Winchester, TN Homes

• 

  

  

  /56

  Est $347,125

  Not Listed For Sale

  715 N Vine St, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,010 Sq Ft
  • Built 1948

  715 N Vine St, Winchester, TN 37398

  Last Sold Summary

  • 120 Days On Market

  Last Listing Agent Terry Christian Noble Real Estate
• 

  

  

  /14

  $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
• 

  

  

  /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
• 

  

  

  /67

  Est $1,851,195

  Not Listed For Sale

  290 Shasteen Bend Dr, Winchester, TN 37398

  • 5 Beds
  • 6 Baths
  • 6,806 Sq Ft
  • Built 1992

  290 Shasteen Bend Dr, Winchester, TN 37398

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.
• 

  

  

  /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
• 

  

  /11

  $245,000

  Sold Jun 12, 2026

  349 Woods Edge Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $175/SF
  • 3 Days On Market

  Current Estimated Value $247,182

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

  349 Woods Edge Rd, Winchester, TN 37398
• 

  

  /58

  Est $484,500

  Not Listed For Sale

  271 Cedar Bluff Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 3,448 Sq Ft
  • Built 1990

  271 Cedar Bluff Dr, Winchester, TN 37398

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent LeighAnn Tillett Lamica Realty
• 

  

  /16

  $296,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  383 Strawberry Dr, Winchester, TN 37398

  Move In Ready!!! This cozy 3 bed 2 bath home is nestled on one of the largest lots in the neighborhood. Inside boasts a split floorplan with the owner's suite on one end while the additional beds and bath are on the opposite side. Plenty of natural light throughout, Stainless steel appliances with washer and dryer included. New laminate flooring throughout. Large separate laundry room located

  Josh Hammonds Craig and Wheeler Realty & Auction

  383 Strawberry Dr, Winchester, TN 37398
• 

  

  /22

  $50,000

  Sold Jul 21, 2026

  17 Smith Rd, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1997

  Last Sold Summary

  • 38% Below List Price
  • $74/SF
  • 51 Days On Market

  Last Listing Agent Alyssa Roland Southern Middle Realty

  17 Smith Rd, Winchester, TN 37398
• 

  

  /58

  Est $713,000

  Not Listed For Sale

  6086 Lynchburg Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1973

  6086 Lynchburg Rd, Winchester, TN 37398

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Fhonda Hatmaker eXp Realty
• 

  

  /47

  $550,000

  • 4 Beds
  • 3.5 Baths
  • 3,579 Sq Ft

  379 Bell Dr W, Winchester, TN 37398

  Custom-built and designed with quality living in mind, this spacious home offers 3 bedrooms, 3.5 baths, and 3,578 sq. ft. of well-planned living space. Features include a heated and cooled sunroom, bonus room, dedicated office, spacious kitchen, detached and attached garage, with a 4-car garage capacity. The property also includes two water meters, with a separate meter for the garden and yard.

  Dawn Parrish Leading Edge Real Estate Group

  379 Bell Dr W, 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 $655,868

  Last Listing Agent Chasity Davis Southern Middle Realty

  1016 Cline Ridge Rd, Winchester, TN 37398
• 

  

  /20

  Est $228,955

  Not Listed For Sale

  112 Cheyenne Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1998

  112 Cheyenne Ave, Winchester, TN 37398

  Last Sold Summary

  • 4 Days On Market

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

  

  /61

  $299,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft

  30 W Paradise Dr, Winchester, TN 37398

  Nice 3BR, 2BA home on a double corner lot in Pine Bluff Subdivision! Features include a stone fireplace, large utility room, primary bedroom with walk-in closet, screened back patio, mature shade trees, and carport with workshop. Enjoy access to Pine Bluff's private boat launch and boat storage with convenient access to Tims Ford Lake. Great location between Winchester and Tullahoma!

  W. M. Anderton Winton Auction & Realty Co.

  30 W Paradise Dr, 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 $498,120

  Last Listing Agent Jessica London Southern Middle Realty

  136 Houghton Dr, Winchester, TN 37398
• 

  

  /32

  Est $276,831

  Not Listed For Sale

  766 Maple Bend Rd, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1994

  766 Maple Bend Rd, Winchester, TN 37398

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Melissa Stewart Swaffords Property Shop
• 

  

  /27

  $174,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 824 Sq Ft

  424 Laura Ave, Winchester, TN 37398

  Completely renovated and move-in ready, this beautifully updated 2-bedroom, 1-bath home offers the perfect blend of modern style and everyday comfort. Every detail has been thoughtfully refreshed, creating a bright, welcoming space that's ideal for first-time homebuyers, downsizers, or anyone looking for a turnkey home in Winchester, Tennessee. Inside, you'll find fresh finishes throughout, an

  Matt Sargent Matt Sargent Homes

  424 Laura Ave, 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 $208,521

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

  119 Kenmore Ave, Winchester, TN 37398
• 

  

  /22

  Est $218,850

  Not Listed For Sale

  37 Lindbergh Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1994

  37 Lindbergh Ave, Winchester, TN 37398

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Maria Checchin AXEN Realty, LLC
• 

  

  /4

  $49,500

  Pending

  • Land
  • 14,374 Sq Ft
  • $150,000 per Acre

  0 Sherry St, Winchester, TN 37398

  Location and already has city utilities. Just blocks off the main Lynchburg Rd for a great building site that backs up to an empty parcel and trees to the right. This lot is also walking distance to the public Dry Creek Beach. If you are in the mood for a dinner on the lake...Twin Creeks Drafts and Watercrafts is right past the public beach.Feel free to drive by of call with any questions.The

  Donna Barber Synergy Realty Network, LLC

  0 Sherry St, 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 $328,366

  Last Listing Agent Kristin Swan-White Reliant Realty ERA Powered

  285 Crimson Dr, Winchester, TN 37398
• 

  

  /45

  Est $326,452

  Not Listed For Sale

  1132 Holders Cove Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft
  • Built 2000

  1132 Holders Cove Rd, Winchester, TN 37398

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Sharon Swafford Swaffords Property Shop
• 

  

  /78

  $998,996

  $51K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,521 Sq Ft

  49 Why Worry Ln, Winchester, TN 37398

  Experience elevated lake living in this fully custom residence in sought-after Twin Creeks Village, offering over 3,500 square feet of thoughtfully curated design and exceptional craftsmanship. Created for both grand entertaining and everyday comfort, the expansive open-concept layout is anchored by a true chef’s kitchen featuring a dramatic oversized quartz island with integrated dining, 60”

  Shelia Lunsford Benchmark Realty, LLC

  49 Why Worry Ln, Winchester, TN 37398
• 

  

  /60

  $875,000

  Sold May 01, 2026

  1000 N Vine St, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,164 Sq Ft
  • Built 1925

  Last Sold Summary

  • 30% Below List Price
  • $404/SF
  • 27 Days On Market

  Current Estimated Value $857,851

  Last Listing Agent Melissa Stewart Swaffords Property Shop

  1000 N Vine St, Winchester, TN 37398
• 

  

  /32

  Est $193,543

  Not Listed For Sale

  408 6th Ave NW, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1950

  408 6th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 337 Days On Market

  Last Listing Agent Yvonne Stewart Winton Auction & Realty Co.
• 

  

  /100

  $3,499,000

  • 4 Beds
  • 7 Baths
  • 8,447 Sq Ft

  368 Chandler Dr, Winchester, TN 37398

  The perfect definition of elevated lake living. Before you even enter the gated driveway that leads you up to the home, you are welcomed by beautiful trees and a stocked pond. The home is perfectly placed on a cleared spot surrounded by more mature trees and sitting slightly up from the lake access. While the septic permit states four bedrooms, this home was built with six. Interior features

  Maggie Hargrove Benchmark Realty, LLC

  368 Chandler Dr, Winchester, TN 37398
• 

  

  /23

  $326,500

  Sold Apr 20, 2026

  170 Brandi Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $196/SF
  • 25 Days On Market

  Current Estimated Value $337,809

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

  170 Brandi Cir, Winchester, TN 37398
• 

  

  /55

  Est $1,346,176

  Not Listed For Sale

  668 Bluff Dr, Winchester, TN 37398

  • 2 Beds
  • 2.5 Baths
  • 3,076 Sq Ft
  • Built 1994

  668 Bluff Dr, Winchester, TN 37398

  Last Sold Summary

  • 78 Days On Market

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.
• 

  

  /49

  $275,000

  $40K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft

  367 Carol Cir, Winchester, TN 37398

  Welcome home to this move-in ready 3-bedroom, 2-bath home perfectly situated on a corner lot in a quiet Winchester neighborhood—located outside the city limits and just minutes from Tims Ford Lake and Twin Creeks Marina. Built in 2003, this 1,420 sq. ft. home offers a comfortable, functional layout with an attached two-car garage and thoughtful updates throughout. Inside, you’ll find welcoming

  Paige Morris Southern Middle Realty

  367 Carol Cir, Winchester, TN 37398
• 

  

  /5

  $27,500

  Sold Feb 26, 2026

  0 Lynchburg Rd Unit 6, Winchester, TN 37398

  • Land
  • 34,412 Sq Ft
  • $34,810 per Acre

  Last Sold Summary

  • 39% Below List Price
  • 256 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Lynchburg Rd Unit 6, Winchester, TN 37398
• 

  

  /31

  Est $183,442

  Not Listed For Sale

  106 7th Ave SW, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft
  • Built 1988

  106 7th Ave SW, Winchester, TN 37398

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Victoria Hinson The Realty Association
• 

  /2

  $95,000

  • Land
  • 5.34 Acres
  • $17,790 per Acre

  0 Haddon Ln Unit RTC3190742, Winchester, TN 37398

  5.34 acres on the desirable Broadview side of Winchester! This beautiful tract is ready to go with a perk site already established—bring your plans and start building. Enjoy the perfect blend of privacy and convenience, located less than 10 minutes from Devil Step boat ramp and Tims Ford Lake. Whether you're looking for a homesite or weekend getaway, this one checks all the boxes! More pictures

  Nathan Smith John Smith Jr Realty and Auction LLC

  0 Haddon Ln Unit RTC3190742, Winchester, TN 37398
• 

  

  /17

  $58,200

  Sold Mar 03, 2026

  0 Union Rd Unit 12, Winchester, TN 37398

  • Land
  • 30,927 Sq Ft
  • $81,972 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 175 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Union Rd Unit 12, Winchester, TN 37398
• 

  

  /43

  Est $1,297,252

  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

  • 4 Days On Market

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.
• 

  

  /18

  $509,450

  • Land
  • 22.15 Acres
  • $23,000 per Acre

  0 Haddon Ln Unit RTC2946006, Winchester, TN 37398

  TAX ID has not been split off from the original 50 +/- parcel. This parcel has been survey and will be recorded when sold. There is a well on property, and property has been surveyed into tracts/perked. RARE-FIND! Minutes to Tims Ford Lake. Seller selling as a whole, and SOLD AS IS.

  Teresa Miller Century 21 Coffee County Realty & Auction

  0 Haddon Ln Unit RTC2946006, Winchester, TN 37398
• 

  

  /28

  $167,000

  Sold Oct 02, 2025

  500 S Jefferson St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,499 Sq Ft
  • Built 1965

  Last Sold Summary

  • 12% Below List Price
  • $111/SF
  • 12 Days On Market

  Current Estimated Value $183,243

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

  500 S Jefferson St, Winchester, TN 37398
• 

  

  /20

  Est $197,350

  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

  • 32 Days On Market

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

  

  /55

  $599,999

  • 4 Beds
  • 3 Baths
  • 2,544 Sq Ft

  88 Norwood Creek Rd, Winchester, TN 37398

  2 story home on 5.4+/- acres. Large garage, 4 bedrooms, 3 baths, 20x40 inground pool.

  Bj Rigsby Lynch Rigsby Realty & Auction, LLC

  88 Norwood Creek Rd, Winchester, TN 37398
• 

  

  /18

  $210,000

  Sold Apr 10, 2026

  119 Highland Dr, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,433 Sq Ft
  • Built 1949

  Last Sold Summary

  • 18% Below List Price
  • $147/SF
  • 35 Days On Market

  Current Estimated Value $217,090

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

  119 Highland Dr, Winchester, TN 37398
• 

  

  /30

  Est $279,510

  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

  • 40 Days On Market

  Last Listing Agent Lauren Bailey Swaffords Property Shop

Showing Results 201 - 240, Page 6 of 18