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Under contract
  • $224,900

    4031 Chesswood Dr, Holiday, FL 34691

    2beds
    1,084sqft
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    Single Family Residence
    Built in 1967
    5,551 Square Feet Lot
    $221,900 Zestimate®
    $207/sqft
    $-- HOA

    What's special

    Beautifully updatedGreat curb appealFresh paintCustom granite countertopsPrivate backyardOpen floor planBeautiful interior
    Under contract-accepting backup offers. Welcome to this beautifully updated, move in ready dream home! Open floor plan, many updates! NEW ROOF IN 2022, NEW AC IN 2026! Fresh Paint, Updated Kitchen and bathrooms, and much more!!!!! Beautiful water resistant lifelock flooring throughout. The cook in your house will appreciate the spacious kitchen featuring all brand new all wood cabinets, custom granite countertops as well as a brand new stainless appliance package. The open floor plan and Private backyard make this home great for entertaining. Great curb appeal and beautiful interior make this home move in ready! Location is PERFECT near shopping, restaurants, schools, parks/recreation facilities, medical plazas, beaches & tourist attractions. MAKE THIS YOUR FUTURE HOME!
    33 days
    |
    693
    |
    74
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Zayne Amin 813-380-8594,

    CHARLES RUTENBERG REALTY INC 727-538-9200

    Source: Stellar MLS,MLS#: TB8520717MLS LogoOriginating MLS: Suncoast Tampa

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Microwave, Range, Refrigerator
      • Laundry: Laundry Room, Other
      Features
      • Built-in Features, Ceiling Fan(s), Open Floorplan, Other, Walk-In Closet(s)
      • Flooring: Laminate
      • Has fireplace: No
      Interior area
      • Total structure area: 1,686
      • Total interior livable area: 1,084 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Garage - Attached
      • Attached garage spaces: 1
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Other, Sidewalk
      Lot
      • Size: 5,551 Square Feet
      Details
      • Parcel number: 162630020.0000.01024.0
      • Zoning: R4
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1967

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Public

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: BUENA VISTA MELODY MANOR ADD
      HOA
      • Has HOA: No
      Location
      • Region: Holiday

      Financial & listing details

      • Price per square foot: $207/sqft
      • Tax assessed value: $193,238
      • Annual tax amount: $3,508
      • Date on market: 6/18/2026
      • Cumulative days on market: 38 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Paved

        Estimated market value

        $221,900

        $211,000 - $233,000

        $1,571/mo

        Price history

        DateEventPrice
        7/18/2026Contingent$224,900$207/sqft
        Source: Stellar MLS #TB8520717 Report a problem
        7/2/2026Listed for sale$224,900$207/sqft
        Source: Stellar MLS #TB8520717 Report a problem
        6/29/2026Pending sale$224,900$207/sqft
        Source: Stellar MLS #TB8520717 Report a problem
        6/18/2026Listed for sale$224,900$207/sqft
        Source: Stellar MLS #TB8520717 Report a problem
        6/17/2026Listing removed$224,900$207/sqft
        Source: Stellar MLS #TB8515708 Report a problem
        6/5/2026Listed for sale$224,900+81.7%$207/sqft
        Source: Stellar MLS #TB8515708 Report a problem
        4/27/2026Sold$123,800-27.2%$114/sqft
        Source: Public Record Report a problem
        11/15/2025Pending sale$170,000$157/sqft
        Source: Stellar MLS #TB8371399 Report a problem
        11/2/2025Listing removed$170,000$157/sqft
        Source: Stellar MLS #TB8371399 Report a problem
        5/8/2025Pending sale$170,000$157/sqft
        Source: Stellar MLS #TB8371399 Report a problem
        5/4/2025Price change$170,000-2.9%$157/sqft
        Source: Stellar MLS #TB8371399 Report a problem
        4/25/2025Listed for sale$175,000$161/sqft
        Source: Stellar MLS #TB8371399 Report a problem
        4/22/2025Pending sale$175,000$161/sqft
        Source: Stellar MLS #TB8371399 Report a problem
        4/19/2025Price change$175,000-2.8%$161/sqft
        Source: Stellar MLS #TB8371399 Report a problem
        4/10/2025Price change$180,000-5.3%$166/sqft
        Source: Stellar MLS #TB8371399 Report a problem
        4/7/2025Listed for sale$190,000-13.6%$175/sqft
        Source: Stellar MLS #TB8371399 Report a problem
        3/21/2023Sold$219,900$203/sqft
        Source: Public Record Report a problem
        2/6/2023Pending sale$219,900$203/sqft
        Source: Stellar MLS #W7850538 Report a problem
        1/23/2023Listed for sale$219,900$203/sqft
        Source: Stellar MLS #W7850538 Report a problem
        12/7/2022Pending sale$219,900$203/sqft
        Source: Stellar MLS #W7850538 Report a problem
        11/29/2022Listed for sale$219,900+45.1%$203/sqft
        Source: Stellar MLS #W7850538 Report a problem
        9/1/2022Sold$151,600+279%$140/sqft
        Source: Public Record Report a problem
        3/9/2012Sold$40,000-11.1%$37/sqft
        Source: Public Record Report a problem
        12/1/2011Price change$45,000-8.2%$42/sqft
        Source: GN Enterprises, LLC #T2491338 Report a problem
        10/17/2011Listed for sale$49,000+48.5%$45/sqft
        Source: GN Enterprises, LLC #T2491338 Report a problem
        9/25/1995Sold$33,000$30/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,476 +5.8%$193,238 +8.1%
        2023$3,284 +86.7%$178,794 +32%
        2022$1,759 +11.9%$135,483 +86.7%
        2021$1,573 +22.7%$72,560 +20.8%
        2020$1,282 +8.6%$60,060 +10%
        2019$1,180 $54,600 -16.9%
        2018$1,180 +10.9%$65,725 +43.4%
        2017$1,065 +17.1%$45,820 +2.4%
        2016$909 +20.2%$44,747 +20%
        2015$757 +4.4%$37,295 +1.9%
        2014$725 $36,611 +3.5%
        2013-- $35,372 -14.7%
        2012-- $41,477 +9.5%
        2011-- $37,874 -1.7%
        2010-- $38,537 -38.3%
        2009-- $62,456 -33.3%
        2008-- $93,643 -8.5%
        2007-- $102,310 +5.7%
        2006-- $96,834 +45.4%
        2005-- $66,593 +18.8%
        2004-- $56,069 +5.5%
        2003-- $53,167 +16.7%
        2002-- $45,569 +28%
        2000-- $35,598
        1999-- $35,598
        Find assessor info on the county website

        Monthly payment

        Est. payment

        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: 34691

        Getting around

        41 / 100
        Car-Dependent
        47 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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