259 total properties
Did you mean the neighborhood Winchester?
View 122 Spruce Court Winchester, KY MLS# 26014330
  • Recently Listed
1 of 20
$235,000
3

Beds

2.0

Baths

1,210

Sq.Ft.

122 Spruce Court

Winchester, KY

Bluegrass
View 4095 Basin Springs Road Winchester, KY MLS# 26014375
$400,000
Studio

Beds

0.0

Baths

4095 Basin Springs Road

Winchester, KY

Bluegrass
View 110 Buckingham Lane Winchester, KY MLS# 26014133
  • Recently Listed
1 of 35
$289,000
3

Beds

2.0

Baths

1,240

Sq.Ft.

110 Buckingham Lane

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 19 Fontaine Boulevard Winchester, KY MLS# 26014243
  • Recently Listed
1 of 42
$420,000
3

Beds

2.1

Baths

2,235

Sq.Ft.

19 Fontaine Boulevard

Winchester, KY

Bluegrass
View 102 Augusta Drive Winchester, KY MLS# 24022901
$29,000
Studio

Beds

0.0

Baths

102 Augusta Drive

Winchester, KY

Bluegrass
View 335 Newcastle Lane Winchester, KY MLS# 26014026
  • Recently Listed
1 of 62
$329,900
3

Beds

2.1

Baths

1,904

Sq.Ft.

335 Newcastle Lane

Winchester, KY

Bluegrass
View 410 W Lexington Avenue Winchester, KY MLS# 26014051
$349,900
4,456

Sq.Ft.

410 W Lexington Avenue

Winchester, KY

Bluegrass
View 8 Monroe Avenue Winchester, KY MLS# 26014053
  • Recently Listed
1 of 35
$339,900
3

Beds

2.0

Baths

1,444

Sq.Ft.

8 Monroe Avenue

Winchester, KY

Bluegrass
View 312 Buffalo Trace Winchester, KY MLS# 26014058
  • Recently Listed
1 of 31
$249,900
3

Beds

2.0

Baths

1,284

Sq.Ft.

312 Buffalo Trace

Winchester, KY

Bluegrass
View 214 S Burns Avenue Winchester, KY MLS# 26014099
  • Recently Listed
1 of 33
$289,000
4

Beds

1.1

Baths

2,170

Sq.Ft.

214 S Burns Avenue

Winchester, KY

Bluegrass
View 3150 Waterworks Road Winchester, KY MLS# 26013923
  • Recently Listed
1 of 31
$250,000
2,591

Sq.Ft.

3150 Waterworks Road

Winchester, KY

Bluegrass
View 65 Fitch Avenue Winchester, KY MLS# 26013935
  • Recently Listed
1 of 27
$152,500
3

Beds

1.1

Baths

1,680

Sq.Ft.

65 Fitch Avenue

Winchester, KY

Bluegrass
View 145 Codella Drive Winchester, KY MLS# 22007107
$400,000
Studio

Beds

0.0

Baths

145 Codella Drive

Winchester, KY

Bluegrass
View 205 Codella Drive Winchester, KY MLS# 25008456
$650,000
Studio

Beds

0.0

Baths

205 Codella Drive

Winchester, KY

Bluegrass
View 371 E Washington Street Winchester, KY MLS# 26013772
$180,000
3

Beds

1.0

Baths

1,198

Sq.Ft.

371 E Washington Street

Winchester, KY

Bluegrass
View 309 Gallahadion Court Winchester, KY MLS# 26013780
  • Recently Listed
1 of 30
$385,000
3

Beds

2.1

Baths

1,945

Sq.Ft.

309 Gallahadion Court

Winchester, KY

Bluegrass
View 2 Western Avenue Winchester, KY MLS# 26013551
  • Recently Listed
1 of 22
$229,500
2

Beds

1.0

Baths

1,454

Sq.Ft.

2 Western Avenue

Winchester, KY

Bluegrass
View 119 Sunset Heights Winchester, KY MLS# 26012905
  • Recently Listed
1 of 21
$265,000
3

Beds

1.0

Baths

1,324

Sq.Ft.

119 Sunset Heights

Winchester, KY

Bluegrass
View 105 Monet Boulevard Winchester, KY MLS# 26013041
  • Recently Listed
1 of 49
$469,000
4

Beds

2.1

Baths

3,296

Sq.Ft.

105 Monet Boulevard

Winchester, KY

Bluegrass
View 120 Windsor Drive Winchester, KY MLS# 26013563
  • Recently Listed
1 of 41
$235,000
4

Beds

1.0

Baths

1,609

Sq.Ft.

120 Windsor Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

296

Estimated median home price

$274,700
Winchester KY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winchester, Kentucky real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, KY.

Homes for Sale by Price in Winchester, KY

PriceCount
$0 - 100K30
$100K - 200K65
$200K - 300K73
$300K - 400K48
$400K - 500K17
$500K - 600K16
$600K - 700K10
$700K - 800K9
$800K - 900K2
$900K - 1M3
$1M - Max23

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family174
Townhouse4
Condo0
Commercial13
Rental18
Lots and Land92
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms4

(Data as of 6/20/2026)

Information deemed reliable but not guaranteed.

Listing data provided courtesy of the Internet Data Exchange Program of Bluegrass REALTORS.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Bluegrass REALTORS. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 6/21/2026.