Homes in ZIP Code 37398

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  /53

  $549,900 Sold Jun 17, 2025

  22 Flip Flop Ct, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • Built 2021

  Last Sold Summary

  • $243/SF
  • 26 Days On Market

  Current Estimated Value $564,419

  Last Listing Agent Stephen Miller Benchmark Realty, LLC

  22 Flip Flop Ct, Winchester, TN 37398
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  /39

  Est $662,648 Not Listed For Sale

  545 Pickney Rd, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,219 Sq Ft
  • Built 2008

  545 Pickney Rd, Winchester, TN 37398

  Last Sold Summary

  • 13% Above List Price
  • $182/SF
  • 193 Days On Market

  Last Sold Price $585,000

  Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC
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  /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
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  /25

  $325,000 Sold May 19, 2025

  0 Campfire Ct Unit RTC2809929, Winchester, TN 37398

  • Land
  • 0.57 Acre
  • $570,175 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 7 Days On Market

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  0 Campfire Ct Unit RTC2809929, Winchester, TN 37398
• 

  

  

  /22

  Est $244,780 Not Listed For Sale

  142 Cheyenne Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1997

  142 Cheyenne Ave, Winchester, TN 37398

  Last Sold Summary

  • 17% Above List Price
  • $168/SF
  • 2 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Lauren Bailey Swaffords Property Shop
• 

  

  /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
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  /23

  $280,000 Sold Aug 15, 2025

  0 Anderton Dr, Winchester, TN 37398

  • Land
  • 2.99 Acres
  • $93,771 per Acre

  Last Sold Summary

  • 26% Below List Price
  • 28 Days On Market

  Last Listing Agent isaac zimmerle Benchmark Realty, LLC

  0 Anderton Dr, Winchester, TN 37398
• 

  

  /41

  Est $408,146 Not Listed For Sale

  218 Charlotte Dr, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,116 Sq Ft
  • Built 2005

  218 Charlotte Dr, Winchester, TN 37398

  Last Sold Summary

  • 6% Below List Price
  • $206/SF
  • 12 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Jeromey Cromwell RE/MAX
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  /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
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  /70

  $570,000 Sold Dec 12, 2025

  504 River Watch Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,906 Sq Ft
  • Built 2022

  Last Sold Summary

  • 12% Below List Price
  • $196/SF
  • 226 Days On Market

  Current Estimated Value $576,214

  Last Listing Agent Elisa Chessor Century 21 Coffee County Realty & Auction

  504 River Watch Way, Winchester, TN 37398
• 

  

  /23

  Est $382,702 Not Listed For Sale

  136 Freedom Ln, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,342 Sq Ft
  • Built 1975

  136 Freedom Ln, Winchester, TN 37398

  Last Sold Summary

  • 1% Below List Price
  • $164/SF
  • 20 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Wayne Neese Coldwell Banker Southern Realty
• 

  

  /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
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  /44

  $313,000 Sold Jan 06, 2026

  196 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Above List Price
  • $262/SF
  • 6 Days On Market

  Current Estimated Value $308,445

  Last Listing Agent Dennis Sanders eXp Realty

  196 Brookfield Cir, Winchester, TN 37398
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  /42

  Est $236,808 Not Listed For Sale

  119 Spring Hill Dr, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,532 Sq Ft
  • Built 1960

  119 Spring Hill Dr, Winchester, TN 37398

  Last Sold Summary

  • 39% Above List Price
  • $111/SF
  • 28 Days On Market

  Last Sold Price $170,000

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

  

  /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
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  /58

  $745,000 Sold Mar 26, 2026

  20 Windjammer Ct, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 3,032 Sq Ft
  • Built 2019

  Last Sold Summary

  • 7% Below List Price
  • $246/SF
  • 12 Days On Market

  Current Estimated Value $793,215

  Last Listing Agent Felicia Wright Leading Edge Real Estate Group

  20 Windjammer Ct, Winchester, TN 37398
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  /27

  Est $226,245 Not Listed For Sale

  106 Swann Ave, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1975

  106 Swann Ave, Winchester, TN 37398

  Last Sold Summary

  • 6% Below List Price
  • $185/SF
  • 6 Days On Market

  Last Sold Price $239,900

  Last Listing Agent Chelsea Greenway Winton Auction & Realty Co.
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  /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
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  /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 $1,427,255

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  130 Phillips Dr, Winchester, TN 37398
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  /21

  Est $125,182 Not Listed For Sale

  510 Plattenburg St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft
  • Built 1933

  510 Plattenburg St, Winchester, TN 37398

  Last Sold Summary

  • $131/SF
  • 122 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Lisa Cole BHGRE Baker & Cole
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  /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
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  /3

  $54,000 Sold Feb 09, 2026

  0 Six Mile Board Rd Unit RTC3058310, Belvidere, TN 37306

  • Land
  • 0.9 Acre
  • $60,000 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 36 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Six Mile Board Rd Unit RTC3058310, Belvidere, TN 37306
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  /37

  Est $213,223 Not Listed For Sale

  1405 Old Cowan Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1948

  1405 Old Cowan Rd, Winchester, TN 37398

  Last Sold Summary

  • 2% Above List Price
  • $162/SF
  • 54 Days On Market

  Last Sold Price $210,000

  Last Listing Agent John Peck Peck Realty Group, LLC
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  /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
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  /6

  $134,000 Sold Jul 03, 2025

  0 Cowan Hwy Unit RTC2823496, Winchester, TN 37398

  • Land
  • 0.89 Acre
  • $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
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  /29

  Est $267,996 Not Listed For Sale

  218 E Petty Ln, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 1,834 Sq Ft
  • Built 1964

  218 E Petty Ln, Winchester, TN 37398

  Last Sold Summary

  • 3% Below List Price
  • $150/SF
  • 38 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Danielle Wolff Holland Coldwell Banker Southern Realty
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  /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
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  /65

  $1,575,000 Sold Apr 17, 2025

  857 Fanning Bend Dr, Winchester, TN 37398

  • 5 Beds
  • 4.5 Baths
  • 4,383 Sq Ft
  • Built 2024

  Last Sold Summary

  • $359/SF
  • 2 Days On Market

  Last Listing Agent Brandon Bubis Legacy South Brokerage

  857 Fanning Bend Dr, Winchester, TN 37398
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  /27

  Est $441,594 Not Listed For Sale

  119 Riva Lake Rd, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,969 Sq Ft
  • Built 2005

  119 Riva Lake Rd, Winchester, TN 37398

  Last Sold Summary

  • 2% Below List Price
  • $229/SF
  • 31 Days On Market

  Last Sold Price $450,000

  Last Listing Agent John Peck Peck Realty Group, LLC
• 

  

  /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
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  /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 $587,867

  Last Listing Agent Chasity Davis Southern Middle Realty

  1016 Cline Ridge Rd, Winchester, TN 37398
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  /47

  Est $378,274 Not Listed For Sale

  104 Dogwood Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,106 Sq Ft
  • Built 2020

  104 Dogwood Ln, Winchester, TN 37398

  Last Sold Summary

  • 7% Below List Price
  • $192/SF
  • 93 Days On Market

  Last Sold Price $405,000

  Last Listing Agent John Peck Peck Realty Group, LLC
• 

  

  /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
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  /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 $474,860

  Last Listing Agent Jessica London Southern Middle Realty

  136 Houghton Dr, Winchester, TN 37398
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  /38

  Est $323,872 Not Listed For Sale

  204 Homeward Ave, Winchester, TN 37398

  • 2 Beds
  • 3 Baths
  • 1,988 Sq Ft
  • Built 1963

  204 Homeward Ave, Winchester, TN 37398

  Last Sold Summary

  • 2% Above List Price
  • $160/SF
  • 18 Days On Market

  Last Sold Price $318,000

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

  

  /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
• 

  

  /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 $311,021

  Last Listing Agent Kristin Swan-White Reliant Realty ERA Powered

  285 Crimson Dr, Winchester, TN 37398
• 

  

  /38

  Est $319,309 Not Listed For Sale

  290 Fairview Cir, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft
  • Built 2006

  290 Fairview Cir, Winchester, TN 37398

  Last Sold Summary

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

  Last Sold Price $300,000

  Last Listing Agent Jeffrey Proper Keller Williams Realty - Murfreesboro
• 

  

  /3

  $79,900 Pending

  • Land
  • 0.28 Acre
  • $285,357 per Acre

  0 Deer Valley Cir Unit RTC2980740, 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) 365-2439

  0 Deer Valley Cir Unit RTC2980740, Winchester, TN 37398
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  /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

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