$350,000

443 S Maple St Winchester, KY 40391

Estimated payment $2,026/month

Total Views 11,303
4 Beds
2 Baths
3,261 Sq Ft
$107 Price per Sq Ft

Highlights

  • Living Room with Fireplace
  • Wood Flooring
  • No HOA
  • Vaulted Ceiling
  • Main Floor Primary Bedroom
  • Neighborhood Views

About This Home

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.

Listing Agent

Terra Long

Keller Williams Commonwealth License #216445 Listed on: 04/18/2026

Keller Williams Commonwealth

Co-Listing Agent

Shane Underwood

Keller Williams Commonwealth License #215563

Home Details

Home Type

  • Single Family

Year Built

  • Built in 1905

Lot Details

  • 16,988 Sq Ft Lot
  • Many Trees

Parking

  • 1 Car Attached Garage
  • Basement Garage
  • Side Facing Garage
  • Garage Door Opener
  • Driveway
  • Off-Street Parking

Home Design

  • Stone Foundation
  • Shingle Roof
  • Vinyl Siding

Interior Spaces

  • 3,261 Sq Ft Home
  • 2-Story Property
  • Vaulted Ceiling
  • Blinds
  • Living Room with Fireplace
  • 3 Fireplaces
  • Dining Room
  • Den with Fireplace
  • First Floor Utility Room
  • Utility Room
  • Neighborhood Views
  • Attic Access Panel
  • Unfinished Basement

Kitchen

  • Double Oven
  • Dishwasher

Flooring

  • Wood
  • Carpet
  • Vinyl

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary Bedroom on Main
  • Bathroom on Main Level
  • 2 Full Bathrooms

Laundry

  • Laundry on main level
  • Washer and Electric Dryer Hookup

Outdoor Features

  • Covered Patio or Porch
  • Awning

Schools

  • Shearer Elementary School
  • Robert Campbell Middle School
  • Grc High School

Utilities

  • Forced Air Heating System

Community Details

  • No Home Owners Association
  • Downtown Subdivision

Listing and Financial Details

  • Assessor Parcel Number 054-2018-001-00

Home Details

Home Type

Single Family

Year Built

Built in 1905

Lot Details

0.39 Acres

Parking

1

Listing Details

  • Property Type: Residential
  • Property Sub-Type: Single Family Residence
  • Structure Type: House
  • Year Built: 1905
  • Above Grade Finished Sq Ft: 3261.0
  • Levels: Two
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Double Oven, Dishwasher, Refrigerator, Range
  • Flooring: Carpet, Hardwood, Vinyl
  • Full Bathrooms: 2
  • Total Bathrooms: 2
  • Basement: Unfinished
  • Basement: Yes
  • Total Bedrooms: 4
  • Fireplace Features: Living Room, Den
  • Fireplace: Yes
  • Total Fireplaces: 3
  • LivingArea: 3261.0
  • Lot Size Area: 0.39
  • Window Features: Blinds

Exterior Features

  • Exterior Features: Awning(s)
  • Roof: Shingle
  • Construction Materials: Vinyl Siding
  • Fencing: None
  • Foundation Details: Stone
  • Horse: No
  • List Price: 350000.0
  • Lot Features: Many Trees
  • Pool Private: No
  • View: Neighborhood
  • View YN: Yes
  • Waterfront: No

Garage/Parking

  • Attached Garage: No
  • Carport: No
  • Garage Spaces: 1.0
  • Garage: Yes
  • Parking Features: Attached Garage, Basement, Driveway, Garage Door Opener, Off Street, Garage Faces Side

Utilities

  • Sewer: Public Sewer
  • Heating: Forced Air
  • Cooling: Electric, None
  • Cooling: Yes
  • Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Main Level, Washer Hookup
  • Water Source: Public

Condo/Co-op/Association

  • Association: No

Schools

  • Elementary School: Shearer
  • High School: GRC
  • Middle or Junior School: Robert Campbell

Lot Info

  • Lot Size Acres: 0.39
  • Lot Size Sq Ft: 16988.4
  • Parcel Number: 054-2018-001-00

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $1,912 $199,000 $40,000 $159,000
2024 $1,287 $175,000 $40,000 $135,000
2023 $1,260 $175,000 $0 $0
2022 $1,325 $175,000 $0 $0
2021 $1,321 $175,000 $0 $0
2020 $1,336 $175,000 $0 $0
2019 $1,342 $175,000 $0 $0
2018 $1,343 $175,000 $0 $0
2017 $1,348 $175,000 $0 $0
2016 $202 $175,000 $0 $0
2015 $1,327 $175,000 $0 $0
2013 -- $139,000 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
04/18/2026 04/18/26 For Sale $350,000 -- $107 / Sq Ft
Source: ImagineMLS (Bluegrass REALTORS®)

Source: ImagineMLS (Bluegrass REALTORS®)

MLS Number: 26008225

ImagineMLS (Bluegrass REALTORS®)

APN: 054-2018-00100

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