Winchester, TN Homes

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  /41

  $799,000

  $51K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,395 Sq Ft

  106 Clearview Cir, Winchester, TN 37398

  Discover this charming, lake front home nestled on a quite cove in Hopkins Point Sub-Div. This spacious home offers 3 full bedrooms, a finished basement, hardwood floors, and a cozy fireplace. Two primary bedrooms one on each floor with a third bedroom that has private access to bathroom. Gorgeous views throughout the home. Attached & Detached garages, plenty of outdoor space. Step outside to

  Sam Hatfield Sam Hatfield Realty, Inc.

  106 Clearview Cir, Winchester, TN 37398
• 

  

  

  /49

  $334,000

  Sold Apr 23, 2026

  362 Chase Cir, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $196/SF
  • 290 Days On Market

  Current Estimated Value $342,803

  Last Listing Agent John Peck Century 21 Volunteer Realty

  362 Chase Cir, Winchester, TN 37398
• 

  

  

  /30

  Est $262,399

  Not Listed For Sale

  1390 Water Tank Rd, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,700 Sq Ft
  • Built 1900

  1390 Water Tank Rd, Winchester, TN 37398

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Logan Iliescu Bradford Real Estate
• 

  

  

  /33

  $349,000

  • 3 Beds
  • 2 Baths
  • 3,050 Sq Ft

  219 Old Mill Rd, Winchester, TN 37398

  219 Old Mill Rd offers excellent value for today’s buyer. Ideal for a wide range of businesses or investors looking for a well-located property with strong commercial potential. Zoned commercial but can be rezoned to residential. Buyer and/or buyers agent to verify all important information. Listed commercially also MLS 3288005.

  Leanne Bonning Benchmark Realty, LLC

  219 Old Mill Rd, Winchester, TN 37398
• 

  

  

  /5

  $295,000

  Sold Sep 29, 2025

  804 N Jefferson St, Winchester, TN 37398

  • Land
  • 27,442 Sq Ft
  • $468,254 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 3 Days On Market

  Current Estimated Value $305,256

  Last Listing Agent Peter Noble Crye-Leike Realty

  804 N Jefferson St, Winchester, TN 37398
• 

  

  /44

  Est $309,708

  Not Listed For Sale

  117 Dogwood Ln, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,158 Sq Ft
  • Built 1949

  117 Dogwood Ln, Winchester, TN 37398

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Eberley Holloway Southern Middle Realty
• 

  

  /19

  $250,000

  • Land
  • 37,026 Sq Ft
  • $294,118 per Acre

  0 E Rockcrest Cir Unit 42, Winchester, TN 37398

  Set within the serene Hopkins Point community of Winchester, this stunning 0.85-acre waterfront homesite offers a rare chance to create your own private retreat along the shores of Tims Ford Lake. With peaceful water views and a sense of seclusion, this property invites you to slow down and fully embrace the beauty of lake living. Perked for up to two bedrooms, this homesite is perfectly suited

  Lisa Culp Taylor Onward Real Estate

  0 E Rockcrest Cir Unit 42, Winchester, TN 37398
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  /36

  $565,000

  Sold Feb 13, 2026

  346 Campfire Ct, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,265 Sq Ft
  • Built 2021

  Last Sold Summary

  • 1% Below List Price
  • $249/SF
  • 199 Days On Market

  Current Estimated Value $587,172

  Last Listing Agent Kimberly Henderson Compass

  346 Campfire Ct, Winchester, TN 37398
• 

  

  /51

  Est $456,287

  Not Listed For Sale

  79 Sharp Cir, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,056 Sq Ft
  • Built 1984

  79 Sharp Cir, Winchester, TN 37398

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Mitchell Smith Maples Realty & Auction Co.
• 

  

  /21

  $89,999

  • Land
  • 0 Sq Ft

  0 Suntan Ct Unit 267, Winchester, TN 37398

  Don’t miss your chance to own this extra-large corner lot in the prestigious Twin Creeks Subdivision. Conveniently located just a quick golf cart ride from Drafts and Watercrafts Marina, this property offers both comfort and lifestyle.Enjoy access to three community pools and a beautiful clubhouse, with lawn mowing included through the HOA for low-maintenance living. But what truly sets Twin

  Dawn Parrish Leading Edge Real Estate Group

  0 Suntan Ct Unit 267, Winchester, TN 37398
• 

  

  /34

  $284,800

  Sold Feb 27, 2026

  14 Hazelwood Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Below List Price
  • $184/SF
  • 64 Days On Market

  Current Estimated Value $290,187

  Last Listing Agent Bernie Gallerani Bernie Gallerani Real Estate

  14 Hazelwood Ln, Winchester, TN 37398
• 

  

  /56

  Est $453,196

  Not Listed For Sale

  165 Maple Bend Ln, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,518 Sq Ft
  • Built 2005

  165 Maple Bend Ln, Winchester, TN 37398

  Last Sold Summary

  • 91 Days On Market

  Last Listing Agent Lynne White BHGRE Baker & Cole
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  /81

  $625,000

  $65K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,324 Sq Ft

  1136 Bible Crossing Rd, Winchester, TN 37398

  Looking for a home with room for everyone—and all the extras? This all-brick home offers more than 3,300 sq ft designed for gathering, entertaining and spreading out. Built by Charles Yokley, it features 4 bedrooms, 2.5 baths, a main-level primary suite, updated kitchen with quartz countertops, and two fireplaces. One of the best surprises is the finished bonus room above the detached

  Dawn Rigsby eXp Realty

  1136 Bible Crossing Rd, Winchester, TN 37398
• 

  

  /3

  $110,000

  Sold May 20, 2026

  0 Lynchburg Rd Unit 2, Winchester, TN 37398

  • Land
  • 4.09 Acres
  • $26,895 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 8 Days On Market

  Last Listing Agent Nathan Smith John Smith Jr Realty and Auction LLC

  0 Lynchburg Rd Unit 2, Winchester, TN 37398
• 

  

  /28

  Est $283,052

  Not Listed For Sale

  3960 Old Tullahoma Rd, Winchester, TN 37398

  • 5 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • Built 1960

  3960 Old Tullahoma Rd, Winchester, TN 37398

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Charlie Gonzales Southern Middle Realty
• 

  

  /89

  $599,900

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,930 Sq Ft

  347 Campfire Ct, Winchester, TN 37398

  Step into luxury living at its finest with this exquisite new construction nestled inside a highly sought-after gated lake community. From the moment you walk through the door, you're greeted by soaring ceilings and an abundance of natural light pouring through the walls of windows-creating a bright, airy feel that instantly feels like home. The heart of the home is a dream kitchen featuring

  Angela Miller John Smith Jr Realty and Auction LLC

  347 Campfire Ct, Winchester, TN 37398
• 

  

  /17

  $317,000

  Sold Nov 10, 2025

  6117 Aedc Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $199/SF
  • 81 Days On Market

  Current Estimated Value $335,165

  Last Listing Agent Amanda Koziol eXp Realty

  6117 Aedc Rd, Winchester, TN 37398
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  /56

  Est $1,302,911

  Not Listed For Sale

  408 Wildwood Cir, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,080 Sq Ft
  • Built 1995

  408 Wildwood Cir, Winchester, TN 37398

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Marla Richardson Parks Compass
• 

  /2

  $310,500

  New Construction

  • 1,600 Sq Ft

  112 Short St, Winchester, TN 37398

  Investors, take notice! 112/114 Short St Winchester, TN! This new-construction duplex offers an excellent opportunity to add a modern, low-maintenance property to your portfolio in a convenient Winchester location. Each unit features 2 bedrooms and 2 full bathrooms, an attractive floor plan for renters seeking comfortable, functional living space. Both units offer desirable modern finishes,

  Daryl Welch Freedom Realty Group

  112 Short St, Winchester, TN 37398
• 

  

  /26

  $449,900

  Sold Jun 16, 2026

  297 Royal Oak Dr, Winchester, TN 37398

  • 5 Beds
  • 3 Baths
  • 3,168 Sq Ft
  • Built 1986

  Last Sold Summary

  • $142/SF
  • 4 Days On Market

  Current Estimated Value $415,121

  Last Listing Agent John Smith, Jr. John Smith Jr Realty and Auction LLC

  297 Royal Oak Dr, Winchester, TN 37398
• 

  

  /30

  Est $399,200

  Not Listed For Sale

  106 Prince Place, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,942 Sq Ft
  • Built 1989

  106 Prince Place, Winchester, TN 37398

  Last Sold Summary

  • 195 Days On Market

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

  /2

  $215,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,014 Sq Ft

  0 Little St Unit 3592318, Winchester, TN 37398

  PERFECT LOCATION right in the heart of Winchester! WHY RENT WHEN YOU CAN BUY? Come and experience everything Winchester has to offer! Welcome to this awesome new construction ONE LEVEL home. This residence features LVP flooring throughout, providing durability and a modern, fresh look. Large living room and combo kitchen area complete with stainless steel appliances and custom cabinets. 3

  Jennifer Savage Freedom Realty Group

  0 Little St Unit 3592318, Winchester, TN 37398
• 

  

  /30

  $285,000

  Sold Oct 22, 2025

  138 Carol Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Below List Price
  • $215/SF
  • 22 Days On Market

  Current Estimated Value $303,775

  Last Listing Agent Chelsea Greenway Southern Middle Realty

  138 Carol Cir, Winchester, TN 37398
• 

  

  /34

  Est $472,047

  Not Listed For Sale

  261 Dry Creek Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,230 Sq Ft
  • Built 1993

  261 Dry Creek Ln, Winchester, TN 37398

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Darian Norman Southern Middle Realty
• 

  

  /58

  $464,000

  $25K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 4,244 Sq Ft

  466 Willow Oak Dr, Winchester, TN 37398

  Welcome home to the perfect blend of space, comfort, and convenience!! Nestled on 2.21 beautiful acres at the end of a cul-de-sac just minutes from Tims Ford Lake, shopping/dining, this impressive 4,244 sq ft home offers room for everyone inside and out. Boasting 5 spacious bedrooms, 2 full bathrooms, and 2 half baths, this home is designed for both everyday living and entertaining. The fully

  Angela Miller John Smith Jr Realty and Auction LLC

  466 Willow Oak Dr, Winchester, TN 37398
• 

  

  /6

  $133,000

  Sold Feb 05, 2026

  0 Knott Rd, Winchester, TN 37398

  • Land
  • 5 Acres
  • $26,600 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 101 Days On Market

  Last Listing Agent Debra (L.D.) Thompson Swaffords Property Shop

  0 Knott Rd, Winchester, TN 37398
• 

  

  /17

  Est $268,899

  Not Listed For Sale

  1338 Blue Spring Rd, Decherd, TN 37324

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1965

  1338 Blue Spring Rd, Decherd, TN 37324

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Donna Barber Synergy Realty Network, LLC
• 

  /2

  Call for Price

  • Land
  • 26 Acres

  308 Peaceful Ln Unit 6, Winchester, TN 37398

  For sale at auction! 130 acres in 9 tracts. Tract 6 = 26.0 acres with 50' frontage on Georgia Crossing Rd. Usable soils area for septic system (soils mapping in progress and will be available day of auction). Nice mini-farm tract close to town. Auction Date = Saturday, October 24th @ 10am. Auction Location = 308 Peaceful Lane, Winchester, TN 37398.

  Thomas Ore Winton Auction & Realty Co.

  308 Peaceful Ln Unit 6, Winchester, TN 37398
• 

  

  /17

  $180,000

  Sold Mar 31, 2026

  1506 Old Cowan Rd, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 996 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Below List Price
  • $181/SF
  • 50 Days On Market

  Current Estimated Value $185,310

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  1506 Old Cowan Rd, Winchester, TN 37398
• 

  

  /44

  Est $1,084,543

  Not Listed For Sale

  363 Wildwood Cir, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1992

  363 Wildwood Cir, Winchester, TN 37398

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent John Peck Century 21 Volunteer Realty
• 

  

  /55

  $575,000

  $65K PRICE DROP Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,150 Sq Ft

  142 Barefoot Way, Winchester, TN 37398

  Welcome to luxury lake living in this stunning new construction home located in a desirable gated lake community. Barefoot Bay, offering the perfect opportunity for both personal enjoyment and income potential. This thoughtfully designed 4-bedroom, 3.5-bath home blends modern style with comfort and functionality.Wake up to beautiful lake views from the spacious primary suite, creating a

  Salena Garza ATLAS GLOBAL REAL ESTATE

  142 Barefoot Way, Winchester, TN 37398
• 

  

  /8

  $63,000

  Sold Nov 14, 2025

  0 Lookout Dr Unit RTC2976836, Winchester, TN 37398

  • Land
  • 42,253 Sq Ft
  • $64,948 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 58 Days On Market

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

  0 Lookout Dr Unit RTC2976836, Winchester, TN 37398
• 

  

  /53

  Est $1,180,796

  Not Listed For Sale

  215 Huntington Dr N, Winchester, TN 37398

  • 3 Beds
  • 4 Baths
  • 3,306 Sq Ft
  • Built 1994

  215 Huntington Dr N, Winchester, TN 37398

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Rachel Stokes Benchmark Realty, LLC
• 

  

  /62

  $525,000

  $35K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,494 Sq Ft

  92 Freeman Ct, Winchester, TN 37398

  Welcome to 92 Freeman Court in Winchester, Tennessee, where comfort, convenience, and exceptional amenities come together just minutes from Historic Downtown Winchester and beautiful Tims Ford Lake. Enjoy easy access to multiple nearby boat launches, marinas, and waterfront recreation, making this property ideal for lake lovers and outdoor enthusiasts.This well-maintained home features

  Misty Guzman Century 21 Wright Realty

  92 Freeman Ct, Winchester, TN 37398
• 

  

  /42

  $220,000

  Sold Jun 01, 2026

  371 Myers Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft
  • Built 1969

  Last Sold Summary

  • 19% Above List Price
  • $120/SF
  • 5 Days On Market

  Current Estimated Value $214,558

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  371 Myers Rd, Winchester, TN 37398
• 

  

  /27

  Est $368,835

  Not Listed For Sale

  404 Lynchburg Rd, Winchester, TN 37398

  • 4 Beds
  • 1.5 Baths
  • 2,450 Sq Ft
  • Built 1900

  404 Lynchburg Rd, Winchester, TN 37398

  Last Sold Summary

  • 107 Days On Market

  Last Listing Agent Leah Edwards StillWater Realty & Auction
• 

  

  /21

  $349,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  1557 Rowe Gap Rd, Winchester, TN 37398

  Darrell Lewis DIYFLATFEE.COM

  1557 Rowe Gap Rd, Winchester, TN 37398
• 

  

  /50

  $299,900

  Sold Nov 13, 2025

  115 Oak Leaf Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft
  • Built 1990

  Last Sold Summary

  • $204/SF
  • 12 Days On Market

  Current Estimated Value $308,929

  Last Listing Agent Jessica London Southern Middle Realty

  115 Oak Leaf Cir, Winchester, TN 37398
• 

  

  /61

  Est $715,292

  Not Listed For Sale

  95 Freeman Ct, Winchester, TN 37398

  • 5 Beds
  • 4 Baths
  • 5,018 Sq Ft
  • Built 2004

  95 Freeman Ct, Winchester, TN 37398

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Matt Sargent Matt Sargent Homes
• 

  

  /9

  $1,400,000

  $400K PRICE DROP

  • Land
  • 25.15 Acres
  • $55,666 per Acre

  3819 Tullahoma Hwy, Winchester, TN 37398

  Prime opportunity on Hwy 41A! 25 acres with road frontage along Tullahoma Highway, currently zoned agricultural but offering excellent potential for rezoning to commercial use. This property is located in a high-traffic corridor with strong visibility, making it ideal for future development. Rare chance to secure acreage in such a prime location—don’t miss it! Less than 0.8 miles to Home Depot

  Jennifer Murdock Horizon Realty Group dba Keller Williams Horizon

  3819 Tullahoma Hwy, Winchester, TN 37398

Showing Results 241 - 280, Page 7 of 18