Homes in ZIP Code 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
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /22

  $1,195,000 Pending

  • 2 Beds
  • 4 Baths
  • 3,384 Sq Ft

  517 Bluff Dr, Winchester, TN 37398

  Beautiful lakefront home located in the sought-after Hopkins Point subdivision! This home features an inviting open floor plan and a completely updated kitchen renovated just a year ago with custom cabinetry, a 6-burner gas stove, and Viking microwave—perfect for cooking and entertaining. The spacious four-season room brings the outdoors in and offers the perfect spot to relax year-round,

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 429-0694

  517 Bluff 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
• 

  

  

  /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
• 

  

  

  /23

  $219,900

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  1110 Hunt St, Winchester, TN 37398

  Welcome home to this spacious 2,040 sq ft double-wide on a permanent foundation! This home features large bedrooms throughout, each with a walk in closets, offering plenty of space and storage. The kitchen offers an abundance of countertop space and cabinets, along with a large island - perfect for cooking, gathering, and entertaining. This home offers generous living space and wood burning

  

  Shawna Denby

  1st Choice REALTOR

  (931) 416-1870

  1110 Hunt St, 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
• 

  

  /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
• 

  

  /3

  $76,900

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

  0 Deer Valley Cir Unit RTC2980808, 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) 391-3042

  0 Deer Valley Cir Unit RTC2980808, 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
• 

  

  /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.
• 

  

  /67

  $1,599,000

  • 5 Beds
  • 4.5 Baths
  • 3,797 Sq Ft

  1750 Awalt Dr, Winchester, TN 37398

  This modern and upscale lakefront property on Tims Ford Lake is one you do not want to miss! From the bold architectural finishes and modern design to the functionality and lakeview retreat this place is one to call home. The main home offers 4 bedrooms and 3.5 baths with a beautiful, stacked stone fireplace and natural stained hardwood floors, a gourmet kitchen & media room, and an attached

  

  Chelsea Greenway

  Winton Auction & Realty Co.

  (931) 342-4168

  1750 Awalt 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 $107,435

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

  512 Elm St, 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

  $69,900

  • Land
  • 0.15 Acre
  • $466,000 per Acre

  0 Deer Valley Cir Unit RTC2980794, 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) 313-8991

  0 Deer Valley Cir Unit RTC2980794, Winchester, TN 37398
• 

  

  /40

  $275,000 Sold Mar 31, 2025

  551 Fairview Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $178/SF
  • 33 Days On Market

  Current Estimated Value $293,948

  Last Listing Agent John Peck Peck Realty Group, LLC

  551 Fairview Cir, 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
• 

  

  /78

  $789,900

  • 4 Beds
  • 3.5 Baths
  • 3,896 Sq Ft

  630 Shadowbrook Rd, Winchester, TN 37398

  Experience unparalleled craftsmanship in this stunning estate situated on over an acre of private, picturesque grounds. This meticulously maintained home features 3 spacious bedrooms, each boasting its own private ensuite bathroom for ultimate comfort and privacy. A 4th bedroom is upstairs and currently being used as an office. The interior is a showcase of architectural detail, defined by custom

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 208-4110

  630 Shadowbrook Rd, 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
• 

  

  /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.
• 

  

  /3

  $76,900

  • Land
  • 0.15 Acre
  • $512,667 per Acre

  0 Deer Valley Cir Unit RTC2980756, 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) 277-6057

  0 Deer Valley Cir Unit RTC2980756, 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
• 

  

  /12

  Est $103,635 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

  • 59% Above List Price
  • $97/SF
  • 113 Days On Market

  Last Sold Price $65,000

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

  

  /51

  $279,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 2,236 Sq Ft

  621 S Jefferson St, Winchester, TN 37398

  Step back in time with this historic Craftsman house just blocks away from Downtown Winchester! Built in 1910, full of character and charm, this home has had some updates such as new metal roof and great kitchen, but is ready for more updates and repairs to make it truly your own. The Guest house with a LR, kitchen, bedroom and full bath is perfect for visitors, extended family or rental

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 369-4822

  621 S Jefferson St, 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
• 

  

  /68

  Est $822,135 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

  • 3% Above List Price
  • $207/SF
  • 62 Days On Market

  Last Sold Price $799,500

  Last Listing Agent Jessica London Southern Middle Realty
• 

  

  /51

  $549,900 Pending

  • 6 Beds
  • 4 Baths
  • 8,508 Sq Ft

  974 Lynchburg Rd, Winchester, TN 37398

  Former Antebellum Inn which offers so much potential. Now Magnolia Hill Manor

  

  John Peck

  Peck Realty Group, LLC

  (931) 416-0673

  974 Lynchburg Rd, 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
• 

  

  /68

  Est $587,376 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% Above List Price
  • $195/SF
  • 12 Days On Market

  Last Sold Price $575,000

  Last Listing Agent John Peck Peck Realty Group, LLC
• 

  

  /3

  $76,900

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

  0 Deer Valley Cir Unit RTC2980817, 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) 281-7122

  0 Deer Valley Cir Unit RTC2980817, 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
• 

  

  /40

  Est $506,935 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

  • 8% Below List Price
  • $253/SF
  • 173 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Robert Evanoff Berkshire Hathaway HomeServices Woodmont Realty
• 

  

  /3

  $74,900

  • Land
  • 0.22 Acre
  • $340,455 per Acre

  0 Deer Valley Cir Unit RTC2980811, 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) 666-0324

  0 Deer Valley Cir Unit RTC2980811, 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
• 

  

  /9

  Est $171,191 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

  • 2% Below List Price
  • $156/SF
  • 43 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Matthew Joachim Zach Taylor Real Estate
• 

  

  /19

  $219,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 975 Sq Ft

  358 Cessna Cir, Winchester, TN 37398

  Charming 2-bedroom, 2-bath brick home offering 975 square feet of comfortable living space, located in the desirable Airport Acres subdivision. This well-maintained property features a fenced backyard, patio area ideal for outdoor enjoyment, a storage building, and a one-car garage with a concrete driveway. The brick exterior provides low-maintenance durability, while the layout offers efficient

  

  John Peck

  Peck Realty Group, LLC

  (931) 229-7439

  358 Cessna Cir, 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
• 

  

  /34

  Est $271,670 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

  • 8% Above List Price
  • $165/SF
  • 19 Days On Market

  Last Sold Price $251,237

  Last Listing Agent Houston Poston BHHS Southern Routes Realty
• 

  

  /42

  $399,900

  • 4 Beds
  • 4 Baths
  • 2,197 Sq Ft

  44 Houghton Dr, Winchester, TN 37398

  Back on the market! Buyers sale of home fell through. Charming rare find with this 4 Bedroom, brick ranch style home in a great location! Only 15 min to I-24! This renovated 4 bedroom brick home with all of its updates is a gem! The beautiful kitchen has a country french feel with the granite and beautiful backsplash and newly updated cabinets with the finishing touch of bar seating. This well

  

  Dana Dillinger

  RE/MAX 1st Realty

  (931) 340-7572

  44 Houghton Dr, 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
• 

  

  /15

  Est $161,605 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

  • 15% Above List Price
  • $173/SF
  • 50 Days On Market

  Last Sold Price $140,000

  Last Listing Agent Sean Crabtree Blue Door Realty Group

Showing Results 41 - 80, Page 2 of 18