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382 S Main Street, Winchester, KY 40391

$385,000
  • 382 S Main Street, Winchester, KY 40391 Main Photo

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Active Price Reduced by $10,000 on June 10th, 2026
BEDS4 BATHS3 full SQUARE FEET3,310 MLS#26008931
STATUS PROPERTY TYPEResidential - Single Family SUBDIVISIONThomson Addition SCHOOLClark County - 7

Property Description

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.

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 $385,000. 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 daniel.salliedavidson.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Central Air, Ceiling Fan(s), Electric
Fireplaces: 4
Fuel Type: Gas
Garage: 2
Heating: Forced Air, Natural Gas
Home Style: Colonial
Lot Size: 0.27 Acres
Roof Type: Dimensional Style, Shingle
Stories: 2.0
Year Built: 1893

Amenities

Entrance Foyer
Eat-in Kitchen
Walk-In Closet(s)
Ceiling Fan(s)
Other

Feature Descriptions

Appliance Features: Dryer, Dishwasher, Refrigerator, Washer, Range
Attic: Finished, Permanent Stairs, Walk-In Attic
Basement Features: Full, Sump Pump, Unfinished, Walk-Out Access
Days on Site: 52
Exterior: Vinyl Siding
Fireplace Features: Dining Room, Gas Log, Living Room, Primary Bedroom
Flooring: Carpet, Hardwood, Vinyl
Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
Laundry Features: Electric Dryer Hookup, Main Level, Washer Hookup
Lot Dimensions: 0.270 acre(s)
Lot Features: Landscaped, Many Trees
Parcel #: 054-2021-009-00
Parking Notes: Basement, Driveway, Garage Door Opener, Garage Faces Side
Rooms Total: 14
Structures: Shed(s)
Structure Type: House
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Window Features: Insulated Windows, Skylight(s), Blinds, Screens

Local Schools

High School: GRC
Middle School: Robert Campbell
Elementary School: Shearer
School District: Clark County - 7

Listed By / Shown By

Listed By

Agency Name: RE/MAX Creative, Winchester

Shown By

Agent Name: Daniel Carmack
Agent Phone: (606) 524-7894
Agency Title: SALLIE DAVIDSON, REALTORS

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Estimated Payment

$ 1,495.35 per month $1,383.06 Principal & Interest $0.00 Property Tax (data not provided by mls) $112.29 Homeowner's Insurance

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