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USAKYWinchesterThomson Addition382 S Main St
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382 S Main St, Winchester, KY

House

For Sale

Listed price in listed location currency (USD).
$415,000

432

MLS® 26008931

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3310 sqft
Garage Yes
Taxes 
Days Active 1
Lot Size 
Approx. Age 1893
Avg. Price Per Sqft $125
MLS® Number 26008931

Property Address: 382 S Main St, Winchester, KY, 40391-2466

Average square foot calculated using Size range provided by listing agent.

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.
MLS® Number26008931
Laundry LevelMain
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1893
BasementFull, Sump Pump, Unfinished, Walk-Out Access
DrivewayBasement, Driveway, Garage Door Opener, Garage Faces Side
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Other:First FloorNot available
Other:Second FloorNot available
Other:First FloorNot available
Other:Second FloorNot available
Other:First FloorNot available
Other:Second FloorNot available
Other:Second FloorNot available
Other:Second FloorNot available
Other:First FloorNot available
Other:Third FloorNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

Apr 24, 2026List Date
$415,000List Price
  • Commute

Commute

Starting Address
Destination Address
382 S Main St, Winchester, KY

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