Homes under $750K in Winchester, TN

115 for sale · 350 homes listed · Updated September 27, 2026 · Page 6 of 7

112 rogers avenue, Winchester 37398 Off market since Aug 2026 $699,999 · 3 bd · 2 ba · 1,300 sqft
145 murray lake drive, Winchester 37398 Off market since Sep 2026 $354,500 · 3 bd · 2 ba · 1,797 sqft
99 north shephard street, Winchester 37398 Off market since Sep 2026 $295,999 · 3 bd · 2 ba · 1,213 sqft
1717 georgia crossing road, Winchester 37398 Off market since Sep 2026 $99,900 · 3 bd · 2 ba · 1,500 sqft
6606 old tullahoma road, Winchester 37398 Off market since Sep 2026 $359,000 · 3 bd · 2 ba · 1,972 sqft
106 chattin street, Winchester 37398 Off market since Sep 2026 $455,000 · 3 bd · 3 ba · 1,800 sqft
59 walnut drive, Winchester 37398 Off market since Sep 2026 $740,000 · 3 bd · 3 ba · 2,075 sqft
805 north jefferson street, Winchester 37398 Off market since Sep 2026 $474,900 · 4 bd · 4 ba · 2,260 sqft
647 golf shores drive, Winchester 37398 Off market since Sep 2026 $489,900 · 3 bd · 2 ba · 2,116 sqft
88 meadow lane, Winchester 37398 Off market since Aug 2026 $299,999 · 3 bd · 2 ba · 1,708 sqft
109 oak park, Winchester 37398 Off market since Sep 2026 $429,000 · 3 bd · 2 ba · 2,157 sqft
84 meadowood lane, Winchester 37398 Off market since Sep 2026 $425,000 · 3 bd · 2 ba · 1,814 sqft
114 bel aire drive, Winchester 37398 Off market since Sep 2026 $259,900 · 3 bd · 2 ba · 1,875 sqft
201 lookout drive, Winchester 37398 Off market since Sep 2026 $460,000 · 3 bd · 3 ba · 2,543 sqft
466 willow oak drive, Winchester 37398 Off market since Sep 2026 $464,000 · 3 bd · 4 ba · 4,244 sqft
92 freeman court, Winchester 37398 Off market since Sep 2026 $525,000 · 3 bd · 3 ba · 2,494 sqft
131 charlotte drive, Winchester 37398 Off market since Sep 2026 $349,999 · 3 bd · 2 ba · 1,548 sqft
0 deer valley, Winchester 37398 Off market since Aug 2026 $580,458 · 3 bd · 2 ba · 2,274 sqft
409 4th avenue southwest, Winchester 37398 Off market since Sep 2026 $65,000 · 2 bd · 1 ba · 672 sqft
424 laura avenue, Winchester 37398 Off market since Sep 2026 $174,900 · 2 bd · 1 ba · 824 sqft
0 golf shore drive, Winchester 37398 Off market since Sep 2026 $688,000 · 3 bd · 3 ba · 2,313 sqft
8 latitude drive, Winchester 37398 Off market since Sep 2026 $587,900 · 5 bd · 4 ba · 2,753 sqft
79 charlotte drive, Winchester 37398 Off market since Sep 2026 $355,000 · 3 bd · 2 ba · 1,340 sqft
56 deer valley circle, Winchester 37398 Off market since Aug 2026 $429,900 · 2 bd · 2 ba · 1,664 sqft
342 chase circle, Winchester 37398 Off market since Sep 2026 $359,900 · 2 bd · 2 ba · 1,801 sqft
1563 paynes church road, Winchester 37398 Off market since Sep 2026 $315,000 · 3 bd · 2 ba · 1,508 sqft
1605 paynes church road, Winchester 37398 Off market since Sep 2026 $315,000 · 3 bd · 2 ba · 1,508 sqft
1585 paynes church road, Winchester 37398 Off market since Sep 2026 $315,000 · 3 bd · 2 ba · 1,508 sqft
1543 paynes church road, Winchester 37398 Off market since Sep 2026 $315,000 · 3 bd · 2 ba · 1,508 sqft
23 woods edge road, Winchester 37398 Off market since Sep 2026 $298,000 · 3 bd · 2 ba · 1,400 sqft
109 carter farris lane, Winchester 37398 Off market since Sep 2026 $490,000 · 6 bd · 4 ba · 3,158 sqft
44 hammock drive, Winchester 37398 Off market since Sep 2026 $499,000 · 3 bd · 3 ba · 2,266 sqft
2607 old tullahoma road, Winchester 37398 Off market since Sep 2026 $464,900 · 4 bd · 3 ba · 2,645 sqft
1200 little street, Winchester 37398 Off market since Sep 2026 $289,000 · 5 bd · 2 ba · 1,600 sqft
0 sisk road, Winchester 37398 Off market since Sep 2026 $349,000 · 3 bd · 2 ba · 1,600 sqft
102 oak park, Winchester 37398 Off market since Sep 2026 $269,900 · 2 bd · 1 ba · 1,373 sqft
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
605 gin street, Winchester 37398 Off market since Sep 2026 $110,000 · 4 bd · 3 ba · 2,052 sqft
525 sharp springs road, Winchester 37398 Off market since Sep 2026 $230,000 · 2 bd · 2 ba · 1,600 sqft
145 edgewood lane, Winchester 37398 Off market since Sep 2026 $209,900 · 3 bd · 2 ba · 1,000 sqft
1111 holders cove road, Winchester 37398 Off market since Sep 2026 $354,900 · 3 bd · 2 ba · 1,508 sqft