205 total properties
Did you mean the neighborhood Winchester?
View 209 Connie Lane Winchester, KY MLS# 26015653
  • Recently Listed
1 of 30
$315,000
4

Beds

3.0

Baths

1,840

Sq.Ft.

209 Connie Lane

Winchester, KY

Bluegrass
View 800 Interstate Drive Winchester, KY MLS# 20111867
$270,000
Studio

Beds

0.0

Baths

800 Interstate Drive

Winchester, KY

Bluegrass
View 304 Newcastle Lane Winchester, KY MLS# 26015267
  • Recently Listed
1 of 25
$275,000
3

Beds

2.1

Baths

1,787

Sq.Ft.

304 Newcastle Lane

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 136 Sturbridge Lane Winchester, KY MLS# 26015181
  • Recently Listed
1 of 26
$279,900
3

Beds

2.1

Baths

1,604

Sq.Ft.

136 Sturbridge Lane

Winchester, KY

Bluegrass
View 25 Oliver Street Winchester, KY MLS# 26014899
  • Recently Listed
1 of 36
$125,000
3

Beds

1.0

Baths

900

Sq.Ft.

25 Oliver Street

Winchester, KY

Bluegrass
View 5127 Combs Ferry Road Winchester, KY MLS# 26014732
$235,000
Studio

Beds

0.0

Baths

5127 Combs Ferry Road

Winchester, KY

Bluegrass
View 6888 Bybee Road Winchester, KY MLS# 26014823
  • Recently Listed
1 of 62
$350,000
1

Beds

1.0

Baths

800

Sq.Ft.

6888 Bybee Road

Winchester, KY

Bluegrass
View 119 Gibson Way Winchester, KY MLS# 26014834
  • Recently Listed
1 of 28
$355,000
4

Beds

2.1

Baths

2,325

Sq.Ft.

119 Gibson Way

Winchester, KY

Bluegrass
View 872 Stratton Lane Winchester, KY MLS# 26014681
  • Recently Listed
1 of 30
$310,000
4

Beds

2.0

Baths

2,285

Sq.Ft.

872 Stratton Lane

Winchester, KY

Bluegrass
View 220 E Washington Street Winchester, KY MLS# 26014553
$155,000
3

Beds

1.0

Baths

1,097

Sq.Ft.

220 E Washington Street

Winchester, KY

Bluegrass
View 18 N Main Street Winchester, KY MLS# 26014568
  • Recently Listed
1 of 22
$199,900
4,300

Sq.Ft.

18 N Main Street

Winchester, KY

Bluegrass
View 122 Spruce Court Winchester, KY MLS# 26014330
  • Recently Listed
1 of 20
$230,000
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
$289,000
3

Beds

2.0

Baths

1,240

Sq.Ft.

110 Buckingham Lane

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
$339,900
4,456

Sq.Ft.

410 W Lexington Avenue

Winchester, KY

Bluegrass
View 8 Monroe Avenue Winchester, KY MLS# 26014053
  • Recently Listed
1 of 35
$329,900
3

Beds

2.0

Baths

1,444

Sq.Ft.

8 Monroe Avenue

Winchester, KY

Bluegrass
View 312 Buffalo Trace Winchester, KY MLS# 26014058
$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

About Winchester

Listings in Winchester, KY

287

Estimated median home price

$280,000
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 - 100K29
$100K - 200K62
$200K - 300K66
$300K - 400K49
$400K - 500K19
$500K - 600K15
$600K - 700K10
$700K - 800K9
$800K - 900K4
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family172
Townhouse4
Condo0
Commercial11
Rental19
Lots and Land85
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home0
Farms7

(Data as of 7/2/2026)

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 7/2/2026.