020$9,829 $1,077,113 -3.5%
        2019$9,829 -4.2%$1,116,176 +7.1%
        2018$10,257 +4.6%$1,042,539 +6.5%
        2017$9,804 +33%$978,713 -6%
        2016$7,372 -3.2%$1,041,390 +22.1%
        2015$7,618 $853,175

        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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: Historic Seaport

        Getting around

        93 / 100
        Walker's Paradise
        27 / 100
        Some Transit
        100 / 100
        Biker's Paradise

        Nearby schools

        GreatSchools rating

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