Winchester, TN Homes

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  /20

  $235,000 Sold Jan 28, 2026

  114 11th Ave NW, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $226/SF
  • 5 Days On Market

  Current Estimated Value $233,829

  Last Listing Agent Ben Absher Realty One Group Experts

  

  114 11th Ave NW, Winchester, TN 37398
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  /43

  Est $1,099,213 Not Listed For Sale

  18 Brown Rd E, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,512 Sq Ft
  • Built 1973

  18 Brown Rd E, Winchester, TN 37398

  Last Sold Summary

  • 15% Below List Price
  • $518/SF
  • 4 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.
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  /61

  $454,900

  • 4 Beds
  • 2 Baths
  • 1,887 Sq Ft

  25 Lookout Dr, Winchester, TN 37398

  Brand new construction opportunity with early buyer selections available. Construction hasn't begun, giving buyers who secure a contract early the opportunity to personalize select finishes such as paint colors, countertops, cabinetry, and flooring. Qualified buyers who use the preferred lender with an accepted offer may be eligible for rates in the 4s! Welcome to your brand-new dream home in the

  Christopher (Chr Tapp APP Realty

  25 Lookout Dr, Winchester, TN 37398
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  /8

  $285,000 Sold Dec 11, 2025

  1549 Mansford Rd, Winchester, TN 37398

  • Land
  • 12.7 Acres
  • $22,441 per Acre

  Last Sold Summary

  • 90% Above List Price
  • 69 Days On Market

  Current Estimated Value $375,234

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  1549 Mansford Rd, Winchester, TN 37398
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  /20

  Est $197,281 Not Listed For Sale

  715 N High St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1950

  715 N High St, Winchester, TN 37398

  Last Sold Summary

  • 15% Above List Price
  • $153/SF
  • 32 Days On Market

  Last Sold Price $171,000

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.
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  /24

  $479,900

  • 4 Beds
  • 3.5 Baths
  • 2,209 Sq Ft

  220 Bryan Dr, Winchester, TN 37398

  Updated photos coming soon. Featuring 2 master suites, one downstairs and one upstairs. 3 full baths and one 1/2 bath Renovated in 2018 including roof, central system, water heater, kitchen cabinets, countertops, and appliances

  Sharon Swafford Swaffords Property Shop

  220 Bryan Dr, Winchester, TN 37398
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  /5

  $65,000 Sold Mar 02, 2026

  0 Ridgecrest Dr Unit RTC2986099, Winchester, TN 37398

  • Land
  • 0.58 Acre
  • $112,069 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 157 Days On Market

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

  0 Ridgecrest Dr Unit RTC2986099, Winchester, TN 37398
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  /30

  Est $273,272 Not Listed For Sale

  106 Hillcrest Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft
  • Built 1957

  106 Hillcrest Dr, Winchester, TN 37398

  Last Sold Summary

  • 3% Above List Price
  • $151/SF
  • 40 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Lauren Bailey Swaffords Property Shop
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  /43

  $459,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  300 Old Clark Rd, Winchester, TN 37398

  Experience timeless charm and effortless living in this Turnkey, fully brick 3-bedroom, 2-bath home nestled in a serene country setting. Thoughtfully designed, the home features beautiful LVP flooring throughout and a cozy fireplace that adds warmth to the main living space. The kitchen is well appointed with SS appliances, quartz countertops, and a large pantry blending style with functionality.

  Angela Miller John Smith Jr Realty and Auction LLC

  300 Old Clark Rd, Winchester, TN 37398
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  /74

  $600,000 Sold Apr 28, 2025

  38 Walnut Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1978

  Last Sold Summary

  • 8% Below List Price
  • $441/SF
  • 37 Days On Market

  Current Estimated Value $608,559

  Last Listing Agent Connie Brown 1st Choice REALTOR

  38 Walnut Dr, Winchester, TN 37398
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  /24

  Est $165,891 Not Listed For Sale

  406 7th Ave NW, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1953

  406 7th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 21% Below List Price
  • $175/SF
  • 23 Days On Market

  Last Sold Price $209,900

  Last Listing Agent Stephanie Dowdy Freedom Realty Group
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  /31

  $419,999 Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,803 Sq Ft

  25 Billy Goat Hill Rd, Winchester, TN 37398

  Custom built 3-bedroom, 2-bath single-family home offering 1,800 square feet of living space on a large corner lot. Freshly painted in 2025, this home features crown molding throughout, including custom detail work. The large living room is perfect for hosting family and friends and is wired for surround sound so you can truly enjoy the big games. The kitchen offers granite countertops and custom

  Ashley Nelson Franklin County Realty

  25 Billy Goat Hill Rd, Winchester, TN 37398
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  /28

  $165,000 Sold Jul 07, 2025

  0 N Jefferson St Unit RTC2781941, Winchester, TN 37398

  • Land
  • 0 Acre

  Last Sold Summary

  • 6% Below List Price
  • 128 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  0 N Jefferson St Unit RTC2781941, Winchester, TN 37398
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  /56

  Est $438,870 Not Listed For Sale

  318 Shadowbrook Rd, Winchester, TN 37398

  • 5 Beds
  • 3.5 Baths
  • 3,492 Sq Ft
  • Built 1968

  318 Shadowbrook Rd, Winchester, TN 37398

  Last Sold Summary

  • 8% Above List Price
  • $116/SF
  • 54 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Billie Kay Caldwell Swaffords Property Shop
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  /37

  $515,000

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  512 Cline Ridge Rd, Winchester, TN 37398

  Most people think you have to choose between land and lake life... but here, you get both. Enjoy backyard bonfires, nights under the stars and private dock access just ~400 yards from the house. You're on the water in minutes with no long idle zones and quick access to open water for boating, surfing, swimming, and sunset cruises. Located in a calm no-wake zone, the water stays peaceful and safe,

  Jordan Crouch Benchmark Realty, LLC

  512 Cline Ridge Rd, Winchester, TN 37398
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  /57

  $815,000 Sold Dec 05, 2025

  226 Kayak Way, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,219 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $367/SF

  Current Estimated Value $802,290

  Last Listing Agent Dennis Sanders eXp Realty

  226 Kayak Way, Winchester, TN 37398
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  /24

  Est $162,934 Not Listed For Sale

  1401 Old Cowan Rd, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 783 Sq Ft
  • Built 1928

  1401 Old Cowan Rd, Winchester, TN 37398

  Last Sold Summary

  • 6% Below List Price
  • $222/SF
  • 92 Days On Market

  Last Sold Price $173,900

  Last Listing Agent Sheila Chilton Keller Williams Russell Realty & Auction
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  $474,900 New Construction

  • 4 Beds
  • 2 Baths
  • 2,269 Sq Ft

  188 Wiseman Ln, Winchester, TN 37398

  Discover this beautiful home featuring custom-built cabinets, granite countertops, spacious walk-in closets, a welcoming covered front porch, and a back deck perfect for relaxing or entertaining. Sitting on 1.386 acres, the property boasts a huge, flat, and cleared backyard—ideal for kids, pets, and outdoor activities. Located in a peaceful and desirable new neighborhood, this home offers

  Andrew Curl Better Homes & Gardens Real Estate Heritage Group

  188 Wiseman Ln, Winchester, TN 37398
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  /16

  $130,000 Sold Aug 14, 2025

  0 River Watch Way Unit RTC2941024, Winchester, TN 37398

  • Land
  • 0.38 Acre
  • $342,105 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 6 Days On Market

  Last Listing Agent Jason Hilbelink Onward Real Estate

  0 River Watch Way Unit RTC2941024, Winchester, TN 37398
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  /19

  Est $223,236 Not Listed For Sale

  208 Franklin Park, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,242 Sq Ft
  • Built 1956

  208 Franklin Park, Winchester, TN 37398

  Last Sold Summary

  • 4% Below List Price
  • $187/SF
  • 112 Days On Market

  Last Sold Price $232,500

  Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC
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  /33

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft

  211 Miller Farm Ln, Winchester, TN 37398

  Beautiful newer construction home on 5.42 acres just minutes from Winchester! This 3 BR, 2 BA home, built in 2023, features a modern black metal exterior and metal roof for durability and low maintenance along with a spacious 2-car garage. Enjoy comfortable living with large covered porch on both front and back, an open layout and generous bedrooms, plus a large crawl space offering excellent

  Donald Barnes Coldwell Banker Southern Realty

  211 Miller Farm Ln, Winchester, TN 37398
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  /2

  $980,000 Sold Apr 29, 2025

  1331 Dripping Springs Rd, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 1,391 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $705/SF
  • 15 Days On Market

  Current Estimated Value $994,836

  Last Listing Agent John Peck Peck Realty Group, LLC

  1331 Dripping Springs Rd, Winchester, TN 37398
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  /30

  Est $238,270 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

  • 7% Above List Price
  • $131/SF
  • 9 Days On Market

  Last Sold Price $223,000

  Last Listing Agent Logan Iliescu Bradford Real Estate
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  /52

  $415,000 Pending

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

  135 Carter Rd, Winchester, TN 37398

  Set on nearly three private acres, this spacious home offers the room, flexibility, and setting today’s buyers are searching for and is ideal for a small hobby farm. A well designed layout with multiple living spaces easily accommodates growing families, guests, home offices, or multi generational living. Recent improvements include new appliances, real hardwood floors, and updated major

  George Weeks Team George Weeks Real Estate, LLC

  135 Carter Rd, Winchester, TN 37398
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  /22

  $226,000 Sold Apr 30, 2025

  211 N Jefferson St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,956 Sq Ft
  • Built 1920

  Last Sold Summary

  • 19% Below List Price
  • $116/SF
  • 81 Days On Market

  Current Estimated Value $238,248

  Last Listing Agent Penny Patterson Swaffords Property Shop

  211 N Jefferson St, Winchester, TN 37398
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  /44

  Est $280,810 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

  • 12% Above List Price
  • $116/SF
  • 38 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Eberley Holloway Southern Middle Realty
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  /18

  $464,900 Pending

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

  134 Wiseman Ln, Winchester, TN 37398

  Discover this beautiful home featuring custom-built cabinets, granite countertops, spacious walk-in closets, a welcoming covered front porch, and a back deck perfect for relaxing or entertaining. Sitting on 1.28 acres, the property boasts a huge, flat, and cleared backyard—ideal for kids, pets, and outdoor activities. Located in a peaceful and desirable new neighborhood, this home offers

  Andrew Curl Better Homes & Gardens Real Estate Heritage Group

  134 Wiseman Ln, Winchester, TN 37398
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  /55

  $281,000 Sold Jan 28, 2026

  218 Susie Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Below List Price
  • $194/SF
  • 189 Days On Market

  Current Estimated Value $284,009

  Last Listing Agent Sean Crabtree Blue Door Realty Group

  218 Susie Dr, Winchester, TN 37398
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  /51

  Est $424,821 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

  • 3% Below List Price
  • $214/SF
  • 14 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Mitchell Smith Maples Realty & Auction Co.
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  /16

  $449,000

  • 2 Beds
  • 1 Bath
  • 3,560 Sq Ft

  3754 Aedc Rd, Winchester, TN 37398

  Coming soon is this unique and outstanding investment opportunity for owner/occupants and developers alike. With over 600' of road frontage on AEDC Rd and next door to Scenic View Golf Course, 3754 AEDC Rd boasts TWO viable dwellings along with 9.57 acres of picturesque farm land, complete with panoramic views of the mountains. Build your dream home or develop the parcel into smaller lots. Rehab

  Adam Brock Canopy Real Estate

  3754 Aedc Rd, Winchester, TN 37398
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  /6

  $125,000 Sold Jan 06, 2026

  3250 Lynchburg Rd, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1992

  Last Sold Summary

  • 17% Below List Price
  • $128/SF
  • 113 Days On Market

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  3250 Lynchburg Rd, Winchester, TN 37398
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  /56

  Est $400,734 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

  • 3% Above List Price
  • $155/SF
  • 91 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Lynne White BHGRE Baker & Cole
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  /2

  $515,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,077 Sq Ft

  5 Lookout Dr, Winchester, TN 37398

  Lot 5. Image is of rendering of completed home. Home is in the framing stage. Beautiful gated community located on Sharp Springs Road in Winchester, TN.

  Melissa Stewart Swaffords Property Shop

  5 Lookout Dr, Winchester, TN 37398
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  /3

  $382,500 Sold Mar 17, 2026

  232 Favre Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $197/SF
  • 5 Days On Market

  Current Estimated Value $391,662

  Last Listing Agent Mike Stubblefield Franklin County Realty

  232 Favre Cir, Winchester, TN 37398
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  /28

  Est $259,653 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

  • 2% Above List Price
  • $151/SF
  • 27 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Charlie Gonzales Southern Middle Realty
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  /3

  $429,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  0 Mansford Rd Unit RTC3155736, Winchester, TN 37398

  Construction will start once we have an agreement for purchase. Builder offering financing!! M and P Builders presents a brand-new, customizable 3-bedroom, 2-bath home featuring an open floor plan. Buyers have the opportunity to choose finishes and adjust the floor plan to fit their lifestyle. Standard features include luxury vinyl plank flooring throughout, beautiful granite countertops,

  Bo Davis Keller Williams Realty - Murfreesboro

  0 Mansford Rd Unit RTC3155736, Winchester, TN 37398
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  /70

  $640,000 Sold Oct 27, 2025

  239 River Watch Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,739 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $234/SF
  • 327 Days On Market

  Current Estimated Value $659,050

  Last Listing Agent Zaya Holmes Compass

  239 River Watch Way, Winchester, TN 37398
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  /30

  Est $358,252 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

  • 1% Above List Price
  • $183/SF
  • 195 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC
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  /32

  $449,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,044 Sq Ft

  246 Lookout Dr, Winchester, TN 37398

  This beautiful home is located in the Highlands Subdivision located off Sharp Springs Rd. It features 4 bedrooms and 2 full baths. The living room, dining room and kitchen have an open floor plan making it easy to interact and entertain with family and friends. The kitchen and baths have granite countertops and luxury vinyl flooring is throughout the home. The primary suite is conveniently

  Melissa Stewart Swaffords Property Shop

  246 Lookout Dr, Winchester, TN 37398
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  /23

  $154,900 Sold Mar 26, 2026

  716 N Cedar St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1953

  Last Sold Summary

  • 11% Below List Price
  • $142/SF
  • 63 Days On Market

  Current Estimated Value $153,380

  Last Listing Agent Steve Jernigan Steve Jernigan Realty

  716 N Cedar St, Winchester, TN 37398

Showing Results 241 - 280, Page 7 of 18