443 S Maple Street, Winchester, KY 40391

• 4 beds |
• 2 baths |
• 3,261 sqft

Property 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.

Listing Status:

Active

Date Added:

April 18, 2026

Data Last Updated:

May 21, 2026 at 1:39AM

Listing Office:

Keller Williams Commonwealth : 859-721-2121

MLS ID:

26008225

Interior

• Appliances: Double OvenDishwasherRefrigeratorRange
• Laundry: Electric Dryer HookupMain LevelWasher Hookup
• Basement: Unfinished
• Flooring: CarpetHardwoodVinyl
• A/C: ElectricNone
• Heating: Forced Air
• Fireplace: Living RoomDenFireplaceFireplaces: 3

Exterior

• General: Awning(s)
• Parking: Attached GarageBasementDrivewayGarage Door OpenerOff StreetGarage Faces Side

Construction

• Roofing: Shingle
• Windows: Blinds
• General: Vinyl SidingTwoStone

Location

• Originating MLS: Imagine MLS (Bluegrass REALTORS®)
• School District: Adair County - 47
• County: Clark

Lot

• Zoning: 054-2018-001-00
• View: NeighborhoodView
• Fencing: None

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: Imagine MLS (Bluegrass REALTORS®)