Austina Bruton
Re/Max Elite Realty - Hamburg
(859) 577-9890
25 Total Sales
4 in Winchester
$139K - $244K Price Range
297 S Main St Winchester, KY 40391
Winchester AreaEstimated Value: $324,498
6
Beds
4
Baths
3,544
Sq Ft
$92/Sq Ft
Est. Value
Highlights
- No HOA
- Cooling Available
- Vinyl Flooring
- Covered Patio or Porch
- Living Room
- Heating Available
About This Home
As of April 2026Completely remodeled duplex offering over 3,400 sq. ft. of living space! Featuring 6 bedrooms and 4 bathrooms, this property has been fully updated with granite countertops, new appliances, fresh flooring, and paint throughout. The layout is bright and inviting with plenty of natural light. Enjoy the covered front porch, separate utility room, and unfinished basement for extra storage or future expansion. A detached 2-car garage provides ample parking. This is a fantastic opportunity for investors—whether you're looking for strong rental income or a place to call home while renting out the other unit.
Last Agent to Sell the Property
Tru Life Real Estate License #245578 Listed on: 12/29/2025
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Details
Home Type
- Single Family
Year Built
- Built in 1920
Lot Details
- 8,276
Home Design
- Block Foundation
- Aluminum Siding
- Vinyl Siding
Interior Spaces
- 3,544 Sq Ft Home
- 2-Story Property
- Living Room
- Vinyl Flooring
- Unfinished Basement
Bedrooms and Bathrooms
- 6 Bedrooms
- Primary bedroom located on second floor
- 4 Full Bathrooms
Schools
- Shearer Elementary School
- Robert Campbell Middle School
- Grc High School
Utilities
- Cooling Available
- Heating Available
Additional Features
- Covered Patio or Porch
- 8,276 Sq Ft Lot
Community Details
- No Home Owners Association
- Rural Subdivision
Listing and Financial Details
- Assessor Parcel Number 054-1001--025.00
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Closed on
Sep 21, 2023
Sold by
Bought by
Current Estimated Value
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Winchester, KY
-
Austina Bruton
-
Jon Bentley
Jon Bentley
Keller Williams Greater Lex
(502) 427-7530
91 Total Sales
8 in Winchester
$60K - $280K Price Range
-
Benjamin Lawwill
Benjamin Lawwill
Responds QuicklyKeller Williams Legacy Group
(859) 710-5056
142 Total Sales
3 in Winchester
$190K - $290K Price Range
-
Jason Crask
Jason Crask
THRIVE Realty
(502) 747-9548
46 Total Sales
1 in Winchester
$249,900 Price
-
Tyler Hurst
Tyler Hurst
Oak & Acre
(859) 765-1357
30 Total Sales
1 in Winchester
$175,000 Price
-
Brad Smith
Brad Smith
Keller Williams Commonwealth - Gorge
(859) 577-9103
46 Total Sales
1 in Winchester
$217,500 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $80,000 | Attorney Only | ||
| -- | -- |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/09/2026 04/09/26 | Sold | $325,000 | -3.0% | $92 / Sq Ft |
| 02/27/2026 02/27/26 | Pending | -- | -- | -- |
| 12/29/2025 12/29/25 | For Sale | $335,000 | 0.0% | $95 / Sq Ft |
| 11/13/2025 11/13/25 | Pending | -- | -- | -- |
| 09/19/2025 09/19/25 | For Sale | $335,000 | -- | $95 / Sq Ft |
Source: ImagineMLS (Bluegrass REALTORS®)
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $1,336 | $139,000 | $25,000 | $114,000 |
| 2024 | $1,390 | $139,000 | $25,000 | $114,000 |
| 2023 | $1,361 | $139,000 | $0 | $0 |
| 2022 | $1,369 | $139,000 | $0 | $0 |
| 2021 | $1,365 | $139,000 | $0 | $0 |
| 2020 | $1,368 | $139,000 | $0 | $0 |
| 2019 | $1,375 | $139,000 | $0 | $0 |
| 2018 | $1,358 | $139,000 | $0 | $0 |
| 2017 | $1,364 | $139,000 | $0 | $0 |
| 2016 | $203 | $139,000 | $0 | $0 |
| 2015 | $203 | $139,000 | $0 | $0 |
| 2013 | -- | $139,000 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Silvia Torres
Seller's Agent in 2026
Silvia Torres
Tru Life Real Estate
(317) 358-7343
222 Total Sales
Map
Source: ImagineMLS (Bluegrass REALTORS®)
MLS Number: 25501793
APN: 054-4001-02500
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The information is being provided by LBAR Multiple Listing Service. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 LBAR Multiple Listing Service. All Rights Reserved.
Nearby Homes
- 443 S Maple St
- 265 S Highland St
- 382 S Main St
- 377 Crescent Ave
- 209 Boone Ave
- 229 S Highland St
- 30 Hughes Ave
- 221 S Highland St
- 101 Alabama St
- 15 Moundale Ave
- 47 Hughes Ave
- 162 French Ave
- 122 Calloway St
- 351 Boone Ave
- 21 Beckner St
- 224 W Hickman St
- 23 Wheeler Ave
- 309 Gallahadion Ct
- 38 Mackay Ave
- 130 E Broadway St
Your Personal Tour Guide
Ask me questions while you tour the home.