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For sale
  • $99,900

    415 Chestnut St, Lexington, KY 40508

    2beds
    1,024sqft
    : 
    $659/mo
    Get pre-qualified
    Single Family Residence
    Built in 1910
    3,789 Square Feet Lot
    $-- Zestimate®
    $98/sqft
    $-- HOA

    What's special

    Turnkey investment producing $1,500/month, with expansion potential—up to 4 additional properties can be added to maximize cash flow. Property sold as-is.
    23 days
    302
    10

    Zillow last checked:

    Listing updated:

    Listed by:

    Sharon Angelina A Allen 859-797-1491,

    CENTURY 21 Advantage Realty,

    Derrick A Simpson 859-351-8767,

    CENTURY 21 Advantage Realty

    Source: Imagine MLS,MLS#: 26029263MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 1
      • Full bathrooms: 1
      Primary bedroom
      • Level: First
      Bedroom 2
      • Level: First
      Bathroom 1
      • Level: First
      Kitchen
      • Level: First
      Heating
      • Heat Pump
      Cooling
      • Heat Pump
      Features
      • Flooring: Other
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 1,024
      • Total interior livable area: 1,024 sqft
      • Finished area above ground: 1,024
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: On Street
      Features
      • Levels: One
      Lot
      • Size: 3,789 Square Feet
      Details
      • Parcel number: 11076800

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Stone
      • Roof: Shingle
      Condition
      • Year built: 1910

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Other, Phone Connected, Sewer Available, Water Available

      Community & HOA

      Community
      • Subdivision: Downtown
      HOA
      • Has HOA: No
      Location
      • Region: Lexington

      Financial & listing details

      • Price per square foot: $98/sqft
      • Tax assessed value: $58,000
      • Annual tax amount: $717
      • Date on market: 10/22/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $1,204/mo

        Price history

        DateEventPrice
        10/22/2026Listed for sale$99,900-13.1%$98/sqft
        Source: Imagine MLS #26029263 Report a problem
        10/22/2026Listing removed$114,900$112/sqft
        Source: Imagine MLS #26009064 Report a problem
        7/25/2026Price change$114,900-1.8%$112/sqft
        Source: Imagine MLS #26009064 Report a problem
        5/6/2026Price change$117,000-2.5%$114/sqft
        Source: Imagine MLS #26009064 Report a problem
        4/28/2026Price change$119,999+20%$117/sqft
        Source: Imagine MLS #26009064 Report a problem
        4/25/2026Listed for sale$99,999+1900%$98/sqft
        Source: Imagine MLS #26009064 Report a problem
        5/3/2016Sold$5,000-75%$5/sqft
        Source: Imagine MLS #1605661 Report a problem
        4/15/2016Pending sale$20,000$20/sqft
        Source: Lexington - WEICHERT, REALTORS - CKY #1605661 Report a problem
        3/25/2016Listed for sale$20,000+566.7%$20/sqft
        Source: WEICHERT Realtors-CKY #1605661 Report a problem
        2/26/2013Sold$3,000$3/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$717 $58,000
        2024$717 $58,000
        2023$717 +180.7%$58,000 +190%
        2022$255 $20,000
        2021$255 $20,000
        2020$255 $20,000
        2019$255 +300%$20,000 +300%
        2018$64 +4.9%$5,000
        2017$61 -72.8%$5,000 -50%
        2015$224 $10,000 -50%
        2014$224 $20,000
        2012$224 $20,000
        2011-- --
        2010-- --
        2009-- --
        2008-- $20,000
        2006-- --
        2005-- --
        2004-- --
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Duncan Park

        Getting around

        76 / 100
        Very Walkable
        68 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: William Wells Brown
        • Middle: Lexington Trad
        • High: Lafayette

        Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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