443 S Maple Street, Winchester, KY 40391

$340,000
Property Type: Residential Bedrooms: 4 Baths: 2 Square Footage: 3,261 Lot Size (sq. ft.): 16,988 Status: Active
Current Price: $340,000 List Date: 4/18/2026 Last Modified: 6/08/2026

Overview

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 overs ...

Listing Details MLS# 26008225

Listing Information

Comp Sale YN
No
Property Sub Type
Single Family Residence

Status Change Information

Price Change Timestamp
2026-06-08T18:23:07Z
Status Change Timestamp
2026-04-18

Address

County
Clark
Street Number
443
Street Direction Prefix
S
Street Name
Maple
Street Suffix
Street
State
KY
Zip Code
40391
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.
Parcel Number
054-2018-001-00

Contract

Original List Price
350000
Start Showing Date
2026-04-18
Listing Contract Date
2026-04-17
Listing Agreement
Exclusive Right To Sell
Occupant Type
Vacant
Office Exclusive YN
No
List Price/SqFt
104.26

Tax Legal

MLS Area Major
007 - Clark County
Subdivision Name
Downtown
High School District
Adair County - 47

Interior

Bedrooms Total
4
Bathrooms Total
2
Bathrooms Full
2
Above Grade Finished Area
3261
Living Area
3261
Living Area Source
Public Records
Basement YN
Yes
Fireplace YN
Yes
Fireplaces Total
3

More Information

Parking Information

Garage YN
Yes
Garage Spaces
Yes
Carport YN
No

Building

Year Built
1905
Accessibility Features YN
No

Lot

Lot Size Source
Public Records
Lot Size Acres
0.39
Lot Size Square Feet
16988.4
Pool Private YN
No
View YN
Yes
Waterfront YN
No
Water Body Access YN
No
Horse YN
No

Utilities

Cooling YN
Yes
Heating YN
Yes

Remarks

Public Remarks
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.

Amenity Fee Details

Amenity Fee YN
No

Room Types

Bathroom 1 Level
First
Bathroom 2 Level
Second
Bedroom 2 Level
Second
Bedroom 3 Level
Second
Bedroom 4 Level
Second
Den Level
First
Dining Room Level
First
Kitchen Level
First
Living Room Level
First
Other Level
First
Primary Bedroom Level
First
Utility Room Level
First

Property Features

Appliances: Dishwasher; Double Oven; Range; Refrigerator Attic Features: Access Only Basement: Unfinished Construction Materials: Vinyl Siding Cooling: Electric; None Exterior Features: Awning(s) Fencing: None Fireplace Features: Den; Living Room Flooring: Carpet; Hardwood; Vinyl Foundation Details: Stone Heating: Forced Air Laundry Features: Electric Dryer Hookup; Main Level; Washer Hookup Levels: Two Lot Features: Many Trees Parking Features: Attached Garage; Basement; Driveway; Garage Door Opener; Garage Faces Side; Off Street Patio And Porch Details: Covered Porch Patio And Porch Features: Porch Possession: Close Of Escrow Roof: Shingle Sewer: Public Sewer Structure Type: House View: Neighborhood Water Source: Public Window Features: Blinds Showing Requirements: Showing Service Room Types: Bathroom 1; Bathroom 2; Bedroom 2; Bedroom 3; Bedroom 4; Den; Dining Room; Kitchen; Living Room; Other; Primary Bedroom; Utility Room

Room Information

Room Name Level Remarks
Primary Bedroom First
Kitchen First
Dining Room First
Other First Sun Room
Bathroom 1 First Full Bath
Den First
Living Room First
Bedroom 2 Second
Bedroom 3 Second
Bedroom 4 Second
Bathroom 2 Second Full Bath
Utility Room First in closet by full bath
Listing Office: Keller Williams Commonwealth
Last Updated: June - 08 - 2026
Information deemed reliable but not guaranteed.