Single Family Homes in Winchester, TN

136 for sale · 423 homes listed · Updated September 27, 2026 · Page 8 of 9

• 128 bel aire drive, Winchester 37398 Off market since Sep 2026 $299,900 · 4 bd · 2 ba · 1,923 sqft
• 219 old mill road, Winchester 37398 Off market since Sep 2026 $349,000 · 3 bd · 2 ba · 3,050 sqft
• 95 luttrell drive, Winchester 37398 Off market since Sep 2026 $374,900 · 3 bd · 2 ba · 1,657 sqft
• 924 cline ridge road, Winchester 37398 Off market since Sep 2026 $399,900 · 2 bd · 2 ba · 1,450 sqft
• 801 south high street, Winchester 37398 Off market since Sep 2026 $279,900 · 3 bd · 2 ba · 1,697 sqft
• 1361 joyce lane, Winchester 37398 Off market since Sep 2026 $175,000 · 3 bd · 2 ba · 1,644 sqft
• 1325 joyce lane, Winchester 37398 Off market since Sep 2026 $225,000 · 3 bd · 3 ba · 2,146 sqft
• 46 woods edge road, Winchester 37398 Off market since Jul 2026 $289,900 · 3 bd · 2 ba · 1,470 sqft
• 266 woods edge road, Winchester 37398 Off market since Sep 2026 $299,900 · 3 bd · 2 ba · 1,500 sqft
• 323 ridgecrest drive, Winchester 37398 Off market since Sep 2026 $729,900 · 4 bd · 5 ba · 3,960 sqft
• 171 cypress point drive, Winchester 37398 Off market since Sep 2026 $975,000 · 5 bd · 5 ba · 3,191 sqft
• 645 wildwood trace, Winchester 37398 Off market since Sep 2026 $1,150,000 · 2 bd · 3 ba · 2,460 sqft
• 309 campfire court, Winchester 37398 Off market since Sep 2026 $774,900 · 4 bd · 4 ba · 2,886 sqft
• 525 sharp springs road, Winchester 37398 Off market since Sep 2026 $230,000 · 2 bd · 2 ba · 1,600 sqft
• 71 windjammer court, Winchester 37398 Off market since Sep 2026 $750,000 · 4 bd · 4 ba · 3,017 sqft
• 1111 holders cove road, Winchester 37398 Off market since Sep 2026 $354,900 · 3 bd · 2 ba · 1,508 sqft
• 207 melody lane, Winchester 37398 Off market since Sep 2026 $179,900 · 3 bd · 2 ba · 1,755 sqft
• 262 crimson drive, Winchester 37398 Off market since Sep 2026 $449,000 · 3 bd · 2 ba · 2,355 sqft
• 206 country club road, Winchester 37398 Off market since Sep 2026 $484,000 · 4 bd · 2 ba · 1,710 sqft
• 401 east petty lane, Winchester 37398 Off market since Aug 2026 $359,900 · 3 bd · 3 ba · 2,653 sqft
• 52 narrows drive, Winchester 37398 Off market since Sep 2026 $999,000 · 2 bd · 2 ba · 1,428 sqft
• 1522 holders cove road, Winchester 37398 Off market since Sep 2026 $385,000 · 3 bd · 2 ba · 1,700 sqft
• 218 charlotte drive, Winchester 37398 Off market since Sep 2026 $488,000 · 4 bd · 3 ba · 2,116 sqft
• 90 pine bluff court, Winchester 37398 Off market since Sep 2026 $644,900 · 3 bd · 3 ba · 2,729 sqft
• 406 2nd avenue northwest, Winchester 37398 Off market since Sep 2026 $125,000 · 3 bd · 1 ba · 1,150 sqft
• 356 ridgecrest drive, Winchester 37398 Off market since Sep 2026 $685,700 · 4 bd · 4 ba · 3,705 sqft
• 110 south porter street, Winchester 37398 Off market since Sep 2026 $659,000 · 8 bd · 4 ba · 3,187 sqft
• 204 homeward avenue, Winchester 37398 Off market since Sep 2026 $355,000 · 3 bd · 3 ba · 1,988 sqft
• 322 north porter street, Winchester 37398 Off market since Sep 2026 $1,799,000 · 4 bd · 5 ba · 5,019 sqft
• 287 shasteen bend drive, Winchester 37398 Off market since Sep 2026 $849,900 · 3 bd · 3 ba · 1,821 sqft
• 1136 bible crossing road, Winchester 37398 Off market since Sep 2026 $625,000 · 4 bd · 3 ba · 3,324 sqft
• 80 tanya terrace, Winchester 37398 Off market since Sep 2026 $349,900 · 3 bd · 2 ba · 1,400 sqft
• 5630 mansford road, Winchester 37398 Off market since Sep 2026 $1,179,000 · 3 bd · 1 ba · 1,600 sqft
• 416 colonial drive, Winchester 37398 Off market since Sep 2026 $335,000 · 3 bd · 2 ba · 1,587 sqft
• 136 bay cove trail, Winchester 37398 Off market since Sep 2026 $1,499,000 · 4 bd · 4 ba · 4,035 sqft
• 27 shady cove lane, Winchester 37398 Off market since Sep 2026 $768,500 · 3 bd · 2 ba · 1,616 sqft
• 56 deer valley circle, Winchester 37398 Off market since Sep 2026 $419,000 · 2 bd · 2 ba · 1,664 sqft
• 0 leatherwood drive, Winchester 37398 Off market since Sep 2026 $1,999,000 · 3 bd · 5 ba · 3,438 sqft
• 369 pickney road, Winchester 37398 Off market since Sep 2026 $599,900 · 3 bd · 3 ba · 2,401 sqft
• 205 billy goat hill road, Winchester 37398 Off market since Sep 2026 $585,000 · 3 bd · 3 ba · 2,634 sqft
• 203 west petty lane, Winchester 37398 Off market since Sep 2026 $199,900 · 3 bd · 1 ba · 1,271 sqft
• 24 kacey marie drive, Winchester 37398 Off market since Sep 2026 $629,500 · 3 bd · 4 ba · 2,977 sqft
• 115 7th avenue northeast, Winchester 37398 Off market since Sep 2026 $319,000 · 3 bd · 2 ba · 1,308 sqft
• 160 wakeboard way, Winchester 37398 Off market since Sep 2026 $1,199,900 · 4 bd · 4 ba · 3,720 sqft
• 124 lookout drive, Winchester 37398 Off market since Sep 2026 $424,900 · 4 bd · 2 ba · 1,890 sqft
• 108 lookout drive, Winchester 37398 Off market since Sep 2026 $443,900 · 3 bd · 2 ba · 2,290 sqft
• 366 oak leaf circle, Winchester 37398 Off market since Sep 2026 3 bd · 2 ba · 1,672 sqft
• 1790 old estill springs road, Winchester 37398 Off market since Sep 2026 $299,000 · 3 bd · 2 ba · 1,675 sqft
• 206 homeward avenue, Winchester 37398 Off market since Sep 2026 $299,900 · 4 bd · 2 ba · 1,999 sqft
• 0 style street, Winchester 37398 Off market since Sep 2026 $239,000 · 3 bd · 2 ba · 1,100 sqft