9,897

Winchester, TN Homes

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    • /22

      Not Listed For Sale

      35 Pittenger Cir, Winchester, TN 37398

      • 3 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 2024
      35 Pittenger Cir, Winchester, TN 37398

      Last Sold Summary

      • $208/SF
      • 117 Days On Market

      Last Sold Price $209,900

      Last Listing Agent Daryl Welch Freedom Realty Group

  • /50

    $879,000

    • 4 Beds
    • 3.5 Baths
    • 3,361 Sq Ft

    494 Cascade Dr, Winchester, TN 37398

    Welcome to your private retreat in the desirable Stonefield Heights community of Winchester—just minutes from Tim’s Ford Lake! This beautifully maintained home combines space, comfort, and standout outdoor living with a backyard designed to impress. Featuring a sparkling in-ground pool with a permanent safety cover, this property is built for both relaxation and easy maintenance year-round. Step

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 914-0790

    494 Cascade Dr, Winchester, TN 37398
  • /3

    $73,750 Sold Feb 18, 2026

    0 Deer Valley Cir Unit RTC2980801, Winchester, TN 37398

    • Land
    • 0.39 Acre
    • $189,103 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 169 Days On Market

    Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC

    0 Deer Valley Cir Unit RTC2980801, Winchester, TN 37398
    • /12

      Est $231,180 Not Listed For Sale

      100 Modena Cir, Decherd, TN 37324

      • 3 Beds
      • 2 Baths
      • 1,276 Sq Ft
      • Built 2007
      100 Modena Cir, Decherd, TN 37324

      Last Sold Summary

      • 4% Above List Price
      • $174/SF
      • 42 Days On Market

      Last Sold Price $222,000

      Last Listing Agent Kelly Taylor Century 21 Coffee County Realty & Auction

  • /85

    $1,525,000

    • 4 Beds
    • 4 Baths
    • 4,500 Sq Ft

    71 Slalom Cir, Winchester, TN 37398

    Luxury Lakefront Home in Gated Community – Over 4,500 Sq Ft of Elegant Living. Discover the epitome of upscale living in this stunning lakefront estate, nestled within a secure gated community. Meticulously designed space, this residence offers sweeping views of TVA grounds and the tranquil lake from Primary Bedroom and Office. **Key Features Include:** - **Spacious & Elegant Interiors:** 10 and

    Agent Photo

    Billie Kay Caldwell

    Swaffords Property Shop

    (931) 416-1049

    71 Slalom Cir, Winchester, TN 37398
  • /13

    $600,000 Sold Aug 07, 2025

    0 Abby Cir Unit RTC2696850, Winchester, TN 37398

    • Land
    • 0.62 Acre
    • $967,742 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 311 Days On Market

    Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

    0 Abby Cir Unit RTC2696850, Winchester, TN 37398
    • /9

      Not Listed For Sale

      786 Rowe Gap Rd, Winchester, TN 37398

      • Built 1933
      786 Rowe Gap Rd, Winchester, TN 37398

      Last Sold Summary

      • 121% Above List Price
      • $83/SF
      • 6 Days On Market

      Last Sold Price $77,500

      Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  • /33

    $73,000

    • Land
    • 0.15 Acre
    • $486,667 per Acre

    0 Suntan Ct Unit 316, Winchester, TN 37398

    Located in the exclusive Twin Creeks gated lake community, this vacant lot offers not only a serene setting for your dream home but also incredible potential in an area recognized as an up-and-coming destination. With Tim's Ford Lake drawing attention for its economic and tourism opportunities it has recently been declared a Bill Dance Signature Lake. This community has three swimming pools, lake

    Agent Photo

    Chelsea Greenway

    Winton Auction & Realty Co.

    (931) 369-4757

    0 Suntan Ct Unit 316, Winchester, TN 37398
  • /32

    $309,000 Sold Mar 06, 2026

    25 Glasner Ln, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Below List Price
    • $206/SF
    • 102 Days On Market

    Current Estimated Value $323,820

    Last Listing Agent Thomas Ore Winton Auction & Realty Co.

    25 Glasner Ln, Winchester, TN 37398
    • /4

      Not Listed For Sale

      0 Ridgecrest Ct Unit RTC2628231, Winchester, TN 37398

      0 Ridgecrest Ct Unit RTC2628231, Winchester, TN 37398

      Last Sold Summary

      • 356 Days On Market

      Last Sold Price $129,000

      Last Listing Agent Renee Keene WEICHERT, REALTORS Joe Orr & Associates

  • /49

    $249,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,697 Sq Ft

    801 S High St, Winchester, TN 37398

    Welcome to 801 S High St, a rare opportunity in the heart of historic downtown Winchester. Ideally located just off the Winchester Square, this charming property offers the perfect blend of small-town character and everyday convenience—only minutes from Tims Ford Lake and its renowned outdoor recreation. The main residence features three comfortable bedrooms with a functional layout designed for

    Agent Photo

    John Peck

    Peck Realty Group, LLC

    (931) 342-4527

    801 S High St, Winchester, TN 37398
  • /10

    $95,000 Sold May 28, 2025

    512 Elm St, Winchester, TN 37398

    • 2 Beds
    • 1 Bath
    • 948 Sq Ft
    • Built 1942

    Last Sold Summary

    • $100/SF
    • 8 Days On Market

    Current Estimated Value $107,435

    Last Listing Agent Bj Rigsby Lynch Rigsby Realty & Auction, LLC

    512 Elm St, Winchester, TN 37398
    • /46

      Est $598,915 Not Listed For Sale

      181 Why Worry Ln, Winchester, TN 37398

      • 3 Beds
      • 2.5 Baths
      • 2,598 Sq Ft
      • Built 2021
      181 Why Worry Ln, Winchester, TN 37398

      Last Sold Summary

      • 2% Above List Price
      • $227/SF
      • 3 Days On Market

      Last Sold Price $590,000

      Last Listing Agent Lise Deschenes Fridrich & Clark Realty

  • /36

    $334,500

    • 3 Beds
    • 2 Baths
    • 1,439 Sq Ft

    387 Fairview Cir, Winchester, TN 37398

    Welcome to this beautifully maintained all-brick home situated on a spacious corner lot of over half an acre! This charming one-level residence offers a desirable split-bedroom floor plan, providing both privacy and functionality for everyday living. Inside, you'll find a well-cared-for interior featuring comfortable living spaces, a practical layout, and plenty of natural light throughout. The

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 321-6797

    387 Fairview Cir, Winchester, TN 37398
  • /10

    $140,000 Sold Aug 04, 2025

    411 Style St, Winchester, TN 37398

    • 3 Beds
    • 1 Bath
    • 888 Sq Ft
    • Built 1945

    Last Sold Summary

    • 10% Below List Price
    • $158/SF
    • 52 Days On Market

    Current Estimated Value $138,910

    Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC

    411 Style St, Winchester, TN 37398
    • /27

      Not Listed For Sale

      884 Rowe Gap Rd, Winchester, TN 37398

      • 3 Beds
      • 2.5 Baths
      • 2,612 Sq Ft
      • Built 2025
      884 Rowe Gap Rd, Winchester, TN 37398

      Last Sold Summary

      • 1% Below List Price
      • $220/SF
      • 4 Days On Market

      Last Sold Price $574,900

      Last Listing Agent Amy Mabry Mabry Realty, LLC

  • /3

    $76,900

    • Land
    • 0.17 Acre
    • $452,353 per Acre

    0 Deer Valley Cir Unit RTC2980777, Winchester, TN 37398

    Welcome to your next opportunity in this brand-new, gated 55+ community designed for comfort, convenience, and connection! Choose your perfect spot and create a home that fits your lifestyle. This thoughtfully planned neighborhood will include a beautifully appointed clubhouse, swimming pool, fitness center, and a dedicated dog park—perfect for active, social living. Don't miss this opportunity-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 499-2172

    0 Deer Valley Cir Unit RTC2980777, Winchester, TN 37398
  • /55

    $1,225,000 Sold Jul 29, 2025

    668 Bluff Dr, Winchester, TN 37398

    • 2 Beds
    • 2.5 Baths
    • 3,076 Sq Ft
    • Built 1994

    Last Sold Summary

    • 17% Below List Price
    • $398/SF
    • 78 Days On Market

    Current Estimated Value $1,274,261

    Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

    668 Bluff Dr, Winchester, TN 37398
    • /20

      Est $254,115 Not Listed For Sale

      273 Modena Cir, Decherd, TN 37324

      • 3 Beds
      • 2 Baths
      • 1,268 Sq Ft
      • Built 2019
      273 Modena Cir, Decherd, TN 37324

      Last Sold Summary

      • 5% Above List Price
      • $191/SF
      • 16 Days On Market

      Last Sold Price $242,700

      Last Listing Agent Chelsea Greenway Winton Auction & Realty Co.

  • /60

    $1,200,000

    • 5 Beds
    • 3 Baths
    • 3,640 Sq Ft

    182 Loop Dr, Winchester, TN 37398

    Stunning 5-Bedroom Lakefront Home with Dedicated Pier, TVA-Approved Dock, and Separate Living Spaces — A Perfect Retreat for Families and Entertainers** Welcome to your dream waterfront oasis! Nestled on a sprawling lot with breathtaking panoramic views of the tranquil lake, this exceptional property combines luxury, comfort, and versatility. Whether you're seeking a peaceful retreat, a family

    Agent Photo

    Billie Kay Caldwell

    Swaffords Property Shop

    (931) 465-2434

    182 Loop Dr, Winchester, TN 37398
  • /75

    $455,000 Sold Feb 11, 2026

    105 Island Way, Winchester, TN 37398

    • 3 Beds
    • 2.5 Baths
    • 2,631 Sq Ft
    • Built 2019

    Last Sold Summary

    • 9% Below List Price
    • $173/SF
    • 354 Days On Market

    Current Estimated Value $460,522

    Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

    105 Island Way, Winchester, TN 37398
    • /10

      Not Listed For Sale

      0 Crestview Dr, Winchester, TN 37398

      • 3 Beds
      • 2 Baths
      • 1,650 Sq Ft
      • Built 2023
      0 Crestview Dr, Winchester, TN 37398

      Last Sold Summary

      • $161/SF
      • 173 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC

  • /2

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    1011 Massengill St, Winchester, TN 37398

    Great started home or Investment property (currently rented.) Cute little 3 bedroom/2 bath home with bonus room that could even serve as a 4th bedroom. Located within walking distance of Tim's Ford Lake and just minutes from Downtown Winchester!

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 532-7547

    1011 Massengill St, Winchester, TN 37398
  • /30

    $350,000 Sold Sep 02, 2025

    147 Crimson Dr, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,773 Sq Ft
    • Built 2016

    Last Sold Summary

    • 8% Below List Price
    • $197/SF
    • 64 Days On Market

    Current Estimated Value $353,541

    Last Listing Agent John Peck Peck Realty Group, LLC

    147 Crimson Dr, Winchester, TN 37398
    • /22

      Not Listed For Sale

      224 Dry Creek Ln, Winchester, TN 37398

      • 3 Beds
      • 2 Baths
      • 1,581 Sq Ft
      • Built 1996
      224 Dry Creek Ln, Winchester, TN 37398

      Last Sold Summary

      • $158/SF
      • 169 Days On Market

      Last Sold Price $249,900

      Last Listing Agent Laura Gordon Better Homes & Gardens Real Estate Heritage Group

  • /17

    $269,900

    • Land
    • 0 Acre

    0 Kayak Way Unit 487, Winchester, TN 37398

    Professional photos and drone footage coming soon.Lake season is here—and so is your opportunity to own one of the most desirable waterfront homesites in Twin Creeks! Lot 487 offers the perfect blend of low-maintenance living and an elevated lake lifestyle. Whether you're building your forever home or creating the ultimate getaway, this property is the ideal canvas. Take a stroll down the

    Agent Photo

    Dena Abbott

    SimpliHOM

    (931) 346-2449

    0 Kayak Way Unit 487, Winchester, TN 37398
  • /40

    $380,000 Sold Mar 12, 2026

    189 Pickney Rd, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 2,607 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $146/SF
    • 60 Days On Market

    Current Estimated Value $393,257

    Last Listing Agent Debbie DeLoach Crye-Leike, Realtors

    189 Pickney Rd, Winchester, TN 37398
    • /34

      Est $543,717 Not Listed For Sale

      267 Bryan Dr, Winchester, TN 37398

      • 4 Beds
      • 2 Baths
      • 2,350 Sq Ft
      • Built 2018
      267 Bryan Dr, Winchester, TN 37398

      Last Sold Summary

      • 7% Above List Price
      • $217/SF
      • 132 Days On Market

      Last Sold Price $509,000

      Last Listing Agent Nick Edenfield Keller Williams Realty

  • /75

    $879,900

    • 5 Beds
    • 4.5 Baths
    • 3,095 Sq Ft

    53 River Watch Way, Winchester, TN 37398

    Experience elevated lake living in the highly sought-after Twin Creeks Village on beautiful Tims Ford Lake. This stunning 2-story brick home offers 5 bedrooms, 4.5 baths, and 3,095 sq ft of thoughtfully designed living space within a gated, resort-style waterfront community. The open-concept living area with fireplace flows seamlessly into the kitchen, creating a warm yet sophisticated setting

    Agent Photo

    John Peck

    Peck Realty Group, LLC

    (931) 367-2819

    53 River Watch Way, Winchester, TN 37398
  • /17

    $193,000 Sold May 01, 2025

    0 Kayak Way Unit RTC2780325, Winchester, TN 37398

    • Land

    Last Sold Summary

    • 8% Below List Price
    • 64 Days On Market

    Last Listing Agent Felicia Wright Leading Edge Real Estate Group

    0 Kayak Way Unit RTC2780325, Winchester, TN 37398
    • /8

      Not Listed For Sale

      0 Charles Ave, Winchester, TN 37398

      0 Charles Ave, Winchester, TN 37398

      Last Sold Summary

      • 0 Days On Market

      Last Sold Price $35,000

      Last Listing Agent Hunter More Kings Chapel Realty, Inc.

  • /39

    $544,900

    • 3 Beds
    • 2.5 Baths
    • 2,327 Sq Ft

    215 Franklin Heights Dr, Winchester, TN 37398

    This beautiful all-brick, single-level home offers the perfect blend of comfort, style, and convenience. Featuring 3 spacious bedrooms and 2.5 bathrooms, this move-in-ready property sits on a large corner lot, providing both space and privacy. Recent upgrades include a brand-new roof, energy-efficient windows, and a new HVAC system for peace of mind. Inside, you’ll find fresh paint throughout,

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 342-3928

    215 Franklin Heights Dr, Winchester, TN 37398
  • /40

    $315,000 Sold Mar 20, 2026

    209 Franklin Park, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 2,053 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Below List Price
    • $153/SF
    • 24 Days On Market

    Current Estimated Value $315,156

    Last Listing Agent Hannah Monilaw Better Homes & Gardens Real Estate Heritage Group

    209 Franklin Park, Winchester, TN 37398
    • /29

      Est $371,776 Not Listed For Sale

      23 Anderton Dr, Winchester, TN 37398

      • 3 Beds
      • 2.5 Baths
      • 1,891 Sq Ft
      • Built 2008
      23 Anderton Dr, Winchester, TN 37398

      Last Sold Summary

      • 4% Below List Price
      • $204/SF
      • 13 Days On Market

      Last Sold Price $385,500

      Last Listing Agent Angela Privett Benchmark Realty, LLC

  • /3

    $76,900

    • Land
    • 0.25 Acre
    • $307,600 per Acre

    0 Deer Valley Cir Unit RTC2980816, Winchester, TN 37398

    Welcome to your next opportunity in this brand-new, gated 55+ community designed for comfort, convenience, and connection! Choose your perfect spot and create a home that fits your lifestyle. This thoughtfully planned neighborhood will include a beautifully appointed clubhouse, swimming pool, fitness center, and a dedicated dog park—perfect for active, social living. Don't miss this opportunity-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 575-6922

    0 Deer Valley Cir Unit RTC2980816, Winchester, TN 37398
  • /2

    $55,000 Sold Aug 13, 2025

    0 Old Tullahoma Rd Unit RTC2967842, Winchester, TN 37398

    • Land
    • 1.27 Acres
    • $43,307 per Acre

    Last Sold Summary

    • 15% Below List Price

    Last Listing Agent Mitch Umbarger Better Homes & Gardens Real Estate Heritage Group

    0 Old Tullahoma Rd Unit RTC2967842, Winchester, TN 37398
    • /21

      Est $277,977 Not Listed For Sale

      233 Duncan Ln, Winchester, TN 37398

      • 4 Beds
      • 2 Baths
      • 1,924 Sq Ft
      • Built 1991
      233 Duncan Ln, Winchester, TN 37398

      Last Sold Summary

      • 2% Below List Price
      • $148/SF
      • 13 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Stan Beech Zach Taylor Real Estate

  • /40

    $2,000,000

    • Land
    • 7.9 Acres
    • $253,165 per Acre

    7542 Chestnut Ridge Rd, Winchester, TN 37398

    Discover a remarkable opportunity with this unique 7.9-acre lakefront parcel in Winchester, Tennessee. This expansive property offers access to public water and electricity, making it an ideal canvas for development. With the potential to build multiple homes, it presents an excellent opportunity to create a charming subdivision or thoughtfully planned community.Boasting approximately 575

    Agent Photo

    Dena Abbott

    SimpliHOM

    (931) 600-5342

    7542 Chestnut Ridge Rd, Winchester, TN 37398
  • /54

    $185,900 Sold Jul 14, 2025

    408 Style St, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1957

    Last Sold Summary

    • $117/SF
    • 40 Days On Market

    Current Estimated Value $252,938

    Last Listing Agent Darrell Potts United Country - Columbia Realty & Auction

    408 Style St, Winchester, TN 37398
    • /22

      Est $171,841 Not Listed For Sale

      715 Lynwood St Unit 717, Winchester, TN 37398

      • Studio
      • 1,664 Sq Ft
      • Built 1986
      715 Lynwood St Unit 717, Winchester, TN 37398

      Last Sold Summary

      • 5% Above List Price
      • $99/SF
      • 32 Days On Market

      Last Sold Price $164,000

      Last Listing Agent Thomas Ore Winton Auction & Realty Co.

Showing Results 41 - 80, Page 2 of 18

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