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Homes for sale in Winchester, Kentucky
Kentucky

Homes for Sale in Winchester

202 active listings in Winchester, Kentucky · Median list price $277,000

202 listings
Avg $531,468
377 days avg
Explore
Market Overview

Winchester Real Estate at a Glance

Current market statistics for Winchester, KY

202

Active Listings

$531K

Avg Price

$277K

Median Price

$171

Price/Sqft

3,108

Avg Sqft

377

Avg Days

Price Range

From

$10,000

To

$14,100,000

Browse

Homes for Sale in Winchester

Every active listing in Winchester, browsable page by page.

2725 Goshen Road - Single Family for sale in Winchester, KY
Single Family

$385K

2725 Goshen Road

Winchester, KY

3 bd2 ba1,344
5039 Combs Ferry Road - Single Family for sale in Winchester, KY
Single Family

$2.3M

5039 Combs Ferry Road

Winchester, KY

5 bd4 ba6,284
625 Pine Ridge Road - Single Family for sale in Winchester, KY
Single Family

$475K

625 Pine Ridge Road

Winchester, KY

3 bd2 ba2,174
1 N Main Street - Commercial for sale in Winchester, KY
Commercial

$225K

1 N Main Street

Winchester, KY

0 bd0 ba1,900
236 Buffalo Trace - Single Family for sale in Winchester, KY
Single Family

$205K

236 Buffalo Trace

Winchester, KY

3 bd3 ba1,769
443 Oxford Drive - Multi-Family for sale in Winchester, KY
Multi-Family

$529K

443 Oxford Drive

Winchester, KY

2 bd2 ba1,054
217 Wades Mill Road - Single Family for sale in Winchester, KY
Single Family

$785K

217 Wades Mill Road

Winchester, KY

5 bd3 ba4,676
21 Beckner Street - Multi-Family for sale in Winchester, KY
Multi-Family

$270K

21 Beckner Street

Winchester, KY

6 bd4 ba3,090
108 Milwood Drive - Single Family for sale in Winchester, KY
Single Family

$280K

108 Milwood Drive

Winchester, KY

3 bd1 ba1,955
60 Fitch Avenue - Single Family for sale in Winchester, KY
Single Family

$150K

60 Fitch Avenue

Winchester, KY

3 bd1 ba1,775
316 Buffalo Trace - Single Family for sale in Winchester, KY
Single Family

$273K

316 Buffalo Trace

Winchester, KY

3 bd2 ba1,356
13 Long Avenue - Single Family for sale in Winchester, KY
Single Family

$229K

13 Long Avenue

Winchester, KY

3 bd2 ba1,297
11 Stoney Brook Drive - Single Family for sale in Winchester, KY
Single Family

$369K

11 Stoney Brook Drive

Winchester, KY

3 bd2 ba1,990
4305 Old Boonesboro Road - Single Family for sale in Winchester, KY
Single Family

$315K

4305 Old Boonesboro Road

Winchester, KY

3 bd2 ba1,512
30 Hughes Avenue - Single Family for sale in Winchester, KY
Single Family

$210K

30 Hughes Avenue

Winchester, KY

3 bd1 ba1,200
22 Apache Trail - Single Family for sale in Winchester, KY
Single Family

$240K

22 Apache Trail

Winchester, KY

3 bd2 ba1,228
102 Royal Oak Drive - Land for sale in Winchester, KY
Land

$65K

102 Royal Oak Drive

Winchester, KY

0 bd0 ba
1024 Flanagan Station Road - Single Family for sale in Winchester, KY
Single Family

$465K

1024 Flanagan Station Road

Winchester, KY

3 bd2 ba2,942
510 - 612 Quisenberry Lane - Land for sale in Winchester, KY
Land

$3.5M

510 - 612 Quisenberry Lane

Winchester, KY

2 bd3 ba2,725
239 Plantations Drive lot: 6 - Land for sale in Winchester, KY
Land

$79K

239 Plantations Drive lot: 6

Winchester, KY

0 bd0 ba
241 Plantations Drive lot: 7 - Land for sale in Winchester, KY
Land

$79K

241 Plantations Drive lot: 7

Winchester, KY

0 bd0 ba
235 Plantations Drive lot: 4 - Land for sale in Winchester, KY
Land

$79K

235 Plantations Drive lot: 4

Winchester, KY

0 bd0 ba
237 Plantations Drive lot: 5 - Land for sale in Winchester, KY
Land

$79K

237 Plantations Drive lot: 5

Winchester, KY

0 bd0 ba
231 Plantations Drive lot: 2 - Land for sale in Winchester, KY
Land

$79K

231 Plantations Drive lot: 2

Winchester, KY

0 bd0 ba
233 Plantations Drive lot: 3 - Land for sale in Winchester, KY
Land

$79K

233 Plantations Drive lot: 3

Winchester, KY

0 bd0 ba
17 Waveland Avenue - Single Family for sale in Winchester, KY
Single Family

$178K

17 Waveland Avenue

Winchester, KY

2 bd1 ba1,061
229 Plantations Drive lot: 1 - Land for sale in Winchester, KY
Land

$79K

229 Plantations Drive lot: 1

Winchester, KY

0 bd0 ba
528 Estes Drive - Single Family for sale in Winchester, KY
Single Family

$235K

528 Estes Drive

Winchester, KY

3 bd2 ba1,904
275 Runnymeade Drive - Single Family for sale in Winchester, KY
Single Family

$525K

275 Runnymeade Drive

Winchester, KY

3 bd3 ba2,514
210 Shannon Court - Single Family for sale in Winchester, KY
Single Family

$240K

210 Shannon Court

Winchester, KY

3 bd2 ba1,164
4603 Paris Road - Single Family for sale in Winchester, KY
Single Family

$300K

4603 Paris Road

Winchester, KY

5 bd3 ba3,314
47 Hughes Avenue - Single Family for sale in Winchester, KY
Single Family

$235K

47 Hughes Avenue

Winchester, KY

2 bd2 ba1,039
6500 Mount Sterling Road - Single Family for sale in Winchester, KY
Single Family

$789K

6500 Mount Sterling Road

Winchester, KY

3 bd2 ba2,148
1600 W Lexington Avenue - Commercial for sale in Winchester, KY
Commercial

$1.9M

1600 W Lexington Avenue

Winchester, KY

0 bd0 ba16,134
33 Bon-Haven Avenue - Single Family for sale in Winchester, KY
Single Family

$296K

33 Bon-Haven Avenue

Winchester, KY

3 bd2 ba1,386
118 Park Avenue - Single Family for sale in Winchester, KY
Single Family

$148K

118 Park Avenue

Winchester, KY

3 bd1 ba1,150
351 Boone Avenue - Single Family for sale in Winchester, KY
Single Family

$410K

351 Boone Avenue

Winchester, KY

3 bd2 ba3,306
2180 Big Stoner Road - Single Family for sale in Winchester, KY
Single Family

$750K

2180 Big Stoner Road

Winchester, KY

3 bd3 ba2,735
6356 Van Meter Road - Land for sale in Winchester, KY
Land

$795K

6356 Van Meter Road

Winchester, KY

3 bd3 ba3,336
128 Cherokee Drive - Single Family for sale in Winchester, KY
Single Family

$320K

128 Cherokee Drive

Winchester, KY

5 bd2 ba2,082
380 Howard Creek Road - Land for sale in Winchester, KY
Land

$326K

380 Howard Creek Road

Winchester, KY

0 bd0 ba
304 Sandra Drive - Single Family for sale in Winchester, KY
Single Family

$275K

304 Sandra Drive

Winchester, KY

4 bd2 ba1,377
491 Hidden Hills Way - Single Family for sale in Winchester, KY
Single Family

$230K

491 Hidden Hills Way

Winchester, KY

3 bd2 ba1,200
3686 Crowe Ridge Road - Land for sale in Winchester, KY
Land

$220K

3686 Crowe Ridge Road

Winchester, KY

0 bd0 ba
2379 Big Stoner Road - Single Family for sale in Winchester, KY
Single Family

$270K

2379 Big Stoner Road

Winchester, KY

3 bd1 ba2,444
215 Delaplain Road - Single Family for sale in Winchester, KY
Single Family

$415K

215 Delaplain Road

Winchester, KY

3 bd2 ba2,304
15 Moundale Avenue - Single Family for sale in Winchester, KY
Single Family

$375K

15 Moundale Avenue

Winchester, KY

3 bd2 ba2,269
10 Chickadee Lane - Single Family for sale in Winchester, KY
Single Family

$250K

10 Chickadee Lane

Winchester, KY

3 bd1 ba1,204
5977 Mount Sterling Road - Single Family for sale in Winchester, KY
Single Family

$245K

5977 Mount Sterling Road

Winchester, KY

3 bd2 ba1,450
221 S Highland Street - Residential Multi Family for sale in Winchester, KY
Residential Multi Family

$239K

221 S Highland Street

Winchester, KY

5 bd3 ba3,007

Showing 150 of 202 · Page 1 of 5

Beyond the listings

Continue exploring Winchester

Turn the listings into a short list with a clearer read on the Winchester market, its neighborhoods, and the home features that matter to you.

Local market guide

Winchester Housing Market

Browse 202 active listings in Winchester, Kentucky. The median list price for this active inventory is $277,000. Compare the price and property details reported in each listing.

Median list price $277,000 · Range $10,000–$14,100,000 · 202 active listings

Buyer questions

Frequently Asked Questions

How many active listings are available in Winchester, Kentucky?

The current inventory contains 202 active listings in Winchester, KY.

What is the average list price in Winchester, Kentucky?

The average list price among current active listings in Winchester, KY is $531,468. Current list prices range from $10,000 to $14,100,000.

What is the median list price in Winchester?

The median list price among current active listings in Winchester, KY is $277,000.

What is the average days on market for active listings in Winchester?

Current active listings in Winchester, KY report an average of 377 days on market.

What is the average list price per square foot in Winchester?

The average list price per square foot among current active listings in Winchester, KY is $171.

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