Homes in ZIP Code 37398

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  /17

  $610,000

  Sold May 29, 2026

  57 Wakeboard Way, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,939 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Above List Price
  • $315/SF
  • 2 Days On Market

  Current Estimated Value $570,198

  Last Listing Agent Daniel Demers Sell Your Home Services, LLC

  57 Wakeboard Way, Winchester, TN 37398
• 

  

  

  /11

  Est $258,192

  Not Listed For Sale

  360 Strawberry Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,289 Sq Ft
  • Built 2003

  360 Strawberry Dr, Winchester, TN 37398

  Last Sold Summary

  • 76 Days On Market
• 

  

  /2

  $265,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,930 Sq Ft

  810 N High St, Winchester, TN 37398

  Great duplex in perfect location...convenient to Tims Ford lake, Twin Creeks marina and downtown Winchester! One side had an extensive overhaul in 2025. Both sides are currently rented at 975.00 each. Great return on your money! Allow 24hr showing notice to alert tenants.

  Curtis Benchmark Realty, LLC

  810 N High St, Winchester, TN 37398
• 

  

  

  /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
• 

  

  

  /62

  Est $431,590

  Not Listed For Sale

  287 Woodcrest Dr, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,494 Sq Ft
  • Built 1980

  287 Woodcrest Dr, Winchester, TN 37398

  Last Sold Summary

  • 6 Days On Market
• 

  /2

  $64,000

  Pending

  • Land
  • 39,204 Sq Ft
  • $71,111 per Acre

  0 Meadowwood Ln Unit 2, Winchester, TN 37398

  Mitch Umbarger Better Homes & Gardens Real Estate Heritage Group

  0 Meadowwood Ln Unit 2, Winchester, TN 37398
• 

  

  /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 $604,865

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

  504 River Watch Way, Winchester, TN 37398
• 

  

  /87

  Est $1,181,119

  Not Listed For Sale

  2090 Little Hurricane Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,454 Sq Ft
  • Built 1978

  2090 Little Hurricane Rd, Winchester, TN 37398

  Last Sold Summary

  • 39 Days On Market
• 

  

  /29

  $349,000

  Under Contract

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

  135 Chickamauga Trail, Winchester, TN 37398

  Nestled in the established Cherokee Estates community of Winchester, this beautifully maintained 3-bedroom, 2-bath home, built in 2017, offers the perfect blend of comfort, functionality, and outdoor enjoyment. A versatile bonus room provides endless possibilities as a home office, playroom, media room, or additional living space. Step inside to an inviting open-concept floor plan designed for

  Linda Mendoza eXp Realty

  135 Chickamauga Trail, 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 $317,374

  Last Listing Agent Dennis Sanders eXp Realty

  196 Brookfield Cir, Winchester, TN 37398
• 

  

  /59

  Est $1,377,066

  Not Listed For Sale

  752 Magnolia Dr, Winchester, TN 37398

  • 2 Beds
  • 3.5 Baths
  • 2,863 Sq Ft
  • Built 1987

  752 Magnolia Dr, Winchester, TN 37398

  Last Sold Summary

  • 4 Days On Market
• 

  

  /45

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  423 Shasteen Bend Dr, Winchester, TN 37398

  Nestled in the exclusive community of Lee Ford Estates, this exceptional lakefront retreat offers breathtaking waterfront living just minutes from downtown Winchester. Designed to maximize the beauty of the lake from every angle, the home features French doors throughout, creating stunning panoramic water views and seamless indoor-outdoor living. This beautiful home offers 3 bedrooms and 2 baths,

  Yvonne Stewart Winton Auction & Realty Co.

  423 Shasteen Bend Dr, Winchester, TN 37398
• 

  

  /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 $740,122

  Last Listing Agent Felicia Wright Leading Edge Real Estate Group

  20 Windjammer Ct, Winchester, TN 37398
• 

  

  /24

  Est $251,747

  Not Listed For Sale

  3579 Lynchburg Rd, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft
  • Built 1963

  3579 Lynchburg Rd, Winchester, TN 37398

  Last Sold Summary

  • 27 Days On Market
• 

  

  /36

  $349,900

  New Construction

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

  253 Brookfield Cir, Winchester, TN 37398

  Beautiful NEW construction just minutes away from Twin Creeks Marina! This beautifully crafted home features a durable Hardiboard exterior and an inviting open floor plan designed for comfortable everyday living and entertaining. Split bedroom concept, luxury vinyl flooring in main living areas, custom shelving in all closets and pantry, walk in tile shower in primary bathroom, stunning lighting

  Jackson Lynch Lynch Rigsby Realty & Auction, LLC

  253 Brookfield Cir, Winchester, TN 37398
• 

  

  /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 $1,488,639

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  130 Phillips Dr, Winchester, TN 37398
• 

  

  /18

  Est $284,019

  Not Listed For Sale

  166 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2001

  166 Brookfield Cir, Winchester, TN 37398

  Last Sold Summary

  • 31 Days On Market
• 

  /2

  $299,999

  New Construction Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,213 Sq Ft

  99 N Shephard St, Winchester, TN 37398

  Welcome to Green River—where front porch living, walkable convenience, and small-town charm come together. Located just a half-mile from Winchester’s historic square and only 1.5 miles from Tims Ford Lake, this brand-new home offers the perfect balance of downtown accessibility and outdoor recreation. Enjoy local dining, shopping, festivals, boating, and lake days—all just minutes from your front

  Ashley Nelson Franklin County Realty

  99 N Shephard St, Winchester, TN 37398
• 

  

  /28

  $1,492,843

  Sold May 08, 2026

  1584 Liberty Rd, Winchester, TN 37398

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Fallon Massey Van Massey Realty & Auction

  1584 Liberty Rd, Winchester, TN 37398
• 

  

  /66

  Est $544,837

  Not Listed For Sale

  420 Franklin Heights Dr, Winchester, TN 37398

  • 3 Beds
  • 3.5 Baths
  • 3,740 Sq Ft
  • Built 1999

  420 Franklin Heights Dr, Winchester, TN 37398

  Last Sold Summary

  • 23 Days On Market
• 

  

  /51

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  1114 N High St, Winchester, TN 37398

  Great opportunity for Lake Life without the Lake front headache! Property is Lake View situated 0.5 mile or less to the Winchester City Park and Boat Ramp. Enjoy Family time at the City Park or Lake. This is a beautifully maintained home with upgrades such as hardwood and tile flooring - new in much of the house. Electrical panel and wiring upgrades - New HVAC installed Jul. 2025; Roof installed

  Donald Golden WEICHERT, REALTORS Joe Orr & Associates

  1114 N High St, Winchester, TN 37398
• 

  

  /3

  $54,000

  Sold Feb 09, 2026

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

  • Land
  • 39,204 Sq Ft
  • $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
• 

  

  /29

  Est $436,771

  Not Listed For Sale

  200 Hilldale Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,255 Sq Ft
  • Built 1975

  200 Hilldale Dr, Winchester, TN 37398

  Last Sold Summary

  • 38 Days On Market
• 

  

  /19

  $224,900

  • 3 Beds
  • 1.5 Baths
  • 1,333 Sq Ft

  205 8th Ave NW, Winchester, TN 37398

  Welcome to this delightful brick home nestled on a generous corner lot surrounded by mature shade trees. Full of character and timeless appeal, this home features gleaming original hardwood floors that add warmth and authenticity throughout. Perfectly situated close to town and just minutes from Tims Ford Lake. This combines peaceful living with everyday convenience. Replacement windows

  Angela Miller John Smith Jr Realty and Auction LLC

  205 8th Ave NW, Winchester, TN 37398
• 

  

  /6

  $134,000

  Sold Jul 03, 2025

  0 Cowan Hwy Unit RTC2823496, Winchester, TN 37398

  • Land
  • 38,768 Sq Ft
  • $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
• 

  

  /50

  Est $1,179,732

  Not Listed For Sale

  326 Loop Dr, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 3,154 Sq Ft
  • Built 1984

  326 Loop Dr, Winchester, TN 37398

  Last Sold Summary

  • 43 Days On Market
• 

  /2

  $575,000

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  112 Pine Bluff Rd, Winchester, TN 37398

  Beautiful new one-story construction located in the desirable Whispering Pines subdivision! This spacious home offers 3–4 bedrooms and 3 full baths with an open layout designed for comfortable living and entertaining. The great room features a stunning vaulted ceiling, while luxury vinyl plank flooring runs throughout the home for style and durability. The kitchen comes fully equipped with

  Susan Baker BHGRE Baker & Cole

  112 Pine Bluff Rd, Winchester, TN 37398
• 

  

  /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 $630,637

  Last Listing Agent Chasity Davis Southern Middle Realty

  1016 Cline Ridge Rd, Winchester, TN 37398
• 

  

  /43

  Est $543,370

  Not Listed For Sale

  80 Huntington Dr N, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1996

  80 Huntington Dr N, Winchester, TN 37398

  Last Sold Summary

  • 94 Days On Market
• 

  /2

  $59,900

  $3K PRICE DROP

  • Land
  • 12,632 Sq Ft
  • $206,552 per Acre

  0 Lookout Dr Unit 12, Winchester, TN 37398

  This lot is ready for your new home! Bring your own builder or use our preferred builder! Water, Sewer and gas available. Underground utilities. Gated Community with Common area. 1800 square foot minimum. Located less than one minute from Tim's Ford Lake (public boat launch on Sharp Springs Rd). Convenient to shopping and dining. Taxes are for land only - Owner Agent

  Nick Jenkins Go Realty, LLC

  0 Lookout Dr Unit 12, Winchester, TN 37398
• 

  

  /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 $492,208

  Last Listing Agent Jessica London Southern Middle Realty

  136 Houghton Dr, Winchester, TN 37398
• 

  

  /10

  Est $101,789

  Not Listed For Sale

  512 Elm St, Winchester, TN 37398

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

  512 Elm St, Winchester, TN 37398

  Last Sold Summary

  • 8 Days On Market
• 

  

  /12

  $349,000

  • Land
  • 27,007 Sq Ft
  • $562,903 per Acre

  0 Agate St, Winchester, TN 37398

  Ready to build your dream lake home? This pristine 0.60-acre lot on Tims Ford Lake offers incredible, unobstructed views and is just minutes from downtown Winchester. Combining peaceful waterfront living with quick access to local dining and shopping, this property is the perfect canvas for your custom retreat. Bring your builder and start living the lake life today! THIS LOT DOES NOT HAVE A DOCK

  Jackson Lynch Lynch Rigsby Realty & Auction, LLC

  0 Agate St, Winchester, TN 37398
• 

  

  /33

  $245,000

  Sold May 15, 2026

  119 Kenmore Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Built 2025

  Last Sold Summary

  • $192/SF
  • 22 Days On Market

  Current Estimated Value $212,067

  Last Listing Agent Andrea Cruz John Smith Jr Realty and Auction LLC

  119 Kenmore Ave, Winchester, TN 37398
• 

  

  /63

  Est $1,680,052

  Not Listed For Sale

  20 W Rockcrest Cir, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,546 Sq Ft
  • Built 2000

  20 W Rockcrest Cir, Winchester, TN 37398

  Last Sold Summary

  • 53 Days On Market
• 

  

  /30

  $369,900

  • 3 Beds
  • 2.5 Baths
  • 1,833 Sq Ft

  6063 Mansford Rd, Winchester, TN 37398

  Cute cottage style home near Tims Ford Lake and historic Lynchburg TN! Home offers 3 Bedrooms and 2.5 baths with extensive trimwork and an attached one car garage. Nice covered porch with rear patio. Great outdoor spaces. All appliances stay!

  Joey Simmons (The Simmons Team Simmons Realty

  6063 Mansford Rd, 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 $324,243

  Last Listing Agent Kristin Swan-White Reliant Realty ERA Powered

  285 Crimson Dr, Winchester, TN 37398
• 

  

  /29

  Est $158,390

  Not Listed For Sale

  407 Plattenburg St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1932

  407 Plattenburg St, Winchester, TN 37398

  Last Sold Summary

  • 35 Days On Market
• 

  

  /35

  $275,000

  • Land
  • 9.42 Acres
  • $29,193 per Acre

  0 Tullahoma Hwy Unit RTC3171237, Winchester, TN 37398

  PREMIUM and RARE investment opportunity to own 9+ acres on Hwy 41A! Positioned in a high-traffic area with excellent visibility, it’s perfectly suited for future development. Opportunities like this are hard to find—don’t miss your chance!

  Aimee Whitt Freedom Realty Group

  0 Tullahoma Hwy Unit RTC3171237, Winchester, TN 37398
• 

  /2

  $380,000

  Sold Apr 03, 2026

  189 Pickney Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft
  • Built 1970

  Last Sold Summary

  • $180/SF

  Current Estimated Value $379,368

  Last Listing Agent A NON-MEMBER --NON-MEMBER OFFICE--

  189 Pickney Rd, Winchester, TN 37398

Showing Results 161 - 200, Page 5 of 18