Single Family Homes in Winchester, TN
136 for sale · 423 homes listed · Updated September 27, 2026 · Page 2 of 9
- 0 leatherwood drive, Winchester 37398 $1,999,000 · 3 bd · 5 ba · 3,438 sqft
- 115 7th avenue, Winchester 37398 $319,000 · 3 bd · 2 ba · 1,308 sqft
- 1585 paynes church road, Winchester 37398 $315,000 · 3 bd · 2 ba · 1,508 sqft
- 1563 paynes church road, Winchester 37398 $315,000 · 3 bd · 2 ba · 1,508 sqft
- 1543 paynes church road, Winchester 37398 $315,000 · 3 bd · 2 ba · 1,508 sqft
- 1605 paynes church road, Winchester 37398 $315,000 · 3 bd · 2 ba · 1,508 sqft
- 102 oak park, Winchester 37398 $269,900 · 2 bd · 1 ba · 1,373 sqft
- 466 willow oak drive, Winchester 37398 $464,000 · 3 bd · 4 ba · 4,244 sqft
- 71 fanning bend drive, Winchester 37398 $1,075,000 · 4 bd · 3 ba · 2,583 sqft
- 369 fanning bend drive, Winchester 37398 $899,000 · 4 bd · 5 ba · 2,376 sqft
- 160 wakeboard way, Winchester 37398 $1,199,900 · 4 bd · 4 ba · 3,720 sqft
- 3896 lynchburg road, Winchester 37398 $355,000 · 3 bd · 2 ba · 1,509 sqft
- 0 mansford road, Winchester 37398 $429,900 · 3 bd · 2 ba · 1,706 sqft
- 109 oak park, Winchester 37398 $429,000 · 3 bd · 2 ba · 2,157 sqft
- 124 lookout drive, Winchester 37398 $424,900 · 4 bd · 2 ba · 1,890 sqft
- 108 lookout drive, Winchester 37398 $443,900 · 3 bd · 2 ba · 2,290 sqft
- 525 sharp springs road, Winchester 37398 $230,000 · 2 bd · 2 ba · 1,600 sqft
- 219 old mill road, Winchester 37398 $349,000 · 3 bd · 2 ba · 3,050 sqft
- 145 murray lake drive, Winchester 37398 $354,500 · 3 bd · 2 ba · 1,797 sqft
- 92 freeman court, Winchester 37398 $525,000 · 3 bd · 3 ba · 2,494 sqft
- 270 wood bluff road, Winchester 37398 $451,500 · 3 bd · 3 ba · 2,228 sqft
- 366 oak leaf circle, Winchester 37398 3 bd · 2 ba · 1,672 sqft
- 90 pine bluff court, Winchester 37398 $644,900 · 3 bd · 3 ba · 2,729 sqft
- 2124 boswell road, Winchester 37398 $999,500 · 4 bd · 4 ba · 6,803 sqft
- 1790 old estill springs road, Winchester 37398 $299,000 · 3 bd · 2 ba · 1,675 sqft
- 71 windjammer court, Winchester 37398 $740,000 · 4 bd · 4 ba · 3,017 sqft
- 266 woods edge road, Winchester 37398 $299,900 · 3 bd · 2 ba · 1,500 sqft
- 236 tims ford drive, Winchester 37398 $999,500 · 4 bd · 5 ba · 6,152 sqft
- 205 houghton drive, Winchester 37398 $349,900 · 4 bd · 3 ba · 2,640 sqft
- 136 bay cove trail, Winchester 37398 $1,499,000 · 4 bd · 4 ba · 4,035 sqft
- 810 cumberland drive, Winchester 37398 $399,900 · 3 bd · 2 ba · 2,260 sqft
- 117 carol circle, Winchester 37398 $340,000 · 3 bd · 2 ba · 1,750 sqft
- 319 chase circle, Winchester 37398 $389,000 · 2 bd · 2 ba · 1,711 sqft
- 0 style street, Winchester 37398 $239,000 · 3 bd · 2 ba · 1,100 sqft
- 114 bel aire drive, Winchester 37398 $259,900 · 3 bd · 2 ba · 1,875 sqft
- 206 homeward avenue, Winchester 37398 $299,900 · 4 bd · 2 ba · 1,999 sqft
- 1111 holders cove road, Winchester 37398 $354,900 · 3 bd · 2 ba · 1,508 sqft
- 1136 bible crossing road, Winchester 37398 $625,000 · 4 bd · 3 ba · 3,324 sqft
- 99 north shephard street, Winchester 37398 $295,999 · 3 bd · 2 ba · 1,213 sqft
- 262 crimson drive, Winchester 37398 $449,000 · 3 bd · 2 ba · 2,355 sqft
- 107 brandi way, Winchester 37398 $1,500,000 · 3 bd · 2 ba · 2,962 sqft
- 318 north porter street, Winchester 37398 $2,110,900 · 4 bd · 6 ba · 6,160 sqft
- 287 shasteen bend drive, Winchester 37398 $849,900 · 3 bd · 3 ba · 1,821 sqft
- 338 royal oak drive, Winchester 37398 $339,900 · 3 bd · 2 ba · 1,916 sqft
- 1717 georgia crossing road, Winchester 37398 $99,900 · 3 bd · 2 ba · 1,500 sqft
- 1557 rowe gap road, Winchester 37398 $349,900 · 3 bd · 2 ba · 1,460 sqft
- 101 edgefield court, Winchester 37398 $369,000 · 2 bd · 2 ba · 1,615 sqft
- 173 country club terrace, Winchester 37398 $299,000 · 3 bd · 3 ba · 2,047 sqft
- 92 hammock drive, Winchester 37398 $834,000 · 4 bd · 4 ba · 2,986 sqft
- 0 south high street, Winchester 37398 $229,900 · 3 bd · 2 ba · 1,014 sqft