Built circa 1918, this home is a spacious slice of Winchesters past, present & future. This house is a downtown, walkable treasure that is sure to make a wonderful home for its next generation of occupants. From here, you can walk downtown to experience the best that Winchester has to offer, Abettor Brewing, Wildcat Willys Distillery, Winchester Farmers Market & Beer Cheese Festival. This home boasts many original features; French doors, gable molding, vintage newel posts & a hand-carved front door that is inviting & is unique to this home. A privacy hedge creates a private getaway while being close to everything. Lexington, Richmond, Paris and Mt. Sterling are easily accessible via I64 & I75. Just 20 minutes from Hamburg & about 45 minutes to Red River Gorge. You can do it all from this centrally located gem. The home features spacious living areas & 1st floor primary bedroom. The 2nd floor has a large bedroom & an unfinished attic area that is roughed in for an additional bed and bath. Let your imagination run free with the possibilities while enjoying the spacious porch, the enclosed sunroom or the large patio. A unfinished, walkout basement rounds out the amenities
Off market
$169,800
107 Jefferson St, Winchester, KY 40391
2beds
1,750sqft
Single Family Residence
Built in 1918
9,583.2 Square Feet Lot
$169,800 Zestimate®
$97/sqft
$1,285 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: August 28, 2025 at 10:43am
Listed by:
Bill Adams 859-302-7878,
Century 21 Pinnacle
Bought with:
Diana C Brooker, 214045
Source: Imagine MLS,MLS#: 22018257
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Natural Gas
Cooling
- Window Unit(s)
Appliances
- Included: Dishwasher, Refrigerator, Range
- Laundry: Electric Dryer Hookup, Washer Hookup
Features
- Eat-in Kitchen, Master Downstairs
- Flooring: Carpet, Hardwood, Laminate
- Basement: Unfinished,Walk-Out Access
- Has fireplace: Yes
- Fireplace features: Insert, Masonry
Interior area
- Total structure area: 0
- Total interior livable area: 1,750 sqft
- Finished area above ground: 1,750
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Patio & porch: Patio, Porch
- Fencing: Chain Link,Partial
- Has view: Yes
- View description: Neighborhood
Lot
- Size: 9,583 sqft
Details
- Parcel number: 054330700700
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Other
- Foundation: Block
- Roof: Shingle
Condition
- New construction: No
- Year built: 1918
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Community & neighborhood
Location
- Region: Winchester
- Subdivision: Downtown