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    347 Properties
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    347 Properties Available

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    • Beds (Most)
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    • 107 Highland Dr, Winchester, TN 37398
      3 Beds1 Bath1,348 SqFt
      1/25 25
      Active

      $210,000

      107 Highland Dr, Winchester, TN 37398

      Listed by Brooke Wooley of LPT Realty LLC

      RealTracs IDX
    • 109 Oak Park, Winchester, TN 37398
      3 Beds2 Baths2,157 SqFt
      Coming Soon

      $449,000

      109 Oak Park, Winchester, TN 37398

      Listed by Penny Bowen of Bowen Signature Properties

      RealTracs IDX
    • 71 David Crockett Hwy, Winchester, TN 37398
      5 Beds3 Baths2,420 SqFt
      1/42 42
      Open Sun 1PM-3PM

      $455,000

      71 David Crockett Hwy, Winchester, TN 37398

      Listed by Eberley (Ebbie) Holloway of Southern Middle Realty

      RealTracs IDX
    • 802 Evans Rd, Winchester, TN 37398
      3 Beds2 Baths1,632 SqFt
      1/44 44
      Open Sun 1PM-3PM

      $412,000

      802 Evans Rd, Winchester, TN 37398

      Listed by Hannah Monilaw of Better Homes & Gardens Real Estate Heritage Group

      RealTracs IDX
    • 86 Simmons Cir, Winchester, TN 37398
      4 Beds6 Baths4,080 SqFt
      1/67 67
      Open Sun 1PM-4PM

      $1,475,000

      86 Simmons Cir, Winchester, TN 37398

      Listed by Brandon Bubis of Legacy South Brokerage

      RealTracs IDX
    • 712 Fanning Bend Dr, Winchester, TN 37398
      4 Beds5 Baths3,492 SqFt
      1/57 57
      Open Sun 1PM-4PM

      $1,275,000

      712 Fanning Bend Dr, Winchester, TN 37398

      Listed by Brandon Bubis of Legacy South Brokerage

      RealTracs IDX
    • 103 Anderton Dr, Winchester, TN 37398
      5 Beds3 Baths2,160 SqFt
      1/64 64
      Open 7/25 1PM-4PM

      $476,800

      103 Anderton Dr, Winchester, TN 37398

      Listed by Tara Hays of Benchmark Realty, LLC

      RealTracs IDX
    • 279 Hammock Drive, Winchester, TN 37398
      4 Beds4 Baths3,341 SqFt
      1/86 86
      Active Under Contract

      $899,995

      279 Hammock Drive, Winchester, TN 37398

      Listed by Tara Hays of Benchmark Realty, LLC

      RealTracs IDX
    • 44 Hammock Dr, Winchester, TN 37398
      3 Beds3 Baths2,266 SqFt
      1/60 60
      New

      $529,500

      44 Hammock Dr, Winchester, TN 37398

      Listed by Michelle Sampson of Benchmark Realty, LLC

      RealTracs IDX
    • 221 Hammock Dr, Winchester, TN 37398
      4 Beds6 Baths3,812 SqFt
      1/17 17
      New

      $1,199,000

      221 Hammock Dr, Winchester, TN 37398

      Listed by Howard Hicks of Benchmark Realty, LLC

      RealTracs IDX
    • 142 Barefoot Way, Winchester, TN 37398
      4 Beds4 Baths2,150 SqFt
      1/55 55
      New

      $639,900

      142 Barefoot Way, Winchester, TN 37398

      Listed by Salena Garza of ATLAS GLOBAL REAL ESTATE

      RealTracs IDX
    • 109 Carter Farris Lane, Winchester, TN 37398
      6 Beds4 Baths3,158 SqFt
      1/56 56
      New

      $500,000

      109 Carter Farris Lane, Winchester, TN 37398

      Listed by Wade Trammell of Greater Downtown Realty dba Keller Williams Realty

      RealTracs IDX
    • 129 Meredith Ln, Winchester, TN 37398
      3 Beds2 Baths2,149 SqFt
      1/75 75
      New

      $499,000

      129 Meredith Ln, Winchester, TN 37398

      Listed by Angie Miller of John Smith Jr Realty and Auction LLC

      RealTracs IDX
    • 102 Cannonball Ct, Winchester, TN 37398
      2 Beds3 Baths1,425 SqFt
      1/40 40
      New

      $459,900

      102 Cannonball Ct, Winchester, TN 37398

      Listed by Angie Miller of John Smith Jr Realty and Auction LLC

      RealTracs IDX
    • 56 Deer Valley Cir, Winchester, TN 37398
      2 Beds2 Baths1,664 SqFt
      1/33 33
      New

      $429,900

      56 Deer Valley Cir, Winchester, TN 37398

      Listed by Ashley Lynch of Lynch Rigsby Realty & Auction, LLC

      RealTracs IDX
    • 342 Chase Cir, Winchester, TN 37398
      2 Beds2 Baths1,801 SqFt
      1/39 39
      New

      $359,900

      342 Chase Cir, Winchester, TN 37398

      Listed by John Michael Peck of Century 21 Volunteer Realty

      RealTracs IDX
    • 1543 Paynes Church Rd, Winchester, TN 37398
      3 Beds2 Baths1,508 SqFt
      1/36 36
      New

      $325,000

      1543 Paynes Church Rd, Winchester, TN 37398

      Listed by Kasidy Lowe | K. Lowe Team of Compass Tennessee, LLC

      RealTracs IDX
    • 1563 Paynes Church Rd, Winchester, TN 37398
      3 Beds2 Baths1,508 SqFt
      1/36 36
      New

      $325,000

      1563 Paynes Church Rd, Winchester, TN 37398

      Listed by Kasidy Lowe | K. Lowe Team of Compass Tennessee, LLC

      RealTracs IDX
    • 1585 Paynes Church Rd, Winchester, TN 37398
      3 Beds2 Baths1,508 SqFt
      1/36 36
      New

      $325,000

      1585 Paynes Church Rd, Winchester, TN 37398

      Listed by Kasidy Lowe | K. Lowe Team of Compass Tennessee, LLC

      RealTracs IDX
    • 1605 Paynes Church Rd, Winchester, TN 37398
      3 Beds2 Baths1,508 SqFt
      1/33 33
      New

      $325,000

      1605 Paynes Church Rd, Winchester, TN 37398

      Listed by Kasidy Lowe | K. Lowe Team of Compass Tennessee, LLC

      RealTracs IDX
    • 23 Woods Edge Rd, Winchester, TN 37398
      3 Beds2 Baths1,400 SqFt
      1/16 16
      New

      $298,000

      23 Woods Edge Rd, Winchester, TN 37398

      Listed by Sharon Swafford of Swaffords Property Shop

      RealTracs IDX
    • 1102 N High St, Winchester, TN 37398
      3 Beds2 Baths1,353 SqFt
      1/35 35
      New

      $229,500

      1102 N High St, Winchester, TN 37398

      Listed by Sharon Swafford of Swaffords Property Shop

      RealTracs IDX
    • 368 Chandler Dr, Winchester, TN 37398
      4 Beds7 Baths8,447 SqFt
      1/100 100
      Coming Soon

      $3,499,000

      368 Chandler Dr, Winchester, TN 37398

      Listed by Maggie Hargrove of Benchmark Realty, LLC

      RealTracs IDX
    • 79 Charlotte Dr, Winchester, TN 37398
      3 Beds2 Baths1,340 SqFt
      1/47 47
      New

      $355,000

      79 Charlotte Dr, Winchester, TN 37398

      Listed by Amberly Tomme of Legion Realty

      RealTracs IDX
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    LPT Realty

    Hannah Certain License ID: 373771

    +1(859) 576-8544 hannah.certain@lptrealty.com

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    LPT Realty

    Hannah Certain License ID: 373771

    +1(859) 576-8544 hannah.certain@lptrealty.com

      • Home
        Connect
        1. Contact Us
      • Buy
        1. All Listings
        2. Featured Listings
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        1. Sell My Home
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        Blogs

    Get My App

    TREC Consumer Protection Notice

    TREC Information About Brokerage Services

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.