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About This Home
This 4-bedroom, 3-bathroom single family at 382 S Main Street in Winchester, KY is listed for $395,000 ($119 per sqft). Built in 1893, the home offers 3,310 sqft of living space on a 0.27 acres lot.
Spacious and full of character, this unique 4 bedroom, 3 bath home sits on a corner lot on South Main right across from the iconic South Main Grocery. Inside, you are welcomed by a two story foyer and a layout that offers flexibility with a living room, main level bedroom, full bath, and a dining room that could also function as an office with double doors.
The kitchen has space for eat in dining and connects to the laundry room, with access to the screened in porch, private hot tub area, and fenced backyard. A second staircase in the rear adds to the home's charm and functionality. Upstairs features a sitting area, the primary bedroom, and additional bedrooms with access to a shared full bath complete with a clawfoot tub.
The finished attic or loft offers great bonus space that could be used as a fourth bedroom, rec room, or guest area and includes another full bath with a jacuzzi tub, along with unfinished attic space for additional storage. The basement level provides a large unfinished area for storage and includes an attached garage.
Outside, you will find a covered side porch, a spacious side yard, a fenced backyard, and a storage shed. There is plenty of parking with a front parking pad and an extended side driveway. The home features a mix of flooring throughout and is filled with character including original doors, knobs, mantels, and four working fireplaces.
Key Features
- Built in 1893
- 0.27 acre lot
- 2 stories
- Fireplace
Property Details
Amenities
Monthly Cost Estimate
$2,113/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
382 S Main Street
Winchester, KY 40391
Thomson Addition
Features & Amenities
Interior Features
Property Details
Flooring
Construction
Parking
Heating
Cooling
Appliances
Questions & Answers
This 4-bedroom, 3-bathroom single family at 382 S Main Street is listed at $395,000 ($119/sqft). The estimated monthly payment is $1,712 based on 20% down at 6.5% interest.
Key features include: Built in 1893, 0.27 acre lot, 2 stories, Fireplace. Interior Features: Entrance Foyer, Eat-in Kitchen, Walk-In Closet(s).
This property is listed by Michelle R Blackburn and can be reached at 8597075955 or michelle@michelleblackburn.com.








