Homes under $300K in Winchester, TN
31 for sale · 64 homes listed · Updated September 27, 2026 · Page 1 of 2
- 2077 holders cove road, Winchester 37398 $150,000 · 4 bd · 1 ba · 1,580 sqft
- 1010 north high street, Winchester 37398 $249,900 · 3 bd · 2 ba · 1,866 sqft
- 173 country club terrace, Winchester 37398 $299,000 · 3 bd · 3 ba · 2,047 sqft
- 1508 clark street, Winchester 37398 $213,999 · 3 bd · 2 ba · 1,104 sqft
- 99 north shephard street, Winchester 37398 $295,999 · 3 bd · 2 ba · 1,213 sqft
- 1717 georgia crossing road, Winchester 37398 $99,900 · 3 bd · 2 ba · 1,500 sqft
- 114 bel aire drive, Winchester 37398 $259,900 · 3 bd · 2 ba · 1,875 sqft
- 409 4th avenue southwest, Winchester 37398 $65,000 · 2 bd · 1 ba · 672 sqft
- 23 woods edge road, Winchester 37398 $298,000 · 3 bd · 2 ba · 1,400 sqft
- 1200 little street, Winchester 37398 $289,000 · 5 bd · 2 ba · 1,600 sqft
- 102 oak park, Winchester 37398 $269,900 · 2 bd · 1 ba · 1,373 sqft
- 128 bel aire drive, Winchester 37398 $299,900 · 4 bd · 2 ba · 1,923 sqft
- 801 south high street, Winchester 37398 $279,900 · 3 bd · 2 ba · 1,697 sqft
- 1361 joyce lane, Winchester 37398 $175,000 · 3 bd · 2 ba · 1,644 sqft
- 1325 joyce lane, Winchester 37398 $225,000 · 3 bd · 3 ba · 2,146 sqft
- 266 woods edge road, Winchester 37398 $299,900 · 3 bd · 2 ba · 1,500 sqft
- 605 gin street, Winchester 37398 $110,000 · 4 bd · 3 ba · 2,052 sqft
- 525 sharp springs road, Winchester 37398 $230,000 · 2 bd · 2 ba · 1,600 sqft
- 145 edgewood lane, Winchester 37398 $209,900 · 3 bd · 2 ba · 1,000 sqft
- 207 melody lane, Winchester 37398 $179,900 · 3 bd · 2 ba · 1,755 sqft
- 406 2nd avenue northwest, Winchester 37398 $125,000 · 3 bd · 1 ba · 1,150 sqft
- 203 west petty lane, Winchester 37398 $199,900 · 3 bd · 1 ba · 1,271 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
- 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
- 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
- 383 strawberry drive, Winchester 37398 Pending $296,000 · 3 bd · 2 ba · 1,296 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
- 614 fairview circle, Winchester 37398 Active Under Contract $285,000 · 3 bd · 2 ba · 1,412 sqft
- 367 carol circle, Winchester 37398 Active Under Contract $275,000 · 3 bd · 2 ba · 1,420 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
- 30 west paradise drive, Winchester 37398 Active Under Contract $299,900 · 3 bd · 2 ba · 1,798 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
- 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
- 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