Downtown -- Winchester KY Real Estate

Included below are homes for sale in Downtown, a neighborhood in Winchester, KY. Downtown is located in the city of Winchester, in Montgomery County.  These Downtown real estate listings are updated daily from the Lexington KY MLS (LBAR).

Want more information about any of these Downtown homes for sale? Just click the "Request More Info" or "Schedule a Showing" button when viewing the details of that property.  As Winchester real estate experts, we not only have access to the property disclosures and past sales history of each property, but the local knowledge to help you interpret them. We can also provide you with dates and prices of nearby homes recently sold in Winchester, and more.

Also, please consider registering for a free account -- doing so will enable you to receive automatic email notifications when new homes come on the market in Downtown.

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$529,900
Bedrooms: 5
Baths: 4
Approx Sq Ft: 3680
702 S Maple
Winchester, KY 40391
MLS #: 1907730
Subdivision: downtown
Location, Location, Location!! Close to downtown, bypass, and Winchester Country Club. Situated on a quiet cul-de-sac this beautiful two-story brick home...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Freedom Realty & Property Management
$365,000
Bedrooms: 4
Baths: 4
Approx Sq Ft: 4658
418 Boone Avenue
Winchester, KY 40391
MLS #: 1910417
Subdivision: downtown
Historic Home on almost an acre lot. Quality craftsman details: multiple crown moldings, large baseboards, huge pocket doors, curving stairway and lovely...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Show Place Realty, Era
$349,900
Bedrooms: 2
Baths: 3
Approx Sq Ft: 2718
405 Boone Avenue
Winchester, KY 40391
MLS #: 1924484
Subdivision: downtown
This beautiful Cape Cod home is the perfect combination of southern living charm, superior craftsmanship, and highly desirable location. Originally designed by...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Re/Max Creative, Winchester
$299,000
Bedrooms: 4
Baths: 3
Approx Sq Ft: 3128
1308 W Lexington
Winchester, KY 40391
MLS #: 1802776
Subdivision: downtown
You may have passed by this house and wondered what it is like. You can now view it and possibly make it your new property. The sellers are offering the home...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Bridgewater Real Estate
$259,900
Bedrooms: 5
Baths: 3
Approx Sq Ft: 3425
7 French Avenue
Winchester, KY 40391
MLS #: 1922126
Subdivision: downtown
This home is located in historic downtown Winchester on a beautiful and established street. 7 French Avenue has ample space for living and entertaining. This...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Keller Williams Greater Lexington
$229,000
Bedrooms: 3
Baths: 2
Approx Sq Ft: 2650
121 Boone Avenue
Winchester, KY 40391
MLS #: 1922946
Subdivision: downtown
Historic charm meets modern convenience. Minutes from downtown, park, schools, and shopping. Hurry this beauty will not last long.
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Coldwell Banker Mcmahan
$199,900
Bedrooms: 4
Baths: 2
Approx Sq Ft: 2312
210 College Street
Winchester, KY 40391
MLS #: 1923738
Subdivision: downtown
Location, Location, Location. Walk to College Park, Winchester's Beautiful Downtown area, churches and so much more. You will see some of the beautiful...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Freedom Realty & Property Management
$199,000
Bedrooms: 4
Baths: 5
Approx Sq Ft: 4240
1004 W Lexington Avenue
Winchester, KY 40391
MLS #: 1921915
Subdivision: downtown
Endless Possibilities!! This home, with apartment, is zoned B-3! This well appointed home would be an excellent location for an office, day care, small...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Rector Hayden, Realtors
$189,900
Bedrooms: 4
Baths: 3
Approx Sq Ft: 1712
310 W Hickman
Winchester, KY 40391
MLS #: 1922681
Subdivision: downtown
This beautiful home was built in 1940 but the spectacular improvements and upgrades have made this home like new again!! The home is a two-story, 4 bedrooms,...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Freedom Realty & Property Management
$179,900
Bedrooms: 4
Baths: 3
Approx Sq Ft: 2769
8 French Avenue
Winchester, KY 40391
MLS #: 1912512
Subdivision: downtown
Gorgeous stately older home located in the historic part of Winchester. Home is in very good condition overall. The larger unit has 3 bedrooms and 1.5 baths...
Contact Brad Johnson at (859) 333-9912 to inquire about this property.
Listing provided courtesy of Re/Max Creative, Winchester
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