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Winchester, KY homes for sale & real estate
168 homes
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Recommended
4040 Muddy Creek Rd, Winchester, KY 40391
4040 Muddy Creek Rd, Winchester, KY 40391
4040 Muddy Creek Rd, Winchester, KY 40391
$895,000
4 beds
3.5 baths
4,584
sq ft
4040 Muddy Creek Rd, Winchester, KY 40391
13.65 acre lot
•
Garage
•
Car-dependent
600 Boone Ave, Winchester, KY 40391
600 Boone Ave, Winchester, KY 40391
600 Boone Ave, Winchester, KY 40391
$629,900
4 beds
4 baths
4,374
sq ft
600 Boone Ave, Winchester, KY 40391
0.9 acre lot
•
2 garage spots
•
Car-dependent
Loading...
34 North Burns Ave, Winchester, KY 40391
34 North Burns Ave, Winchester, KY 40391
34 North Burns Ave, Winchester, KY 40391
$224,900
3 beds
2 baths
1,500
sq ft
34 North Burns Ave, Winchester, KY 40391
3,920 sq ft lot
•
Somewhat walkable
202 Dubuy Dr, Winchester, KY 40391
202 Dubuy Dr, Winchester, KY 40391
202 Dubuy Dr, Winchester, KY 40391
$309,000
3 beds
2.5 baths
1,800
sq ft
202 Dubuy Dr, Winchester, KY 40391
7,623 sq ft lot
•
2 garage spots
•
Somewhat walkable
136 College St, Winchester, KY 40391
136 College St, Winchester, KY 40391
136 College St, Winchester, KY 40391
$409,999
4 beds
4.5 baths
2,800
sq ft
136 College St, Winchester, KY 40391
7,500 sq ft lot
•
Somewhat walkable
2100 Irvine Rd #40391, Winchester, KY 40391
$1,179,000
3 beds
3.5 baths
3,672
sq ft
2100 Irvine Rd #40391, Winchester, KY 40391
111 Quail Ridge Rd, Winchester, KY 40391
$205,000
2 beds
2.5 baths
1,197
sq ft
111 Quail Ridge Rd, Winchester, KY 40391
118 Strawberry Ln, Winchester, KY 40391
$340,000
4 beds
2.5 baths
2,008
sq ft
118 Strawberry Ln, Winchester, KY 40391
37 Lynnway Dr, Winchester, KY 40391
$300,000
3 beds
2.5 baths
3,220
sq ft
37 Lynnway Dr, Winchester, KY 40391
115 Woodford Dr, Winchester, KY 40391
$369,900
3 beds
3 baths
2,166
sq ft
115 Woodford Dr, Winchester, KY 40391
205 Chardonnay Ct, Winchester, KY 40391
$375,000
4 beds
2.5 baths
2,179
sq ft
205 Chardonnay Ct, Winchester, KY 40391
5045 Van Meter Rd, Winchester, KY 40391
$3,330,000
6 beds
5.5 baths
7,274
sq ft
5045 Van Meter Rd, Winchester, KY 40391
5705 Mount Sterling Rd, Winchester, KY 40391
$399,000
4 beds
2.5 baths
2,980
sq ft
5705 Mount Sterling Rd, Winchester, KY 40391
58 Fitch Ave, Winchester, KY 40391
$275,000
4 beds
2.5 baths
1,736
sq ft
58 Fitch Ave, Winchester, KY 40391
5620 Ironworks Rd, Winchester, KY 40391
$225,000
3 beds
2 baths
1,699
sq ft
5620 Ironworks Rd, Winchester, KY 40391
1363 Clintonville Rd, Winchester, KY 40391
$312,975
2 beds
1 bath
1,116
sq ft
1363 Clintonville Rd, Winchester, KY 40391
Loading...
227 Cross Brook Ln, Winchester, KY 40391
$284,900
3 beds
2 baths
1,508
sq ft
227 Cross Brook Ln, Winchester, KY 40391
420 Alexis Way, Winchester, KY 40391
$674,500
4 beds
2.5 baths
2,770
sq ft
420 Alexis Way, Winchester, KY 40391
223 Bartram Ct, Winchester, KY 40391
$289,000
3 beds
2.5 baths
1,606
sq ft
223 Bartram Ct, Winchester, KY 40391
2509 Mount Sterling Rd, Winchester, KY 40391
$899,900
4 beds
3.5 baths
4,922
sq ft
2509 Mount Sterling Rd, Winchester, KY 40391
313 Snowden Dr, Winchester, KY 40391
$249,900
3 beds
1 bath
1,232
sq ft
313 Snowden Dr, Winchester, KY 40391
865 Pretty Run Rd, Winchester, KY 40391
$472,000
3 beds
2 baths
2,727
sq ft
865 Pretty Run Rd, Winchester, KY 40391
521 Acadia Way, Winchester, KY 40391
$225,000
4 beds
2 baths
1,370
sq ft
521 Acadia Way, Winchester, KY 40391
31 Vine St, Winchester, KY 40391
$199,000
3 beds
1 bath
1,443
sq ft
31 Vine St, Winchester, KY 40391
306 Snowden Dr, Winchester, KY 40391
$252,500
4 beds
2 baths
1,593
sq ft
306 Snowden Dr, Winchester, KY 40391
Loading...
219 Hampton Ave, Winchester, KY 40391
$350,000
4 beds
2.5 baths
2,929
sq ft
219 Hampton Ave, Winchester, KY 40391
231 Leslie Dr, Winchester, KY 40391
$250,000
3 beds
2 baths
1,438
sq ft
231 Leslie Dr, Winchester, KY 40391
210 College St, Winchester, KY 40391
$419,900
4 beds
3.5 baths
2,718
sq ft
210 College St, Winchester, KY 40391
206 Chaplin Ave, Winchester, KY 40391
$131,000
2 beds
1 bath
804
sq ft
206 Chaplin Ave, Winchester, KY 40391
180 Casa Landa Way, Winchester, KY 40391
$650,000
4 beds
3.5 baths
4,779
sq ft
180 Casa Landa Way, Winchester, KY 40391
211 College St, Winchester, KY 40391
$270,000
4 beds
2 baths
2,056
sq ft
211 College St, Winchester, KY 40391
511 Acadia Way, Winchester, KY 40391
$225,000
4 beds
2 baths
1,400
sq ft
511 Acadia Way, Winchester, KY 40391
160 Agawam Rd, Winchester, KY 40391
$550,000
3 beds
2.5 baths
4,933
sq ft
160 Agawam Rd, Winchester, KY 40391
3614 Stamper Dr, Winchester, KY 40391
$269,950
3 beds
2 baths
1,247
sq ft
3614 Stamper Dr, Winchester, KY 40391
106 West Hickman St, Winchester, KY 40391
$230,000
3 beds
2 baths
1,836
sq ft
106 West Hickman St, Winchester, KY 40391
1953 Cabin Creek Rd, Winchester, KY 40391
$549,900
6 beds
3.5 baths
3,846
sq ft
1953 Cabin Creek Rd, Winchester, KY 40391
2 North Main St, Winchester, KY 40391
$1,595,000
37 beds
19.5 baths
26,124
sq ft
2 North Main St, Winchester, KY 40391
16 Central Ave, Winchester, KY 40391
$290,000
6 beds
4 baths
2,511
sq ft
16 Central Ave, Winchester, KY 40391
210 Moss Ct, Winchester, KY 40391
$245,000
3 beds
2 baths
1,201
sq ft
210 Moss Ct, Winchester, KY 40391
102 West Hickman St, Winchester, KY 40391
$171,000
2 beds
1 bath
870
sq ft
102 West Hickman St, Winchester, KY 40391
7875 Bybee Rd, Winchester, KY 40391
$379,000
3 beds
2 baths
1,616
sq ft
7875 Bybee Rd, Winchester, KY 40391
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Redfin
Kentucky
Winchester
Average home prices near Winchester, KY
Cities
Lexington
homes for sale
$374,900
Richmond
homes for sale
$329,000
Stanton
homes for sale
$272,500
Clay City
homes for sale
$151,000
Millersburg
homes for sale
$249,900
Mount Sterling
homes for sale
$282,200
Lexington-Fayette
homes for sale
$374,950
Camargo
homes for sale
$232,450
Paris
homes for sale
$297,000
Sharpsburg
homes for sale
Show more
Zip Codes
40391
homes for sale
$339,000
Winchester, KY real estate trends
All Home Types trends in Winchester, KY
Median Sale Price
# of Homes Sold
Median Days on Market
All Home Types
All Home Types
Single Family Homes
Townhouses
Condos/Co-ops
Median Sale Price
(All Home Types)
$249,900
+6.3%
YoY | Jul 2025
1 year
3 year
5 year
Based on Redfin calculations of home data from MLS and/or public records.
Location
Data
Jul 2025
Growth
% YoY
Winchester, KY
$249,900
+6.3%
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Homes for sale under $900k
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in Winchester
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2 bedroom homes
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Popular Markets in Kentucky
Louisville
homes for sale
$285,000
Lexington
homes for sale
$374,900
Bowling Green
homes for sale
$299,900
Covington
homes for sale
$249,900
Georgetown
homes for sale
$369,450
Frankfort
homes for sale
$292,900
Elizabethtown
homes for sale
$319,900
Florence
homes for sale
$289,950
Paducah
homes for sale
$201,250
Richmond
homes for sale
$329,000
Nicholasville
homes for sale
$365,700
Newport
homes for sale
$350,000
Versailles
homes for sale
$549,000
Winchester
homes for sale
$269,950
Fort Thomas
homes for sale
$407,500
Show more
895K
630K
225K
309K
410K
1.18M
205K
340K
300K
370K
375K
3.33M
399K
275K
225K
313K
285K
675K
289K
900K
250K
472K
225K
199K
253K
350K
250K
420K
131K
650K
270K
225K
550K
270K
230K
550K
1.60M
290K
245K
171K
379K
115K
224K
350K
950K
102K
475K
624K
220K
292K
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