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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 December 14, 2019
113
Listed
104
Avg. DOM
$102.29
Avg. $ / Sq.Ft.
$189,500
Med. List Price
113 Properties
Page 1 of 10
$995,000
Subdivision: Rural
4
Beds
2F11/2
Baths
4,767
Sq.Ft.
1850
Year Built
341
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
253
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
62
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
102
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...
5
Beds
3F11/2
Baths
4,936
Sq.Ft.
2012
Year Built
159
Days on Site
1915059
MLS
Luxury Custom Built Ranch Home w/ additional one level home on picturesque 4.5 acres. Main home is 3,244 Sq. Ft. w/ full unfinished basement, 9' ceilings. Spacious rooms, 10' & specialty ceilings on...
$529,900
Subdivision: Downtown
5
Beds
3F11/2
Baths
3,680
Sq.Ft.
2005
Year Built
241
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...
$500,000
Subdivision: Rural
3
Beds
3
Baths
3,736
Sq.Ft.
1920
Year Built
145
Days on Site
1916267
MLS
This turn of the century home is a show stopper & has been meticulously updated throughout. The first floor features a family room w/hardwood flooring; stunning kitchen w/mahogony floor to ceiling...
$495,000
Subdivision: Country Club
5
Beds
4F11/2
Baths
4,876
Sq.Ft.
1977
Year Built
19
Days on Site
1927129
MLS
If you are in search of a multi generational home or need a special place for a caregiver, nanny, etc. to reside on the same premises than this is the treasure you are seeking!! Approximately 8 years...
4
Beds
4F11/2
Baths
5,445
Sq.Ft.
2002
Year Built
137
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
99
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
78
Days on Site
1922861
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,...
5
Beds
3F11/2
Baths
3,763
Sq.Ft.
58
Days on Site
1822117
MLS
Kentucky Riverfront Retreat! Idyllic home with many upgrades and recent remodeling. 5 Bedrooms, 3 1/2 baths, custom kitchen with high grade appliances, large utility/mudroom with dog washing station....