Homes in ZIP Code 37398

• 

  

  

  /64

  $485,000

  Sold May 13, 2026

  148 Brandi Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,564 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $189/SF
  • 41 Days On Market

  Current Estimated Value $489,207

  Last Listing Agent Elizabeth Padgett Century 21 Volunteer Realty

  148 Brandi Way, Winchester, TN 37398
• 

  

  

  /55

  Est $614,992

  Not Listed For Sale

  60 Magrath Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,468 Sq Ft
  • Built 2008

  60 Magrath Rd, Winchester, TN 37398

  Last Sold Summary

  • 8 Days On Market

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

  

  

  /39

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,801 Sq Ft

  342 Chase Cir, Winchester, TN 37398

  Enjoy easy living in the highly sought-after Fox Run Estates community. This charming one-level brick condo offers 2 bedrooms, 2 bathrooms, and 1,801 sq. ft. of comfortable living space. The spacious layout is designed for both everyday living and entertaining, while the low-maintenance lifestyle allows you more time to enjoy the things you love. Located in a quiet, well-established neighborhood,

  

  John Peck

  Century 21 Volunteer Realty

  342 Chase Cir, Winchester, TN 37398
• 

  

  

  /72

  $615,000

  Sold Aug 28, 2026

  65 Pontoon Place, Winchester, TN 37398

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

  Last Sold Summary

  • 11% Below List Price
  • $237/SF
  • 302 Days On Market

  Current Estimated Value $620,911

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

  65 Pontoon Place, Winchester, TN 37398
• 

  

  

  /50

  Est $369,380

  Not Listed For Sale

  817 Myers Rd, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,395 Sq Ft
  • Built 1971

  817 Myers Rd, Winchester, TN 37398

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Mary Brannon Southern Middle Realty
• 

  

  /42

  $359,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  6606 Old Tullahoma Rd, Winchester, TN 37398

  Charming Farmhouse on 1 Acre – Move-In Ready! Welcome to your peaceful country retreat! This adorable farmhouse sits on 1 acre and offers the perfect blend of charm and modern updates. The home features 3 bedrooms and 2 full baths, with thoughtful renovations completed in 2015, including updated plumbing and electrical systems. Home was just completely repainted with a neutral paint throughout.

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  6606 Old Tullahoma Rd, Winchester, TN 37398
• 

  

  /21

  $229,900

  Sold Aug 13, 2026

  180 Woods Edge Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,154 Sq Ft
  • Built 1987

  Last Sold Summary

  • $199/SF
  • 70 Days On Market

  Current Estimated Value $227,305

  Last Listing Agent John Peck Century 21 Volunteer Realty

  180 Woods Edge Rd, Winchester, TN 37398
• 

  

  /29

  Est $186,574

  Not Listed For Sale

  125 8th Ave NW, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1953

  125 8th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Stephanie Dowdy Freedom Realty Group
• 

  

  /8

  $149,900

  • Land
  • 12,632 Sq Ft
  • $516,897 per Acre

  0 Twin Creeks Dr Unit RTC2685254, Winchester, TN 37398

  One of the prettiest lake communities in Tennessee! Privately Gated and located at Tims Ford Lake. Exclusive community amenities include beautiful walking trails, full service marina with dock and boat slip rentals, clubhouse, heated pools, event center, boat club and boat rentals. Waterfront dining available at Drafts & Watercrafts. Lake life living at it's finest!

  

  Joe Orr

  WEICHERT, REALTORS Joe Orr & Associates

  0 Twin Creeks Dr Unit RTC2685254, Winchester, TN 37398
• 

  

  /4

  $250,000

  Sold Oct 22, 2025

  0 Lynchburg Rd Unit RTC2927728, Winchester, TN 37398

  • Land
  • 10.11 Acres
  • $24,728 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 83 Days On Market

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

  0 Lynchburg Rd Unit RTC2927728, Winchester, TN 37398
• 

  

  /3

  Est $150,990

  Not Listed For Sale

  105 6th Ave SW, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,479 Sq Ft
  • Built 1958

  105 6th Ave SW, Winchester, TN 37398

  Last Sold Summary

  • 2 Days On Market

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

  

  /11

  $389,900

  Coming Soon

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

  225 Golf Shores Dr, Winchester, TN 37398

  Great find... charming, well kept and move in ready. Quiet neighborhood located just minutes from both Tims Ford State Park and Tims Ford Lake, only 15 min from Winchester and approx 15 min from Tullahoma or Lynchburg. Great features both inside and outside..open kitchen, dining area, 2 car garage, concrete drive and a completely fenced in back yard.

  

  Billie Kay Caldwell

  Swaffords Property Shop

  225 Golf Shores Dr, Winchester, TN 37398
• 

  

  /31

  $180,000

  Sold Jun 18, 2026

  0 N Jefferson St Unit 41, Winchester, TN 37398

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • 0 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  0 N Jefferson St Unit 41, Winchester, TN 37398
• 

  

  /54

  Est $552,033

  Not Listed For Sale

  420 Country Estates Dr, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,864 Sq Ft
  • Built 1991

  420 Country Estates Dr, Winchester, TN 37398

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC
• 

  

  /90

  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 4,035 Sq Ft

  136 Bay Cove Trail, Winchester, TN 37398

  Welcome to this beautiful custom-built lake home in Fanning Bend, lovingly maintained by its one and only owner. Thoughtfully designed with a spacious floor plan and an easy, natural flow between the living room, kitchen, and sunroom, this home is perfect for both everyday living and entertaining. The main level features two spacious ensuite bedrooms, offering comfort and privacy for family and

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  136 Bay Cove Trail, Winchester, TN 37398
• 

  

  /65

  $575,000

  Sold Mar 30, 2026

  250 Awalt Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 3,068 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $187/SF
  • 136 Days On Market

  Last Listing Agent Miciah Viel Keller Williams Realty Nashville/Franklin

  250 Awalt Dr, Winchester, TN 37398
• 

  

  /40

  Est $244,918

  Not Listed For Sale

  700 S High St, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 1932

  700 S High St, Winchester, TN 37398

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Billy Rigsby III Lynch Rigsby Realty & Auction, LLC
• 

  

  /19

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,271 Sq Ft

  203 W Petty Ln, Winchester, TN 37398

  Charming Winchester Starter Home or Turnkey Rental Opportunity! Make this home just the way you want it!Welcome to 203 W Petty Ln in Winchester, TN! This efficient 1,271 sq. ft., 3-bedroom, 1-bathroom home features a practical single-level layout and a convenient attached one-car carport. Whether you are looking for an affordable path to homeownership or adding a strong performer to your

  

  John Peck

  Century 21 Volunteer Realty

  203 W Petty Ln, Winchester, TN 37398
• 

  

  /72

  $1,950,000

  Sold Jun 01, 2026

  374 Ridgefield Cir, Winchester, TN 37398

  • 4 Beds
  • 4 Baths
  • 3,684 Sq Ft
  • Built 1987

  Last Sold Summary

  • 11% Below List Price
  • $529/SF
  • 5 Days On Market

  Current Estimated Value $1,993,881

  Last Listing Agent Derrick Foster Freedom Realty

  374 Ridgefield Cir, Winchester, TN 37398
• 

  

  /11

  Est $267,267

  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

  Last Listing Agent Torrey Perry Century 21 Volunteer Realty
• 

  

  /40

  $299,900

  • 4 Beds
  • 2 Baths
  • 1,999 Sq Ft

  206 Homeward Ave, Winchester, TN 37398

  Space, style, and valuable extras—this beautifully maintained home has it all! Enjoy hardwood floors, fresh paint, updated lighting, multiple living areas, and flex space. The fourth bedroom can easily serve as a media room, guest suite, or additional living area. All kitchen appliances remain, along with the washer, dryer, and storage shed. Outside, relax on the screened-in patio, enjoy sunrise

  

  Tekesha Fuqua-Taylor

  Keller Williams Realty - Murfreesboro

  206 Homeward Ave, Winchester, TN 37398
• 

  

  /32

  $845,000

  Sold Jul 28, 2026

  98 Whippoorwill Cove Rd, Winchester, TN 37398

  • 3 Beds
  • 4 Baths
  • 3,258 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Below List Price
  • $259/SF
  • 90 Days On Market

  Current Estimated Value $903,892

  Last Listing Agent Whitney Jones Benchmark Realty, LLC

  98 Whippoorwill Cove Rd, Winchester, TN 37398
• 

  

  /87

  Est $954,236

  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

  Last Listing Agent Lea Anne Bedsole Compass
• 

  

  /45

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  335 Myers Rd, Winchester, TN 37398

  Beautifully renovated brick home on a spacious 0.50-acre lot in Winchester! This 3-bedroom, 2-bath home offers approximately 1,768 sq. ft. of updated living space with a long list of recent improvements, including a new roof, new HVAC system and ductwork, new LVP flooring, new appliances, granite countertops, new water heater, and updated plumbing. The large, tree-shaded lot provides plenty of

  

  Joe Orr

  WEICHERT, REALTORS Joe Orr & Associates

  335 Myers Rd, Winchester, TN 37398
• 

  

  /8

  $110,000

  Sold Nov 14, 2025

  0 Old Cowan Rd Unit RTC2970796, Winchester, TN 37398

  • Land
  • 32,103 Sq Ft
  • $149,254 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 63 Days On Market

  Last Listing Agent Sean Crabtree Blue Door Realty Group

  0 Old Cowan Rd Unit RTC2970796, Winchester, TN 37398
• 

  

  /59

  Est $1,317,746

  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

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

  

  /51

  $549,900

  Pending

  • 6 Beds
  • 4 Baths
  • 8,508 Sq Ft

  974 Lynchburg Rd, Winchester, TN 37398

  Former Antebellum Inn which offers so much potential. Now Magnolia Hill Manor

  

  John Peck

  Century 21 Volunteer Realty

  974 Lynchburg Rd, Winchester, TN 37398
• 

  

  /54

  $460,000

  Sold Mar 02, 2026

  67 Summerset Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,543 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $181/SF
  • 29 Days On Market

  Last Listing Agent Mena Shaker Dream Homes Realty

  67 Summerset Dr, Winchester, TN 37398
• 

  

  /24

  Est $257,292

  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

  Last Listing Agent Mike Winton Mike Winton Realty & Auction
• 

  

  /13

  $125,000

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft

  406 2nd Ave NW, Winchester, TN 37398

  Here's your chance to grab a renovation-ready property in one of Winchester's most desirable pockets. This home is perfect for an investor or hands-on buyer looking to build sweat equity, complete with a 1-car garage and a cellar for added storage. Tucked within walking distance of historic Winchester Square and just minutes from Tims Ford Lake, it's a location that blends small-town charm with

  

  Dustyn Reed

  United Real Estate Middle Tennessee

  406 2nd Ave NW, Winchester, TN 37398
• 

  

  /26

  $1,550,000

  Sold Nov 25, 2025

  947 Fanning Bend Dr, Winchester, TN 37398

  • 5 Beds
  • 6 Baths
  • 4,352 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $356/SF
  • 19 Days On Market

  Current Estimated Value $1,661,965

  Last Listing Agent Mikayla Wurth Southern Middle Realty

  947 Fanning Bend Dr, Winchester, TN 37398
• 

  

  /18

  Est $288,586

  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

  Last Listing Agent Aimee Whitt Freedom Realty Group
• 

  /2

  $515,000

  New Construction 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
• 

  

  /33

  $285,000

  Sold Dec 11, 2025

  145 Susie Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Below List Price
  • $176/SF
  • 24 Days On Market

  Current Estimated Value $302,902

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

  145 Susie Dr, Winchester, TN 37398
• 

  

  /66

  Est $545,285

  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

  Last Listing Agent Charlie Gonzales Southern Middle Realty
• 

  

  /4

  $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!! This is 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, soft-close cabinetry, a

  

  Bo Davis

  Keller Williams Realty - Murfreesboro

  0 Mansford Rd Unit RTC3155736, Winchester, TN 37398
• 

  /2

  $18,000

  Sold Mar 30, 2026

  1508 Old Cowan Rd, Winchester, TN 37398

  • Land
  • 13,068 Sq Ft
  • $60,000 per Acre

  Last Sold Summary

  Current Estimated Value $96,000

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  1508 Old Cowan Rd, Winchester, TN 37398
• 

  

  /15

  Est $191,530

  Not Listed For Sale

  104 3rd Ave NW, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 999 Sq Ft
  • Built 1948

  104 3rd Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR
• 

  

  /30

  $419,000

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,664 Sq Ft

  56 Deer Valley Cir, Winchester, TN 37398

  Welcome to your dream home in a brand-new 55+ community designed for comfort, convenience, and low-maintenance living. This newly constructed, single-level home offers a thoughtfully designed floor plan with no steps, making everyday living effortless. Inside, you’ll find 2 spacious bedrooms and 2 full bathrooms, along with a large flex room perfect for a home office, hobby space, or guest area.

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  56 Deer Valley Cir, Winchester, TN 37398
• 

  

  /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 $612,983

  Last Listing Agent Daniel Demers Sell Your Home Services, LLC

  57 Wakeboard Way, Winchester, TN 37398

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