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For sale
  • Price cut: $10K (7/18)
    $239,000

    363 S Main St, Winchester, KY 40391

    3beds
    2,142sqft
    : 
    Single Family Residence
    Built in 1940
    0.49 Acres Lot
    $233,500 Zestimate®
    $112/sqft
    $-- HOA

    What's special

    Timeless characterModern convenienceCozy loft areaInviting layout
    ** Seller is offering a $10,000 credit at close with an acceptable offer!** Welcome to 363 South Main Street in the heart of Winchester, Kentucky! This charming 3-bedroom, 2-bath home offers the perfect blend of timeless character and modern convenience. Built in 1940, the home exudes classic appeal with thoughtful updates that meet today's lifestyle. With 2,142 square feet of living space, there's plenty of room for a growing family to spread out and feel right at home. You'll love the inviting layout, featuring a cozy loft area ideal for relaxing with a good book or creating a quiet retreat. Located just minutes from local schools, shops, and restaurants, this home provides unbeatable convenience in a welcoming community. Don't miss your chance to tour this beautifully maintained gem—schedule your showing today and see why 363 South Main Street could be your perfect next home!
    92 days
    on Zillow
    |
    1,445
    |
    115
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: July 29, 2025 at 10:58am

    Listed by:

    Zachary Otis 606-336-3659,

    HomeLand Real Estate Inc

    Source: Imagine MLS,MLS#: 25009250MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 363 S Main St.

    Next available tour time:Tomorrow at 9am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Rec room
    • Description: There is a spiral staircase that leads to a small loft. The seller's used it for an art room.
    Heating
    • Natural Gas
    Cooling
    • Electric
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
    Features
    • Dining Area, Bedroom First Floor
    • Flooring: Carpet, Hardwood, Tile
    • Has basement: No
    • Has fireplace: Yes
    Interior area
    • Total structure area: 2,142
    • Total interior livable area: 2,142 sqft
    • Finished area above ground: 2,142
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: Driveway
    • Has uncovered spaces: Yes
    Features
    • Levels: One
    • Patio & porch: Porch, Deck
    • Has view: Yes
    • View description: Neighborhood
    Lot
    • Size: 0.49 Acres
    Details
    • Additional structures: Storage
    • Parcel number: 054400204600

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Stone
    • Roof: Composition,Shingle
    Condition
    • Year built: 1940

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Subdivision: Thomson Addition
    HOA
    • Has HOA: No
    Location
    • Region: Winchester

    Financial & listing details

    • Price per square foot: $112/sqft
    • Tax assessed value: $139,500
    • Annual tax amount: $1,373
    • Date on market: 5/5/2025
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