363 S Main Street, Winchester, KY 40391

• 3 beds |
• 2 baths |
• 2,142 sqft

Property Description

Back on Market! Welcome to 363 South Main Street in the heart of downtown Winchester, KY—this spacious 3-bedroom, 2-bath home offers 2,142 square feet of character, updates, and convenience. Ideally located close to all local amenities and just 5 minutes from I-64, you'll enjoy easy access to shopping, dining, and commuting. The home features beautiful hardwood floors and an updated kitchen with plenty of cabinet space, perfect for everyday living and entertaining. Recent improvements include a new roof, soffit, and gutters, along with an updated HVAC system, fresh exterior paint, professional pressure washing, and refreshed landscaping—making this property truly move-in ready. A versatile loft space provides additional storage or future potential, while the covered front porch, back deck, and fenced backyard create the perfect setup for relaxing or hosting guests. This is a rare opportunity to own a well-updated home in a prime downtown location.

Listing Status:

Pending

Date Added:

April 29, 2026

Data Last Updated:

May 21, 2026 at 12:40AM

Listing Office:

HomeLand Real Estate Inc : 606-755-7065

MLS ID:

26009123

Interior

• General: Eat-in KitchenPrimary First FloorWalk-In Closet(s)Ceiling Fan(s)
• Appliances: RefrigeratorCooktopOven
• Basement: Crawl Space
• Flooring: CarpetHardwoodTile
• A/C: Ceiling Fan(s)Electric
• Heating: ElectricNatural Gas

Exterior

• General: Shed(s)
• Other Structures: Shed(s)
• Parking: DrivewayOff Street

Construction

• Roofing: Shingle
• Windows: BlindsScreens
• General: Vinyl SidingOneConcrete PerimeterStone

Location

• Originating MLS: Imagine MLS (Bluegrass REALTORS®)
• School District: Clark County - 7
• County: Clark

Lot

• Zoning: 054-4002-046-00
• View: NeighborhoodView
• Fencing: Wood

Utilities

• Utilities: Electricity ConnectedSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Imagine MLS (Bluegrass REALTORS®)