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Homes for Sale in Downtown Winchester

Learn about homes for sale in Downtown Winchester. Many homes can be found in Downtown Winchester, Kentucky. You can search the Lexington MLS Listings below for all Downtown Winchester homes for sale.

32 Properties Found. Showing 1-12
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636 Lexington Avenue
Winchester, KY 40391
636 Lexington Avenue Winchester, KY 40391
 
$80,000
Subdivision: Downtown
BEDS
3
BATHS
2
SQ.FT.
2,028
BUILT
1945
ON SITE
3Days
MLS
1814049
This home is located within walking distance of Historic Downtown Winchester. It is on a large corner lot. And with a little TLC this could be your new home. Make an appointment to see this house...
740 Bypass Road
Winchester, KY 40391
740 Bypass Road Winchester, KY 40391
 
$1,250
Subdivision: Downtown
SQ.FT.
790
ON SITE
20Days
MLS
1812197
End unit available in very busy shopping center with a lot of traffic. Easy to view, call listing agent to set up private showing.
740 Bypass Road
Winchester, KY 40391
740 Bypass Road Winchester, KY 40391
 
$1,100
Subdivision: Downtown
SQ.FT.
948
ON SITE
20Days
MLS
1812202
Very busy shopping center with a lot of traffic. This unit can also be combined with the unit next door for a larger space. Easy to view, call listing agent to set up private showing.
740 Bypass Road
Winchester, KY 40391
740 Bypass Road Winchester, KY 40391
 
$1,500
Subdivision: Downtown
SQ.FT.
964
ON SITE
20Days
MLS
1812204
Very busy shopping center with a lot of traffic. This unit comes equipped with some restaurant equipment and seating. This unit can also be combined with the unit next door for a larger space....
405 W Lexington Avenue
Winchester, KY 40391
405 W Lexington Avenue Winchester, KY 40391
1 of 32
$249,900
Subdivision: Downtown
SQ.FT.
2,993
ON SITE
25Days
MLS
1812114
Spacious,Over 2990 sq ft of Living Space,Two Story Home Featuring 4 Bedrooms,2 Full Baths,Located Close to Downtown,Shopping,and Minutes from I-64.Built in the 1940's,This Family Friendly Home Has...
405 W Lexington Avenue
Winchester, KY 40391
405 W Lexington Avenue Winchester, KY 40391
1 of 32
$249,900
Subdivision: Downtown
BEDS
4
BATHS
2
SQ.FT.
2,993
BUILT
1945
ON SITE
26Days
MLS
1811939
Spacious,Over 2990 sq ft of Living Space,Two Story Home Featuring 4 Bedrooms,2 Full Baths,Located Close to Downtown,Shopping,and Minutes from I-64.Built in the 1940's,This Family Friendly Home Has...
134 S Maple
Winchester, KY 40391
134 S Maple Winchester, KY 40391
1 of 19
$850
Subdivision: Downtown
SQ.FT.
1,078
ON SITE
35Days
MLS
1805541
If you love charming and historic properties, this place is perfect! Its set up for a small office user. Conveniently located in downtown Winchester with plenty of parking!! There is also additional...
27 Boone Avenue
Winchester, KY 40391
27 Boone Avenue Winchester, KY 40391
1 of 19
$149,000
Subdivision: Downtown
SQ.FT.
4,018
ON SITE
35Days
MLS
1620577
Money maker, rent one side and live in the other or rent both sides.This home is close to downtown and the park.Home has lots of hardwood and many extras.This home has much to offer, don't let it get...
127 S Highland
Winchester, KY 40391
127 S Highland Winchester, KY 40391
 
$130,900
Subdivision: Downtown
SQ.FT.
3,608
ON SITE
41Days
MLS
1802041
Nice 4 unit apartment building located within walking distance of downtown. Long term tenants, large yard, laundry facilities.
17 Phillips Court
Winchester, KY 40391
17 Phillips Court Winchester, KY 40391
 
$175,000
Subdivision: Downtown
SQ.FT.
3,928
ON SITE
41Days
MLS
1802044
5 unit apartment building just off Lexington Avenue. Walking distance of downtown and College Park. Owner/agent
122 E Broadway Street
Winchester, KY 40392
122 E Broadway Street Winchester, KY 40392
1 of 25
$174,900 ( $10,000 )
Subdivision: Downtown
BEDS
4
BATHS
2
SQ.FT.
2,152
BUILT
N/A
ON SITE
41Days
MLS
1810529
Beautiful older home in downtown Winchester, Ky.featureing 4 bedrooms, 2 full baths, formal dinning beautiful entry foyer with harth room off to right,6 fireplaces, beautiful woodwork, 10 foot...
14 French Avenue
Winchester, KY 40391
14 French Avenue Winchester, KY 40391
1 of 22
$309,000 ( $20,000 )
Subdivision: Downtown
BEDS
5
BATHS
3
SQ.FT.
3,316
BUILT
1918
ON SITE
48Days
MLS
1809619
Get back to the South with this re-imagined, reconfigured, re-purposed, remodeled and revitalized modern American farmhouse. New roof, flashing, eaves and gutters. New windows and porches. New...