Homes under $400K in Winchester, TN
68 for sale · 127 homes listed · Updated September 27, 2026 · Page 2 of 3
- 115 7th avenue northeast, Winchester 37398 $319,000 · 3 bd · 2 ba · 1,308 sqft
- listing-10647930021, Winchester 37398 $299,000 · 5 bd · 2 ba · 1,588 sqft
- 1790 old estill springs road, Winchester 37398 $299,000 · 3 bd · 2 ba · 1,675 sqft
- 206 homeward avenue, Winchester 37398 $299,900 · 4 bd · 2 ba · 1,999 sqft
- 0 style street, Winchester 37398 $239,000 · 3 bd · 2 ba · 1,100 sqft
- 117 carol circle, Winchester 37398 $340,000 · 3 bd · 2 ba · 1,750 sqft
- 810 cumberland drive, Winchester 37398 $399,900 · 3 bd · 2 ba · 2,260 sqft
- 338 royal oak drive, Winchester 37398 $339,900 · 3 bd · 2 ba · 1,916 sqft
- 319 chase circle, Winchester 37398 $389,000 · 2 bd · 2 ba · 1,711 sqft
- 101 edgefield court, Winchester 37398 $369,000 · 2 bd · 2 ba · 1,615 sqft
- 1557 rowe gap road, Winchester 37398 $349,900 · 3 bd · 2 ba · 1,460 sqft
- 0 edgefield court, Winchester 37398 $399,000 · 2 bd · 2 ba · 1,716 sqft
- 0 south high street, Winchester 37398 $229,900 · 3 bd · 2 ba · 1,014 sqft
- 260 union road, Winchester 37398 $299,900 · 3 bd · 2 ba · 1,288 sqft
- 220 union road, Winchester 37398 $299,900 · 3 bd · 2 ba · 1,288 sqft
- 36 meadowwood lane, Winchester 37398 $376,300 · 3 bd · 2 ba · 1,420 sqft
- 814 south high street, Winchester 37398 $285,000 · 3 bd · 1 ba · 1,154 sqft
- 222 orchard lane, Winchester 37398 $249,000 · 3 bd · 2 ba · 1,344 sqft
- 205 8th avenue northwest, Winchester 37398 Pending $205,000 · 3 bd · 2 ba · 1,333 sqft
- 112 bel aire drive, Winchester 37398 Pending $275,000 · 3 bd · 2 ba · 1,701 sqft
- 2425 old tullahoma road, Winchester 37398 Pending $349,900 · 3 bd · 2 ba · 1,567 sqft
- 383 strawberry drive, Winchester 37398 Pending $296,000 · 3 bd · 2 ba · 1,296 sqft
- 149 sisk road, Winchester 37398 Pending $339,000 · 3 bd · 2 ba · 1,358 sqft
- 7334 lynchburg road, Winchester 37398 Pending $114,900 · 3 bd · 3 ba · 1,444 sqft
- 424 laura avenue, Winchester 37398 Pending $174,900 · 2 bd · 1 ba · 824 sqft
- 103 north shephard street, Winchester 37398 Active Under Contract $307,900 · 3 bd · 2 ba · 1,213 sqft
- 101 north shephard street, Winchester 37398 Active Under Contract $327,900 · 3 bd · 3 ba · 1,358 sqft
- 614 fairview circle, Winchester 37398 Active Under Contract $285,000 · 3 bd · 2 ba · 1,412 sqft
- 38 murray lake drive, Winchester 37398 Active Under Contract $339,999 · 2 bd · 2 ba · 1,683 sqft
- 367 carol circle, Winchester 37398 Active Under Contract $275,000 · 3 bd · 2 ba · 1,420 sqft
- 267 brookfield circle, Winchester 37398 Active Under Contract $344,900 · 3 bd · 2 ba · 1,338 sqft
- 135 bel aire drive, Winchester 37398 Active Under Contract $239,000 · 4 bd · 2 ba · 1,889 sqft
- 1466 bible crossing road, Winchester 37398 Active Under Contract $229,000 · 2 bd · 1 ba · 1,116 sqft
- 1687 georgia crossing road, Winchester 37398 Active Under Contract $319,900 · 2 bd · 2 ba · 1,080 sqft
- 30 west paradise drive, Winchester 37398 Active Under Contract $299,900 · 3 bd · 2 ba · 1,798 sqft
- 6933 winchester highway, Winchester 37398 Active Under Contract $389,900 · 5 bd · 3 ba · 2,632 sqft
- 1102 north high street, Winchester 37398 Active Under Contract $224,900 · 3 bd · 2 ba · 1,353 sqft
- 417 plattenburg street, Winchester 37398 Active Under Contract $139,999 · 2 bd · 1 ba · 1,018 sqft
- 135 chickamauga trail, Winchester 37398 Active Under Contract $328,500 · 3 bd · 2 ba · 1,898 sqft
- 101 royal oak drive, Winchester 37398 Active Under Contract $299,999 · 3 bd · 2 ba · 1,510 sqft
- 404 south jefferson street, Winchester 37398 Active Under Contract $228,000 · 2 bd · 2 ba · 1,370 sqft
- 204 8th avenue southeast, Winchester 37398 Active Under Contract $325,000 · 3 bd · 3 ba · 2,248 sqft
- 345 franklin heights drive, Winchester 37398 Active Under Contract $399,000 · 3 bd · 2 ba · 2,333 sqft
- 171 raspberry drive, Winchester 37398 Active Under Contract $285,000 · 3 bd · 2 ba · 1,544 sqft
- 125 hazelwood lane, Winchester 37398 Active Under Contract $289,000 · 3 bd · 2 ba · 1,456 sqft
- 410 elm street, Winchester 37398 Active Under Contract $95,000 · 2 bd · 1 ba · 924 sqft
- 208 lillian street, Winchester 37398 Active Under Contract $199,500 · 3 bd · 1 ba · 1,326 sqft
- 335 myers road, Winchester 37398 Active Under Contract $289,900 · 3 bd · 2 ba · 1,768 sqft
- 107 highland drive, Winchester 37398 Active Under Contract $200,000 · 2 bd · 1 ba · 1,348 sqft
- 6004 lynchburg road, Winchester 37398 Off market since Aug 2026 $143,000 · 2 bd · 2 ba · 880 sqft