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For sale
    • Price cut: $25K (7/24)
    $899,000

    5499 Winchester Rd, New Market, AL 35761

    4beds
    4,909sqft
    : 
    $5,666/mo
    Get pre-qualified
    Single Family Residence
    Built in ----
    2.2 Acres Lot
    $861,500 Zestimate®
    $183/sqft
    $-- HOA

    What's special

    Charming original cottageMarble countertopsExpansive landCustom cabinetryOriginal hardwood floors throughoutHerringbone brick floorsBeautifully updated kitchen
    A beautifully preserved estate offering timeless elegance & flexibility for commercial or residential use. It's perfect for a family estate, generational living or a grand event venue! Enjoy the main residence, where each bedroom has it's own private bath, a beautifully updated kitchen boasting marble counter tops with custom cabinetry, updated electrical and plumbing, original hardwood floors through out, all with a NEW copper and shingle roof. The charming original cottage offers a full bath & kitchenette, with herringbone brick floors. Even the oversized 3 car garage provides apartment space, all set on expansive land. Open House is July 26th 2-4 pm!
    87 days
    |
    1,255
    |
    86
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Lynnae Hall 256-337-9629,

    Leading Edge R.E. Group-Mad.

    Source: ValleyMLS,MLS#: 21916700MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 2
      • 3/4 bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Master Bedroom, Living Room, Bedroom 2, Dining Room, Bedroom 3, Kitchen, Bedroom 4, Office/Study, Sitting Room, Master Bathroom
      Primary bedroom
      • Features: 12’ Ceiling, Ceiling Fan(s), Smooth Ceiling, Wood Floor, Walk in Closet 2
      • Level: Second
      • Area: 210
      • Dimensions: 15 x 14
      Bedroom 2
      • Features: 10’ + Ceiling, Ceiling Fan(s), Smooth Ceiling, Wood Floor
      • Level: Second
      • Area: 208
      • Dimensions: 13 x 16
      Bedroom 3
      • Features: 10’ + Ceiling, Ceiling Fan(s), Fireplace, Wood Floor
      • Level: Second
      • Area: 208
      • Dimensions: 13 x 16
      Bedroom 4
      • Features: 9’ Ceiling, Wood Floor, Walk-In Closet(s)
      • Level: Second
      • Area: 323
      • Dimensions: 19 x 17
      Primary bathroom
      • Features: 10’ + Ceiling, Double Vanity, Marble, Smooth Ceiling, Tile
      • Level: Second
      • Area: 117
      • Dimensions: 9 x 13
      Bathroom 1
      • Features: 10’ + Ceiling, Double Vanity, Marble, Smooth Ceiling, Tile
      • Level: Second
      • Area: 117
      • Dimensions: 9 x 13
      Dining room
      • Features: 12’ Ceiling, Smooth Ceiling, Wood Floor
      • Level: First
      • Area: 225
      • Dimensions: 15 x 15
      Kitchen
      • Features: 12’ Ceiling, Kitchen Island, Marble, Recessed Lighting, Smooth Ceiling, Wood Floor
      • Level: First
      • Area: 323
      • Dimensions: 19 x 17
      Living room
      • Features: 12’ Ceiling, Ceiling Fan(s), Fireplace, Wood Floor
      • Level: First
      • Area: 208
      • Dimensions: 13 x 16
      Den
      • Features: 12’ Ceiling, Fireplace, Smooth Ceiling, Wood Floor
      • Level: First
      • Area: 195
      • Dimensions: 15 x 13
      Heating
      • Central 2+, Propane
      Cooling
      • Multi Units, Electric
      Features
      • Basement: Crawl Space
      • Has fireplace: Yes
      • Fireplace features: Three +, Gas Log
      Interior area
      • Total interior livable area: 4,909 sqft

      Property

      Parking
      • Parking features: Garage-Three Car, Garage-Detached, Garage Door Opener, Garage Faces Side, Driveway-Gravel, Oversized
      Features
      • Levels: Three Or More
      • Stories: 3
      Lot
      • Size: 2.2 Acres
      Details
      • Parcel number: 0209324001001000

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: See Remarks
      • Property subtype: Single Family Residence
      Condition
      • New construction: No

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Metes And Bounds
      HOA
      • Has HOA: No
      Location
      • Region: New Market

      Financial & listing details

      • Price per square foot: $183/sqft
      • Tax assessed value: $592,900
      • Date on market: 4/30/2026

        Estimated market value

        $861,500

        $818,000 - $905,000

        $3,190/mo

        Price history

        DateEventPrice
        7/24/2026Price change$899,000-2.7%$183/sqft
        Source: ValleyMLS #21916700 Report a problem
        4/30/2026Listed for sale$924,000+23.2%$188/sqft
        Source: ValleyMLS #21916700 Report a problem
        5/1/2023Sold$750,000-6.3%$153/sqft
        Source: Strategic MLS Alliance #505289 Report a problem
        3/26/2023Pending sale$800,000+0%$163/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2382229 Report a problem
        3/18/2023Price change$799,9000%$163/sqft
        Source: ValleyMLS #1803731 Report a problem
        3/9/2023Price change$800,000+0%$163/sqft
        Source: ValleyMLS #1803731 Report a problem
        3/6/2023Price change$799,9000%$163/sqft
        Source: ValleyMLS #1803731 Report a problem
        3/1/2023Price change$800,000+0%$163/sqft
        Source: ValleyMLS #1803731 Report a problem
        2/17/2023Price change$799,9000%$163/sqft
        Source: Strategic MLS Alliance #505289 Report a problem
        1/25/2023Price change$800,000+0%$163/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2382229 Report a problem
        1/19/2023Price change$799,9000%$163/sqft
        Source: ValleyMLS #1803731 Report a problem
        1/10/2023Price change$800,000-5.9%$163/sqft
        Source: ValleyMLS #1803731 Report a problem
        1/6/2023Price change$849,8990%$173/sqft
        Source: ValleyMLS #1803731 Report a problem
        1/3/2023Price change$849,999+0%$173/sqft
        Source: ValleyMLS #1803731 Report a problem
        12/29/2022Price change$849,8990%$173/sqft
        Source: ValleyMLS #1803731 Report a problem
        11/8/2022Price change$849,999+0%$173/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2382229 Report a problem
        10/31/2022Price change$849,8990%$173/sqft
        Source: Strategic MLS Alliance #505289 Report a problem
        10/21/2022Price change$849,999+0%$173/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2382229 Report a problem
        10/9/2022Price change$849,8990%$173/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2382229 Report a problem
        9/29/2022Price change$849,999+0%$173/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2382229 Report a problem
        9/22/2022Price change$849,8990%$173/sqft
        Source: Strategic MLS Alliance #505289 Report a problem
        9/16/2022Price change$849,999+0%$173/sqft
        Source: Strategic MLS Alliance #505289 Report a problem
        9/8/2022Price change$849,8990%$173/sqft
        Source: Strategic MLS Alliance #505289 Report a problem
        9/1/2022Price change$849,999+0%$173/sqft
        Source: ValleyMLS #1803731 Report a problem
        8/25/2022Price change$849,8990%$173/sqft
        Source: RealTracs MLS as distributed by MLS GRID #2382229 Report a problem
        8/18/2022Listed for sale$849,999+29.4%$173/sqft
        Source: Strategic MLS Alliance #505289 Report a problem
        6/16/2022Sold$657,000+119%$134/sqft
        Source: Public Record Report a problem
        5/4/2012Sold$300,000$61/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $59,300 +6.5%
        2024-- $55,660 -0.8%
        2023$1,985 +14%$56,120 +13.7%
        2022$1,741 +15.4%$49,360 +14.8%
        2021$1,509 +6.9%$42,980 +6.7%
        2020$1,411 +3.6%$40,300 +3.4%
        2019$1,362 $38,960 +7%
        2018$1,362 +8.3%$36,400 +0.8%
        2017$1,258 $36,100
        2016$1,258 $36,100
        2015$1,258 +1%$36,100 +1%
        2014$1,245 $35,760
        2013-- $35,760
        2012-- $35,760
        2011-- $35,760
        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: 35761

        Getting around

        30 / 100
        Car-Dependent
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: New Market
        • Middle: Buckhorn
        • High: Buckhorn

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

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