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An older home that offers the charm & character of days gone bye but has many updates of today. Step into a world of timeless charm and modern comfort with this meticulously maintained historic home. From the moment you enter, you'll be captivated by the enchanting character that fills every corner.
As you cross the threshold, beautiful hardwood floors lead the way into a spacious living room and dining area, where accent columns add an elegant touch to the ambiance. Natural light pours in through large windows, illuminating the space and creating a warm, inviting atmosphere. The charm of yesterday w/updated kitchen & first floor bath. The Primary Bedroom on 1st floor has original pocket doors and a leaded glass window. Upstairs, three bedrooms offer peaceful retreats, each adorned with unique features that add to the home's allure. A sleeping porch off the primary bedroom invites you to indulge in moments of tranquility while soaking in the beauty of historic Main Street. Step outside in back to discover a covered porch with a charming brick floor, perfect for relaxing and enjoying the serene surroundings.
Sold for $249,500 on 07/19/24
$249,500
335 S Main St, Winchester, KY 40391
4beds
1,968sqft
Single Family Residence
Built in 1920
8,276.4 Square Feet Lot
$258,800 Zestimate®
$127/sqft
$1,893 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: August 28, 2025 at 10:26pm
Listed by:
Shari Frasure 859-229-5945,
Keller Williams Commonwealth
Bought with:
Kelley M Nisbet, 248613
Coldwell Banker McMahan
Source: Imagine MLS,MLS#: 24006544
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Second
Bedroom 1
- Level: Second
Bedroom 2
- Level: Second
Bathroom 1
- Description: Full Bath, Shower enclosure
- Level: First
Bathroom 2
- Description: Full Bath, Claw Foot Tub Shower
- Level: First
Dining room
- Level: First
Dining room
- Level: First
Family room
- Level: First
Family room
- Level: First
Kitchen
- Level: First
Heating
- Heat Pump, Zoned
Cooling
- Heat Pump
Appliances
- Included: Dishwasher, Microwave, Refrigerator, Range
- Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
Features
- Eat-in Kitchen, Master Downstairs, Walk-In Closet(s), Ceiling Fan(s)
- Flooring: Hardwood, Vinyl
- Doors: Storm Door(s)
- Windows: Insulated Windows
- Basement: Crawl Space
- Has fireplace: No
Interior area
- Total structure area: 1,968
- Total interior livable area: 1,968 sqft
- Finished area above ground: 1,968
- Finished area below ground: 0
Property
Parking
- Parking features: Driveway, Off Street
- Has uncovered spaces: Yes
Features
- Levels: Two
- Patio & porch: Deck, Patio, Porch
- Fencing: None
- Has view: Yes
- View description: Neighborhood
Lot
- Size: 8,276 sqft
Details
- Parcel number: 054400205000
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Craftsman
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Block
- Roof: Metal
Condition
- New construction: No
- Year built: 1920
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Water Connected
Community & neighborhood
Community
- Community features: Park, Tennis Court(s), Pool
Location
- Region: Winchester
- Subdivision: Downtown