Single Family Homes in Winchester, TN

136 for sale · 423 homes listed · Updated September 27, 2026 · Page 4 of 9

• 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
• 65 pontoon place, Winchester 37398 Active Under Contract $635,000 · 4 bd · 3 ba · 2,592 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
• 145 franklin heights drive, Winchester 37398 Active Under Contract $525,000 · 3 bd · 3 ba · 2,682 sqft
• 124 barefoot way, Winchester 37398 Active Under Contract $598,000 · 3 bd · 3 ba · 1,848 sqft
• 644 fanning bend drive, Winchester 37398 Active Under Contract $1,295,000 · 4 bd · 4 ba · 3,922 sqft
• 614 fairview circle, Winchester 37398 Active Under Contract $285,000 · 3 bd · 2 ba · 1,412 sqft
• 86 simmons circle, Winchester 37398 Active Under Contract $1,475,000 · 4 bd · 6 ba · 4,080 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
• 98 whippoorwill cove road, Winchester 37398 Active Under Contract $899,900 · 3 bd · 4 ba · 3,258 sqft
• 169 joy circle, Winchester 37398 Active Under Contract $1,249,000 · 3 bd · 4 ba · 3,183 sqft
• 90 wildwood court, Winchester 37398 Active Under Contract $1,275,000 · 3 bd · 2 ba · 2,184 sqft
• 135 fanning bend drive, Winchester 37398 Active Under Contract $1,060,000 · 4 bd · 4 ba · 2,919 sqft
• 140 huntington drive south, Winchester 37398 Active Under Contract $699,900 · 3 bd · 2 ba · 1,872 sqft
• 267 brookfield circle, Winchester 37398 Active Under Contract $344,900 · 3 bd · 2 ba · 1,338 sqft
• 105 8th avenue southeast, Winchester 37398 Active Under Contract $590,000 · 3 bd · 4 ba · 2,682 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
• 74 pine bluff road, Winchester 37398 Active Under Contract $469,000 · 3 bd · 3 ba · 2,308 sqft
• 30 west paradise drive, Winchester 37398 Active Under Contract $299,900 · 3 bd · 2 ba · 1,798 sqft
• 155 hammock drive, Winchester 37398 Active Under Contract $1,049,994 · 4 bd · 5 ba · 3,375 sqft
• 206 knott road, Winchester 37398 Active Under Contract $799,900 · 4 bd · 3 ba · 3,279 sqft
• 185 favre circle, Winchester 37398 Active Under Contract $435,000 · 3 bd · 2 ba · 1,971 sqft
• 412 east petty lane, Winchester 37398 Active Under Contract $1,399,900 · 4 bd · 4 ba · 6,500 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
• 102 cannonball court, Winchester 37398 Active Under Contract $435,000 · 2 bd · 3 ba · 1,425 sqft
• 129 meredith lane, Winchester 37398 Active Under Contract $479,000 · 3 bd · 2 ba · 2,149 sqft
• 142 barefoot way, Winchester 37398 Active Under Contract $575,000 · 4 bd · 4 ba · 2,150 sqft
• 512 cline ridge road, Winchester 37398 Active Under Contract $499,999 · 3 bd · 2 ba · 1,388 sqft
• 417 plattenburg street, Winchester 37398 Active Under Contract $139,999 · 2 bd · 1 ba · 1,018 sqft
• 379 bell drive west, Winchester 37398 Active Under Contract $530,000 · 4 bd · 4 ba · 3,579 sqft
• 135 chickamauga trail, Winchester 37398 Active Under Contract $328,500 · 3 bd · 2 ba · 1,898 sqft
• 229 ridgecrest drive, Winchester 37398 Active Under Contract $599,900 · 3 bd · 3 ba · 2,815 sqft
• 101 royal oak drive, Winchester 37398 Active Under Contract $299,999 · 3 bd · 2 ba · 1,510 sqft
• 153 cascade drive, Winchester 37398 Active Under Contract $774,900 · 3 bd · 4 ba · 3,241 sqft
• 323 sunset cove lane, Winchester 37398 Active Under Contract $2,999,999 · 3 bd · 5 ba · 4,637 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
• 798 haddon lane, Winchester 37398 Active Under Contract $650,000 · 4 bd · 4 ba · 2,723 sqft
• 426 maple bend road, Winchester 37398 Active Under Contract $619,900 · 4 bd · 3 ba · 2,981 sqft
• 451 bell drive west, Winchester 37398 Active Under Contract $510,000 · 3 bd · 3 ba · 2,478 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
• 146 holly drive, Winchester 37398 Active Under Contract $459,900 · 3 bd · 3 ba · 2,348 sqft
• 125 hazelwood lane, Winchester 37398 Active Under Contract $289,000 · 3 bd · 2 ba · 1,456 sqft