Winchester KY Homes & Real Estate

Included below are homes for sale and real estate in Winchester, KY.

If you would like more information on any of these Winchester real estate listings, just click on a property to access the full details. From there, you can request more information or schedule a tour. And we'd be happy to provide you with disclosures, past sales history, dates and prices of properties which have recently sold nearby, and more, so just let us know how we can help!

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Winchester September 29, 2022
76
Listed
53
Avg. DOM
$159.06
Avg. $ / Sq.Ft.
$284,900
Med. List Price
76 Properties
Page 1 of 7
$149,000
Neighborhood: Stuarts Addition
3
Beds
2
Baths
1,655
Sq.Ft.
1940
Year Built
1
Day on Site
22021436
MLS
Got paint? Looking for a home with upside remodeling potential in a great location? Welcome to College St in Winchester, KY just across the street from the newly refurbished Fort Freeman Park and...
$189,900
Neighborhood: Lyndale
3
Beds
1
Baths
1,107
Sq.Ft.
1968
Year Built
1
Day on Site
22021621
MLS
This is the home you've been waiting for! Check out this adorable ranch on a full walkout basement in Winchester's Lyndale Subdivision. Upstairs you will find 3 nicely sized bedrooms and 1 full...
$509,900
Neighborhood: Rural
3
Beds
2
Baths
1,755
Sq.Ft.
2017
Year Built
2
Days on Site
22021607
MLS
Impressive Farm, Beautiful Views, Relax on the Porch or take a walk to the pond, waive at the neighbors as they pass, Come home to this well-manicured farm! Beautiful well maintained home features 3...
$145,000
Neighborhood: Hale Heights
2
Beds
1F11/2
Baths
1,682
Sq.Ft.
1990
Year Built
3
Days on Site
22021511
MLS
This is perfect for a starter home or possible rental. Home consist of 2 bedroom 1.5 baths, Great Room with cathedral ceilings, and kitchen with all appliances. Backyard has a deck and small attached...
$176,600
Neighborhood: Poynterville
3
Beds
2
Baths
1,152
Sq.Ft.
1996
Year Built
4
Days on Site
22021373
MLS
This well-maintained home is move in ready! This home is conveniently located approximately 5 minutes from the Bypass(Kroger, Walmart, Lowes) and approximately 25 minutes to Hamburg Shopping. You...
$198,000
Neighborhood: Rural
3
Beds
1
Baths
1,228
Sq.Ft.
1900
Year Built
4
Days on Site
22021369
MLS
Gorgeous Fully Renovated Ranch Home In The Country With A Big Fully Fenced Backyard, Expansive Deck, Front Wrap-Around Porch And A Wood Burning Fireplace!!! This Property Features All New Flooring...
$339,900
Neighborhood: Stoneybrook
4
Beds
3
Baths
3,249
Sq.Ft.
1985
Year Built
4
Days on Site
22021382
MLS
This 4-Bedroom, 3-Bathroom home is quietly nestled in the Stoneybrook subdivision. With recently finished basement this home boasts great square footage, new flooring, and so much more. Multiple...
$424,900
Neighborhood: Stoneybrook
3
Beds
3F11/2
Baths
4,272
Sq.Ft.
1983
Year Built
5
Days on Site
22021328
MLS
This is the home you've been waiting to be listed! A gorgeous brick ranch home on a finished walk-out basement! Located in Stoney Brook on a half acre corner lot with beautiful manicured landscaping...
Open 10/2
1924 Wades Mill Rd Winchester, KY 40391
$749,900
Neighborhood: Rural
4
Beds
2F11/2
Baths
2,514
Sq.Ft.
1993
Year Built
6
Days on Site
22020895
MLS
Beautiful, private and peaceful are the best words to describe this country paradise home located in the heart of the Bluegrass. You can enjoy watching the sunrise every morning from the front porch...
$319,900
Neighborhood: Rural
5
Beds
2F11/2
Baths
2,520
Sq.Ft.
1940
Year Built
6
Days on Site
22021321
MLS
This home should check a LOT of your boxes! This is YOUR chance to enjoy the serenity and privacy of living in the country, yet less than 5 miles from Winchester! Sit on the screened-in front porch...
$143,000
Neighborhood: North Park
2
Beds
1
Baths
840
Sq.Ft.
1945
Year Built
7
Days on Site
22021203
MLS
Adorable two bed, one bathroom home in the heart of Winchester. Covered porch and fenced in back yard awaits for first time home buyers or investors!
$207,500
Neighborhood: Holiday Hills
3
Beds
1
Baths
1,513
Sq.Ft.
1970
Year Built
7
Days on Site
22021226
MLS
All brick ranch on a partially finished basement in the popular Holiday Hills subdivision! This 3 bed, 1 bath home is move-in ready and located on a large corner lot. Kitchen includes new granite...