$1,595,000
- 37 Beds
- 19.5 Baths
- 26,124 Sq Ft
2 N Main St, Winchester, KY 40391
Blanca Cheung Tsubaki Group, LLC
$1,595,000
2 N Main St, Winchester, KY 40391
Blanca Cheung Tsubaki Group, LLC
$251,000
133 S Highland St, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$290,000
16 Central Ave, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$426,000
1028 W Lexington Ave, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$270,000
211 College St, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$388,000
101 E Lexington Ave, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$650,000
202 S Maple St, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$255,000
206 S Maple St, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$295,000
117 Linden Ave, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$292,000
124 S Burns Ave, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$221,000
223 W Hickman St, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$274,000
135 Winn Ave, Winchester, KY 40391
David Espinosa Bluegrass Realty Pros, Inc
$1,350,000
16 Linden Ave, Winchester, KY 40391
Patrick Doyle National Real Estate
$239,900
133 S Burns Ave, Winchester, KY 40391
Josh Wood Freedom Realty & Property Management
$5,646,000
175 Chatham Place, Winchester, KY 40391
Garry Milton Milton and Associates Real Estate
Winchester, KY, the largest city in Clark County, is known for its vibrant community and unique local flavors, including the birthplace of beer cheese and Ale-8-One soda. Main Street is the hub for dining, featuring popular spots like La Trattoria and Loma’s, and the Beer Cheese Trail, which includes around 15 restaurants with signature beer cheese recipes. The city offers practical amenities with nearby grocery stores like Kroger and Walmart Supercenter, and retail options such as TJ Maxx and Lowe’s. Housing in Winchester includes Victorian-era inspired homes and newer subdivisions, with properties often featuring gravel driveways and spacious lawns suitable for gardens. Clark County Public Schools provide strong academic programs, including AP and dual enrollment courses at George Rogers Clark High School. For outdoor activities, residents enjoy Legacy Grove Park, College Park, and Lykins Park, which offer facilities for basketball, tennis, hiking, and disc golf. Winchester hosts annual events like the Beer Cheese Festival and the Daniel Boone Pioneer Festival, attracting visitors with arts, crafts, and food. The Bluegrass Heritage Museum showcases the history of Central Kentucky. Commuting is convenient with Winchester located 16 miles from Lexington and 20 miles from Richmond. The city has a cooperative community spirit, bolstered by investments from younger residents and a thriving local economy.
On average, homes in Winchester, KY sell after 31 days on the market compared to the national average of 52 days. The median sale price for homes in Winchester, KY over the last 12 months is $240,000, up 2% from the median home sale price over the previous 12 months.
In Winchester, there are currently 15 multi-family homes for sale, providing an appealing investment opportunity for buyers. With multi-family homes priced between $221,000 to $5,646,000, there's a range to accomodate every budget. As of September, 2025 the median home price in Winchester is $260,000, while the average sale price is $270,969, offering insights into the local housing market. On average, multi-family homes spend 31 days listed before being sold. Multi-family homes include a variety of property types, from duplexes, triplexes, and fourplexes, to apartment complexes, all within a single building divided to accommodate multiple families living separately. These multi-family properties for sale offer investors the chance to generate rental income. Whether you're considering a duplex for a beginner investment or an apartment complex for a more substantial venture, there are investment properties available to meet your requirements. Explore the range of multi-family homes for sale in Winchester, KY.