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Homes for sale in Winchester, Kentucky
Kentucky

Homes for Sale in Winchester

“208 active listings in Winchester, Kentucky · Median list price $284,950”

208 listings
Avg $527,491
389 days avg
Explore
Market Overview

Winchester Real Estate at a Glance

Current market statistics for Winchester, KY

208

Active Listings

$527K

Avg Price

$285K

Median Price

$174

Price/Sqft

3,035

Avg Sqft

389

Avg Days

Price Range

From

$29,000

To

$14,100,000

Browse

Homes for Sale in Winchester

Every active listing in Winchester, browsable page by page.

6888 Bybee Road - Land for sale in Winchester, KY
Land

$350K

6888 Bybee Road

Winchester, KY

1 bd1 ba800
119 Gibson Way - Single Family for sale in Winchester, KY
Single Family

$355K

119 Gibson Way

Winchester, KY

4 bd3 ba2,325
198 Hilltop Drive - Single Family for sale in Winchester, KY
Single Family

$290K

198 Hilltop Drive

Winchester, KY

4 bd2 ba1,752
872 Stratton Lane - Single Family for sale in Winchester, KY
Single Family

$310K

872 Stratton Lane

Winchester, KY

4 bd2 ba2,285
220 E Washington Street - Single Family for sale in Winchester, KY
Single Family

$155K

220 E Washington Street

Winchester, KY

3 bd1 ba1,097
18 N Main Street - Commercial for sale in Winchester, KY
Commercial

$200K

18 N Main Street

Winchester, KY

0 bd0 ba4,300
4095 Basin Springs Road - Land for sale in Winchester, KY
Land

$400K

4095 Basin Springs Road

Winchester, KY

0 bd0 ba
122 Spruce Court - Single Family for sale in Winchester, KY
Single Family

$235K

122 Spruce Court

Winchester, KY

3 bd2 ba1,210
335 Newcastle Lane - Single Family for sale in Winchester, KY
Single Family

$330K

335 Newcastle Lane

Winchester, KY

3 bd3 ba1,904
410 W Lexington Avenue - Commercial for sale in Winchester, KY
Commercial

$350K

410 W Lexington Avenue

Winchester, KY

0 bd0 ba4,456
19 Fontaine Boulevard - Single Family for sale in Winchester, KY
Single Family

$420K

19 Fontaine Boulevard

Winchester, KY

3 bd3 ba2,235
214 S Burns Avenue - Single Family for sale in Winchester, KY
Single Family

$289K

214 S Burns Avenue

Winchester, KY

4 bd2 ba2,170
8 Monroe Avenue - Single Family for sale in Winchester, KY
Single Family

$330K

8 Monroe Avenue

Winchester, KY

3 bd2 ba1,444
65 Fitch Avenue - Single Family for sale in Winchester, KY
Single Family

$153K

65 Fitch Avenue

Winchester, KY

3 bd2 ba1,680
312 Buffalo Trace - Single Family for sale in Winchester, KY
Single Family

$250K

312 Buffalo Trace

Winchester, KY

3 bd2 ba1,284
309 Gallahadion Court - Single Family for sale in Winchester, KY
Single Family

$385K

309 Gallahadion Court

Winchester, KY

3 bd3 ba1,945
3150 Waterworks Road - Commercial for sale in Winchester, KY
Commercial

$250K

3150 Waterworks Road

Winchester, KY

0 bd0 ba2,591
665 Lillies Ferry Road - Land for sale in Winchester, KY
Land

$545K

665 Lillies Ferry Road

Winchester, KY

0 bd0 ba
1200 Craig Crossing - Single Family for sale in Winchester, KY
Single Family

$1.3M

1200 Craig Crossing

Winchester, KY

4 bd5 ba3,350
2 Western Avenue - Single Family for sale in Winchester, KY
Single Family

$230K

2 Western Avenue

Winchester, KY

2 bd1 ba1,454
17 Holiday Road - Single Family for sale in Winchester, KY
Single Family

$250K

17 Holiday Road

Winchester, KY

3 bd2 ba1,161
30 Virginia Avenue - Single Family for sale in Winchester, KY
Single Family

$247K

30 Virginia Avenue

Winchester, KY

3 bd1 ba1,050
107 Gibson Way - Single Family for sale in Winchester, KY
Single Family

$355K

107 Gibson Way

Winchester, KY

3 bd3 ba2,266
600 Boone Avenue - Single Family for sale in Winchester, KY
Single Family

$550K

600 Boone Avenue

Winchester, KY

4 bd4 ba4,173
377 Crescent Avenue - Single Family for sale in Winchester, KY
Single Family

$250K

377 Crescent Avenue

Winchester, KY

3 bd2 ba1,533
750 Craig Crossing lot: #7 - Land for sale in Winchester, KY
Land

$155K

750 Craig Crossing lot: #7

Winchester, KY

0 bd0 ba
955 Right Angle Road - Single Family for sale in Winchester, KY
Single Family

$275K

955 Right Angle Road

Winchester, KY

2 bd1 ba849
330 Spencer Lane - Single Family for sale in Winchester, KY
Single Family

$949K

330 Spencer Lane

Winchester, KY

3 bd3 ba2,200
13 Long Avenue - Single Family for sale in Winchester, KY
Single Family

$240K

13 Long Avenue

Winchester, KY

3 bd2 ba1,297
105 Monet Boulevard - Single Family for sale in Winchester, KY
Single Family

$464K

105 Monet Boulevard

Winchester, KY

4 bd3 ba3,296
23 Windridge Drive - Single Family for sale in Winchester, KY
Single Family

$340K

23 Windridge Drive

Winchester, KY

3 bd2 ba1,858
200 Old Log Lick Road - Single Family for sale in Winchester, KY
Single Family

$939K

200 Old Log Lick Road

Winchester, KY

3 bd2 ba4,019
563 Constitution Drive - Single Family for sale in Winchester, KY
Single Family

$100K

563 Constitution Drive

Winchester, KY

2 bd2 ba924
119 Sunset Heights - Single Family for sale in Winchester, KY
Single Family

$265K

119 Sunset Heights

Winchester, KY

3 bd1 ba1,324
162 French Avenue - Single Family for sale in Winchester, KY
Single Family

$295K

162 French Avenue

Winchester, KY

4 bd1 ba2,327
528 Estes Drive - Single Family for sale in Winchester, KY
Single Family

$235K

528 Estes Drive

Winchester, KY

3 bd2 ba1,904
410 W Lexington Avenue - Single Family for sale in Winchester, KY
Single Family

$340K

410 W Lexington Avenue

Winchester, KY

5 bd4 ba4,456
3359 Trapp-Goffs Corner Road - Single Family for sale in Winchester, KY
Single Family

$360K

3359 Trapp-Goffs Corner Road

Winchester, KY

1 bd2 ba2,179
6356 Van Meter Road - Single Family for sale in Winchester, KY
Single Family

$795K

6356 Van Meter Road

Winchester, KY

3 bd3 ba3,336
104 Bay Hill Drive - Townhouse for sale in Winchester, KY
Townhouse

$199K

104 Bay Hill Drive

Winchester, KY

2 bd2 ba1,200
7300 Old Boonesboro Road - Single Family for sale in Winchester, KY
Single Family

$785K

7300 Old Boonesboro Road

Winchester, KY

4 bd3 ba3,311
599 BLT Way - Commercial for sale in Winchester, KY
Commercial

$1.6M

599 BLT Way

Winchester, KY

0 bd0 ba20,252
125 Kittison Drive - Single Family for sale in Winchester, KY
Single Family

$238K

125 Kittison Drive

Winchester, KY

3 bd1 ba1,100
14 Cook Avenue - Single Family for sale in Winchester, KY
Single Family

$233K

14 Cook Avenue

Winchester, KY

3 bd2 ba1,261
23 Wheeler Avenue - Residential Multi Family for sale in Winchester, KY
Residential Multi Family

$390K

23 Wheeler Avenue

Winchester, KY

8 bd5 ba4,687
116 Sturbridge Lane - Single Family for sale in Winchester, KY
Single Family

$278K

116 Sturbridge Lane

Winchester, KY

3 bd2 ba1,260
3166 Colby Road - Single Family for sale in Winchester, KY
Single Family

$1.7M

3166 Colby Road

Winchester, KY

3 bd3 ba4,518
225 Buffalo Trace - Single Family for sale in Winchester, KY
Single Family

$200K

225 Buffalo Trace

Winchester, KY

3 bd2 ba915
2799 Pine Ridge Road - Single Family for sale in Winchester, KY
Single Family

$100K

2799 Pine Ridge Road

Winchester, KY

3 bd2 ba675
2395 Paris Road - Land for sale in Winchester, KY
Land

$14.1M

2395 Paris Road

Winchester, KY

0 bd0 ba

Showing 1–50 of 208 · 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 208 active listings in Winchester, Kentucky. The median list price for this active inventory is $284,950. Compare the price and property details reported in each listing.

Median list price $284,950 · Range $29,000–$14,100,000 · 208 active listings

Buyer questions

Frequently Asked Questions

How many active listings are available in Winchester, Kentucky?

The current inventory contains 208 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 $527,491. Current list prices range from $29,000 to $14,100,000.

What is the median list price in Winchester?

The median list price among current active listings in Winchester, KY is $284,950.

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

Current active listings in Winchester, KY report an average of 389 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 $174.

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