USAKYWinchesterDowntown443 S Maple St
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443 S Maple St, Winchester, KY

House

For Sale

Listed price in listed location currency (USD).
$350,000

421

MLS® 26008225

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3261 sqft
Garage Yes
Taxes 
Days Active 0
Lot Size 
Approx. Age 1905
Avg. Price Per Sqft $107
MLS® Number 26008225

Property Address: 443 S Maple St, Winchester, KY, 40391-2418

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

Description

Full of history and charm, this 1905 home sits on one of Winchester's most beloved and cherished streets, a place where homes like this are held onto for generations. It offers a rare opportunity to own a piece of the past while creating something truly your own. The inviting, oversized front porch sets the tone, perfect for quiet mornings, evening conversations, and the simple moments that make a house a home. Out back, the large, lush yard provides a peaceful setting with plenty of space to gather, garden, or unwind. Inside, the main level offers generous and flexible living space, including a first-floor bedroom, formal living room, den, dining room, kitchen, full bath, and utility area. The standout sunroom is a bright and airy retreat, heated and cooled, with vaulted ceilings, skylights, and beautiful views of the backyard year-round. Upstairs features three bedrooms and a full bath, continuing the home's classic layout (note: no central heat and air on the second floor). An oversized one-car attached garage and ample driveway parking add everyday practicality, something not often found in homes of this era. Being offered as an estate sale, this home has been lovingly cared for over the years and reflects a lifetime of memories. It now awaits its next chapter, someone who will appreciate its history, honor its character, and bring new vision to what it can become.
MLS® Number26008225
Laundry LevelMain
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1905
BasementUnfinished
DrivewayAttached Garage, Basement, Driveway, Garage Door Opener, Garage Faces Side, Off Street
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

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

Price History

-End Date
Not Sold YetSold Price

For Sale

Apr 18, 2026List Date
$350,000List Price
  • Commute

Commute

Starting Address
Destination Address
443 S Maple St, Winchester, KY

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