Historic Homes in Winchester, KY.  Homes for Sale built prior to 1940.

Included below are Historic Homes for sale in Winchester Kentucky Neighborhoods and Subdivisions. If you would like more information on any of these Historic Homes on the Winchester real estate market, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Historic Homes inWinchester Kentucky October 23, 2021
22
Listed
78
Avg. DOM
$81.21
Avg. $ / Sq.Ft.
$189,000
Med. List Price
22 Properties
Page 1 of 2
$189,900
Subdivision: Downtown
4
Beds
2F11/2
Baths
2,892
Sq.Ft.
1940
Year Built
3
Days on Site
20122838
MLS
Tons of house here for the money at 65.00 a square foot it is a fantastic opportunity for someone. Great location as you can walk anywhere downtown in a matter of minutes or drive to the interstate...
$189,000
Subdivision: Rural
4
Beds
2
Baths
2,363
Sq.Ft.
1935
Year Built
8
Days on Site
20122493
MLS
REDUCED Picturesque 6.23 acre, gentleman's farm with woods, wildlife and a stocked pond. This property offers beautiful views from the front porch and back deck. The spacious home offers 4 bdrms...
Pending
131 French Ave Winchester, KY 40391
$335,000
Subdivision: Thomson Addition
4
Beds
3F21/2
Baths
4,223
Sq.Ft.
1920
Year Built
9
Days on Site
20122454
MLS
Do not let the opportunity to own a wonderful piece of Winchester history on French Avenue pass you by! This street is full of restored homes and homes currently being restored. Luckily, this one...
$71,000
Subdivision: South Park Addition
2
Beds
1
Baths
1,321
Sq.Ft.
1940
Year Built
17
Days on Site
20121786
MLS
Perfect Starter Home or Rental Property located conveniently in Winchester City Limits in Clark County.The downtown location and the asking price of the subject property make it a desirable rental...
$115,000
Subdivision: Downtown
3
Beds
2
Baths
1,427
Sq.Ft.
1940
Year Built
22
Days on Site
20121426
MLS
This 1940's 3BR, 2BA home is located within walking distance to college park and would be a great home for an investment property or for someone that is looking for a remodeling job. Home is an...
$75,000
Subdivision: South Park Addition
3
Beds
1
Baths
1,251
Sq.Ft.
1940
Year Built
25
Days on Site
20120896
MLS
Perfect Starter Home or Investment Property located conveniently in Winchester City Limits in Clark County. The home is being sold-is.Home Possession taken with execution and delivery of Deed.
Pending
107 Buckner St Winchester, KY 40391
$42,000
Subdivision: Downtown
2
Beds
1
Baths
1,290
Sq.Ft.
1940
Year Built
26
Days on Site
20120989
MLS
Friends if you have been considering getting into the rental business just waiting for the right house to come along now is your chance. This 2 bed 1 bath home has a block foundation, all the...
Pending
20 French Ave Winchester, KY 40391
$149,000
Subdivision: Downtown
4
Beds
2
Baths
2,318
Sq.Ft.
1930
Year Built
40
Days on Site
20119936
MLS
You will love this beautiful two story home located in the heart of downtown Winchester. Four bedrooms, two bathrooms with beautiful hardwood flooring. Could be used as two units as there is private...
$190,000
Subdivision: Downtown
4
Beds
2
Baths
2,874
Sq.Ft.
1930
Year Built
53
Days on Site
20109205
MLS
Charming older home with lots of space. Conveniently located to shopping, college park and schools! All Brick, 4 large Bedrooms and 2 full baths. Inviting entry with unique doorways and high ceilings....
Pending
517 College St Winchester, KY 40391
$187,000
Subdivision: College Park
3
Beds
2
Baths
2,026
Sq.Ft.
1940
Year Built
62
Days on Site
20118026
MLS
This home has been Seasoned with Love and Care! It's meticulously maintained by owner and her pride in ownership shows! You'll love the clean street appeal but come inside to be surprised at the sq....
Pending
2190 Old Log Lick Rd Rd Winchester, KY 40391
3
Beds
1
Baths
1,527
Sq.Ft.
1909
Year Built
65
Days on Site
20117820
MLS
Come take a piece of the Bluegrass! Perfect small farm to do with as you see fit. This listing includes plats 2190, 2157 and 2005 for a total of 11.22 acres. New shingles replaced in 2021!
Under Contract
221 Belmont Ave Winchester, KY 40391
$400,000
Subdivision: Witherspoon
4
Beds
4
Baths
5,674
Sq.Ft.
1906
Year Built
66
Days on Site
20109425
MLS
Charm, character and elegance describe 221 Belmont, one of three homes built in the downtown area for the Whitherspoon Family in the early 1900's Rarely does an opportunity, so rich with history,...