443 S Maple Street, Winchester, KY 40391
Downtown · Clark County
Key Facts
Description
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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Structure Type
House
Year Built
1905
Living Area
3,261 sq ft
Lot Size
0.39 acres
Garage Spaces
1
MLS® Listing#
26008225
Property Features
Exterior
Appliances
Cooling
Heating
Flooring
Fireplace
Basement
Parking
Laundry
Fencing
Lot Features
Construction
Foundation
Roof
Windows
Sewer
Water Source
Rooms
- First
- First
- Bathroom 1First
- Bathroom 2Second
- Bedroom 2Second
- Bedroom 3Second
- Bedroom 4Second
- DenFirst
- Dining RoomFirst
- KitchenFirst
- Living RoomFirst
- Utility RoomFirst
Schools
- Elementary:
- Shearer
- Middle:
- Robert Campbell
- High:
- GRC
Financial Details
HOA
None
Parcel Number
054-2018-001-00
Directions
Take Winchester Rd (60) and turn right onto S. Main Street. Turn right onto Belmont Ave. Turn right onto S. Maple. St. Home is located on right-hand side.
Affordability Calculator
$68,000
Estimated monthly payment
$1,810/mo
Principal $272,000 · Est. interest $379,464 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Winchester, KY
- $342,857
- Median Listing Price
- 60
- Median Days on Market
- 2,048
- Median Sq Ft
- $175
- Median Price / Sq Ft
- 114
- Active Listings
- This home’s price is 1% below the area median.
- Its price per sq ft is 40% below the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Winchester, KY.
Location
Points of Interest in Winchester, KY
Showing the Winchester area map.
Nearby Schools
St Agatha Academy
School · 0.2 mi away
Hannah McClure Elementary School
Elementary · 0.4 mi away
Shearer Elementary School
Elementary · 0.7 mi away
Robert D Campbell Pto
Secondary · 0.8 mi away
Kentucky Tech Clark Co Center
School · 0.8 mi away
Fannie Bush Elementary School
Elementary · 0.9 mi away
Phoenix Academy
School · 0.9 mi away
Victory Heights School
School · 1.2 mi away
Central Elementary School
Elementary · 1.4 mi away
Willis H. Justice Elementary School
Elementary · 1.4 mi away
Conkwright Middle School
School · 1.5 mi away
William G. Conkwright Elementary
Elementary · 1.5 mi away
Calvary Christian Church
School · 1.6 mi away
Flutterby Discovery Center
School · 1.8 mi away
Clark County Area Technology Center
Secondary · 2.0 mi away
Clark County Christian School
Elementary · 2.1 mi away
Clark County Public Schools
School · 2.2 mi away
Henry E Baker Intermediate
Secondary · 2.3 mi away
Clark Middle School
School · 2.3 mi away
Strode Station Elementary School
Elementary · 2.4 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 30 Virginia Avenue, Winchester, KY | $239,000 | 3 | 1 | 1,050 |
| 1128-1130 Dale Drive, Winchester, KY | $239,000 | 4 | 4 | 2,072 |
| 3614 Stamper Drive, Winchester, KY | $239,500 | 3 | 2 | 1,247 |
| 22 Apache Trail, Winchester, KY | $239,995 | 3 | 2 | 1,228 |
| 377 Crescent Avenue, Winchester, KY | $247,500 | 3 | 2 | 1,533 |
| 10 Chickadee Lane, Winchester, KY | $249,900 | 3 | 1 | 1,204 |
Moving Cost Estimate
EXIT Agents in Winchester
Listing Courtesy: Keller Williams Commonwealth - 8597212121
Last Updated: 2026-04-17