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252 South Highland Street, Winchester, KY 40391

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For Sale

$249,900

3 beds • 2 baths • 1,944 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • Newly Listed
    Time on Century 21

  • $128.55
    Price per square foot

  • Over 50 Years Old
    Age

Explore this Property

Beautifully updated 3-bedroom, 2-bath home in the heart of Winchester! Brand-new siding and a welcoming front porch set the tone. Inside, you'll find a light-filled living room with a decorative fireplace and cozy reading nook, plus refinished hardwood floors throughout most of the main level. The first-floor bedroom has new carpet and easy access to a fully updated full bath. The remodeled kitchen features modern finishes, a built-in pantry, and opens to the back porch and newly paved driveway perfect for bringing in groceries. The dining room is bright and spacious with built-in storage. Upstairs includes a laundry room with closet, utility sink, and attic access for extra storage. You'll also find a bonus room perfect for an office or creative space, and a private primary suite with a walk-in closet and its own full bath. Fresh paint, updated lighting, modernized bathrooms, and a 3-year-old roof add to the appeal. The new gas HVAC (downstairs) adds year-round comfort. Outside, enjoy a fully fenced backyard, concrete driveway and parking pad, a 13X20 outbuilding with 12-ft ceilings and black metal roof, plus a storage shed. Move-in ready. Call today!
MLS# 25016251

Courtesy Of Lake Cumberland Properties, Ltd. Co.

(502) 794-6222

Open Houses

July

27

Sunday

In Person

Sunday, July 27, 2025

2:00PM - 4:00PM

Property Features

  • Age
    Over 50 Years Old
  • Amenities
    Porch, Patio
  • Appliances
    Dishwasher, Dryer, Garbage Disposer, Range, Washer
  • Architecture Style
    Other
  • Exterior Type
    Vinyl Siding
  • Fireplace
    Fireplace
  • Floor Covering
    Carpet, Hardwood, Laminate, Tile
  • Lot Size
    0.16 Acres
  • Rooms
    Dining Room, Kitchen, Living Room

Map and Directions

Directions to 252 South Highland 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

(859) 624-5488
Learn More About Us

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Monthly Payment Breakdown

  • Principle and Interest
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  • Property Taxes
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  • Hazard Insurance
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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.

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