Homes in ZIP Code 37398

• 

  

  

  /41

  $970,000

  Sold Nov 07, 2025

  1108 N Jefferson St, Winchester, TN 37398

  • 4 Beds
  • 7 Baths
  • 3,157 Sq Ft
  • Built 2025

  Last Sold Summary

  • 13% Below List Price
  • $307/SF
  • 78 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  1108 N Jefferson St, Winchester, TN 37398
• 

  

  

  /44

  Est $250,431

  Not Listed For Sale

  110 Kay St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Built 1960

  110 Kay St, Winchester, TN 37398

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Jeromey Cromwell RE/MAX 1st Realty
• 

  

  

  /36

  $328,500

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft

  135 Chickamauga Trail, Winchester, TN 37398

  This beautiful 3-bedroom, 2 bath all brick home was designed with comfort, style, and everyday living in mind. From the moment you step inside, you'll love the inviting open-concept floorplan that creates the perfect space for gathering with family and friends. The thoughtfully designed split-bedroom layout offers added privacy, with the spacious primary suite tucked away from the secondary

  Angela Miller John Smith Jr Realty and Auction LLC

  135 Chickamauga Trail, Winchester, TN 37398
• 

  

  

  /27

  $340,000

  Sold Sep 25, 2025

  341 Carol Cir, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 1,788 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $190/SF
  • 89 Days On Market

  Current Estimated Value $369,793

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

  341 Carol Cir, Winchester, TN 37398
• 

  

  

  /29

  Est $298,174

  Not Listed For Sale

  92 Greenview Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,691 Sq Ft
  • Built 1978

  92 Greenview Dr, Winchester, TN 37398

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR
• 

  

  /14

  $144,900

  • Land
  • 21,344 Sq Ft
  • $295,714 per Acre

  0 Cannonball Ct Unit 187, Winchester, TN 37398

  Come build your dream home on this large lot in the Twin Creeks Community. Whether you live here year round or get away here on weekends, you can build to suit what you are looking for. Amenities include Marina with Boat Slips Rental, Restaurant with Water Front Dining, Guest Rental Cottages, Club house, Three Swimming Pools, Tennis, RV Campground, Sandy Beach with Boat Launch, Event Pavillion,

  Connie Wallace Century 21 Coffee County Realty & Auction

  0 Cannonball Ct Unit 187, Winchester, TN 37398
• 

  

  /58

  $745,000

  Sold May 05, 2026

  47 Long View Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $310/SF
  • 16 Days On Market

  Current Estimated Value $742,973

  Last Listing Agent Justin Briggs Freedom Realty

  47 Long View Dr, Winchester, TN 37398
• 

  

  /36

  Est $414,409

  Not Listed For Sale

  1321 Georgia Crossing Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 1993

  1321 Georgia Crossing Rd, Winchester, TN 37398

  Last Sold Summary

  • 4 Days On Market

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

  

  /36

  $315,000

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  1563 Paynes Church Rd, Winchester, TN 37398

  BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space to host BBQ's, Garden or let the pups run & play! Take in the

  Kasidy Lowe Compass Tennessee, LLC

  1563 Paynes Church Rd, Winchester, TN 37398
• 

  

  /24

  $188,900

  Sold Jul 16, 2026

  540 Milton Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $178/SF
  • 99 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  540 Milton Ln, Winchester, TN 37398
• 

  

  /23

  Est $290,850

  Not Listed For Sale

  136 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,317 Sq Ft
  • Built 2007

  136 Brookfield Cir, Winchester, TN 37398

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Terry Eads Jr Sallis Realty Group
• 

  

  /49

  $354,900

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft

  1111 Holders Cove Rd, Winchester, TN 37398

  **Double lot with large shop** This beautiful, well-maintained brick home is convenient to everywhere - less than 1.5 miles from downtown Winchester - a mile from the Country Club -1.2 miles from the Hospital and 2 miles from Food City! It's perfectly positioned on a desirable corner lot and includes a second lot as well! Offering 3 bedrooms and 1.5 baths, this home combines timeless charm with

  Sean Crabtree Blue Door Realty Group

  1111 Holders Cove Rd, Winchester, TN 37398
• 

  

  /36

  $389,000

  Sold Feb 06, 2026

  482 Boswell Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,527 Sq Ft
  • Built 2025

  Last Sold Summary

  • $255/SF
  • 50 Days On Market

  Last Listing Agent Jacob Arnold Wildwood Management, LLC

  482 Boswell Rd, Winchester, TN 37398
• 

  

  /37

  Est $308,212

  Not Listed For Sale

  237 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,231 Sq Ft
  • Built 2001

  237 Brookfield Cir, Winchester, TN 37398

  Last Sold Summary

  • 8 Days On Market

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

  

  /40

  $374,900

  • 3 Beds
  • 2 Baths
  • 1,657 Sq Ft

  95 Luttrell Dr, Winchester, TN 37398

  Beautifully maintained 3-bedroom, 2-bath home offering a spacious split-bedroom, open-concept floor plan with custom kitchen cabinetry, abundant storage, and an inviting living area. The primary suite features a tray ceiling, dual walk-in closets, and a private bath. Relax in the new two-person hot tub (which conveys) while enjoying beautiful views of Tims Ford Lake. A unique bonus is the vacant

  Thomas Ore Winton Auction & Realty Co.

  95 Luttrell Dr, Winchester, TN 37398
• 

  

  /52

  $415,000

  Sold Mar 31, 2026

  135 Carter Rd, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 2,884 Sq Ft
  • Built 1977

  Last Sold Summary

  • $144/SF
  • 63 Days On Market

  Current Estimated Value $427,558

  Last Listing Agent George Weeks Team George Weeks Real Estate, LLC

  135 Carter Rd, Winchester, TN 37398
• 

  

  /29

  Est $328,326

  Not Listed For Sale

  85 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 2001

  85 Brookfield Cir, Winchester, TN 37398

  Last Sold Summary

  • 2 Days On Market

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

  

  /14

  $57,000

  $5K PRICE DROP

  • Land
  • 0 Sq Ft

  0 Dry Fork Unit 62, Winchester, TN 37398

  Build your dream home in the exclusive, gated Twin Creeks Village on Tim’s Ford Lake—ideally located within walking distance to one of the community’s resort-style pools and pool house. This prime homesite places you in the heart of one of Winchester’s most sought-after lake communities, offering unmatched convenience and lifestyle appeal. Twin Creeks is a golf-cart-friendly, amenity-rich

  Eberley Holloway Southern Middle Realty

  0 Dry Fork Unit 62, Winchester, TN 37398
• 

  

  /3

  $69,900

  Sold Oct 17, 2025

  0 Deer Valley Cir Unit RTC2980809, Winchester, TN 37398

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

  Last Sold Summary

  • 42 Days On Market

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

  0 Deer Valley Cir Unit RTC2980809, Winchester, TN 37398
• 

  

  /59

  Est $270,896

  Not Listed For Sale

  301 N Cedar St, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1935

  301 N Cedar St, Winchester, TN 37398

  Last Sold Summary

  • 109 Days On Market

  Last Listing Agent David Janke Canopy Real Estate
• 

  /2

  Call for Price

  Pending

  • Land
  • 0 Sq Ft

  0 Gem SW Unit RTC3244799, Winchester, TN 37398

  Selling At Auction on July !8 @ 11am Subject to Chancery Court Approval

  John Smith, Jr. John Smith Jr Realty and Auction LLC

  0 Gem SW Unit RTC3244799, Winchester, TN 37398
• 

  

  /43

  $195,000

  Sold Oct 10, 2025

  611 N High St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,807 Sq Ft
  • Built 1919

  Last Sold Summary

  • 2% Below List Price
  • $108/SF
  • 5 Days On Market

  Current Estimated Value $208,309

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  611 N High St, Winchester, TN 37398
• 

  

  /20

  Est $170,075

  Not Listed For Sale

  308 3rd Ave NW, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,150 Sq Ft
  • Built 1835

  308 3rd Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 286 Days On Market

  Last Listing Agent Pam Peck Century 21 Volunteer Realty
• 

  

  /8

  $47,500

  • Land
  • 22,651 Sq Ft
  • $91,346 per Acre

  60 Lees Ford Ln, Winchester, TN 37398

  Opportunity awaits on this wooded corner lot close to Tims Ford Lake! Just a short drive to either Tullahoma or Winchester, or multiple Lakes within 30 mins. This lot was a previous home site and would be ideal for your new home or recreational use. This property is being sold strictly as-is. The buyer will be responsible for verifying all zoning, utility availability, lot dimensions, access, and

  Victoria Monilaw Better Homes & Gardens Real Estate Heritage Group

  60 Lees Ford Ln, Winchester, TN 37398
• 

  

  /6

  $58,900

  Sold Oct 16, 2025

  0 Lynchburg Rd Unit RTC3003411, Winchester, TN 37398

  • Land
  • 41,817 Sq Ft
  • $61,354 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 4 Days On Market

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

  0 Lynchburg Rd Unit RTC3003411, Winchester, TN 37398
• 

  

  /26

  Est $238,020

  Not Listed For Sale

  305 4th Ave NW, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • Built 1900

  305 4th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Tyler Henley Franklin County Realty
• 

  

  /35

  $79,900

  • Land
  • 0 Sq Ft

  0 Campfire Ct Unit 394, Winchester, TN 37398

  Build your dream home in the exclusive, gated Twin Creeks Village on Tim’s Ford Lake—ideally located directly across from one of the community’s resort-style pools and pool house. This prime homesite places you in the heart of one of Winchester’s most sought-after lake communities, offering unmatched convenience and lifestyle appeal. Twin Creeks is a golf-cart-friendly, amenity-rich neighborhood

  Eberley Holloway Southern Middle Realty

  0 Campfire Ct Unit 394, Winchester, TN 37398
• 

  

  /46

  $479,900

  Sold Sep 23, 2025

  32 Island Way, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,578 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $186/SF
  • 172 Days On Market

  Current Estimated Value $512,278

  Last Listing Agent Dawn Parrish Leading Edge Real Estate Group

  32 Island Way, Winchester, TN 37398
• 

  

  /23

  Est $148,463

  Not Listed For Sale

  506 Maple St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft
  • Built 1955

  506 Maple St, Winchester, TN 37398

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Chelsea Greenway Southern Middle Realty
• 

  

  /27

  $349,999

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft

  131 Charlotte Dr, Winchester, TN 37398

  Bring Offers! Welcome Home!! Such a cute, well designed and spaciously laid out home that proudly boasts of 1,548 sq ft of comfortable living space!! The home welcomes you through the foyer into the roomy Living Room with a gas fireplace and custom tilework. The hardwood floors throughout this home are so beautiful and compliment every room only to add to the elegance of this beautifully designed

  Landon Keller Century 21 Volunteer Realty

  131 Charlotte Dr, Winchester, TN 37398
• 

  

  /18

  $450,000

  Sold Apr 28, 2026

  134 Wiseman Ln, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Below List Price
  • $198/SF
  • 5 Days On Market

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

  134 Wiseman Ln, Winchester, TN 37398
• 

  

  /21

  Est $154,526

  Not Listed For Sale

  509 Plattenburg St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1920

  509 Plattenburg St, Winchester, TN 37398

  Last Sold Summary

  • 103 Days On Market

  Last Listing Agent Donna Barber Synergy Realty Network, LLC
• 

  

  /17

  $89,900

  Pending

  • Land
  • 14,810 Sq Ft
  • $264,412 per Acre

  0 Kayak Way Unit 500, Winchester, TN 37398

  Lake life starts here! Located in the desirable Twin Creeks Village community on Tims Ford Lake, this large homesite offers the opportunity to build a custom getaway or full-time residence in a gated, resort-style setting. Enjoy amenities including multiple pools, a clubhouse with a restaurant, marina access, walking trails, and community gathering spaces designed for both relaxation and

  George Weeks Team George Weeks Real Estate, LLC

  0 Kayak Way Unit 500, Winchester, TN 37398
• 

  

  /63

  $570,000

  Sold Nov 12, 2025

  316 Campfire Ct, Winchester, TN 37398

  • 3 Beds
  • 3.5 Baths
  • 2,538 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Above List Price
  • $225/SF
  • 78 Days On Market

  Current Estimated Value $605,905

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  316 Campfire Ct, Winchester, TN 37398
• 

  

  /26

  Est $109,800

  Not Listed For Sale

  515 Plattenburg St, Winchester, TN 37398

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

  515 Plattenburg St, Winchester, TN 37398

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Lindsey Perry Steve Jernigan Realty
• 

  

  /83

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  924 Cline Ridge Rd, Winchester, TN 37398

  Enjoy the best of Tennessee living in this charming lakefront home nestled on 0.78± acres on Tims Ford Lake! Offering approximately 1,450 square feet of comfortable living space, oversized decks and porches this property combines peaceful country surroundings with convenient access to outdoor recreation.Inside, you'll find a spacious layout featuring an inviting living area with Panoramic

  Dayla Bray Keller Williams Russell Realty & Auction

  924 Cline Ridge Rd, Winchester, TN 37398
• 

  

  /4

  $200,000

  Sold Apr 23, 2026

  0 Long View Dr Unit 55, Winchester, TN 37398

  • Land
  • 29,185 Sq Ft
  • $298,507 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 122 Days On Market

  Last Listing Agent Jon Smith Orchard Brokerage, LLC

  0 Long View Dr Unit 55, Winchester, TN 37398
• 

  

  /10

  Est $140,420

  Not Listed For Sale

  411 Style St, Winchester, TN 37398

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

  411 Style St, Winchester, TN 37398

  Last Sold Summary

  • 52 Days On Market

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

  

  /4

  $99,900

  • Land
  • 13,939 Sq Ft
  • $312,188 per Acre

  0 Why Worry Ln Unit RTC3186713, Winchester, TN 37398

  Build your ideal lake retreat on Lot 257 Why Worry Lane in the highly sought-after Twin Creeks Village near stunning Tims Ford Lake. This gated waterfront community blends luxury lake living with the relaxed charm of a resort getaway, making it the perfect place to create your own escape. Enjoy access to incredible amenities including multiple community pools, a clubhouse, full-service marina

  Art Kelly Zeitlin Sotheby's International Realty

  0 Why Worry Ln Unit RTC3186713, Winchester, TN 37398
• 

  

  /3

  $67,500

  Sold Jan 26, 2026

  0 Little St Unit RTC3031392, Winchester, TN 37398

  • Land
  • 3.19 Acres
  • $21,160 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 83 Days On Market

  Last Listing Agent George Weeks Team George Weeks Real Estate, LLC

  0 Little St Unit RTC3031392, Winchester, TN 37398

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