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!
Pending
$249,900
252 S Highland St, Winchester, KY 40391
3beds
1,944sqft
Est.:
Single Family Residence
Built in 1935
6,969.6 Square Feet Lot
$240,600 Zestimate®
$129/sqft
$-- HOA
What's special
Refinished hardwood floorsModern finishesDecorative fireplaceWelcoming front porchPrivate primary suiteRemodeled kitchenParking pad
- 17 days
- on Zillow |
- 2,295 |
- 241 |
Zillow last checked: 7 hours ago
Listing updated: 11 hours ago
Listed by:
Austina Bruton 859-749-7880,
The Howard Realty Co
Source: Imagine MLS,MLS#: 25016251

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Natural Gas
Cooling
- Electric
Appliances
- Included: Electric Water Heater, Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer
- Laundry: Washer Hookup, Electric Dryer Hookup
Features
- Walk-In Closet(s), Dining Area, Bedroom First Floor, Ceiling Fan(s)
- Flooring: Carpet, Hardwood, Laminate, Tile
- Doors: Storm Door(s)
- Windows: Storm Window(s), Screens, Blinds
- Basement: Crawl Space
- Has fireplace: Yes
- Fireplace features: Living Room
Interior area
- Total structure area: 1,944
- Total interior livable area: 1,944 sqft
- Finished area above ground: 1,944
- Finished area below ground: 0
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Patio & porch: Porch, Patio
- Fencing: Wood
- Has view: Yes
- View description: Neighborhood
Lot
- Size: 6,969.6 Square Feet
Details
- Parcel number: 054400101100
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1935
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Downtown
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $129/sqft
- Tax assessed value: $120,500
- Annual tax amount: $1,186
- Date on market: 7/25/2025
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