443 S Maple Street, Winchester, KY 40391

$350,000
  • 443 S Maple Street, Winchester, KY 40391 Main Photo

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New to the Market Active
BEDS4 BATHS2 full SQUARE FEET3,261 MLS#26008225
STATUS PROPERTY TYPEResidential - Single Family SUBDIVISIONDowntown SCHOOLAdair County - 47

Property 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.

443 S Maple Street | MLS# 26008225

This single family home located at 443 S Maple Street, Winchester, KY 40391 is currently listed for sale with an asking price of $350,000. This property was built in 1905 and has 4 bedrooms and 2 full baths with 3261 sq. ft. S Maple Street is located in the Downtown subdivision within the Adair County - 47 school district. Search Downtown real estate on nealmullins.salliedavidson.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Electric
Fireplaces: 3
Garage: 1
Heating: Forced Air
Lot Size: 0.39 Acres
Roof Type: Shingle
Stories: 2.0
Year Built: 1905

Amenities

Awning(s)

Feature Descriptions

Appliance Features: Dishwasher, Microwave, Refrigerator, Range
Attic: Access Only
Basement Features: Unfinished
Exterior: Vinyl Siding
Fireplace Features: Living Room, Den
Flooring: Carpet, Hardwood, Vinyl
Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
Laundry Features: Electric Dryer Hookup, Main Level, Washer Hookup
Lot Dimensions: 0.390 acre(s)
Lot Features: Many Trees
Parcel #: 054-2018-001-00
Parking Notes: Attached Garage, Basement, Driveway, Garage Door Opener, Off Street, Garage Faces Side
Rooms Total: 12
Structure Type: House
Window Features: Blinds

Local Schools

High School: GRC
Middle School: Robert Campbell
Elementary School: Shearer
School District: Adair County - 47

Listed By / Shown By

Listed By

Agency Name: Keller Williams Commonwealth

Shown By

Agent Name: Neal Mullins
Agent Phone: (606) 309-5715
Agency Title: SALLIE DAVIDSON, REALTORS

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Estimated Payment

$ 1,359.41 per month $1,257.33 Principal & Interest $0.00 Property Tax (data not provided by mls) $102.08 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/18/2026. The listing information on this page last changed on 04/18/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 04/18/2026 12:00:15 AM EST) or Imagine MLS (last updated Fri 04/17/2026 11:15:15 PM EST). Real estate listings held by brokerage firms other than SALLIE DAVIDSON, REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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