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    317 Properties
    Map

    317 Properties Available In 37398

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    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
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    TN >37398 >
    Market Insights
    • 267 Golf Course Ln, Winchester, TN 37398
      5 Beds5 Baths3,755 SqFt
      1/71 71
      Active

      $624,000

      267 Golf Course Ln, Winchester, TN 37398

      Listed by Sharon Swafford of Swaffords Property Shop

      RealTracs IDX
    • 70 Woods Edge Rd, Winchester, TN 37398
      3 Beds2 Baths1,352 SqFt
      1/17 17
      Active

      $249,900

      70 Woods Edge Rd, Winchester, TN 37398

      Listed by April Smith Couch of John Smith Jr Realty and Auction LLC

      RealTracs IDX
    • 240 Myers Rd, Winchester, TN 37398
      4 Beds3 Baths1,960 SqFt
      1/38 38
      Active

      $343,500

      240 Myers Rd, Winchester, TN 37398

      Listed by Chloe Thomas of Southern Middle Realty

      RealTracs IDX
    • 286 Strawberry Dr, Winchester, TN 37398
      3 Beds2 Baths1,150 SqFt
      1/25 25
      Active

      $287,000

      286 Strawberry Dr, Winchester, TN 37398

      Listed by Rachel Ferrell of Southern Middle Realty

      RealTracs IDX
    • 86 Simmons Circle, Winchester, TN 37398
      4 Beds6 Baths4,080 SqFt
      1/29 29
      Active

      $1,550,000

      86 Simmons Circle, Winchester, TN 37398

      Listed by Mikayla Abraham of Legacy South Brokerage

      RealTracs IDX
    • 250 Awalt Dr, Winchester, TN 37398
      4 Beds2 Baths3,068 SqFt
      1/68 68
      Active

      $610,000

      250 Awalt Dr, Winchester, TN 37398

      Listed by Miciah Viel of Keller Williams Realty Nashville/Franklin

      RealTracs IDX
    • 50 Pontoon Place, Winchester, TN 37398
      4 Beds4 Baths2,497 SqFt
      1/57 57
      Active

      $599,900

      50 Pontoon Place, Winchester, TN 37398

      Listed by Christy Bashlor of Onward Real Estate

      RealTracs IDX
    • 4025 David Crockett Pkwy #W, Winchester, TN 37398
      4 Beds2 Baths2,560 SqFt
      1/30 30
      Active

      $289,900

      4025 David Crockett Pkwy #W, Winchester, TN 37398

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

      RealTracs IDX
    • 206 Homeward Ave, Winchester, TN 37398
      3 Beds2 Baths1,999 SqFt
      1/15 15
      Active

      $279,900

      206 Homeward Ave, Winchester, TN 37398

      Listed by Sarah Reed, Broker, Realtor of Century 21 Prestige Winchester

      RealTracs IDX
    • 169 Joy Cir, Winchester, TN 37398
      3 Beds4 Baths3,183 SqFt
      1/26 26
      Active

      $1,350,000

      169 Joy Cir, Winchester, TN 37398

      Listed by Kay Caldwell of Swaffords Property Shop

      RealTracs IDX
    • 46 Willow Dr, Winchester, TN 37398
      3 Beds3 Baths2,920 SqFt
      1/62 62
      Active

      $599,000

      46 Willow Dr, Winchester, TN 37398

      Listed by Penny Patterson of Swaffords Property Shop

      RealTracs IDX
    • 218 Chickamauga Trl, Winchester, TN 37398
      3 Beds2 Baths1,632 SqFt
      1/23 23
      Pending

      $357,900

      218 Chickamauga Trl, Winchester, TN 37398

      Listed by George W. Weeks of Team George Weeks Real Estate, LLC

      RealTracs IDX
    • 4516 Mansford Rd, Winchester, TN 37398
      3 Beds2 Baths1,680 SqFt
      1/28 28
      Active

      $349,900

      4516 Mansford Rd, Winchester, TN 37398

      Listed by Sam Hatfield of Sam Hatfield Realty, Inc.

      RealTracs IDX
    • 584 Fairview Cir, Winchester, TN 37398
      3 Beds2 Baths1,416 SqFt
      1/67 67
      Active

      $320,000

      584 Fairview Cir, Winchester, TN 37398

      Listed by Eberley (Ebbie) Holloway of Southern Middle Realty

      RealTracs IDX
    • 190 Cheyenne Ave, Winchester, TN 37398
      3 Beds2 Baths1,104 SqFt
      1/10 10
      Active

      $245,000

      190 Cheyenne Ave, Winchester, TN 37398

      Listed by Ralph Harvey of ListWithFreedom.com

      RealTracs IDX
    • 1506 Old Cowan Rd, Winchester, TN 37398
      2 Beds1 Bath996 SqFt
      1/16 16
      Active

      $210,000

      1506 Old Cowan Rd, Winchester, TN 37398

      Listed by Aleisha Putman of Synergy Realty Network, LLC

      RealTracs IDX
    • 138 Kayak Way, Winchester, TN 37398
      4 Beds5 Baths3,040 SqFt
      1/66 66
      Active

      $949,900

      138 Kayak Way, Winchester, TN 37398

      Listed by Christy Bashlor of Onward Real Estate

      RealTracs IDX
    • 804 Pleasant View Dr, Winchester, TN 37398
      4 Beds2 Baths1,148 SqFt
      1/28 28
      Active Under Contract

      $220,000

      804 Pleasant View Dr, Winchester, TN 37398

      Listed by Alyssa Roland / The TNT Group of Southern Middle Realty

      RealTracs IDX
    • 2965 Old Tullahoma Rd, Winchester, TN 37398
      1 Bed1 Bath550 SqFt
      1/8 8
      Active

      $950

      2965 Old Tullahoma Rd, Winchester, TN 37398

      Listed by Jordan Beasley of 1st Choice REALTOR

      RealTracs IDX
    • 247 Golf Shores Dr, Winchester, TN 37398
      3 Beds2 Baths1,518 SqFt
      1/39 39
      Active

      $359,900

      247 Golf Shores Dr, Winchester, TN 37398

      Listed by Teresa Young of WEICHERT, REALTORS Joe Orr & Associates

      RealTracs IDX
    • 406 Asia Rd, Winchester, TN 37398
      3 Beds2 Baths1,416 SqFt
      1/31 31
      Active

      $325,000

      406 Asia Rd, Winchester, TN 37398

      Listed by Lashun Burks of WEICHERT, REALTORS - The Andrews Group

      RealTracs IDX
    • 596 Myers Rd, Winchester, TN 37398
      3 Beds2 Baths1,272 SqFt
      1/14 14
      Active

      $239,900

      596 Myers Rd, Winchester, TN 37398

      Listed by Daniel Demers of Sell Your Home Services, LLC

      RealTracs IDX
    • 1019 Old Cowan Rd, Winchester, TN 37398
      3 Beds2 Baths1,036 SqFt
      1/34 34
      Active

      $210,999

      1019 Old Cowan Rd, Winchester, TN 37398

      Listed by Gabriela Fletcher of Benchmark Realty, LLC

      RealTracs IDX
    • 44 S Jefferson St #Suite 204, Winchester, TN 37398
      2 Beds1 Bath1,861 SqFt
      1/19 19
      Active

      $2,500

      44 S Jefferson St #Suite 204, Winchester, TN 37398

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

      RealTracs IDX
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    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.

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    Broker Logo - BlackProud Partner of FGP

    Better Homes and Gardens Real Estate / Ben Bray & Associates

    Kyle Woodard Lic# 347842

    +1(615) 388-7715 kwoodard@realtracs.com

    125 East Prince Street Suite 102 Gallatin, TN, 37066

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    Powered by Lofty Inc. Copyright 2025. 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.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        3. Property Portfolio
        Communities
        1. Gallatin
        2. Lafayette
        3. Nashville
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    Broker Logo - BlackProud Partner of FGP

    Better Homes and Gardens Real Estate / Ben Bray & Associates

    Kyle Woodard Lic# 347842

    +1(615) 388-7715 kwoodard@realtracs.com

    125 East Prince Street Suite 102 Gallatin, TN, 37066

    Get My App

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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