Listings in 40391 - Clark County, Kentucky
Displaying 1 – 200 of 613 Real estate listings
1395 Two Mile Road
Winchester, KY | Active
Listed: Sep, 28, 2023
Price: $1,200,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Sep, 28, 2023
Price: $1,200,000
Living Area: 0 Sq. Ft.
1395 Two Mile Road
Winchester, KY | Active
Listed: Sep, 27, 2023
Price: $2,500,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Sep, 27, 2023
Price: $2,500,000
Living Area: 0 Sq. Ft.
1005 Early Drive
Winchester, KY | Active
Listed: Jun, 21, 2021
Price: $500,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 21, 2021
Price: $500,000
Living Area: 0 Sq. Ft.
1395 Two Mile Road
Winchester, KY | Active
Listed: Sep, 27, 2023
Price: $2,500,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Sep, 27, 2023
Price: $2,500,000
Living Area: 0 Sq. Ft.
1200 Bypass Road C
Winchester, KY | Active
Listed: Oct, 07, 2025
Price: $2,200
Living Area: 1,200 Sq. Ft.
Winchester, KY | Active
Listed: Oct, 07, 2025
Price: $2,200
Living Area: 1,200 Sq. Ft.
12541 Ironworks Road
Winchester, KY | Active
Listed: Nov, 18, 2025
Price: $70,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 18, 2025
Price: $70,000
Living Area: 0 Sq. Ft.
204 Wigeon Court
Winchester, KY | Active
Listed: Mar, 18, 2025
Price: $49,500
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Mar, 18, 2025
Price: $49,500
Living Area: 0 Sq. Ft.
58 hughes Avenue
Winchester, KY | Pending
Listed: Feb, 03, 2026
Price: $199,000
Living Area: 1,456 Sq. Ft.
Winchester, KY | Pending
Listed: Feb, 03, 2026
Price: $199,000
Living Area: 1,456 Sq. Ft.
521 Acadia Way
Winchester, KY | Closed
Listed: Aug, 05, 2025
Price: $221,500
Living Area: 1,370 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 05, 2025
Price: $221,500
Living Area: 1,370 Sq. Ft.
6755 Boonesboro Road
Winchester, KY | Closed
Listed: Jan, 17, 2025
Price: $1,325,000
Living Area: 5,736 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 17, 2025
Price: $1,325,000
Living Area: 5,736 Sq. Ft.
421 Jameson Way
Winchester, KY | Closed
Listed: May, 31, 2024
Price: $259,900
Living Area: 1,487 Sq. Ft.
Winchester, KY | Closed
Listed: May, 31, 2024
Price: $259,900
Living Area: 1,487 Sq. Ft.
167 E Washington Street
Winchester, KY | Closed
Listed: Jan, 03, 2025
Price: $215,000
Living Area: 1,763 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 03, 2025
Price: $215,000
Living Area: 1,763 Sq. Ft.
312 Forest Avenue
Winchester, KY | Closed
Listed: Aug, 28, 2025
Price: $259,000
Living Area: 1,550 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 28, 2025
Price: $259,000
Living Area: 1,550 Sq. Ft.
1700 Cabin Creek Road
Winchester, KY | Closed
Listed: Nov, 11, 2025
Price: $775,000
Living Area: 2,695 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 11, 2025
Price: $775,000
Living Area: 2,695 Sq. Ft.
41 Hiawatha Trail
Winchester, KY | Active
Listed: Apr, 01, 2026
Price: $189,999
Living Area: 950 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 01, 2026
Price: $189,999
Living Area: 950 Sq. Ft.
111 Quail Ridge Road
Winchester, KY | Closed
Listed: Jan, 09, 2026
Price: $189,500
Living Area: 1,197 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 09, 2026
Price: $189,500
Living Area: 1,197 Sq. Ft.
233 Cunningham Lane
Winchester, KY | Pending
Listed: Dec, 04, 2025
Price: $429,900
Living Area: 2,258 Sq. Ft.
Winchester, KY | Pending
Listed: Dec, 04, 2025
Price: $429,900
Living Area: 2,258 Sq. Ft.
446 Tremont Lane
Winchester, KY | Closed
Listed: Dec, 31, 2025
Price: $367,000
Living Area: 2,811 Sq. Ft.
Winchester, KY | Closed
Listed: Dec, 31, 2025
Price: $367,000
Living Area: 2,811 Sq. Ft.
2 N Main Street
Winchester, KY | Active
Listed: Aug, 09, 2025
Price: $1,575,000
Living Area: 26,124 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 09, 2025
Price: $1,575,000
Living Area: 26,124 Sq. Ft.
870 Pilot View Road
Winchester, KY | Closed
Listed: Dec, 30, 2025
Price: $430,000
Living Area: 1,568 Sq. Ft.
Winchester, KY | Closed
Listed: Dec, 30, 2025
Price: $430,000
Living Area: 1,568 Sq. Ft.
213 Orchid Court
Winchester, KY | Closed
Listed: Oct, 01, 2025
Price: $325,000
Living Area: 1,776 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 01, 2025
Price: $325,000
Living Area: 1,776 Sq. Ft.
433 Wellington Way
Winchester, KY | Closed
Listed: Oct, 30, 2025
Price: $262,500
Living Area: 1,234 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 30, 2025
Price: $262,500
Living Area: 1,234 Sq. Ft.
212 Woodbine Court
Winchester, KY | Closed
Listed: Oct, 30, 2025
Price: $349,000
Living Area: 2,475 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 30, 2025
Price: $349,000
Living Area: 2,475 Sq. Ft.
230 Duclair Drive
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $110,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $110,000
Living Area: 0 Sq. Ft.
1701 Gay Evans Road
Winchester, KY | Closed
Listed: Feb, 27, 2026
Price: $819,000
Living Area: 4,345 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 27, 2026
Price: $819,000
Living Area: 4,345 Sq. Ft.
209 Allan Place
Winchester, KY | Closed
Listed: Oct, 09, 2025
Price: $234,000
Living Area: 1,260 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 09, 2025
Price: $234,000
Living Area: 1,260 Sq. Ft.
357 E Washington Street
Winchester, KY | Closed
Listed: Jan, 14, 2026
Price: $189,900
Living Area: 1,328 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 14, 2026
Price: $189,900
Living Area: 1,328 Sq. Ft.
9999 Sewell Shop Road
Winchester, KY | Closed
Listed: Sep, 24, 2025
Price: $135,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Sep, 24, 2025
Price: $135,000
Living Area: 0 Sq. Ft.
52 Judy Ann Court
Winchester, KY | Closed
Listed: Mar, 06, 2026
Price: $165,000
Living Area: 1,312 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 06, 2026
Price: $165,000
Living Area: 1,312 Sq. Ft.
20 Stoney Brook Drive
Winchester, KY | Closed
Listed: Mar, 11, 2026
Price: $667,700
Living Area: 4,712 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 11, 2026
Price: $667,700
Living Area: 4,712 Sq. Ft.
19 Hughes Avenue
Winchester, KY | Closed
Listed: Mar, 06, 2026
Price: $130,000
Living Area: 1,232 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 06, 2026
Price: $130,000
Living Area: 1,232 Sq. Ft.
149 Winn Ave
Winchester, KY | Closed
Listed: Jan, 05, 2026
Price: $286,000
Living Area: 4,010 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 05, 2026
Price: $286,000
Living Area: 4,010 Sq. Ft.
101 S Main Street 1st Floor
Winchester, KY | Active
Listed: Apr, 23, 2026
Price: $4,500
Living Area: 20,548 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 23, 2026
Price: $4,500
Living Area: 20,548 Sq. Ft.
101 S Main Street 2nd & 3rd
Winchester, KY | Active
Listed: Apr, 23, 2026
Price: $10,000
Living Area: 20,548 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 23, 2026
Price: $10,000
Living Area: 20,548 Sq. Ft.
175 Overlooking Drive
Winchester, KY | Closed
Listed: Feb, 26, 2026
Price: $359,000
Living Area: 2,080 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 26, 2026
Price: $359,000
Living Area: 2,080 Sq. Ft.
300 Calmes Boulevard
Winchester, KY | Closed
Listed: Oct, 28, 2025
Price: $379,717
Living Area: 2,636 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 28, 2025
Price: $379,717
Living Area: 2,636 Sq. Ft.
13 Maryland Avenue
Winchester, KY | Active
Listed: Apr, 16, 2026
Price: $169,000
Living Area: 1,472 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 16, 2026
Price: $169,000
Living Area: 1,472 Sq. Ft.
297 S Main Street
Winchester, KY | Closed
Listed: Sep, 19, 2025
Price: $335,000
Living Area: 3,544 Sq. Ft.
Winchester, KY | Closed
Listed: Sep, 19, 2025
Price: $335,000
Living Area: 3,544 Sq. Ft.
222 Bracken Court
Winchester, KY | Closed
Listed: Nov, 11, 2025
Price: $269,000
Living Area: 1,456 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 11, 2025
Price: $269,000
Living Area: 1,456 Sq. Ft.
319 Essex Court
Winchester, KY | Closed
Listed: Feb, 27, 2026
Price: $199,000
Living Area: 1,224 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 27, 2026
Price: $199,000
Living Area: 1,224 Sq. Ft.
103 Yorktowne Court
Winchester, KY | Pending
Listed: Sep, 05, 2025
Price: $130,000
Living Area: 1,150 Sq. Ft.
Winchester, KY | Pending
Listed: Sep, 05, 2025
Price: $130,000
Living Area: 1,150 Sq. Ft.
1911 Trapp-Goffs Cor Road
Winchester, KY | Closed
Listed: Dec, 31, 2025
Price: $460,000
Living Area: 1,288 Sq. Ft.
Winchester, KY | Closed
Listed: Dec, 31, 2025
Price: $460,000
Living Area: 1,288 Sq. Ft.
10 Pocahontas
Winchester, KY | Closed
Listed: Jan, 25, 2026
Price: $175,000
Living Area: 924 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 25, 2026
Price: $175,000
Living Area: 924 Sq. Ft.
104 Jackson Ferry Road
Winchester, KY | Active
Listed: Mar, 17, 2026
Price: $269,000
Living Area: 2,417 Sq. Ft.
Winchester, KY | Active
Listed: Mar, 17, 2026
Price: $269,000
Living Area: 2,417 Sq. Ft.
614 Colby Ridge Boulevard
Winchester, KY | Pending
Listed: Apr, 13, 2026
Price: $349,900
Living Area: 2,100 Sq. Ft.
Winchester, KY | Pending
Listed: Apr, 13, 2026
Price: $349,900
Living Area: 2,100 Sq. Ft.
54 Locust Drive
Winchester, KY | Active
Listed: Apr, 13, 2026
Price: $289,000
Living Area: 1,692 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 13, 2026
Price: $289,000
Living Area: 1,692 Sq. Ft.
7 Hiawatha Trail
Winchester, KY | Closed
Listed: Apr, 19, 2026
Price: $217,500
Living Area: 1,190 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 19, 2026
Price: $217,500
Living Area: 1,190 Sq. Ft.
306 Trapp-Goffs Cor Road
Winchester, KY | Closed
Listed: Apr, 18, 2026
Price: $299,900
Living Area: 1,840 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 18, 2026
Price: $299,900
Living Area: 1,840 Sq. Ft.
13 Arlington Road
Winchester, KY | Pending
Listed: Mar, 23, 2026
Price: $235,000
Living Area: 1,431 Sq. Ft.
Winchester, KY | Pending
Listed: Mar, 23, 2026
Price: $235,000
Living Area: 1,431 Sq. Ft.
3991 Jackson Ferry Road
Winchester, KY | Active
Listed: Apr, 07, 2026
Price: $97,500
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 07, 2026
Price: $97,500
Living Area: 0 Sq. Ft.
730 Lillies Ferry Road
Winchester, KY | Closed
Listed: Sep, 20, 2022
Price: $54,900
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Sep, 20, 2022
Price: $54,900
Living Area: 0 Sq. Ft.
Lot 3 Plantations Drive
Winchester, KY | Active
Listed: May, 20, 2026
Price: $78,500
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: May, 20, 2026
Price: $78,500
Living Area: 0 Sq. Ft.
103 Talbott Avenue 2,3
Winchester, KY | Active
Listed: Feb, 02, 2026
Price: $205,000
Living Area: 2,808 Sq. Ft.
Winchester, KY | Active
Listed: Feb, 02, 2026
Price: $205,000
Living Area: 2,808 Sq. Ft.
1783 Gay Evans Road
Winchester, KY | Closed
Listed: Oct, 22, 2025
Price: $775,000
Living Area: 2,904 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 22, 2025
Price: $775,000
Living Area: 2,904 Sq. Ft.
414 Fairholme Way
Winchester, KY | Active
Listed: May, 16, 2026
Price: $484,900
Living Area: 2,418 Sq. Ft.
Winchester, KY | Active
Listed: May, 16, 2026
Price: $484,900
Living Area: 2,418 Sq. Ft.
28 Churchill Drive
Winchester, KY | Pending
Listed: Apr, 23, 2026
Price: $310,000
Living Area: 2,624 Sq. Ft.
Winchester, KY | Pending
Listed: Apr, 23, 2026
Price: $310,000
Living Area: 2,624 Sq. Ft.
410 W Lexington Avenue
Winchester, KY | Active
Listed: May, 30, 2026
Price: $349,900
Living Area: 4,456 Sq. Ft.
Winchester, KY | Active
Listed: May, 30, 2026
Price: $349,900
Living Area: 4,456 Sq. Ft.
3230 Irvine Road
Winchester, KY | Closed
Listed: Aug, 29, 2024
Price: $245,000
Living Area: 1,510 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 29, 2024
Price: $245,000
Living Area: 1,510 Sq. Ft.
618 Westmeade Drive
Winchester, KY | Active
Listed: Apr, 28, 2026
Price: $289,900
Living Area: 2,116 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 28, 2026
Price: $289,900
Living Area: 2,116 Sq. Ft.
595 Earlymeade Drive
Winchester, KY | Closed
Listed: Nov, 25, 2025
Price: $499,000
Living Area: 3,823 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 25, 2025
Price: $499,000
Living Area: 3,823 Sq. Ft.
1508 Ford Hampton Road
Winchester, KY | Closed
Listed: Oct, 09, 2025
Price: $300,000
Living Area: 1,531 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 09, 2025
Price: $300,000
Living Area: 1,531 Sq. Ft.
192 Prescott Lane
Winchester, KY | Closed
Listed: Mar, 10, 2026
Price: $275,000
Living Area: 1,550 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 10, 2026
Price: $275,000
Living Area: 1,550 Sq. Ft.
113 Strawberry Lane
Winchester, KY | Closed
Listed: Apr, 02, 2026
Price: $316,900
Living Area: 1,780 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 02, 2026
Price: $316,900
Living Area: 1,780 Sq. Ft.
42 Mockingbird Valley Road
Winchester, KY | Active
Listed: Jan, 02, 2026
Price: $445,500
Living Area: 2,961 Sq. Ft.
Winchester, KY | Active
Listed: Jan, 02, 2026
Price: $445,500
Living Area: 2,961 Sq. Ft.
5434 Pine Ridge Road
Winchester, KY | Pending
Listed: Jan, 16, 2026
Price: $189,000
Living Area: 1,000 Sq. Ft.
Winchester, KY | Pending
Listed: Jan, 16, 2026
Price: $189,000
Living Area: 1,000 Sq. Ft.
3359 Trapp-Goffs Corner Road
Winchester, KY | Active
Listed: May, 29, 2026
Price: $370,000
Living Area: 2,179 Sq. Ft.
Winchester, KY | Active
Listed: May, 29, 2026
Price: $370,000
Living Area: 2,179 Sq. Ft.
219 Bartram Court
Winchester, KY | Closed
Listed: Apr, 27, 2026
Price: $310,000
Living Area: 1,696 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 27, 2026
Price: $310,000
Living Area: 1,696 Sq. Ft.
13 Lakeview Drive
Winchester, KY | Active
Listed: May, 20, 2026
Price: $315,000
Living Area: 1,932 Sq. Ft.
Winchester, KY | Active
Listed: May, 20, 2026
Price: $315,000
Living Area: 1,932 Sq. Ft.
220 Athens Boonsboro Road
Winchester, KY | Pending
Listed: Jun, 18, 2025
Price: $531,000
Living Area: 5,012 Sq. Ft.
Winchester, KY | Pending
Listed: Jun, 18, 2025
Price: $531,000
Living Area: 5,012 Sq. Ft.
147 Sunset Heights
Winchester, KY | Active
Listed: May, 15, 2026
Price: $294,900
Living Area: 2,128 Sq. Ft.
Winchester, KY | Active
Listed: May, 15, 2026
Price: $294,900
Living Area: 2,128 Sq. Ft.
265 Cunningham Lane
Winchester, KY | Pending
Listed: May, 06, 2026
Price: $199,900
Living Area: 1,140 Sq. Ft.
Winchester, KY | Pending
Listed: May, 06, 2026
Price: $199,900
Living Area: 1,140 Sq. Ft.
6504 Combs Ferry Road
Winchester, KY | Closed
Listed: Nov, 20, 2025
Price: $419,900
Living Area: 2,564 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 20, 2025
Price: $419,900
Living Area: 2,564 Sq. Ft.
1150 Craig Crossing
Winchester, KY | Closed
Listed: Feb, 16, 2026
Price: $875,000
Living Area: 2,842 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 16, 2026
Price: $875,000
Living Area: 2,842 Sq. Ft.
1940 Athens Boonesboro Road
Winchester, KY | Active
Listed: Jun, 12, 2025
Price: $125,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 12, 2025
Price: $125,000
Living Area: 0 Sq. Ft.
120 Duclair Drive
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $110,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $110,000
Living Area: 0 Sq. Ft.
225 Jacob Court
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
155 Duclair Drive
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
141 Duclair Drive
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
129 Duclair Drive
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
200 Duclair Drive
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $110,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $110,000
Living Area: 0 Sq. Ft.
990 Craig Crossing Road
Winchester, KY | Active
Listed: Mar, 18, 2022
Price: $175,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Mar, 18, 2022
Price: $175,000
Living Area: 0 Sq. Ft.
1185 Craig Crossing Road
Winchester, KY | Active
Listed: Mar, 18, 2022
Price: $110,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Mar, 18, 2022
Price: $110,000
Living Area: 0 Sq. Ft.
550 E Broadway Street
Winchester, KY | Active
Listed: Aug, 20, 2025
Price: $299,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 20, 2025
Price: $299,000
Living Area: 0 Sq. Ft.
106 Gibson Way
Winchester, KY | Closed
Listed: Jan, 22, 2026
Price: $339,000
Living Area: 2,064 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 22, 2026
Price: $339,000
Living Area: 2,064 Sq. Ft.
117 Buffalo Trace
Winchester, KY | Closed
Listed: Dec, 04, 2025
Price: $199,900
Living Area: 1,072 Sq. Ft.
Winchester, KY | Closed
Listed: Dec, 04, 2025
Price: $199,900
Living Area: 1,072 Sq. Ft.
121 Fitch Avenue
Winchester, KY | Closed
Listed: Oct, 21, 2025
Price: $349,000
Living Area: 2,100 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 21, 2025
Price: $349,000
Living Area: 2,100 Sq. Ft.
1431 Sewell Shop Road
Winchester, KY | Closed
Listed: Nov, 01, 2025
Price: $75,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 01, 2025
Price: $75,000
Living Area: 0 Sq. Ft.
250 Spencer Lane
Winchester, KY | Active
Listed: Mar, 24, 2026
Price: $67,500
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Mar, 24, 2026
Price: $67,500
Living Area: 0 Sq. Ft.
729 Wayland Drive
Winchester, KY | Closed
Listed: Oct, 20, 2025
Price: $284,000
Living Area: 1,966 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 20, 2025
Price: $284,000
Living Area: 1,966 Sq. Ft.
1857 Ironworks Road
Winchester, KY | Closed
Listed: Nov, 10, 2025
Price: $420,000
Living Area: 2,924 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 10, 2025
Price: $420,000
Living Area: 2,924 Sq. Ft.
8 Seneca Drive
Winchester, KY | Closed
Listed: May, 09, 2025
Price: $240,000
Living Area: 1,728 Sq. Ft.
Winchester, KY | Closed
Listed: May, 09, 2025
Price: $240,000
Living Area: 1,728 Sq. Ft.
151 Hilltop Drive
Winchester, KY | Closed
Listed: Mar, 02, 2025
Price: $275,000
Living Area: 1,873 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 02, 2025
Price: $275,000
Living Area: 1,873 Sq. Ft.
418 Jameson Way
Winchester, KY | Closed
Listed: Mar, 02, 2025
Price: $259,900
Living Area: 1,680 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 02, 2025
Price: $259,900
Living Area: 1,680 Sq. Ft.
39 Hillcrest Drive
Winchester, KY | Closed
Listed: Mar, 10, 2025
Price: $225,000
Living Area: 943 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 10, 2025
Price: $225,000
Living Area: 943 Sq. Ft.
7210 Ecton Road
Winchester, KY | Pending
Listed: Mar, 11, 2026
Price: $924,900
Living Area: 6,314 Sq. Ft.
Winchester, KY | Pending
Listed: Mar, 11, 2026
Price: $924,900
Living Area: 6,314 Sq. Ft.
108 Dorset Lane
Winchester, KY | Pending
Listed: Mar, 12, 2026
Price: $42,500
Living Area: 0 Sq. Ft.
Winchester, KY | Pending
Listed: Mar, 12, 2026
Price: $42,500
Living Area: 0 Sq. Ft.
465 Morris Road
Winchester, KY | Active
Listed: Apr, 09, 2026
Price: $775,000
Living Area: 4,437 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 09, 2026
Price: $775,000
Living Area: 4,437 Sq. Ft.
616 Boone Avenue
Winchester, KY | Closed
Listed: Jan, 31, 2026
Price: $198,000
Living Area: 1,223 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 31, 2026
Price: $198,000
Living Area: 1,223 Sq. Ft.
701 Williamsburg Drive
Winchester, KY | Closed
Listed: Feb, 17, 2026
Price: $97,000
Living Area: 996 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 17, 2026
Price: $97,000
Living Area: 996 Sq. Ft.
142 Clubhouse Drive
Winchester, KY | Pending
Listed: Apr, 18, 2026
Price: $650,000
Living Area: 4,351 Sq. Ft.
Winchester, KY | Pending
Listed: Apr, 18, 2026
Price: $650,000
Living Area: 4,351 Sq. Ft.
724 Terry Drive
Winchester, KY | Closed
Listed: Mar, 16, 2026
Price: $265,000
Living Area: 2,250 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 16, 2026
Price: $265,000
Living Area: 2,250 Sq. Ft.
6239 Old Boonesboro Road
Winchester, KY | Closed
Listed: Nov, 07, 2025
Price: $389,900
Living Area: 2,659 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 07, 2025
Price: $389,900
Living Area: 2,659 Sq. Ft.
4700 Four Mile Road
Winchester, KY | Active
Listed: Sep, 16, 2025
Price: $52,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Sep, 16, 2025
Price: $52,000
Living Area: 0 Sq. Ft.
5045 Van Meter Road
Winchester, KY | Active
Listed: Jun, 19, 2025
Price: $2,650,000
Living Area: 7,274 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 19, 2025
Price: $2,650,000
Living Area: 7,274 Sq. Ft.
101 Gibson Way
Winchester, KY | Closed
Listed: Mar, 12, 2024
Price: $326,336
Living Area: 2,266 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 12, 2024
Price: $326,336
Living Area: 2,266 Sq. Ft.
112 Quail Road
Winchester, KY | Closed
Listed: Oct, 11, 2024
Price: $205,000
Living Area: 1,450 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 11, 2024
Price: $205,000
Living Area: 1,450 Sq. Ft.
110 White Conkwright Road
Winchester, KY | Active
Listed: Apr, 03, 2026
Price: $550,000
Living Area: 3,102 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 03, 2026
Price: $550,000
Living Area: 3,102 Sq. Ft.
34 Hays Street
Winchester, KY | Pending
Listed: Apr, 10, 2026
Price: $210,000
Living Area: 2,450 Sq. Ft.
Winchester, KY | Pending
Listed: Apr, 10, 2026
Price: $210,000
Living Area: 2,450 Sq. Ft.
2100 Irvine Road 40391
Winchester, KY | Active
Listed: Aug, 21, 2025
Price: $1,149,000
Living Area: 3,672 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 21, 2025
Price: $1,149,000
Living Area: 3,672 Sq. Ft.
174 Hidden Grove Lane
Winchester, KY | Closed
Listed: Oct, 22, 2025
Price: $265,000
Living Area: 1,521 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 22, 2025
Price: $265,000
Living Area: 1,521 Sq. Ft.
250 Shoppers Drive
Winchester, KY | Active
Listed: Nov, 03, 2025
Price: $1,500,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 03, 2025
Price: $1,500,000
Living Area: 0 Sq. Ft.
440 Shoppers Drive
Winchester, KY | Active
Listed: Nov, 03, 2025
Price: $1,110,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 03, 2025
Price: $1,110,000
Living Area: 0 Sq. Ft.
27-29 S Main Street
Winchester, KY | Closed
Listed: Aug, 05, 2024
Price: $299,000
Living Area: 3,132 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 05, 2024
Price: $299,000
Living Area: 3,132 Sq. Ft.
609 Bullion Boulevard 3A
Winchester, KY | Active
Listed: Aug, 14, 2023
Price: $550,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 14, 2023
Price: $550,000
Living Area: 0 Sq. Ft.
206 Buffalo Trace
Winchester, KY | Closed
Listed: Oct, 18, 2024
Price: $230,000
Living Area: 1,737 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 18, 2024
Price: $230,000
Living Area: 1,737 Sq. Ft.
403 Pueblo Court
Winchester, KY | Pending
Listed: May, 06, 2026
Price: $274,900
Living Area: 1,311 Sq. Ft.
Winchester, KY | Pending
Listed: May, 06, 2026
Price: $274,900
Living Area: 1,311 Sq. Ft.
2 Stoney Brook Drive
Winchester, KY | Closed
Listed: Apr, 16, 2026
Price: $435,000
Living Area: 3,633 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 16, 2026
Price: $435,000
Living Area: 3,633 Sq. Ft.
148 W Lexington Avenue
Winchester, KY | Active
Listed: Apr, 24, 2026
Price: $199,900
Living Area: 2,444 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 24, 2026
Price: $199,900
Living Area: 2,444 Sq. Ft.
206 Jett Drive
Winchester, KY | Active
Listed: Aug, 30, 2024
Price: $365,900
Living Area: 1,635 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 30, 2024
Price: $365,900
Living Area: 1,635 Sq. Ft.
313 S Burns Avenue
Winchester, KY | Closed
Listed: Dec, 19, 2025
Price: $215,000
Living Area: 1,518 Sq. Ft.
Winchester, KY | Closed
Listed: Dec, 19, 2025
Price: $215,000
Living Area: 1,518 Sq. Ft.
215 Short Street
Winchester, KY | Closed
Listed: Apr, 13, 2026
Price: $199,900
Living Area: 1,036 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 13, 2026
Price: $199,900
Living Area: 1,036 Sq. Ft.
504 Harvard Drive
Winchester, KY | Closed
Listed: Mar, 23, 2026
Price: $250,000
Living Area: 1,739 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 23, 2026
Price: $250,000
Living Area: 1,739 Sq. Ft.
2366 Ironworks Road
Winchester, KY | Closed
Listed: Mar, 20, 2026
Price: $220,000
Living Area: 1,530 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 20, 2026
Price: $220,000
Living Area: 1,530 Sq. Ft.
1775 Irvine Road
Winchester, KY | Pending
Listed: Apr, 01, 2026
Price: $695,000
Living Area: 4,008 Sq. Ft.
Winchester, KY | Pending
Listed: Apr, 01, 2026
Price: $695,000
Living Area: 4,008 Sq. Ft.
564 Trapp-Goffs Cor Road
Winchester, KY | Pending
Listed: Jan, 12, 2026
Price: $259,000
Living Area: 1,960 Sq. Ft.
Winchester, KY | Pending
Listed: Jan, 12, 2026
Price: $259,000
Living Area: 1,960 Sq. Ft.
3759 Jackson Ferry Road
Winchester, KY | Active
Listed: Apr, 07, 2026
Price: $105,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 07, 2026
Price: $105,000
Living Area: 0 Sq. Ft.
405 Tremont Lane
Winchester, KY | Pending
Listed: May, 05, 2026
Price: $349,000
Living Area: 2,274 Sq. Ft.
Winchester, KY | Pending
Listed: May, 05, 2026
Price: $349,000
Living Area: 2,274 Sq. Ft.
109 Quail Ridge Road
Winchester, KY | Closed
Listed: Jan, 09, 2026
Price: $189,500
Living Area: 1,197 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 09, 2026
Price: $189,500
Living Area: 1,197 Sq. Ft.
2465 Flanagan Station Road
Winchester, KY | Closed
Listed: Feb, 28, 2026
Price: $85,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 28, 2026
Price: $85,000
Living Area: 0 Sq. Ft.
39 Casa Landa Way
Winchester, KY | Closed
Listed: Apr, 21, 2026
Price: $125,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 21, 2026
Price: $125,000
Living Area: 0 Sq. Ft.
314 Snowden Drive
Winchester, KY | Pending
Listed: May, 14, 2026
Price: $224,900
Living Area: 1,196 Sq. Ft.
Winchester, KY | Pending
Listed: May, 14, 2026
Price: $224,900
Living Area: 1,196 Sq. Ft.
5039 Combs Ferry Road
Winchester, KY | Active
Listed: Oct, 27, 2025
Price: $2,349,900
Living Area: 6,284 Sq. Ft.
Winchester, KY | Active
Listed: Oct, 27, 2025
Price: $2,349,900
Living Area: 6,284 Sq. Ft.
125 Casa Landa Way
Winchester, KY | Closed
Listed: Dec, 21, 2025
Price: $530,000
Living Area: 3,848 Sq. Ft.
Winchester, KY | Closed
Listed: Dec, 21, 2025
Price: $530,000
Living Area: 3,848 Sq. Ft.
17 W Lexington Avenue
Winchester, KY | Closed
Listed: Apr, 14, 2021
Price: $325,000
Living Area: 4,000 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 14, 2021
Price: $325,000
Living Area: 4,000 Sq. Ft.
564 Trapp Goffs Corner Road
Winchester, KY | Closed
Listed: Mar, 31, 2023
Price: $260,000
Living Area: 1,960 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 31, 2023
Price: $260,000
Living Area: 1,960 Sq. Ft.
215 Locust Grove Road
Winchester, KY | Closed
Listed: Oct, 04, 2019
Price: $109,000
Living Area: 1,370 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 04, 2019
Price: $109,000
Living Area: 1,370 Sq. Ft.
313 E Washington
Winchester, KY | Closed
Listed: May, 15, 2020
Price: $72,000
Living Area: 720 Sq. Ft.
Winchester, KY | Closed
Listed: May, 15, 2020
Price: $72,000
Living Area: 720 Sq. Ft.
502 Evans Street
Winchester, KY | Closed
Listed: Nov, 19, 2021
Price: $129,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 19, 2021
Price: $129,000
Living Area: 0 Sq. Ft.
410 East Broadway Street
Winchester, KY | Closed
Listed: Feb, 23, 2022
Price: $70,000
Living Area: 1,728 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 23, 2022
Price: $70,000
Living Area: 1,728 Sq. Ft.
770 Little Stoner Road
Winchester, KY | Closed
Listed: Aug, 06, 2019
Price: $229,900
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 06, 2019
Price: $229,900
Living Area: 0 Sq. Ft.
109 Alabama Street
Winchester, KY | Closed
Listed: Apr, 12, 2023
Price: $235,000
Living Area: 1,359 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 12, 2023
Price: $235,000
Living Area: 1,359 Sq. Ft.
27 Lakeview Drive
Winchester, KY | Closed
Listed: May, 28, 2019
Price: $154,900
Living Area: 1,411 Sq. Ft.
Winchester, KY | Closed
Listed: May, 28, 2019
Price: $154,900
Living Area: 1,411 Sq. Ft.
17 W Lexington Avenue
Winchester, KY | Closed
Listed: Oct, 16, 2019
Price: $319,900
Living Area: 4,000 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 16, 2019
Price: $319,900
Living Area: 4,000 Sq. Ft.
965 Little Stoner Road
Winchester, KY | Closed
Listed: May, 16, 2021
Price: $399,900
Living Area: 2,400 Sq. Ft.
Winchester, KY | Closed
Listed: May, 16, 2021
Price: $399,900
Living Area: 2,400 Sq. Ft.
3026 Muddy Creek Road
Winchester, KY | Closed
Listed: May, 22, 2021
Price: $114,999
Living Area: 964 Sq. Ft.
Winchester, KY | Closed
Listed: May, 22, 2021
Price: $114,999
Living Area: 964 Sq. Ft.
216 Holiday Road
Winchester, KY | Closed
Listed: Sep, 14, 2021
Price: $129,000
Living Area: 1,476 Sq. Ft.
Winchester, KY | Closed
Listed: Sep, 14, 2021
Price: $129,000
Living Area: 1,476 Sq. Ft.
59 Hillcrest Drive
Winchester, KY | Closed
Listed: Nov, 11, 2022
Price: $230,000
Living Area: 2,066 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 11, 2022
Price: $230,000
Living Area: 2,066 Sq. Ft.
7300 Old Boonesboro Road
Winchester, KY | Active
Listed: May, 27, 2026
Price: $785,000
Living Area: 3,311 Sq. Ft.
Winchester, KY | Active
Listed: May, 27, 2026
Price: $785,000
Living Area: 3,311 Sq. Ft.
133 Bay Hill Drive
Winchester, KY | Active
Listed: May, 27, 2026
Price: $280,000
Living Area: 3,276 Sq. Ft.
Winchester, KY | Active
Listed: May, 27, 2026
Price: $280,000
Living Area: 3,276 Sq. Ft.
5600 Ecton Road
Winchester, KY | Closed
Listed: Jun, 16, 2022
Price: $419,900
Living Area: 2,841 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 16, 2022
Price: $419,900
Living Area: 2,841 Sq. Ft.
305 Skylark Drive
Winchester, KY | Closed
Listed: Feb, 02, 2025
Price: $255,000
Living Area: 2,358 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 02, 2025
Price: $255,000
Living Area: 2,358 Sq. Ft.
207 Abbeywood Drive
Winchester, KY | Pending
Listed: May, 23, 2026
Price: $285,000
Living Area: 1,894 Sq. Ft.
Winchester, KY | Pending
Listed: May, 23, 2026
Price: $285,000
Living Area: 1,894 Sq. Ft.
111 S Burns Avenue
Winchester, KY | Closed
Listed: Jun, 24, 2022
Price: $249,900
Living Area: 2,994 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 24, 2022
Price: $249,900
Living Area: 2,994 Sq. Ft.
400 Verna Drive
Winchester, KY | Closed
Listed: May, 29, 2025
Price: $259,900
Living Area: 2,617 Sq. Ft.
Winchester, KY | Closed
Listed: May, 29, 2025
Price: $259,900
Living Area: 2,617 Sq. Ft.
705 W Lexington Avenue
Winchester, KY | Closed
Listed: Dec, 08, 2021
Price: $249,900
Living Area: 5,427 Sq. Ft.
Winchester, KY | Closed
Listed: Dec, 08, 2021
Price: $249,900
Living Area: 5,427 Sq. Ft.
207 Bentbrook Court
Winchester, KY | Closed
Listed: Apr, 19, 2025
Price: $459,000
Living Area: 4,260 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 19, 2025
Price: $459,000
Living Area: 4,260 Sq. Ft.
599 BLT Way
Winchester, KY | Active
Listed: May, 27, 2026
Price: $1,599,900
Living Area: 20,252 Sq. Ft.
Winchester, KY | Active
Listed: May, 27, 2026
Price: $1,599,900
Living Area: 20,252 Sq. Ft.
450 Jameson Way
Winchester, KY | Pending
Listed: May, 15, 2026
Price: $225,000
Living Area: 1,458 Sq. Ft.
Winchester, KY | Pending
Listed: May, 15, 2026
Price: $225,000
Living Area: 1,458 Sq. Ft.
1129 W LEXINGTON Avenue
Winchester, KY | Active
Listed: May, 27, 2026
Price: $1,400
Living Area: 1,155 Sq. Ft.
Winchester, KY | Active
Listed: May, 27, 2026
Price: $1,400
Living Area: 1,155 Sq. Ft.
311 Geronimo Court
Winchester, KY | Pending
Listed: May, 22, 2026
Price: $268,900
Living Area: 1,510 Sq. Ft.
Winchester, KY | Pending
Listed: May, 22, 2026
Price: $268,900
Living Area: 1,510 Sq. Ft.
2225 Old Boonesboro Road
Winchester, KY | Closed
Listed: Mar, 09, 2026
Price: $289,900
Living Area: 1,995 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 09, 2026
Price: $289,900
Living Area: 1,995 Sq. Ft.
403 Country Club Drive
Winchester, KY | Closed
Listed: Apr, 04, 2026
Price: $174,900
Living Area: 1,122 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 04, 2026
Price: $174,900
Living Area: 1,122 Sq. Ft.
22 Magnolia Street
Winchester, KY | Active
Listed: Apr, 30, 2026
Price: $160,900
Living Area: 842 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 30, 2026
Price: $160,900
Living Area: 842 Sq. Ft.
27 Hampton Avenue
Winchester, KY | Active
Listed: May, 08, 2026
Price: $350,000
Living Area: 2,835 Sq. Ft.
Winchester, KY | Active
Listed: May, 08, 2026
Price: $350,000
Living Area: 2,835 Sq. Ft.
217 Short Street
Winchester, KY | Pending
Listed: May, 29, 2026
Price: $229,900
Living Area: 1,042 Sq. Ft.
Winchester, KY | Pending
Listed: May, 29, 2026
Price: $229,900
Living Area: 1,042 Sq. Ft.
190 Privacy Lane
Winchester, KY | Active
Listed: Sep, 15, 2025
Price: $240,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Sep, 15, 2025
Price: $240,000
Living Area: 0 Sq. Ft.
178 Hawthorne Drive
Winchester, KY | Pending
Listed: Jun, 04, 2026
Price: $390,000
Living Area: 2,156 Sq. Ft.
Winchester, KY | Pending
Listed: Jun, 04, 2026
Price: $390,000
Living Area: 2,156 Sq. Ft.
106 Bella Shae Way
Winchester, KY | Active
Listed: Dec, 12, 2024
Price: $645,000
Living Area: 2,526 Sq. Ft.
Winchester, KY | Active
Listed: Dec, 12, 2024
Price: $645,000
Living Area: 2,526 Sq. Ft.
111 Bella Shae Way
Winchester, KY | Active
Listed: Dec, 12, 2024
Price: $825,000
Living Area: 2,995 Sq. Ft.
Winchester, KY | Active
Listed: Dec, 12, 2024
Price: $825,000
Living Area: 2,995 Sq. Ft.
113 Bella Shae Way
Winchester, KY | Active
Listed: Dec, 12, 2024
Price: $670,000
Living Area: 2,261 Sq. Ft.
Winchester, KY | Active
Listed: Dec, 12, 2024
Price: $670,000
Living Area: 2,261 Sq. Ft.
107 Bella Shae Way
Winchester, KY | Active
Listed: Dec, 12, 2024
Price: $550,000
Living Area: 2,200 Sq. Ft.
Winchester, KY | Active
Listed: Dec, 12, 2024
Price: $550,000
Living Area: 2,200 Sq. Ft.
186 Chardonnay Court
Winchester, KY | Active
Listed: Apr, 02, 2026
Price: $724,999
Living Area: 7,058 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 02, 2026
Price: $724,999
Living Area: 7,058 Sq. Ft.
130 E Broadway Street
Winchester, KY | Active
Listed: Mar, 07, 2026
Price: $250,000
Living Area: 2,445 Sq. Ft.
Winchester, KY | Active
Listed: Mar, 07, 2026
Price: $250,000
Living Area: 2,445 Sq. Ft.
144 Holly Avenue
Winchester, KY | Closed
Listed: Feb, 14, 2026
Price: $308,500
Living Area: 3,637 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 14, 2026
Price: $308,500
Living Area: 3,637 Sq. Ft.
955 Right Angle Road
Winchester, KY | Active
Listed: Jun, 08, 2026
Price: $274,900
Living Area: 849 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 08, 2026
Price: $274,900
Living Area: 849 Sq. Ft.
108 Bella Shae Way
Winchester, KY | Active
Listed: May, 07, 2026
Price: $558,900
Living Area: 2,280 Sq. Ft.
Winchester, KY | Active
Listed: May, 07, 2026
Price: $558,900
Living Area: 2,280 Sq. Ft.
105 Monet Boulevard
Winchester, KY | Coming Soon
Listed: Jun, 05, 2026
Price: $469,000
Living Area: 3,296 Sq. Ft.
Winchester, KY | Coming Soon
Listed: Jun, 05, 2026
Price: $469,000
Living Area: 3,296 Sq. Ft.
107 Jefferson Street
Winchester, KY | Closed
Listed: Aug, 15, 2022
Price: $149,900
Living Area: 1,750 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 15, 2022
Price: $149,900
Living Area: 1,750 Sq. Ft.
2 Western Avenue
Winchester, KY | Active
Listed: Jun, 11, 2026
Price: $229,500
Living Area: 1,454 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 11, 2026
Price: $229,500
Living Area: 1,454 Sq. Ft.
1030 Craig Crossing Road
Winchester, KY | Active
Listed: Mar, 18, 2022
Price: $150,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Mar, 18, 2022
Price: $150,000
Living Area: 0 Sq. Ft.
125 Jacob Court
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $110,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $110,000
Living Area: 0 Sq. Ft.
270 Duclair Drive
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
111 Jacob Court
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
115 Duclair Drive
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 02, 2022
Price: $100,000
Living Area: 0 Sq. Ft.
208 4th Street
Winchester, KY | Active
Listed: Sep, 12, 2025
Price: $130,000
Living Area: 1,254 Sq. Ft.
Winchester, KY | Active
Listed: Sep, 12, 2025
Price: $130,000
Living Area: 1,254 Sq. Ft.
1410 Dry Fork Creek Road
Winchester, KY | Closed
Listed: Oct, 08, 2025
Price: $435,000
Living Area: 1,064 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 08, 2025
Price: $435,000
Living Area: 1,064 Sq. Ft.
4530 Ironworks Road
Winchester, KY | Closed
Listed: Nov, 15, 2025
Price: $399,000
Living Area: 2,518 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 15, 2025
Price: $399,000
Living Area: 2,518 Sq. Ft.
279 Ascot Avenue
Winchester, KY | Closed
Listed: Aug, 07, 2025
Price: $299,000
Living Area: 2,247 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 07, 2025
Price: $299,000
Living Area: 2,247 Sq. Ft.
434 Paisley Court
Winchester, KY | Closed
Listed: Feb, 16, 2026
Price: $275,000
Living Area: 1,678 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 16, 2026
Price: $275,000
Living Area: 1,678 Sq. Ft.
120 Sunset Heights
Winchester, KY | Closed
Listed: Jan, 02, 2026
Price: $275,000
Living Area: 1,440 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 02, 2026
Price: $275,000
Living Area: 1,440 Sq. Ft.
4074 Ironworks Road
Winchester, KY | Closed
Listed: Nov, 09, 2025
Price: $299,000
Living Area: 1,356 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 09, 2025
Price: $299,000
Living Area: 1,356 Sq. Ft.
55 Judy Ann Court
Winchester, KY | Closed
Listed: Feb, 27, 2026
Price: $143,000
Living Area: 1,220 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 27, 2026
Price: $143,000
Living Area: 1,220 Sq. Ft.
30 Hughes Avenue
Winchester, KY | Closed
Listed: Nov, 02, 2024
Price: $189,900
Living Area: 1,200 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 02, 2024
Price: $189,900
Living Area: 1,200 Sq. Ft.
