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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.

37 Properties Found. Showing 1-12
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356 Hill Street
Winchester, KY 40391
356 Hill Street Winchester, KY 40391
 
$69,000
Subdivision: Downtown
BEDS
2
BATHS
1
SQ.FT.
928
BUILT
1940
ON SITE
2Days
MLS
1819090
House has been renovated, new walls, floors and carpet and entry doors. Updated plumbing and electric. New wall cabinets. Gas furnace. Has been a rental property. Home inspections welcome Gravel...
18 N Main
Winchester, KY 40391
18 N Main Winchester, KY 40391
1 of 4
$149,000
Subdivision: Downtown
SQ.FT.
7,800
ON SITE
4Days
MLS
1802900
Wonderful opportunity to own a building in downtown Winchester! Tin ceilings, hardware floors, parking, this building has it all!! AND it's located in the up and coming Art's District. Call me and...
114 Jefferson
Winchester, KY 40391
114 Jefferson Winchester, KY 40391
 
$51,900
Subdivision: Downtown
SQ.FT.
1,680
ON SITE
6Days
MLS
1800221
Investors! Front porch has been replaced. Back door has been replaced. Includes stove, washer and dryer. New carpet in areas on larger side. New Shower. New blinds, new paint... Multiple repairs have...
278 S Main Street
Winchester, KY 40391
278 S Main Street Winchester, KY 40391
1 of 48
$95,000
Subdivision: Downtown
BEDS
3
BATHS
2
SQ.FT.
1,812
BUILT
N/A
ON SITE
7Days
MLS
1806252
Investment Opportunity!! FULL Walk-up Basement! This awesome house features 3 bedrooms and 2 baths! The first floor has it's own living room, kitchen and two bedrooms! The second floor also features...
1 Robb Court
Winchester, KY 40391
1 Robb Court Winchester, KY 40391
1 of 11
$81,000
Subdivision: Downtown
BEDS
3
BATHS
1
SQ.FT.
1,075
BUILT
1970
ON SITE
7Days
MLS
1815674
Attention Investors: Only 1 mile from Interstate 64 and Only 15 minutes from Hamburg... Featuring 3 Bedrooms, Updated Kitchen, Real Hardwood Floors, tall crawlspace on a large lot located on a dead...
143 Lana Lane
Winchester, KY 40391
143 Lana Lane Winchester, KY 40391
1 of 59
$1,350 / month
Subdivision: Downtown
BEDS
3
BATHS
3
SQ.FT.
N/A
BUILT
1975
ON SITE
7Days
MLS
1818589
Executive, All Electric Custom Home with 3 Bedrooms, 2 1/2 Baths, Over 2700 sq ft, Located on Quiet Cul-de-Sac Street with Fully Fenced in Backyard. $1350.00 Per Month, $1350.00 Deposit. PET...
44 Fitch Avenue
Winchester, KY 40391
44 Fitch Avenue Winchester, KY 40391
1 of 37
$239,900
Subdivision: Downtown
BEDS
4
BATHS
4
SQ.FT.
2,832
BUILT
1940
ON SITE
7Days
MLS
1818681
Folks this CHARMING 2 story home located in downtown Winchester is calling it's new owners. This home has been very well maintained and it shows. Filled with charm offering kitchen with granite...
118 Jefferson Street
Winchester, KY 40391
118 Jefferson Street Winchester, KY 40391
1 of 32
$35,000
Subdivision: Downtown
BEDS
4
BATHS
2
SQ.FT.
2,124
BUILT
1890
ON SITE
12Days
MLS
1816467
This home has lots of charm and personality. Do your own work and have a unique home with lots of character. Nice partially fenced backyard with alley access. Very unique bath room finish, one of a...
8 Court Street
Winchester, KY 40391
8 Court Street Winchester, KY 40391
1 of 46
$135,000
Subdivision: Downtown
SQ.FT.
12,640
ON SITE
24Days
MLS
1703228
The Fraternity Building! Once home of the Masons, this elegant property was used also by the local Fraternity's and Sorority's of Winchester. The grand ballroom on the 3rd floor has been virtually...
134 S Maple
Winchester, KY 40391
134 S Maple Winchester, KY 40391
1 of 12
$650 / month
Subdivision: Downtown
BEDS
1
BATHS
1
SQ.FT.
1,078
BUILT
N/A
ON SITE
32Days
MLS
1816470
If you love charming and historic properties, this place is perfect! Beautiful hardwood floors, big rooms and fireplaces.
25 Oliver Street
Winchester, KY 40391
25 Oliver Street Winchester, KY 40391
1 of 21
$59,900
Subdivision: Downtown
BEDS
3
BATHS
1
SQ.FT.
1,012
BUILT
1940
ON SITE
34Days
MLS
1816226
Great opportunity to purchase an affordable investment property or great first home!! This 3 bed and 1 full bath ranch is now available in the heart of Winchester. The owner has just added a fresh...
239 E Broadway Street
Winchester, KY 40391
239 E Broadway Street Winchester, KY 40391
1 of 4
$139,000
Subdivision: Downtown
BEDS
4
BATHS
3
SQ.FT.
2,788
BUILT
1935
ON SITE
34Days
MLS
1723492
Great bones and ready for a family...First floor has large living room, dining room and kitchen. There is also a breakfast room and another wonderful room that could be a den, library or office and a...