Winchester, TN Homes

• 

  

  

  /50

  Est $376,839

  Not Listed For Sale

  817 Myers Rd, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,395 Sq Ft
  • Built 1971

  817 Myers Rd, Winchester, TN 37398

  Last Sold Summary

  • 3% Below List Price
  • $162/SF
  • 56 Days On Market

  • Last Sold Price $387,500
  • Oct 24, 2024

  Last Listing Agent Mary Brannon Southern Middle Realty
• 

  

  

  /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
• 

  

  

  /35

  $1,450,000

  Sold Oct 24, 2025

  130 Phillips Dr, Winchester, TN 37398

  • 3 Beds
  • 4.5 Baths
  • 4,193 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $346/SF
  • 72 Days On Market

  Current Estimated Value $1,424,206

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  130 Phillips Dr, Winchester, TN 37398
• 

  

  

  /48

  Est $331,935

  Not Listed For Sale

  70 Meaker Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft
  • Built 1985

  70 Meaker Ln, Winchester, TN 37398

  Last Sold Summary

  • 12% Above List Price
  • $191/SF
  • 42 Days On Market

  • Last Sold Price $297,500
  • Jul 31, 2023

  Last Listing Agent Matt Pellegrino Century 21 Coffee County Realty & Auction
• 

  

  

  /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
• 

  

  /6

  $134,000

  Sold Jul 03, 2025

  0 Cowan Hwy Unit RTC2823496, Winchester, TN 37398

  • Land
  • 38,768 Sq Ft
  • $150,562 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 26 Days On Market

  Last Listing Agent Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

  0 Cowan Hwy Unit RTC2823496, Winchester, TN 37398
• 

  

  /54

  Est $560,455

  Not Listed For Sale

  420 Country Estates Dr, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,864 Sq Ft
  • Built 1991

  420 Country Estates Dr, Winchester, TN 37398

  Last Sold Summary

  • 1% Below List Price
  • $197/SF
  • 60 Days On Market

  • Last Sold Price $565,000
  • Dec 10, 2024

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC
• 

  

  /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
• 

  

  /41

  $576,000

  Sold Sep 09, 2025

  1016 Cline Ridge Rd, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 2,304 Sq Ft
  • Built 1988

  Last Sold Summary

  • 8% Below List Price
  • $250/SF
  • 3 Days On Market

  Current Estimated Value $611,299

  Last Listing Agent Chasity Davis Southern Middle Realty

  1016 Cline Ridge Rd, Winchester, TN 37398
• 

  

  /40

  Est $237,154

  Not Listed For Sale

  700 S High St, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 1932

  700 S High St, Winchester, TN 37398

  Last Sold Summary

  • 5% Above List Price
  • $118/SF
  • 73 Days On Market

  • Last Sold Price $225,000
  • Oct 13, 2023

  Last Listing Agent Billy Rigsby III Lynch Rigsby Realty & Auction, LLC
• 

  

  /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
• 

  

  /64

  $485,000

  Sold Nov 24, 2025

  136 Houghton Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,405 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $202/SF
  • 79 Days On Market

  Current Estimated Value $472,533

  Last Listing Agent Jessica London Southern Middle Realty

  136 Houghton Dr, Winchester, TN 37398
• 

  

  /49

  Est $319,153

  Not Listed For Sale

  76 Chase Cir, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,719 Sq Ft
  • Built 2005

  76 Chase Cir, Winchester, TN 37398

  Last Sold Summary

  • 14% Above List Price
  • $163/SF
  • 9 Days On Market

  • Last Sold Price $280,000
  • Mar 11, 2024

  Last Listing Agent Sean Crabtree Blue Door Realty Group
• 

  

  /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
• 

  

  /33

  $245,000

  Sold May 15, 2026

  119 Kenmore Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Built 2025

  Last Sold Summary

  • $192/SF
  • 22 Days On Market

  Current Estimated Value $212,067

  Last Listing Agent Andrea Cruz John Smith Jr Realty and Auction LLC

  119 Kenmore Ave, Winchester, TN 37398
• 

  

  /11

  Est $268,488

  Not Listed For Sale

  360 Strawberry Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,289 Sq Ft
  • Built 2003

  360 Strawberry Dr, Winchester, TN 37398

  Last Sold Summary

  • 1% Above List Price
  • $206/SF
  • 76 Days On Market

  • Last Sold Price $265,000
  • Jun 25, 2024

  Last Listing Agent Torrey Perry Century 21 Volunteer Realty
• 

  

  /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
• 

  

  /54

  $300,000

  Sold Oct 16, 2025

  285 Crimson Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,761 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Below List Price
  • $170/SF
  • 92 Days On Market

  Current Estimated Value $316,084

  Last Listing Agent Kristin Swan-White Reliant Realty ERA Powered

  285 Crimson Dr, Winchester, TN 37398
• 

  

  /62

  Est $425,594

  Not Listed For Sale

  287 Woodcrest Dr, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,494 Sq Ft
  • Built 1980

  287 Woodcrest Dr, Winchester, TN 37398

  Last Sold Summary

  • 6% Above List Price
  • $160/SF
  • 6 Days On Market

  • Last Sold Price $400,000
  • Jun 16, 2023

  Last Listing Agent Connie Brown 1st Choice REALTOR
• 

  

  /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
• 

  /2

  $380,000

  Sold Apr 03, 2026

  189 Pickney Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft
  • Built 1970

  Last Sold Summary

  • $180/SF

  Current Estimated Value $382,474

  Last Listing Agent A NON-MEMBER --NON-MEMBER OFFICE--

  189 Pickney Rd, Winchester, TN 37398
• 

  

  /59

  Est $1,400,867

  Not Listed For Sale

  752 Magnolia Dr, Winchester, TN 37398

  • 2 Beds
  • 3.5 Baths
  • 2,863 Sq Ft
  • Built 1987

  752 Magnolia Dr, Winchester, TN 37398

  Last Sold Summary

  • 30% Below List Price
  • $699/SF
  • 4 Days On Market

  • Last Sold Price $2,000,000
  • Jul 19, 2024

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

  

  /24

  $189,900

  New Construction $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  540 Milton Ln, Winchester, TN 37398

  Wonderful New Construction Home! Great for 1st time home buyers! Minutes to the Lake! Lender Credit and Reduced Interest Rates w preferred lender. This 1064 sq ft home offers modern finishes with a functional layout. Featuring granite countertops and soft close kitchen cabinets. Luxury vinyl flooring throughout. The vaulted ceilings in the kitchen and living room elevate these common areas. The

  

  Shawna Denby

  1st Choice REALTOR

  (931) 416-0334

  540 Milton Ln, Winchester, TN 37398
• 

  

  /38

  $475,000

  Sold Jul 08, 2025

  296 Lookout Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,983 Sq Ft
  • Built 2025

  Last Sold Summary

  • $240/SF
  • 26 Days On Market

  Last Listing Agent Amanda Koziol eXp Realty

  296 Lookout Dr, Winchester, TN 37398
• 

  

  /24

  Est $256,816

  Not Listed For Sale

  3579 Lynchburg Rd, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft
  • Built 1963

  3579 Lynchburg Rd, Winchester, TN 37398

  Last Sold Summary

  • 3% Above List Price
  • $191/SF
  • 27 Days On Market

  • Last Sold Price $249,900
  • Oct 05, 2024

  Last Listing Agent Mike Winton Mike Winton Realty & Auction
• 

  

  /36

  $835,000

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  140 Huntington Dr S, Winchester, TN 37398

  Tucked back in the trees near Tims Ford Lake, 140 Huntington Dr S feels more like a private lake retreat than a traditional neighborhood lake home. From the driveway, the setting immediately feels quiet, natural, and set apart, with mature trees, refreshed exterior paint, and a front garage that gives you practical storage for lake gear, tools, or weekend equipment. Inside, the home has a warm,

  Rachel Ferrell Southern Middle Realty

  140 Huntington Dr S, Winchester, TN 37398
• 

  

  /60

  $875,000

  Sold May 01, 2026

  1000 N Vine St, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,164 Sq Ft
  • Built 1925

  Last Sold Summary

  • 30% Below List Price
  • $404/SF
  • 27 Days On Market

  Current Estimated Value $1,161,333

  Last Listing Agent Melissa Stewart Swaffords Property Shop

  1000 N Vine St, Winchester, TN 37398
• 

  

  /18

  Est $270,637

  Not Listed For Sale

  166 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2001

  166 Brookfield Cir, Winchester, TN 37398

  Last Sold Summary

  • 13% Above List Price
  • $185/SF
  • 31 Days On Market

  • Last Sold Price $240,000
  • Jun 28, 2024

  Last Listing Agent Aimee Whitt Freedom Realty Group
• 

  

  /99

  $1,060,000

  • 4 Beds
  • 3.5 Baths
  • 2,919 Sq Ft

  135 Fanning Bend Dr, Winchester, TN 37398

  Located in the Fanning Bend community on Tim’s Ford Lake, this custom-built 2021 home blends modern lake living with thoughtful design, quality finishes, and access to one of the area’s most desirable waterfront communities. With over 2,900 square feet, the layout offers main-level living, spacious entertaining areas, and flexible downstairs space ideal for guests, family, or weekend lake

  Charlie Gonzales Southern Middle Realty

  135 Fanning Bend Dr, Winchester, TN 37398
• 

  

  /23

  $326,500

  Sold Apr 20, 2026

  170 Brandi Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $196/SF
  • 25 Days On Market

  Current Estimated Value $340,441

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

  170 Brandi Cir, Winchester, TN 37398
• 

  

  /66

  Est $545,987

  Not Listed For Sale

  420 Franklin Heights Dr, Winchester, TN 37398

  • 3 Beds
  • 3.5 Baths
  • 3,740 Sq Ft
  • Built 1999

  420 Franklin Heights Dr, Winchester, TN 37398

  Last Sold Summary

  • 22% Above List Price
  • $120/SF
  • 23 Days On Market

  • Last Sold Price $449,000
  • Jan 30, 2024

  Last Listing Agent Charlie Gonzales Southern Middle Realty
• 

  

  /46

  $499,900

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,564 Sq Ft

  69 Anderton Dr, Winchester, TN 37398

  Experience true lake living in this beautifully maintained condo located within the gated community of Twin Creeks Village on Tims Ford Lake. The exterior features fresh paint, adding to the home’s curb appeal and move-in-ready condition. Inside, this inviting home offers an open floor plan on the main level with a spacious primary suite complete with a large tile shower and abundant closet

  William Forsythe Southern Elite Realty

  69 Anderton Dr, Winchester, TN 37398
• 

  

  /5

  $27,500

  Sold Feb 26, 2026

  0 Lynchburg Rd Unit 6, Winchester, TN 37398

  • Land
  • 34,412 Sq Ft
  • $34,810 per Acre

  Last Sold Summary

  • 39% Below List Price
  • 256 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Lynchburg Rd Unit 6, Winchester, TN 37398
• 

  

  /29

  Est $438,373

  Not Listed For Sale

  200 Hilldale Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,255 Sq Ft
  • Built 1975

  200 Hilldale Dr, Winchester, TN 37398

  Last Sold Summary

  • 12% Below List Price
  • $398/SF
  • 38 Days On Market

  • Last Sold Price $500,000
  • Aug 15, 2024

  Last Listing Agent Whitney Jones Benchmark Realty, LLC
• 

  

  /17

  $298,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  383 Strawberry Dr, Winchester, TN 37398

  Welcome to this well-maintained, move in ready, 3 bedroom, 2 full bath home situated on a full one-acre lot, offering space, privacy, and outdoor enjoyment. The fully fenced backyard is perfect for entertaining and everyday living, featuring a swimming pool, fire pit, and play set. Enjoy relaxing or hosting gatherings on the covered concrete patio, ideal for year-round use. There is a 50 amp

  Aubrey Layne Century 21 Coffee County Realty & Auction

  383 Strawberry Dr, Winchester, TN 37398
• 

  

  /17

  $58,200

  Sold Mar 03, 2026

  0 Union Rd Unit 12, Winchester, TN 37398

  • Land
  • 30,927 Sq Ft
  • $81,972 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 175 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Union Rd Unit 12, Winchester, TN 37398
• 

  

  /50

  Est $1,132,920

  Not Listed For Sale

  326 Loop Dr, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 3,154 Sq Ft
  • Built 1984

  326 Loop Dr, Winchester, TN 37398

  Last Sold Summary

  • 6% Below List Price
  • $380/SF
  • 43 Days On Market

  • Last Sold Price $1,200,000
  • Jan 30, 2024

  Last Listing Agent Patricia Mathis Lake Homes Realty, LLC
• 

  

  /32

  $349,000

  $36K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,812 Sq Ft

  1445 Georgia Crossing Rd, Winchester, TN 37398

  This stunning Franklin County, Tennessee, country home, originally built in 1912, has undergone a complete modernization while retaining its rustic 1900s charm! The exterior boasts new windows, updated trim, and a new front door, while the interior has been virtually gutted and completely redone with a new HVAC system, flooring, updated ceiling heights, and beautiful wooden staircase accents.

  Brian Whitt Arrowhead Land Company

  1445 Georgia Crossing Rd, Winchester, TN 37398
• 

  

  /28

  $167,000

  Sold Oct 02, 2025

  500 S Jefferson St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,499 Sq Ft
  • Built 1965

  Last Sold Summary

  • 12% Below List Price
  • $111/SF
  • 12 Days On Market

  Current Estimated Value $178,932

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

  500 S Jefferson St, Winchester, TN 37398
• 

  

  /43

  Est $508,578

  Not Listed For Sale

  80 Huntington Dr N, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1996

  80 Huntington Dr N, Winchester, TN 37398

  Last Sold Summary

  • $291/SF
  • 94 Days On Market

  • Last Sold Price $510,000
  • Apr 24, 2025

  Last Listing Agent Alexandra Watts Southern Middle Realty

Showing Results 161 - 200, Page 5 of 18