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363 S Main Street, Winchester, KY 40391

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For Sale

$225,000

3 beds • 2 baths • 2,142 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • Newly Listed
    Time on Century 21

  • $105.04
    Price per square foot

  • Over 50 Years Old
    Age

Explore this Property

Built in the 1940s, this 3-bedroom, 2-bath home blends timeless character with thoughtful updates. Enjoy original wood floors, a spiral staircase, a gorgeous fireplace, and an updated kitchen with ample storage. Flexible nooks, a huge master closet, and mudroom add convenience. Outdoor living shines with a covered front porch, oversized back deck, and private backyard. Walk to downtown shops, restaurants, farmers market, and local festivals! Inspection report and details of recent seller updates are available upon request-move in with confidence and enjoy all this home has to offer!
MLS# 25502680

Courtesy Of HomeLand Real Estate Inc

(606) 356-3063

Property Features

  • Age
    Over 50 Years Old
  • Amenities
    Deck, Porch
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range
  • Exterior Type
    Vinyl Siding
  • Fireplace
    Fireplace
  • Floor Covering
    Tile, Hardwood, Carpet
  • Lot Size
    0.49 Acres
  • Rooms
    Dining Room

Map and Directions

Directions to 363 S Main Street, Winchester, KY 40391

Home seller CENTURY 21 Advantage Realty

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Advantage Realty

(606) 451-1021
Learn More About Us

Mortgage Calculator

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Monthly Payment Breakdown

  • Principle and Interest
    $0
  • Property Taxes
    $0
  • Hazard Insurance
    $0
  • Private Mortgage Insurance
    $0
  • HOA Dues
    $0
  • Total Monthly Payment:
    $0

Calculators provided for estimating purposes only. Consult with your lender to determine precise payment requirements.

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Copyright © 2025 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.