Winchester, TN Homes

• 

  

  

  /34

  Est $520,793

  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

  • 2% Above List Price
  • $217/SF
  • 132 Days On Market

  • Last Sold Price $509,000
  • Oct 12, 2023

  Last Listing Agent Nick Edenfield Keller Williams Realty
• 

  

  

  /53

  $1,075,000

  Under Contract

  • 4 Beds
  • 3 Baths
  • 2,583 Sq Ft

  71 Fanning Bend Dr, Winchester, TN 37398

  Welcome to luxury lake living in the prestigious Fanning Bend Subdivision. Situated on a large, beautifully maintained lot, this exceptional home offers the perfect blend of comfort, entertaining space, and year-round lake lifestyle amenities. The property features both a 2-car attached garage and an impressive 31x25 detached 2-car garage (heated and cooled), providing ample space for boat

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 213-3698

  71 Fanning Bend Dr, Winchester, TN 37398
• 

  

  

  /3

  $79,900

  Sold Sep 16, 2025

  0 Deer Valley Cir Unit RTC2980795, Winchester, TN 37398

  • Land
  • 16,988 Sq Ft
  • $204,872 per Acre

  Last Sold Summary

  • 0 Days On Market

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

  0 Deer Valley Cir Unit RTC2980795, Winchester, TN 37398
• 

  

  

  /29

  Est $385,403

  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

  • $204/SF
  • 13 Days On Market

  • Last Sold Price $385,500
  • Jun 15, 2023

  Last Listing Agent Angela Privett Benchmark Realty, LLC
• 

  

  

  /10

  $129,000

  • Land
  • 1.1 Acres
  • $117,701 per Acre

  0 Aedc Rd Unit Tract3, Winchester, TN 37398

  Prime Commercial Opportunity – High-Traffic Location. Don’t miss this exceptional opportunity to own vacant commercial land in a highly visible, high-traffic area. Positioned for maximum exposure, this property offers endless potential for a wide range of business ventures. With continued growth in the surrounding area, this is your chance to secure a strategic location. Tracts 2 and 4 available

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 281-8047

  0 Aedc Rd Unit Tract3, Winchester, TN 37398
• 

  

  /17

  $189,471

  Sold Nov 05, 2025

  0 Aedc Rd Unit RTC3007773, Winchester, TN 37398

  • Land
  • 3.38 Acres
  • $56,057 per Acre

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Vandy VanMeter Parks Auction & Realty

  0 Aedc Rd Unit RTC3007773, Winchester, TN 37398
• 

  

  /21

  Est $274,288

  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

  • 4% Below List Price
  • $148/SF
  • 13 Days On Market

  • Last Sold Price $285,000
  • Jan 26, 2025

  Last Listing Agent Stan Beech Zach Taylor Real Estate
• 

  

  /3

  $79,900

  • Land
  • 14,374 Sq Ft
  • $242,121 per Acre

  0 Deer Valley Cir Unit RTC2980780, 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-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 909-2266

  0 Deer Valley Cir Unit RTC2980780, Winchester, TN 37398
• 

  

  /3

  $73,750

  Sold Feb 18, 2026

  0 Deer Valley Cir Unit RTC2980801, Winchester, TN 37398

  • Land
  • 16,988 Sq Ft
  • $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
• 

  

  /22

  Est $180,454

  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

  • 10% Above List Price
  • $99/SF
  • 32 Days On Market

  • Last Sold Price $164,000
  • Mar 14, 2024

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.
• 

  

  /3

  $76,900

  • Land
  • 6,534 Sq Ft
  • $512,667 per Acre

  0 Deer Valley Cir Unit RTC2980774, 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-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 869-7139

  0 Deer Valley Cir Unit RTC2980774, Winchester, TN 37398
• 

  

  /3

  $112,500

  Sold May 08, 2026

  0 Pickney Rd, Winchester, TN 37398

  • Land
  • 40,075 Sq Ft
  • $122,283 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 6 Days On Market

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

  0 Pickney Rd, Winchester, TN 37398
• 

  

  /12

  Est $82,282

  Not Listed For Sale

  140 Carson Ln, Winchester, TN 37398

  • 2 Beds
  • 1.5 Baths
  • 672 Sq Ft
  • Built 1965

  140 Carson Ln, Winchester, TN 37398

  Last Sold Summary

  • 27% Above List Price
  • $97/SF
  • 113 Days On Market

  • Last Sold Price $65,000
  • Dec 06, 2024

  Last Listing Agent April Smith John Smith Jr Realty and Auction LLC
• 

  

  /3

  $69,900

  • Land
  • 6,534 Sq Ft
  • $466,000 per Acre

  0 Deer Valley Cir Unit RTC2980750, 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-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 369-2282

  0 Deer Valley Cir Unit RTC2980750, Winchester, TN 37398
• 

  

  /13

  $600,000

  Sold Aug 07, 2025

  0 Abby Cir Unit RTC2696850, Winchester, TN 37398

  • Land
  • 27,007 Sq Ft
  • $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
• 

  

  /68

  Est $844,549

  Not Listed For Sale

  290 Cascade Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 3,858 Sq Ft
  • Built 2010

  290 Cascade Dr, Winchester, TN 37398

  Last Sold Summary

  • 6% Above List Price
  • $207/SF
  • 62 Days On Market

  • Last Sold Price $799,500
  • Jun 28, 2024

  Last Listing Agent Jessica London Southern Middle Realty
• 

  

  /3

  $69,900

  • Land
  • 6,534 Sq Ft
  • $466,000 per Acre

  0 Deer Valley Cir Unit RTC2980752, 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-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 593-5082

  0 Deer Valley Cir Unit RTC2980752, Winchester, TN 37398
• 

  

  /8

  $199,900

  Sold Mar 24, 2026

  141 Modena Cir, Decherd, TN 37324

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 2003

  Last Sold Summary

  • $161/SF
  • 31 Days On Market

  Current Estimated Value $202,278

  Last Listing Agent Benjamin Merrill Lynch Rigsby Realty & Auction, LLC

  141 Modena Cir, Decherd, TN 37324
• 

  

  /68

  Est $563,299

  Not Listed For Sale

  106 Magrath Rd, Winchester, TN 37398

  • 4 Beds
  • 4 Baths
  • 2,952 Sq Ft
  • Built 2009

  106 Magrath Rd, Winchester, TN 37398

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 12 Days On Market

  • Last Sold Price $575,000
  • Jun 02, 2023

  Last Listing Agent John Peck Century 21 Volunteer Realty
• 

  

  /16

  Call for Price

  0 Highway 50, Winchester, TN 37398

  Absolute LIVE & ONSITE AUCTION Saturday June 13th 10:00 AM, 127± Acres in 4 Tracts• Selling with a New Certified SurveyAt the corner of HWY 50 at Galloway Lane | Winchester, TN - signs are posted! Ample Road Frontage, Large Acreage Tracts!offering breathtaking panoramic hillside views, usable pasture, wooded privacy, and real potential for recreation, homesites, or future development.

  

  James R. Cash

  James R. Cash II Auctions & Real Estate

  (931) 271-1719

  0 Highway 50, 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 $306,628

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  25 Glasner Ln, Winchester, TN 37398
• 

  

  /40

  Est $528,910

  Not Listed For Sale

  1070 Liberty Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,172 Sq Ft
  • Built 2010

  1070 Liberty Rd, Winchester, TN 37398

  Last Sold Summary

  • 4% Below List Price
  • $253/SF
  • 173 Days On Market

  • Last Sold Price $550,000
  • May 12, 2023

  Last Listing Agent Robert Evanoff Berkshire Hathaway HomeServices Woodmont Realty
• 

  

  /34

  $699,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft

  74 Maple Dr, Winchester, TN 37398

  Welcome to this stunning, fully remodeled 3-bedroom, 2-bath brick ranch located in the desirable Dripping Springs subdivision. This exceptional property includes a deeded out lot on Tim’s Ford Lake, complete with a brand-new single-slip, low-maintenance boat dock—perfect for enjoying lake life to the fullest. This deeded lake lot is just a short 1 minute golf cart ride away! Interior features

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 485-6858

  74 Maple Dr, 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 $96,817

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

  512 Elm St, Winchester, TN 37398
• 

  

  /9

  Est $183,175

  Not Listed For Sale

  107 Sipes St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft
  • Built 1953

  107 Sipes St, Winchester, TN 37398

  Last Sold Summary

  • 5% Above List Price
  • $156/SF
  • 43 Days On Market

  • Last Sold Price $175,000
  • Oct 21, 2024

  Last Listing Agent Matthew Joachim Zach Taylor Real Estate
• 

  

  /85

  $1,445,000

  $80K PRICE DROP

  • 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

  

  Billie Kay Caldwell

  Swaffords Property Shop

  (931) 416-1049

  71 Slalom Cir, Winchester, TN 37398
• 

  

  /44

  $425,000

  Sold May 13, 2026

  52 Wiseman Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,094 Sq Ft
  • Built 2026

  Last Sold Summary

  • 1% Below List Price
  • $203/SF
  • 97 Days On Market

  Last Listing Agent Lisa Curl Better Homes & Gardens Real Estate Heritage Group

  52 Wiseman Ln, Winchester, TN 37398
• 

  

  /42

  Est $351,237

  Not Listed For Sale

  13 Anderton Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 2008

  13 Anderton Dr, Winchester, TN 37398

  Last Sold Summary

  • 8% Above List Price
  • $172/SF
  • 226 Days On Market

  • Last Sold Price $325,000
  • Mar 31, 2025

  Last Listing Agent Amy Rivera Marcoma Realty, Inc.
• 

  

  /3

  $76,900

  • Land
  • 7,405 Sq Ft
  • $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-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 499-2172

  0 Deer Valley Cir Unit RTC2980777, 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 $139,774

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

  411 Style St, Winchester, TN 37398
• 

  

  /34

  Est $267,749

  Not Listed For Sale

  174 Apple Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,521 Sq Ft
  • Built 2009

  174 Apple Dr, Winchester, TN 37398

  Last Sold Summary

  • 7% Above List Price
  • $165/SF
  • 19 Days On Market

  • Last Sold Price $251,237
  • Jul 15, 2024

  Last Listing Agent Houston Poston BHHS Southern Routes Realty
• 

  

  /36

  $334,500

  Under Contract

  • 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

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 321-6797

  387 Fairview Cir, 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 $1,302,721

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

  668 Bluff Dr, Winchester, TN 37398
• 

  

  /64

  Est $500,894

  Not Listed For Sale

  146 Brandi Way, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft
  • Built 2009

  146 Brandi Way, Winchester, TN 37398

  Last Sold Summary

  • 1% Below List Price
  • $243/SF
  • 102 Days On Market

  • Last Sold Price $505,000
  • May 01, 2025

  Last Listing Agent Melissa Wilson Southern Middle Realty
• 

  

  /62

  $949,999

  $250K PRICE DROP

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

  182 Loop Dr, Winchester, TN 37398

  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, family haven, or an

  

  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 $456,365

  Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

  105 Island Way, Winchester, TN 37398
• 

  

  /15

  Est $153,712

  Not Listed For Sale

  816 Mason Ave, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 808 Sq Ft
  • Built 1950

  816 Mason Ave, Winchester, TN 37398

  Last Sold Summary

  • 10% Above List Price
  • $173/SF
  • 50 Days On Market

  • Last Sold Price $140,000
  • Jan 18, 2024

  Last Listing Agent Sean Crabtree Blue Door Realty Group
• 

  /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!

  

  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 $354,633

  Last Listing Agent John Peck Century 21 Volunteer Realty

  147 Crimson Dr, Winchester, TN 37398
• 

  

  /86

  Est $856,842

  Not Listed For Sale

  264 Cascade Dr, Winchester, TN 37398

  • 5 Beds
  • 3.5 Baths
  • 3,729 Sq Ft
  • Built 2008

  264 Cascade Dr, Winchester, TN 37398

  Last Sold Summary

  • 3% Below List Price
  • $238/SF
  • 60 Days On Market

  • Last Sold Price $887,000
  • Feb 03, 2025

  Last Listing Agent Jessica London Southern Middle Realty

Showing Results 41 - 80, Page 2 of 18