Built in 1893, this beautifully maintained home is filled with the charm and craftsmanship that's hard to find today, along with the modern updates buyers appreciate. Situated on a corner lot just minutes from historic downtown Winchester, you'll love the walkable location with South Main Grocery & Grill, a local favorite known for its country ham sandwiches and home-cooked meals, right across the street. The Clark County Public Library, College Park, and downtown Winchester's shops, restaurants, and local events are all just a short walk away. Inside, you'll find over 3,300 square feet featuring four bedrooms, three full baths, soaring ceilings, gorgeous hardwood floors, four fireplaces, beautiful original woodwork, and an updated kitchen that complements the home's historic character. Multiple living spaces provide plenty of room for entertaining, working from home, hosting guests, or simply spreading out, plus the convenience of a basement-entry garage. Enjoy your morning coffee or unwind in the evening from the inviting front porch, the perfect spot for a porch swing and visiting with neighbors. Out back, you'll appreciate the screened-in porch overlooking the secluded-feeling backyard, an ideal space for relaxing, grilling, or enjoying a quiet evening outdoors. Homes like this don't come along often. Rich in history, full of character, and ideally located near the heart of downtown, this home offers the perfect mixture of classic architecture, modern updates, and everyday convenience. Enjoy the charm of small-town living while still being an easy commute to Lexington for work, shopping, dining, and entertainment. If you've been dreaming of owning a home with historic charm, modern comforts, and a location that truly lets you enjoy the best of Winchester, this is one you won't want to miss.
Listed By
Agency Name: RE/MAX Creative, Winchester
Shown By
Agent Name: Deborah Campbell
Agent Phone: (606) 599-5774
Agency Title: SALLIE DAVIDSON, REALTORS
Estimated Payment
$ 1,456.51 per month $1,347.13 Principal & Interest $0.00 Property Tax (data not provided by mls) $109.38 Homeowner's InsuranceIf the email address was found in our system, your password has been sent. Please check your inbox.
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382 S Main Street | MLS# 26008931
This single family home located at 382 S Main Street, Winchester, KY 40391 is currently listed for sale with an asking price of $375,000. This property was built in 1893 and has 4 bedrooms and 3 full baths with 3310 sq. ft. S Main Street is located in the Thomson Addition subdivision within the Clark County - 7 school district. Search Thomson Addition real estate on debbie.salliedavidson.com today.