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  • Listed by: Homestead Real Estate • Tom D Priday
    Price cut: $5K (7/28)
    $459,900

    1555 Madison St #530, Fredericktown, MO 63645

    2beds
    2,697sqft
    : 
    $2,876/mo
    Get pre-qualified
    Single Family Residence
    Built in 2016
    9.56 Acres Lot
    $-- Zestimate®
    $171/sqft
    $-- HOA

    What's special

    Gas fireplaceStainless steel appliancesBeautiful hand-built barHot tubLarge family room
    Historic Charm Meets Modern Comfort on 9.56 Acres: Step back in time without sacrificing today's conveniences! This stunning 160+ year old log home, once a schoolhouse, was carefully taken down and beautifully rebuilt in 2016-preserving its rich history while incorporating modern upgrades throughout. Nestled on 9.56 acres just minutes from Fredericktown, MO, this one-of-a-kind property offers privacy at the end of a dead-end county-maintained road with breathtaking views from the inviting wraparound porch. Inside, the home features 2 bedroom and 3 full baths, with 1,544 sq ft on the main level and 2,697 sq ft of total living space. The main floor includes a spacious primary suite with a walk-in closet, granite countertops in the kitchen, stainless steel appliances, and a cozy living room anchored by a wood-burning stove capable of heating the home. The full walk-out basement expands your living and entertaining space with a large family room, beautiful hand-built bar, gas fireplace, 2 sleeping rooms and another full bath. This added space is perfect for guest, extended family, or entertaining! Additional features include a 3-car detached garage with breezeway, peaceful country sitting, hot tub, great hunting, and the convenience of being just minutes from town. This rare blend of history, acreage, and modern comfort doesn't come along often, schedule your private showing today!
    141 days
    |
    327
    |
    17
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Tom D Priday 573-783-4600,

    Homestead Real Estate

    Source: MARIS,MLS#: 26013356MLS LogoOriginating MLS: Mineral Area Board of REALTORS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 3
      • Full bathrooms: 3
      • Main level bathrooms: 2
      • Main level bedrooms: 2
      Heating
      • Heat Pump
      Cooling
      • Ceiling Fan(s), Central Air, Heat Pump
      Features
      • Has fireplace: No
      Interior area
      • Total structure area: 2,697
      • Total interior livable area: 2,697 sqft
      • Finished area above ground: 1,544
      • Finished area below ground: 1,153

      Property

      Parking
      • Parking features: Garage
      • Has garage: Yes
      Features
      • Levels: One
      • Has private pool: Yes
      • Has view: Yes
      Lot
      • Size: 9.56 Acres
      • Dimensions: 9.56 acres
      • Features: Adjoins Wooded Area, Heavy Woods, Near Golf Course, Views
      Details
      • Parcel number: 066.014000000001.004
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cabin,Craftsman
      • Property subtype: Single Family Residence
      Materials
      • Fiber Cement, Log
      • Roof: Metal
      Condition
      • Year built: 2016

      Utilities & green energy

      • Electric: Single Phase, 220 Volts
      • Sewer: Septic Tank
      • Water: Private, Well
      • Utilities for property: Electricity Connected

      Community & HOA

      Community
      • Subdivision: Riverbend Estates
      HOA
      • Has HOA: No
      Location
      • Region: Fredericktown

      Financial & listing details

      • Price per square foot: $171/sqft
      • Annual tax amount: $2,114
      • Date on market: 3/10/2026
      • Cumulative days on market: 141 days
      • Listing terms: Cash,Conventional,FHA,USDA Loan,VA Loan
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/28/2026Price change$459,900-1.1%$171/sqft
        Source: MARIS #26013356 Report a problem
        6/23/2026Price change$464,900-3.1%$172/sqft
        Source: MARIS #26013356 Report a problem
        3/30/2026Price change$479,900-1%$178/sqft
        Source: MARIS #26013356 Report a problem
        3/10/2026Listed for sale$484,900+3.2%$180/sqft
        Source: MARIS #26013356 Report a problem
        1/4/2026Listing removed$469,999$174/sqft
        Source: MARIS #25016067 Report a problem
        11/2/2025Price change$469,999-1.6%$174/sqft
        Source: MARIS #25016067 Report a problem
        10/16/2025Price change$477,500-0.5%$177/sqft
        Source: MARIS #25016067 Report a problem
        10/1/2025Price change$479,999-0.5%$178/sqft
        Source: My State MLS #11563952 Report a problem
        9/16/2025Price change$482,499-0.5%$179/sqft
        Source: MARIS #25016067 Report a problem
        8/27/2025Listed for sale$484,999-1%$180/sqft
        Source: MARIS #25016067 Report a problem
        6/27/2025Listing removed$489,999$182/sqft
        Source: MARIS #25016067 Report a problem
        5/20/2025Price change$489,999-2%$182/sqft
        Source: MARIS #25016067 Report a problem
        4/21/2025Price change$499,999-2%$185/sqft
        Source: MARIS #25016067 Report a problem
        3/21/2025Listed for sale$509,999$189/sqft
        Source: MARIS #25016067 Report a problem

        Public tax history

        Tax history is unavailable.

        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: 63645

        Getting around

        0 / 100
        Car-Dependent
        6 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Fredericktown Elem.
        • Middle: Fredericktown Middle
        • High: Fredericktown High

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

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