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Winchester KY Homes for Sale

Displayed below, and updated from the MLS every 15 minutes, are homes for sale in Winchester, which is located in Clark County.

A quick, 20-minute drive from Lexington can find you amidst spectacular scenery in the city of Winchester. The Kentucky River and historic Howard’s Creek Nature and Heritage Preserve offer a glimpse of the natural wonder of Winchester. And a scenic walk through historic downtown Winchester shows its small-town wonder, with easy access to antique shops, locally owned restaurants, rich architecture and the Bluegrass Heritage Museum. Throughout the year, you can also enjoy annual festivals like the Daniel Boone Pioneer Festival and the Beer Cheese Festival, amongst others. Like it’s gingery soft drink – Ale-8-One – Winchester is a one-of-a-kind treasure you can only find in the Bluegrass.

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Winchester January 21, 2020
96
Listed
120
Avg. DOM
$114.43
Avg. $ / Sq.Ft.
$195,450
Med. List Price
96 Properties
Page 1 of 8
$995,000
Subdivision: Rural
4
Beds
2F11/2
Baths
4,767
Sq.Ft.
1850
Year Built
379
Days on Site
1716087
MLS
Gorgeous historic home with Clark County location, within 20 minute drive to Lexington! Situated on 15 acres surrounded by a horse farm, this home features beautiful hardwood floors, 4 bedrooms, 3...
$848,900
Subdivision: Rural
3
Beds
2
Baths
1,454
Sq.Ft.
1990
Year Built
291
Days on Site
1906947
MLS
Bring your horses!! And your cows, goats, sheep, and alpacas! And your fishing poles, hiking boots and your 4 wheelers! No restrictions! This sprawling 242 acre completely fenced farm can be yours...
4
Beds
4F11/2
Baths
4,126
Sq.Ft.
2003
Year Built
100
Days on Site
1924010
MLS
Warmth and elegance define this executive home on 5 acres in the countryside, just 10 minutes from Hamburg. Graceful entry opens to 2-story living room featuring a wall of windows and doors that open...
4
Beds
4F11/2
Baths
3,889
Sq.Ft.
2004
Year Built
140
Days on Site
1920735
MLS
Country Living close to Downtown Lexington, Hamburg, Winchester and major interstates. 1-1/2 story Executive Home for rent, sale or lease,located on 5 acres. Beautifully appointed - granite counter...
3
Beds
1
Baths
780
Sq.Ft.
9
Days on Site
20000891
MLS
Turn-key horse farm less than 20 minutes to the Horse park and Hamburg!!! Perfect for Thoroughbreds or Show Horses. Three G.1 winners were raised on this farm, including Majesticperfection, First...
$529,900
Subdivision: Downtown
5
Beds
3F11/2
Baths
3,680
Sq.Ft.
2005
Year Built
279
Days on Site
1907730
MLS
Location, Location, Location!! Close to downtown, bypass, and Winchester Country Club. Situated on a quiet cul-de-sac this beautiful two-story brick home with recently updated back yard oasis will...
4
Beds
4F11/2
Baths
5,445
Sq.Ft.
2002
Year Built
175
Days on Site
1917572
MLS
This beautiful executive home with an artist's touch sits nestled in the trees on almost 2 acres. The grand foyer leads you to the formal living and dining rooms. Enjoy entertaining in the large...
$475,000
Subdivision: Thomson Addition
4
Beds
3
Baths
5,516
Sq.Ft.
1954
Year Built
137
Days on Site
1920763
MLS
Relax and enjoy on the serene back screened-in porch. Walk to Winchester's charming downtown to shop, dine or antique. Spacious and elegantly appointed home featuring formal and informal rooms for...
4
Beds
3
Baths
2,860
Sq.Ft.
1996
Year Built
10
Days on Site
20000748
MLS
**Click on the Virtual Tour Section to see a drone video walk-through!** Fall in love with the gorgeous sight lines for miles that overlook your own 10 rolling acres. Located only minutes from I-64,...
$419,000
Subdivision: Stoneybrook
5
Beds
4
Baths
4,520
Sq.Ft.
1998
Year Built
119
Days on Site
1922608
MLS
Completely renovated executive home located in Stoneybrook Subdivision. Home has all the extras expected in a home of this caliber. New bathrooms, Kitchen w/granite and all new appliances, Family...
$399,000
Subdivision: Thomson Addition
4
Beds
2F11/2
Baths
4,970
Sq.Ft.
1808
Year Built
102
Days on Site
1924050
MLS
Thought to be the oldest brick house in Winchester, this gorgeous home offers historic charm and elegance paired with the modern conveniences of today. Features include beautiful hardwood floors,...
$399,000
Subdivision: Stoneybrook
5
Beds
3F11/2
Baths
3,876
Sq.Ft.
1995
Year Built
67
Days on Site
1901406
MLS
New Price on this custom house, just waiting for a new owner to call it home. Individual touches will make this place a show piece with so much natural light. The large open entry foyer will welcome...