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!
Sold for $244,000 on 09/12/25
$244,000
252 S Highland St, Winchester, KY 40391
3beds
1,944sqft
Single Family Residence
Built in 1935
6,969.6 Square Feet Lot
$244,300 Zestimate®
$126/sqft
$1,741 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: October 12, 2025 at 10:17pm
Listed by:
Austina Bruton 859-749-7880,
The Howard Realty Co
Bought with:
Austina Bruton, 269043
The Howard Realty Co
Source: Imagine MLS,MLS#: 25016251
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Second
Bedroom 1
- Level: First
Bedroom 2
- Level: Second
Bathroom 1
- Description: Full Bath
- Level: First
Bathroom 2
- Description: Full Bath
- Level: Second
Dining room
- Level: First
Dining room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Living room
- Level: First
Utility room
- Level: Second
Heating
- Natural Gas
Cooling
- Electric
Appliances
- Included: Dryer, Disposal, Dishwasher, Refrigerator, Washer, Range
- Laundry: Electric Dryer Hookup, Washer Hookup
Features
- Walk-In Closet(s), Ceiling Fan(s)
- Flooring: Carpet, Hardwood, Laminate, Tile
- Doors: Storm Door(s)
- Windows: Storm Window(s), Blinds, Screens
- 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: Patio, Porch
- Fencing: Wood
- Has view: Yes
- View description: Neighborhood
Lot
- Size: 6,969 sqft
Details
- Parcel number: 054400101100
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Stone
- Roof: Shingle
Condition
- New construction: No
- Year built: 1935
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Location
- Region: Winchester
- Subdivision: Downtown