Winchester, TN Homes

• 

  

  

  /33

  $320,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  667 Maple Bend Rd, Winchester, TN 37398

  Beautiful 3.5 acres. Blocks from Fairview boat ramp launch. Property extends 75 feet into woods. Lots of wildlife.Room for Garden space or animals. Home is a 2 bedroom 1.5 half baths, but the original septic is for a 3 bedroom home. New Roof and HVAC. 30x30 detached garage/shop with lift, commercial compressor and jack. Also has wood stove and/or propane heater. 2 smaller metal sheds for storage.

  Pam Ford Benchmark Realty, LLC

  667 Maple Bend Rd, Winchester, TN 37398
• 

  

  

  /29

  $235,000 Sold Apr 18, 2025

  312 Union Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 1,409 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $167/SF
  • 49 Days On Market

  Last Listing Agent Joe Orr WEICHERT, REALTORS Joe Orr & Associates

  312 Union Rd, Winchester, TN 37398
• 

  

  

  /51

  Est $364,645 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,959 Sq Ft

  360 Chase Cir, Winchester, TN 37398

  360 Chase Cir, Winchester, TN 37398
• 

  

  

  /57

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 2,497 Sq Ft

  50 Pontoon Place, Winchester, TN 37398

  Welcome to DeFatta Custom Homes!Designed for those who love spending weekends at the lake, this home is the perfect retreat — your ideal “home away from home.” From relaxing on the inviting front porch to gathering in the open, light-filled living spaces, every detail encourages connection and comfort. The main level features a dining room, a gourmet kitchen with island seating, a spacious

  Christy Bashlor Onward Real Estate

  50 Pontoon Place, Winchester, TN 37398
• 

  

  

  /4

  $200,000 Sold Sep 17, 2025

  0 Rocky Hollow Dr Unit RTC2739750, Winchester, TN 37398

  • Land
  • 1.58 Acres
  • $126,582 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 346 Days On Market

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

  0 Rocky Hollow Dr Unit RTC2739750, Winchester, TN 37398
• 

  

  /18

  Est $422,560 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,959 Sq Ft

  446 Favre Cir, Winchester, TN 37398

  446 Favre Cir, Winchester, TN 37398
• 

  

  /10

  $52,500

  • Land
  • 0.52 Acre
  • $100,962 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
• 

  

  /39

  $265,000 Sold May 30, 2025

  118 Swann Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Below List Price
  • $209/SF
  • 35 Days On Market

  Current Estimated Value $262,519

  Last Listing Agent Sharon Swafford Swaffords Property Shop

  118 Swann Ave, Winchester, TN 37398
• 

  

  /19

  Est $369,056 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  76 Wood Bluff Rd, Winchester, TN 37398

  76 Wood Bluff Rd, Winchester, TN 37398
• 

  

  /17

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,313 Sq Ft

  301 N Shephard St, Winchester, TN 37398

  Welcome to 301 Shephard Street N. This charming all brick home is a must see. Just blocks from shopping and dining on the Winchester Square and minutes from Tims Ford Lake. Step inside this beautifully maintained 2br/2bath featuring a versatile office space, original hardwood floors and newly renovated bathroom. The covered patio and fenced in backyard provide the ideal space for year- round

  Aleisha Putman Synergy Realty Network, LLC

  301 N Shephard St, Winchester, TN 37398
• 

  

  /29

  $490,000 Sold Jun 30, 2025

  555 Haddon Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $233/SF
  • 11 Days On Market

  Current Estimated Value $490,782

  Last Listing Agent Chelsea Greenway Winton Auction & Realty Co.

  555 Haddon Ln, Winchester, TN 37398
• 

  

  /26

  Est $197,577 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  114 Rogers Ave, Winchester, TN 37398

  114 Rogers Ave, Winchester, TN 37398
• 

  

  /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

  0 Deer Valley Cir Unit RTC2980756, Winchester, TN 37398
• 

  

  /29

  $376,000 Sold Aug 13, 2025

  8405 Lynchburg Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,963 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Below List Price
  • $192/SF
  • 232 Days On Market

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

  8405 Lynchburg Rd, Winchester, TN 37398
• 

  

  /18

  Est $228,672 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,372 Sq Ft

  206 Edgewater Dr, Winchester, TN 37398

  206 Edgewater Dr, Winchester, TN 37398
• 

  

  /16

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft

  132 Highland Dr, Winchester, TN 37398

  3 bedroom 2 bath home with new roof, new Hvac, water heater, new siding in back, new vanity in hall bath , detached 24 x 24 garage with extra garage connected in the back, nice fenced in backyard, fire pit and wraparound driveway- walk to the square or be at the public boat launch in less than two minutes right around the corner.

  Daniel Demers Sell Your Home Services, LLC

  132 Highland Dr, Winchester, TN 37398
• 

  

  /62

  $740,000 Sold Oct 03, 2025

  163 Wakeboard Way, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft
  • Built 2022

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 10 Days On Market

  Last Listing Agent Andrew (Andy) McInturff Zach Taylor Real Estate

  163 Wakeboard Way, Winchester, TN 37398
• 

  

  /24

  Est $392,658 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  885 Williams Cove Rd, Winchester, TN 37398

  885 Williams Cove Rd, Winchester, TN 37398
• 

  

  /37

  $998,000

  • 3 Beds
  • 4 Baths
  • 3,258 Sq Ft

  98 Whippoorwill Cove Rd, Winchester, TN 37398

  Beautiful Lake home just 30 steps to the water's edge. Has a private & permitted dock. Priced to Sell! New Construction home built by Sun Valley Custom Homes. Large Kitchen open to the living room and outdoor deck. Master bedroom is on it's own private floor with large windows looking out to the lake. Upstairs are 3 more bedrooms and spacious Bonus room. Take the spiral staircase from the bonus

  Whitney Jones Benchmark Realty, LLC

  98 Whippoorwill Cove Rd, Winchester, TN 37398
• 

  

  /5

  $55,000 Sold Jul 08, 2025

  0 Lynchburg Rd Unit RTC2899280, Winchester, TN 37398

  • Land
  • 0.87 Acre
  • $63,218 per Acre

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Lynchburg Rd Unit RTC2899280, Winchester, TN 37398
• 

  

  /11

  Est $204,955 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,024 Sq Ft

  126 Kenmore Ave, Winchester, TN 37398

  126 Kenmore Ave, Winchester, TN 37398
• 

  

  /60

  $496,800

  • 5 Beds
  • 3 Baths
  • 2,160 Sq Ft

  103 Anderton Dr, Winchester, TN 37398

  Welcome to a Gem of a Townhome, Immaculate and Well-Kept by Original Owner. Located in Twin Creeks Village and Resort, a Gated Community on Tim's Ford Lake in Winchester, Tennessee. This Unique Townhome Boasts 5 Bedrooms and a Spacious Feel Throughout, with TWO Bedrooms and TWO Full Bathrooms on the Main Level! Extra Privacy and Space on this Lot, with a Beautiful Pond to the Side, with

  Tara Hays Benchmark Realty, LLC

  103 Anderton Dr, Winchester, TN 37398
• 

  

  /70

  $1,570,000 Sold Feb 28, 2025

  885 Fanning Bend Dr, Winchester, TN 37398

  • 4 Beds
  • 6 Baths
  • 4,130 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Above List Price
  • $380/SF
  • 0 Days On Market

  Last Listing Agent Brandon Bubis Legacy South Brokerage

  885 Fanning Bend Dr, Winchester, TN 37398
• 

  

  /35

  Est $266,194 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  259 Strawberry Dr, Winchester, TN 37398

  259 Strawberry Dr, Winchester, TN 37398
• 

  

  /3

  $69,900

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

  0 Deer Valley Cir Unit RTC2980798, 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

  0 Deer Valley Cir Unit RTC2980798, Winchester, TN 37398
• 

  

  /29

  $357,000 Sold May 23, 2025

  290 Colonial Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $217/SF
  • 33 Days On Market

  Current Estimated Value $365,642

  Last Listing Agent Susan Baker BHGRE Baker & Cole

  290 Colonial Dr, Winchester, TN 37398
• 

  

  /35

  Est $414,651 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft

  1009 Holders Cove Rd, Winchester, TN 37398

  1009 Holders Cove Rd, Winchester, TN 37398
• 

  

  /26

  Call for Price

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  506 6th Ave NW, Winchester, TN 37398

  ONLINE ONLY ESTATE AUCTION! BID NOW UNTIL MONDAY, JANUARY 12TH AT 6PM. PREVIEW/INSPECTION: SUNDAY, JANUARY 11TH 2-4PM OR BY APPOINTMENT. Tract 1: This 3 bedroom 1 bathroom house is conveniently located within walking distance to both downtown Winchester and Twin Creeks Marina! It is a move in ready house and features a covered carport w/ shop, living room, eat-in kitchen, central HVAC, city

  Thomas Ore Winton Auction & Realty Co.

  506 6th Ave NW, Winchester, TN 37398
• 

  

  /82

  $1,188,412 Sold Aug 13, 2025

  481 Winding Path, Winchester, TN 37398

  • 3 Beds
  • 4 Baths
  • 4,115 Sq Ft
  • Built 1978

  Last Sold Summary

  • $289/SF
  • 33 Days On Market

  Current Estimated Value $1,178,964

  Last Listing Agent Charlie Montgomery Comas Montgomery Realty & Auction

  481 Winding Path, Winchester, TN 37398
• 

  

  /21

  Est $262,358 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft

  238 Crestview Dr, Winchester, TN 37398

  238 Crestview Dr, Winchester, TN 37398
• 

  

  /59

  $489,900 Coming Soon

  • 5 Beds
  • 3 Baths
  • 2,052 Sq Ft

  137 Campfire Ct, Winchester, TN 37398

  Welcome to 137 Campfire Ct, a thoughtfully designed corner lot end unit townhome, located just inside one of the entry gates of the gated Twin Creeks Village community. This home offers a rare blend of flexibility, privacy, and low maintenance living in one of Winchester’s most desirable lake neighborhoods. The main level is designed for everyday comfort, featuring two bedrooms on the first

  Dennis Sanders eXp Realty

  137 Campfire Ct, Winchester, TN 37398
• 

  

  /14

  $173,500 Sold Jul 02, 2025

  100 Mountain View Dr, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1963

  Last Sold Summary

  • 17% Below List Price
  • $181/SF
  • 92 Days On Market

  Current Estimated Value $173,231

  Last Listing Agent Mike Stubblefield Franklin County Realty

  100 Mountain View Dr, Winchester, TN 37398
• 

  

  /70

  Est $148,255 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,236 Sq Ft

  815 S Shephard St, Winchester, TN 37398

  815 S Shephard St, Winchester, TN 37398
• 

  

  /18

  $279,900

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft

  211 S Porter St, Winchester, TN 37398

  SELLER CONCESSIONS AVAILABLE !!! Welcome to your future home—these brand-new townhomes combine comfort, convenience, and modern style in one of Winchester’s most desirable locations. Each unit offers: 3 Bedrooms / 2.5 Bathrooms – Thoughtfully designed for both privacy and family living.Attached 1-Car Garage – Keep your vehicle secure with room for extra storage.Modern Kitchen – Featuring

  Grey Smotherman Reliant Realty ERA Powered

  211 S Porter St, Winchester, TN 37398
• 

  

  /56

  $1,400,000 Sold Jul 24, 2025

  408 Wildwood Cir, Winchester, TN 37398

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

  Last Sold Summary

  • $673/SF
  • 4 Days On Market

  Current Estimated Value $1,362,488

  Last Listing Agent Marla Richardson Parks Compass

  408 Wildwood Cir, Winchester, TN 37398
• 

  

  /41

  Est $331,835 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,642 Sq Ft

  1147 Holders Cove Rd, Winchester, TN 37398

  1147 Holders Cove Rd, Winchester, TN 37398
• 

  /2

  $55,000

  • Land
  • 0.5 Acre
  • $110,000 per Acre

  1533 Rowe Gap Rd, Winchester, TN 37398

  1/2 Acre vacant building lot with approval for 3 bedroom septic system. 94' x 233'. Zoned R-1 (single family only, no mobile homes). Otherwise unrestricted. Great lot for house or barn-dominium.

  Thomas Ore Winton Auction & Realty Co.

  1533 Rowe Gap Rd, Winchester, TN 37398
• 

  

  /3

  $64,900 Sold Apr 07, 2025

  7 Lookout Dr, Winchester, TN 37398

  • Land
  • 0.29 Acre
  • $223,793 per Acre

  Last Sold Summary

  Last Listing Agent Sharon Swafford Swaffords Property Shop

  7 Lookout Dr, Winchester, TN 37398
• 

  

  /42

  Est $553,736 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,330 Sq Ft

  614 Country Club Rd, Winchester, TN 37398

  614 Country Club Rd, Winchester, TN 37398
• 

  

  /3

  $69,900

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

  0 Deer Valley Cir Unit RTC2980787, 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

  0 Deer Valley Cir Unit RTC2980787, Winchester, TN 37398

Showing Results 441 - 480, Page 12 of 18