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300 Properties Available

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The average price in the selected areas has remained stable. Learn more
  • 585 Paynes Church Rd, Winchester, TN 37398
    3 Beds2 Baths1,508 SqFt
    1/36 36
    Active

    $350,000

    585 Paynes Church Rd, Winchester, TN 37398

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

    RealTracs IDX
  • 101 Westmeade Dr, Winchester, TN 37398
    5 Beds5 Baths3,510 SqFt
    1/88 88
    Active

    $599,900

    101 Westmeade Dr, Winchester, TN 37398

    Listed by Eberley (Ebbie) Holloway of Southern Middle Realty

    RealTracs IDX
  • 25 Glasner Ln, Winchester, TN 37398
    3 Beds2 Baths1,500 SqFt
    1/32 32
    Active

    $335,000

    25 Glasner Ln, Winchester, TN 37398

    Listed by Thomas Ore of Winton Auction & Realty Co.

    RealTracs IDX
  • 740 Bluff Dr, Winchester, TN 37398
    4 Beds3 Baths2,800 SqFt
    1/57 57
    Active

    $1,849,000

    740 Bluff Dr, Winchester, TN 37398

    Listed by Sam Hatfield of Sam Hatfield Realty, Inc.

    RealTracs IDX
  • 77 Island Way, Winchester, TN 37398
    2 Beds2 Baths1,339 SqFt
    1/30 30
    Active

    $369,900

    77 Island Way, Winchester, TN 37398

    Listed by Andy McInturff of Zach Taylor Real Estate

    RealTracs IDX
  • 706 N Vine St, Winchester, TN 37398
    3 Beds1 Bath1,086 SqFt
    1/21 21
    Active

    $189,500

    706 N Vine St, Winchester, TN 37398

    Listed by Elizabeth Padgett of Peck Realty Group, LLC

    RealTracs IDX
  • 517 Paynes Church Rd, Winchester, TN 37398
    3 Beds3 Baths1,508 SqFt
    1/36 36
    Active

    $350,000

    517 Paynes Church Rd, Winchester, TN 37398

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

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

    $350,000

    543 Paynes Church Rd, Winchester, TN 37398

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

    RealTracs IDX
  • 215 S Porter St, Winchester, TN 37398
    3 Beds3 Baths1,575 SqFt
    1/28 28
    Active

    $269,999

    215 S Porter St, Winchester, TN 37398

    Listed by Grey Smotherman / 615-542-4657 of Reliant Realty ERA Powered

    RealTracs IDX
  • 1000 N Vine St, Winchester, TN 37398
    4 Beds2 Baths2,164 SqFt
    1/59 59
    Active

    $1,600,000

    1000 N Vine St, Winchester, TN 37398

    Listed by Melissa K. Stewart of Swaffords Property Shop

    RealTracs IDX
  • 620 Maple Bend Rd, Winchester, TN 37398
    3 Beds2 Baths1,632 SqFt
    1/68 68
    Active

    $260,000

    620 Maple Bend Rd, Winchester, TN 37398

    Listed by Amanda Seibers of Woodruff Realty & Auction

    RealTracs IDX
  • 0 Lookout Drive, Winchester, TN 37398
    3 Beds2 Baths2,290 SqFt
    1/14 14
    Active

    $484,900

    0 Lookout Drive, Winchester, TN 37398

    Listed by MITCHELL BOWMAN of simpliHOM - The Results Team

    RealTracs IDX
  • 0 Lookout Drive, Winchester, TN 37398
    4 Beds2 Baths1,890 SqFt
    1/11 11
    Active

    $454,900

    0 Lookout Drive, Winchester, TN 37398

    Listed by MITCHELL BOWMAN of simpliHOM - The Results Team

    RealTracs IDX
  • 267 Golf Course Ln, Winchester, TN 37398
    5 Beds5 Baths3,755 SqFt
    1/90 90
    Active

    $599,000

    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

    $340,000

    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

    $279,900

    286 Strawberry Dr, Winchester, TN 37398

    Listed by Rachel Ferrell of Southern Middle Realty

    RealTracs IDX
  • 250 Awalt Dr, Winchester, TN 37398
    4 Beds2 Baths3,068 SqFt
    1/65 65
    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
  • 145 Michelle Ln, Winchester, TN 37398
    3 Beds2 Baths1,248 SqFt
    1/26 26
    Active

    $286,000

    145 Michelle Ln, Winchester, TN 37398

    Listed by Alexandra Watts of Southern Middle Realty

    RealTracs IDX
  • 206 Homeward Ave, Winchester, TN 37398
    3 Beds2 Baths1,999 SqFt
    1/17 17
    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
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LPT Realty

Becky Rutland License ID: 335615

+1(615) 499-3390 becky@rutlandhomestn.com

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LPT Realty

Becky Rutland License ID: 335615

+1(615) 499-3390 becky@rutlandhomestn.com

    • Home
      Connect
      1. Contact Us
    • Buy
      1. All Listings
      2. Featured Listings
      Market Snapshot
    • Sell
      1. Sell My Home
      2. Home Valuation
      3. Sold Listings
      Blogs

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

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.