Listings in 40391 - Jessamine County, Kentucky
Displaying 1 – 200 of 637 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.
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.
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.
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.
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.
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.
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.
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.
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.
308 W Lexington Avenue
Winchester, KY | Active
Listed: Jun, 30, 2026
Price: $825,000
Living Area: 3,570 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 30, 2026
Price: $825,000
Living Area: 3,570 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.
160 Rector Lane
Winchester, KY | Pending
Listed: Mar, 23, 2026
Price: $84,900
Living Area: 0 Sq. Ft.
Winchester, KY | Pending
Listed: Mar, 23, 2026
Price: $84,900
Living Area: 0 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.
410 W Lexington Avenue
Winchester, KY | Active
Listed: May, 30, 2026
Price: $329,900
Living Area: 4,456 Sq. Ft.
Winchester, KY | Active
Listed: May, 30, 2026
Price: $329,900
Living Area: 4,456 Sq. Ft.
3686 Crowe Ridge Road
Winchester, KY | Active
Listed: Jul, 08, 2026
Price: $219,900
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 08, 2026
Price: $219,900
Living Area: 0 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.
58 hughes Avenue
Winchester, KY | Closed
Listed: Feb, 03, 2026
Price: $199,000
Living Area: 1,456 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 03, 2026
Price: $199,000
Living Area: 1,456 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.
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.
7210 Ecton Road
Winchester, KY | Closed
Listed: Mar, 11, 2026
Price: $924,900
Living Area: 6,314 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 11, 2026
Price: $924,900
Living Area: 6,314 Sq. Ft.
1775 Irvine Road
Winchester, KY | Closed
Listed: Apr, 01, 2026
Price: $695,000
Living Area: 4,008 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 01, 2026
Price: $695,000
Living Area: 4,008 Sq. Ft.
314 Snowden Drive
Winchester, KY | Closed
Listed: May, 14, 2026
Price: $224,900
Living Area: 1,196 Sq. Ft.
Winchester, KY | Closed
Listed: May, 14, 2026
Price: $224,900
Living Area: 1,196 Sq. Ft.
5434 Pine Ridge Road
Winchester, KY | Closed
Listed: Jan, 16, 2026
Price: $189,000
Living Area: 1,000 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 16, 2026
Price: $189,000
Living Area: 1,000 Sq. Ft.
207 Abbeywood Drive
Winchester, KY | Closed
Listed: May, 23, 2026
Price: $285,000
Living Area: 1,894 Sq. Ft.
Winchester, KY | Closed
Listed: May, 23, 2026
Price: $285,000
Living Area: 1,894 Sq. Ft.
142 Clubhouse Drive
Winchester, KY | Closed
Listed: Apr, 18, 2026
Price: $650,000
Living Area: 4,351 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 18, 2026
Price: $650,000
Living Area: 4,351 Sq. Ft.
510 - 612 Quisenberry Lane
Winchester, KY | Active
Listed: Jul, 17, 2026
Price: $3,450,000
Living Area: 2,725 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 17, 2026
Price: $3,450,000
Living Area: 2,725 Sq. Ft.
3790 Athens Boonesboro Road
Winchester, KY | Closed
Listed: Apr, 20, 2018
Price: $650,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 20, 2018
Price: $650,000
Living Area: 0 Sq. Ft.
139 W Hickman Street
Winchester, KY | Closed
Listed: Mar, 05, 2020
Price: $129,000
Living Area: 1,348 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 05, 2020
Price: $129,000
Living Area: 1,348 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.
8 Court Street
Winchester, KY | Active
Listed: Jul, 28, 2026
Price: $2,000
Living Area: 1,750 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 28, 2026
Price: $2,000
Living Area: 1,750 Sq. Ft.
3999 Bybee Road
Winchester, KY | Active
Listed: Jul, 29, 2026
Price: $120,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 29, 2026
Price: $120,000
Living Area: 0 Sq. Ft.
614 Colby Ridge Boulevard
Winchester, KY | Closed
Listed: Apr, 13, 2026
Price: $349,900
Living Area: 2,100 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 13, 2026
Price: $349,900
Living Area: 2,100 Sq. Ft.
265 Cunningham Lane
Winchester, KY | Closed
Listed: May, 06, 2026
Price: $199,900
Living Area: 1,140 Sq. Ft.
Winchester, KY | Closed
Listed: May, 06, 2026
Price: $199,900
Living Area: 1,140 Sq. Ft.
234 Dubuy Drive
Winchester, KY | Closed
Listed: Jul, 28, 2022
Price: $270,000
Living Area: 2,748 Sq. Ft.
Winchester, KY | Closed
Listed: Jul, 28, 2022
Price: $270,000
Living Area: 2,748 Sq. Ft.
485 Combs Ferry Road
Winchester, KY | Closed
Listed: Jun, 03, 2023
Price: $950,000
Living Area: 4,258 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 03, 2023
Price: $950,000
Living Area: 4,258 Sq. Ft.
3335 Colby Road
Winchester, KY | Closed
Listed: Sep, 19, 2024
Price: $150,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Sep, 19, 2024
Price: $150,000
Living Area: 0 Sq. Ft.
2342 Ironworks Road
Winchester, KY | Closed
Listed: May, 26, 2025
Price: $189,900
Living Area: 1,056 Sq. Ft.
Winchester, KY | Closed
Listed: May, 26, 2025
Price: $189,900
Living Area: 1,056 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.
2180 Big Stoner Road
Winchester, KY | Active
Listed: Jul, 10, 2026
Price: $749,900
Living Area: 2,735 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 10, 2026
Price: $749,900
Living Area: 2,735 Sq. Ft.
190 Privacy Lane
Winchester, KY | Closed
Listed: Sep, 15, 2025
Price: $235,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Sep, 15, 2025
Price: $235,000
Living Area: 0 Sq. Ft.
13 Lakeview Drive
Winchester, KY | Closed
Listed: May, 20, 2026
Price: $315,000
Living Area: 1,932 Sq. Ft.
Winchester, KY | Closed
Listed: May, 20, 2026
Price: $315,000
Living Area: 1,932 Sq. Ft.
606 College Street
Winchester, KY | Active
Listed: Aug, 10, 2026
Price: $205,400
Living Area: 1,154 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 10, 2026
Price: $205,400
Living Area: 1,154 Sq. Ft.
450 Jameson Way
Winchester, KY | Closed
Listed: May, 15, 2026
Price: $225,000
Living Area: 1,458 Sq. Ft.
Winchester, KY | Closed
Listed: May, 15, 2026
Price: $225,000
Living Area: 1,458 Sq. Ft.
405 Tremont Lane
Winchester, KY | Closed
Listed: May, 05, 2026
Price: $349,000
Living Area: 2,274 Sq. Ft.
Winchester, KY | Closed
Listed: May, 05, 2026
Price: $349,000
Living Area: 2,274 Sq. Ft.
143 Spruce Court
Winchester, KY | Active
Listed: Aug, 12, 2026
Price: $194,900
Living Area: 1,046 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 12, 2026
Price: $194,900
Living Area: 1,046 Sq. Ft.
22 Apache Trail
Winchester, KY | Pending
Listed: Jul, 17, 2026
Price: $229,500
Living Area: 1,228 Sq. Ft.
Winchester, KY | Pending
Listed: Jul, 17, 2026
Price: $229,500
Living Area: 1,228 Sq. Ft.
186 Chardonnay Court
Winchester, KY | Active
Listed: Apr, 02, 2026
Price: $649,000
Living Area: 4,928 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 02, 2026
Price: $649,000
Living Area: 4,928 Sq. Ft.
13 Maryland Avenue
Winchester, KY | Active
Listed: Apr, 16, 2026
Price: $159,000
Living Area: 1,472 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 16, 2026
Price: $159,000
Living Area: 1,472 Sq. Ft.
27 Hampton Avenue
Winchester, KY | Closed
Listed: May, 08, 2026
Price: $350,000
Living Area: 2,835 Sq. Ft.
Winchester, KY | Closed
Listed: May, 08, 2026
Price: $350,000
Living Area: 2,835 Sq. Ft.
414 Fairholme Way
Winchester, KY | Closed
Listed: May, 16, 2026
Price: $484,900
Living Area: 2,418 Sq. Ft.
Winchester, KY | Closed
Listed: May, 16, 2026
Price: $484,900
Living Area: 2,418 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.
231 Plantations Drive LOT 2
Winchester, KY | Active
Listed: Jul, 16, 2026
Price: $78,500
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 16, 2026
Price: $78,500
Living Area: 0 Sq. Ft.
233 Plantations Drive LOT 3
Winchester, KY | Active
Listed: Jul, 16, 2026
Price: $78,500
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 16, 2026
Price: $78,500
Living Area: 0 Sq. Ft.
241 Plantations Drive LOT 7
Winchester, KY | Active
Listed: Jul, 16, 2026
Price: $78,500
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 16, 2026
Price: $78,500
Living Area: 0 Sq. Ft.
102 Royal Oak Drive
Winchester, KY | Active
Listed: Jul, 17, 2026
Price: $64,900
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 17, 2026
Price: $64,900
Living Area: 0 Sq. Ft.
108 Bella Shae Way
Winchester, KY | Pending
Listed: May, 07, 2026
Price: $539,900
Living Area: 2,280 Sq. Ft.
Winchester, KY | Pending
Listed: May, 07, 2026
Price: $539,900
Living Area: 2,280 Sq. Ft.
1 N Main Street
Winchester, KY | Active
Listed: Jul, 27, 2026
Price: $225,000
Living Area: 1,900 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 27, 2026
Price: $225,000
Living Area: 1,900 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.
127 Bay Hill Drive
Winchester, KY | Active
Listed: Aug, 19, 2026
Price: $254,900
Living Area: 1,664 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 19, 2026
Price: $254,900
Living Area: 1,664 Sq. Ft.
103 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.
304 Newcastle Lane
Winchester, KY | Active
Listed: Aug, 20, 2026
Price: $279,500
Living Area: 1,963 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 20, 2026
Price: $279,500
Living Area: 1,963 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.
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.
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.
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.
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.
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.
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.
301 Skylark Drive
Winchester, KY | Closed
Listed: Oct, 04, 2023
Price: $249,900
Living Area: 1,436 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 04, 2023
Price: $249,900
Living Area: 1,436 Sq. Ft.
2416 Athens Boonesboro Road
Winchester, KY | Closed
Listed: Mar, 13, 2024
Price: $240,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 13, 2024
Price: $240,000
Living Area: 0 Sq. Ft.
2292 Athens Boonesboro Road
Winchester, KY | Closed
Listed: Nov, 25, 2024
Price: $135,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 25, 2024
Price: $135,000
Living Area: 0 Sq. Ft.
250 Shoppers Drive
Winchester, KY | Active
Listed: Nov, 03, 2025
Price: $600,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Nov, 03, 2025
Price: $600,000
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.
405 Fairholme Way
Winchester, KY | Closed
Listed: Oct, 05, 2023
Price: $323,500
Living Area: 1,565 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 05, 2023
Price: $323,500
Living Area: 1,565 Sq. Ft.
402 S Maple Street
Winchester, KY | Closed
Listed: Jun, 03, 2024
Price: $424,900
Living Area: 3,864 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 03, 2024
Price: $424,900
Living Area: 3,864 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.
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.
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.
21 Kentucky Street
Winchester, KY | Closed
Listed: Oct, 12, 2023
Price: $189,500
Living Area: 1,340 Sq. Ft.
Winchester, KY | Closed
Listed: Oct, 12, 2023
Price: $189,500
Living Area: 1,340 Sq. Ft.
11 Kentucky Street
Winchester, KY | Closed
Listed: Dec, 05, 2023
Price: $120,000
Living Area: 1,708 Sq. Ft.
Winchester, KY | Closed
Listed: Dec, 05, 2023
Price: $120,000
Living Area: 1,708 Sq. Ft.
46 Smith Avenue
Winchester, KY | Closed
Listed: Feb, 20, 2024
Price: $119,900
Living Area: 1,683 Sq. Ft.
Winchester, KY | Closed
Listed: Feb, 20, 2024
Price: $119,900
Living Area: 1,683 Sq. Ft.
3150 Waterworks Road
Winchester, KY | Active
Listed: Jun, 15, 2026
Price: $250,000
Living Area: 2,591 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 15, 2026
Price: $250,000
Living Area: 2,591 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.
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.
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.
65 Fitch Avenue
Winchester, KY | Active
Listed: Jun, 16, 2026
Price: $149,900
Living Area: 1,680 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 16, 2026
Price: $149,900
Living Area: 1,680 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.
34 Hays Street
Winchester, KY | Closed
Listed: Apr, 10, 2026
Price: $210,000
Living Area: 2,450 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 10, 2026
Price: $210,000
Living Area: 2,450 Sq. Ft.
233 Cunningham Lane
Winchester, KY | Closed
Listed: Dec, 04, 2025
Price: $429,900
Living Area: 2,258 Sq. Ft.
Winchester, KY | Closed
Listed: Dec, 04, 2025
Price: $429,900
Living Area: 2,258 Sq. Ft.
118 Shala Mar Rue
Winchester, KY | Closed
Listed: Sep, 05, 2024
Price: $340,000
Living Area: 1,834 Sq. Ft.
Winchester, KY | Closed
Listed: Sep, 05, 2024
Price: $340,000
Living Area: 1,834 Sq. Ft.
564 Trapp-Goffs Cor Road
Winchester, KY | Closed
Listed: Jan, 12, 2026
Price: $259,000
Living Area: 1,960 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 12, 2026
Price: $259,000
Living Area: 1,960 Sq. Ft.
110 White Conkwright Road
Winchester, KY | Active
Listed: Apr, 03, 2026
Price: $515,000
Living Area: 3,102 Sq. Ft.
Winchester, KY | Active
Listed: Apr, 03, 2026
Price: $515,000
Living Area: 3,102 Sq. Ft.
2030 Big Stoner Road
Winchester, KY | Closed
Listed: Nov, 05, 2021
Price: $181,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 05, 2021
Price: $181,000
Living Area: 0 Sq. Ft.
3255 Jackson Ferry Road
Winchester, KY | Closed
Listed: Mar, 14, 2022
Price: $215,000
Living Area: 1,418 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 14, 2022
Price: $215,000
Living Area: 1,418 Sq. Ft.
14 Cook Avenue
Winchester, KY | Closed
Listed: Mar, 22, 2024
Price: $49,900
Living Area: 1,261 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 22, 2024
Price: $49,900
Living Area: 1,261 Sq. Ft.
409 Walnut Street
Winchester, KY | Closed
Listed: Nov, 30, 2024
Price: $48,000
Living Area: 1,246 Sq. Ft.
Winchester, KY | Closed
Listed: Nov, 30, 2024
Price: $48,000
Living Area: 1,246 Sq. Ft.
112 Bayberry Lane
Winchester, KY | Closed
Listed: Jun, 02, 2016
Price: $124,900
Living Area: 1,304 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 02, 2016
Price: $124,900
Living Area: 1,304 Sq. Ft.
340 Howard Creek Road
Winchester, KY | Closed
Listed: Mar, 29, 2020
Price: $75,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 29, 2020
Price: $75,000
Living Area: 0 Sq. Ft.
89 Fitch Avenue
Winchester, KY | Closed
Listed: Sep, 24, 2021
Price: $169,900
Living Area: 2,303 Sq. Ft.
Winchester, KY | Closed
Listed: Sep, 24, 2021
Price: $169,900
Living Area: 2,303 Sq. Ft.
217 Short Street
Winchester, KY | Closed
Listed: May, 29, 2026
Price: $229,900
Living Area: 1,042 Sq. Ft.
Winchester, KY | Closed
Listed: May, 29, 2026
Price: $229,900
Living Area: 1,042 Sq. Ft.
18 N Main Street
Winchester, KY | Closed
Listed: Jun, 22, 2026
Price: $199,900
Living Area: 4,300 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 22, 2026
Price: $199,900
Living Area: 4,300 Sq. Ft.
17 Apache Trail
Winchester, KY | Closed
Listed: Jul, 18, 2026
Price: $1,495
Living Area: 1,152 Sq. Ft.
Winchester, KY | Closed
Listed: Jul, 18, 2026
Price: $1,495
Living Area: 1,152 Sq. Ft.
162 French Avenue
Winchester, KY | Pending
Listed: Aug, 05, 2026
Price: $258,900
Living Area: 2,327 Sq. Ft.
Winchester, KY | Pending
Listed: Aug, 05, 2026
Price: $258,900
Living Area: 2,327 Sq. Ft.
403 Pueblo Court
Winchester, KY | Closed
Listed: May, 06, 2026
Price: $274,900
Living Area: 1,311 Sq. Ft.
Winchester, KY | Closed
Listed: May, 06, 2026
Price: $274,900
Living Area: 1,311 Sq. Ft.
265 N Main Street
Winchester, KY | Closed
Listed: Sep, 20, 2024
Price: $85,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Sep, 20, 2024
Price: $85,000
Living Area: 0 Sq. Ft.
335 Newcastle Lane
Winchester, KY | Active
Listed: Jun, 17, 2026
Price: $309,900
Living Area: 1,904 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 17, 2026
Price: $309,900
Living Area: 1,904 Sq. Ft.
122 Spruce Court
Winchester, KY | Closed
Listed: Jun, 19, 2026
Price: $228,500
Living Area: 1,210 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 19, 2026
Price: $228,500
Living Area: 1,210 Sq. Ft.
546 Constitution Drive
Winchester, KY | Active
Listed: Jul, 31, 2026
Price: $66,000
Living Area: 924 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 31, 2026
Price: $66,000
Living Area: 924 Sq. Ft.
506 N Main Street
Winchester, KY | Active
Listed: Aug, 21, 2026
Price: $249,900
Living Area: 550 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 21, 2026
Price: $249,900
Living Area: 550 Sq. Ft.
16 Virginia Avenue
Winchester, KY | Closed
Listed: Jun, 28, 2026
Price: $40,000
Living Area: 1,842 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 28, 2026
Price: $40,000
Living Area: 1,842 Sq. Ft.
206 Jett Drive
Winchester, KY | Active
Listed: Aug, 21, 2026
Price: $365,900
Living Area: 1,635 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 21, 2026
Price: $365,900
Living Area: 1,635 Sq. Ft.
1661 Waterworks Road
Winchester, KY | Closed
Listed: Jun, 26, 2026
Price: $429,000
Living Area: 2,793 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 26, 2026
Price: $429,000
Living Area: 2,793 Sq. Ft.
209 Connie Lane
Winchester, KY | Active
Listed: Jun, 30, 2026
Price: $299,900
Living Area: 1,840 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 30, 2026
Price: $299,900
Living Area: 1,840 Sq. Ft.
8 Monroe Avenue
Winchester, KY | Active
Listed: Jun, 17, 2026
Price: $319,900
Living Area: 1,444 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 17, 2026
Price: $319,900
Living Area: 1,444 Sq. Ft.
22 Magnolia Street
Winchester, KY | Closed
Listed: Apr, 30, 2026
Price: $159,500
Living Area: 842 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 30, 2026
Price: $159,500
Living Area: 842 Sq. Ft.
178 Hawthorne Drive
Winchester, KY | Closed
Listed: Jun, 04, 2026
Price: $390,000
Living Area: 2,156 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 04, 2026
Price: $390,000
Living Area: 2,156 Sq. Ft.
13 Arlington Road
Winchester, KY | Closed
Listed: Mar, 23, 2026
Price: $235,000
Living Area: 1,431 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 23, 2026
Price: $235,000
Living Area: 1,431 Sq. Ft.
28 Churchill Drive
Winchester, KY | Closed
Listed: Apr, 23, 2026
Price: $310,000
Living Area: 2,624 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 23, 2026
Price: $310,000
Living Area: 2,624 Sq. Ft.
210 Shannon Court
Winchester, KY | Closed
Listed: Jul, 14, 2026
Price: $239,900
Living Area: 1,164 Sq. Ft.
Winchester, KY | Closed
Listed: Jul, 14, 2026
Price: $239,900
Living Area: 1,164 Sq. Ft.
2725 Goshen Road
Winchester, KY | Active
Listed: Jul, 31, 2026
Price: $385,000
Living Area: 1,344 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 31, 2026
Price: $385,000
Living Area: 1,344 Sq. Ft.
605 Dixiana Drive
Winchester, KY | Closed
Listed: Apr, 07, 2025
Price: $185,000
Living Area: 1,044 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 07, 2025
Price: $185,000
Living Area: 1,044 Sq. Ft.
244 Bay Hill Court
Winchester, KY | Closed
Listed: Apr, 16, 2025
Price: $249,900
Living Area: 2,536 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 16, 2025
Price: $249,900
Living Area: 2,536 Sq. Ft.
160 Agawam Road
Winchester, KY | Closed
Listed: Aug, 12, 2021
Price: $400,000
Living Area: 2,360 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 12, 2021
Price: $400,000
Living Area: 2,360 Sq. Ft.
144 E Broadway Street
Winchester, KY | Closed
Listed: Aug, 23, 2023
Price: $209,000
Living Area: 2,544 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 23, 2023
Price: $209,000
Living Area: 2,544 Sq. Ft.
35 Wheeler Avenue
Winchester, KY | Closed
Listed: Jan, 12, 2023
Price: $150,000
Living Area: 1,069 Sq. Ft.
Winchester, KY | Closed
Listed: Jan, 12, 2023
Price: $150,000
Living Area: 1,069 Sq. Ft.
128 Cherokee Drive
Winchester, KY | Closed
Listed: Aug, 02, 2024
Price: $275,000
Living Area: 2,082 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 02, 2024
Price: $275,000
Living Area: 2,082 Sq. Ft.
464 Ecton Road
Winchester, KY | Closed
Listed: Jul, 23, 2024
Price: $59,900
Living Area: 1,330 Sq. Ft.
Winchester, KY | Closed
Listed: Jul, 23, 2024
Price: $59,900
Living Area: 1,330 Sq. Ft.
507 Hewlett Court
Winchester, KY | Closed
Listed: May, 27, 2021
Price: $264,900
Living Area: 2,433 Sq. Ft.
Winchester, KY | Closed
Listed: May, 27, 2021
Price: $264,900
Living Area: 2,433 Sq. Ft.
5078 Trapp Goffs Corner Road
Winchester, KY | Closed
Listed: Apr, 13, 2023
Price: $515,000
Living Area: 4,479 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 13, 2023
Price: $515,000
Living Area: 4,479 Sq. Ft.
503 Kimberly Drive
Winchester, KY | Pending
Listed: Aug, 18, 2026
Price: $259,500
Living Area: 1,403 Sq. Ft.
Winchester, KY | Pending
Listed: Aug, 18, 2026
Price: $259,500
Living Area: 1,403 Sq. Ft.
3800 Mt Sterling Road
Winchester, KY | Closed
Listed: Mar, 08, 2019
Price: $315,000
Living Area: 1,932 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 08, 2019
Price: $315,000
Living Area: 1,932 Sq. Ft.
444 Wellington Way
Winchester, KY | Closed
Listed: Sep, 10, 2020
Price: $214,900
Living Area: 1,904 Sq. Ft.
Winchester, KY | Closed
Listed: Sep, 10, 2020
Price: $214,900
Living Area: 1,904 Sq. Ft.
717 Concord Avenue
Winchester, KY | Closed
Listed: May, 30, 2024
Price: $285,000
Living Area: 1,519 Sq. Ft.
Winchester, KY | Closed
Listed: May, 30, 2024
Price: $285,000
Living Area: 1,519 Sq. Ft.
108 Franklin Avenue
Winchester, KY | Active
Listed: Aug, 15, 2026
Price: $140,000
Living Area: 630 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 15, 2026
Price: $140,000
Living Area: 630 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.
6356 Van Meter Road
Winchester, KY | Pending
Listed: Jul, 10, 2026
Price: $795,000
Living Area: 3,336 Sq. Ft.
Winchester, KY | Pending
Listed: Jul, 10, 2026
Price: $795,000
Living Area: 3,336 Sq. Ft.
1320 Fulton Road
Winchester, KY | Active
Listed: Aug, 14, 2026
Price: $450,000
Living Area: 2,530 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 14, 2026
Price: $450,000
Living Area: 2,530 Sq. Ft.
130 E Broadway Street
Winchester, KY | Active
Listed: Mar, 07, 2026
Price: $220,000
Living Area: 2,445 Sq. Ft.
Winchester, KY | Active
Listed: Mar, 07, 2026
Price: $220,000
Living Area: 2,445 Sq. Ft.
3359 Trapp-Goffs Corner Road
Winchester, KY | Active
Listed: May, 29, 2026
Price: $355,000
Living Area: 2,179 Sq. Ft.
Winchester, KY | Active
Listed: May, 29, 2026
Price: $355,000
Living Area: 2,179 Sq. Ft.
2379 Big Stoner Road
Winchester, KY | Active
Listed: Jul, 08, 2026
Price: $259,900
Living Area: 2,444 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 08, 2026
Price: $259,900
Living Area: 2,444 Sq. Ft.
410 Fairholme Way
Winchester, KY | Active
Listed: Jun, 29, 2026
Price: $484,900
Living Area: 2,381 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 29, 2026
Price: $484,900
Living Area: 2,381 Sq. Ft.
1400 Craig Crossing
Winchester, KY | Active
Listed: Aug, 25, 2026
Price: $1,400,000
Living Area: 5,613 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 25, 2026
Price: $1,400,000
Living Area: 5,613 Sq. Ft.
204 Lindsey Court
Winchester, KY | Pending
Listed: Aug, 24, 2026
Price: $275,000
Living Area: 1,444 Sq. Ft.
Winchester, KY | Pending
Listed: Aug, 24, 2026
Price: $275,000
Living Area: 1,444 Sq. Ft.
1940 Athens Boonesboro Road
Winchester, KY | Closed
Listed: Jun, 12, 2025
Price: $125,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 12, 2025
Price: $125,000
Living Area: 0 Sq. Ft.
7300 Old Boonesboro Road
Winchester, KY | Closed
Listed: May, 27, 2026
Price: $785,000
Living Area: 3,311 Sq. Ft.
Winchester, KY | Closed
Listed: May, 27, 2026
Price: $785,000
Living Area: 3,311 Sq. Ft.
599 BLT Way
Winchester, KY | Closed
Listed: May, 27, 2026
Price: $1,599,900
Living Area: 20,252 Sq. Ft.
Winchester, KY | Closed
Listed: May, 27, 2026
Price: $1,599,900
Living Area: 20,252 Sq. Ft.
104 Jackson Ferry Road
Winchester, KY | Closed
Listed: Mar, 17, 2026
Price: $269,000
Living Area: 2,417 Sq. Ft.
Winchester, KY | Closed
Listed: Mar, 17, 2026
Price: $269,000
Living Area: 2,417 Sq. Ft.
267 Runnymeade Drive
Winchester, KY | Active
Listed: Jul, 23, 2026
Price: $536,000
Living Area: 2,732 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 23, 2026
Price: $536,000
Living Area: 2,732 Sq. Ft.
2195 Pretty Run Road
Winchester, KY | Pending
Listed: Aug, 22, 2026
Price: $460,000
Living Area: 2,062 Sq. Ft.
Winchester, KY | Pending
Listed: Aug, 22, 2026
Price: $460,000
Living Area: 2,062 Sq. Ft.
119 Gibson Way
Winchester, KY | Pending
Listed: Jun, 24, 2026
Price: $344,900
Living Area: 2,325 Sq. Ft.
Winchester, KY | Pending
Listed: Jun, 24, 2026
Price: $344,900
Living Area: 2,325 Sq. Ft.
351 Boone Avenue
Winchester, KY | Active
Listed: Jul, 10, 2026
Price: $395,000
Living Area: 3,306 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 10, 2026
Price: $395,000
Living Area: 3,306 Sq. Ft.
311 Geronimo Court
Winchester, KY | Closed
Listed: May, 22, 2026
Price: $268,900
Living Area: 1,510 Sq. Ft.
Winchester, KY | Closed
Listed: May, 22, 2026
Price: $268,900
Living Area: 1,510 Sq. Ft.
618 Westmeade Drive
Winchester, KY | Closed
Listed: Apr, 28, 2026
Price: $284,900
Living Area: 2,116 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 28, 2026
Price: $284,900
Living Area: 2,116 Sq. Ft.
2575 Grimes Mill Road
Winchester, KY | Closed
Listed: Apr, 27, 2024
Price: $225,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Apr, 27, 2024
Price: $225,000
Living Area: 0 Sq. Ft.
444 Elkin Station Road
Winchester, KY | Closed
Listed: Jun, 06, 2024
Price: $399,000
Living Area: 2,875 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 06, 2024
Price: $399,000
Living Area: 2,875 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.
405 Nick Lane
Winchester, KY | Active
Listed: Aug, 13, 2026
Price: $295,000
Living Area: 1,344 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 13, 2026
Price: $295,000
Living Area: 1,344 Sq. Ft.
955 Right Angle Road
Winchester, KY | Active
Listed: Jun, 08, 2026
Price: $258,900
Living Area: 849 Sq. Ft.
Winchester, KY | Active
Listed: Jun, 08, 2026
Price: $258,900
Living Area: 849 Sq. Ft.
105 Monet Boulevard
Winchester, KY | Closed
Listed: Jun, 05, 2026
Price: $459,000
Living Area: 3,296 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 05, 2026
Price: $459,000
Living Area: 3,296 Sq. Ft.
16 Denny Avenue
Winchester, KY | Active
Listed: Aug, 19, 2026
Price: $98,500
Living Area: 1,152 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 19, 2026
Price: $98,500
Living Area: 1,152 Sq. Ft.
345 Providence Lane
Winchester, KY | Pending
Listed: Jul, 24, 2026
Price: $950,000
Living Area: 0 Sq. Ft.
Winchester, KY | Pending
Listed: Jul, 24, 2026
Price: $950,000
Living Area: 0 Sq. Ft.
135 E Broadway Street
Winchester, KY | Active
Listed: Sep, 02, 2026
Price: $350,000
Living Area: 2,592 Sq. Ft.
Winchester, KY | Active
Listed: Sep, 02, 2026
Price: $350,000
Living Area: 2,592 Sq. Ft.
300 N Maple Street
Winchester, KY | Active
Listed: Sep, 01, 2026
Price: $12
Living Area: 4,000 Sq. Ft.
Winchester, KY | Active
Listed: Sep, 01, 2026
Price: $12
Living Area: 4,000 Sq. Ft.
2191 McClure Road
Winchester, KY | Closed
Listed: Jul, 24, 2026
Price: $185,000
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: Jul, 24, 2026
Price: $185,000
Living Area: 0 Sq. Ft.
147 Sunset Heights
Winchester, KY | Closed
Listed: May, 15, 2026
Price: $294,900
Living Area: 2,128 Sq. Ft.
Winchester, KY | Closed
Listed: May, 15, 2026
Price: $294,900
Living Area: 2,128 Sq. Ft.
205 Citation Court
Winchester, KY | Closed
Listed: Aug, 31, 2021
Price: $299,900
Living Area: 1,728 Sq. Ft.
Winchester, KY | Closed
Listed: Aug, 31, 2021
Price: $299,900
Living Area: 1,728 Sq. Ft.
23 Magnolia Street
Winchester, KY | Closed
Listed: May, 26, 2022
Price: $134,900
Living Area: 0 Sq. Ft.
Winchester, KY | Closed
Listed: May, 26, 2022
Price: $134,900
Living Area: 0 Sq. Ft.
136 Sturbridge Lane
Winchester, KY | Closed
Listed: Jun, 16, 2026
Price: $274,900
Living Area: 1,604 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 16, 2026
Price: $274,900
Living Area: 1,604 Sq. Ft.
2158 Venable Road
Winchester, KY | Closed
Listed: Jun, 02, 2025
Price: $849,900
Living Area: 2,980 Sq. Ft.
Winchester, KY | Closed
Listed: Jun, 02, 2025
Price: $849,900
Living Area: 2,980 Sq. Ft.
26 N Highland Street
Winchester, KY | Active
Listed: Aug, 27, 2026
Price: $499,000
Living Area: 8,000 Sq. Ft.
Winchester, KY | Active
Listed: Aug, 27, 2026
Price: $499,000
Living Area: 8,000 Sq. Ft.
275 Runnymeade Drive
Winchester, KY | Active
Listed: Jul, 15, 2026
Price: $524,900
Living Area: 2,514 Sq. Ft.
Winchester, KY | Active
Listed: Jul, 15, 2026
Price: $524,900
Living Area: 2,514 Sq. Ft.
17 Waveland Avenue
Winchester, KY | Closed
Listed: Jul, 16, 2026
Price: $178,000
Living Area: 1,061 Sq. Ft.
Winchester, KY | Closed
Listed: Jul, 16, 2026
Price: $178,000
Living Area: 1,061 Sq. Ft.
76 Clay Street
Winchester, KY | Closed
Listed: Jul, 10, 2026
Price: $179,900
Living Area: 1,176 Sq. Ft.
Winchester, KY | Closed
Listed: Jul, 10, 2026
Price: $179,900
Living Area: 1,176 Sq. Ft.
209 E Washington Street
Winchester, KY | Active
Listed: Sep, 01, 2026
Price: $165,000
Living Area: 1,249 Sq. Ft.
Winchester, KY | Active
Listed: Sep, 01, 2026
Price: $165,000
Living Area: 1,249 Sq. Ft.
3999 Bybee Road
Winchester, KY | Active
Listed: Sep, 03, 2026
Price: $110,000
Living Area: 0 Sq. Ft.
Winchester, KY | Active
Listed: Sep, 03, 2026
Price: $110,000
Living Area: 0 Sq. Ft.
