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About This Home
This 4-bedroom, 2-bathroom single family at 443 S Maple Street in Winchester, KY is listed for $350,000 ($107 per sqft). Built in 1905, the home offers 3,261 sqft of living space on a 0.39 acres lot.
Full of history and charm, this 1905 home sits on one of Winchester's most beloved and cherished streets, a place where homes like this are held onto for generations. It offers a rare opportunity to own a piece of the past while creating something truly your own.
The inviting, oversized front porch sets the tone, perfect for quiet mornings, evening conversations, and the simple moments that make a house a home. Out back, the large, lush yard provides a peaceful setting with plenty of space to gather, garden, or unwind.
Inside, the main level offers generous and flexible living space, including a first-floor bedroom, formal living room, den, dining room, kitchen, full bath, and utility area. The standout sunroom is a bright and airy retreat, heated and cooled, with vaulted ceilings, skylights, and beautiful views of the backyard year-round.
Upstairs features three bedrooms and a full bath, continuing the home's classic layout (note: no central heat and air on the second floor). An oversized one-car attached garage and ample driveway parking add everyday practicality, something not often found in homes of this era.
Being offered as an estate sale, this home has been lovingly cared for over the years and reflects a lifetime of memories. It now awaits its next chapter, someone who will appreciate its history, honor its character, and bring new vision to what it can become.
Key Features
- Built in 1905
- 0.39 acre lot
- 2 stories
- Fireplace
Property Details
Amenities
Monthly Cost Estimate
$1,872/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
443 S Maple Street
Winchester, KY 40391
Downtown
Features & Amenities
Exterior Features
Property Details
Flooring
Construction
Parking
Heating
Cooling
Appliances
Questions & Answers
This 4-bedroom, 2-bathroom single family at 443 S Maple Street is listed at $350,000 ($107/sqft). The estimated monthly payment is $1,517 based on 20% down at 6.5% interest.
Key features include: Built in 1905, 0.39 acre lot, 2 stories, Fireplace. Exterior Features: Awning(s).
This property is listed by Terra Long and can be reached at 8597077366 or tlongrealestate@gmail.com.






























































