363 S Main St Winchester, KY 40391
Estimated payment $1,330/month
Highlights
- Deck
- Wood Flooring
- Neighborhood Views
- Recreation Room
- No HOA
- First Floor Utility Room
About This Home
* Inspection report provided with accepted offer. Seller has made several repairs since receiving the inspection.
Welcome to 363 South Main Street in the heart of Winchester, Kentucky! This charming 3-bedroom, 2-bath home offers the perfect blend of timeless character and modern convenience. Built in 1940, the home exudes classic appeal with thoughtful updates that meet today's lifestyle. With 2,142 square feet of living space, there's plenty of room for a growing family to spread out and feel right at home. You'll love the inviting layout, featuring a cozy loft area ideal for relaxing with a good book or creating a quiet retreat. Located just minutes from local schools, shops, and restaurants, this home provides unbeatable convenience in a welcoming community. Don't miss your chance to tour this beautifully maintained gem—schedule your showing today and see why 363 South Main Street could be your perfect next home!
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $1,395
Year Built
- Built in 1940
Lot Details
- 0.49 Acre Lot
Parking
- Driveway
Home Design
- Stone Foundation
- Shingle Roof
- Composition Roof
- Vinyl Siding
Interior Spaces
- 2,142 Sq Ft Home
- 1-Story Property
- Great Room with Fireplace
- Living Room
- Dining Room
- Recreation Room
- First Floor Utility Room
- Utility Room
- Neighborhood Views
Kitchen
- Oven or Range
- Microwave
- Dishwasher
Flooring
- Wood
- Carpet
- Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Bathroom on Main Level
- 2 Full Bathrooms
Laundry
- Dryer
- Washer
Outdoor Features
- Deck
- Shed
- Porch
Schools
- Shearer Elementary School
- Robert Campbell Middle School
- Grc High School
Utilities
- Cooling Available
- Heating System Uses Natural Gas
Community Details
- No Home Owners Association
- Thomson Addition Subdivision
Listing and Financial Details
- Assessor Parcel Number 054-4002-046-00
Map
Home Values in the Area
Average Home Value in this Area
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 |
|---|---|---|---|---|
| 2024 | $1,395 | $139,500 | $25,000 | $114,500 |
| 2023 | $1,366 | $139,500 | $0 | $0 |
| 2022 | $1,374 | $139,500 | $0 | $0 |
| 2021 | $1,370 | $139,500 | $0 | $0 |
| 2020 | $1,373 | $139,500 | $0 | $0 |
| 2019 | $1,380 | $139,500 | $0 | $0 |
| 2018 | $1,363 | $139,500 | $0 | $0 |
| 2017 | $1,310 | $133,500 | $0 | $0 |
| 2016 | $195 | $133,500 | $0 | $0 |
| 2015 | $195 | $133,500 | $0 | $0 |
| 2013 | -- | $133,500 | $0 | $0 |
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 09/16/2025 09/16/25 | Price Changed | $229,900 | 0.0% | $107 / Sq Ft |
| 09/11/2025 09/11/25 | Price Changed | $230,000 | -3.8% | $107 / Sq Ft |
| 08/27/2025 08/27/25 | For Sale | $239,000 | 0.0% | $112 / Sq Ft |
| 08/18/2025 08/18/25 | Pending | -- | -- | -- |
| 07/18/2025 07/18/25 | Price Changed | $239,000 | -4.0% | $112 / Sq Ft |
| 06/29/2025 06/29/25 | Price Changed | $249,000 | -3.9% | $116 / Sq Ft |
| 05/19/2025 05/19/25 | Price Changed | $259,000 | -5.8% | $121 / Sq Ft |
| 05/05/2025 05/05/25 | For Sale | $275,000 | +97.1% | $128 / Sq Ft |
| 10/19/2017 10/19/17 | Sold | $139,500 | 0.0% | $65 / Sq Ft |
| 09/02/2017 09/02/17 | Pending | -- | -- | -- |
| 08/27/2017 08/27/17 | For Sale | $139,500 | -- | $65 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Grant Deed | $139,500 | -- | |
| Deed | $133,527 | -- |
Source: ImagineMLS (Bluegrass REALTORS®)
MLS Number: 25009250
APN: 054-4002-04600
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 2025 LBAR Multiple Listing Service. All Rights Reserved.
- 297 S Main St
- 536 S Maple St
- 309 Gallahadion Ct
- 407 Fairholme Way
- 356 Boone Ave
- 5 Fairwood Ln
- 208 Citation Ct
- 977 Muddy Creek Rd
- 6345 Muddy Creek Rd
- 6413 Muddy Creek Rd
- 102 W Hickman St
- 210 College St
- 23 1/2 Wheeler Ave
- 133 S Burns Ave
- 213 Hood Ave
- 19 Snowfall Dr
- 120 E Lexington Ave
- 101 E Lexington Ave
- 39 S Highland St
- 439 & 475 Old Muddy Creek Rd
- 100-145 Sam Winston Way
- 127 W Hickman St
- 127 W Hickman St
- 7 N Main St
- 27 E Washington St
- 300 C G Stephenson Dr
- 192 Wabash Ave
- 401 Cricket Ln Unit 403 Cricket
- 260 Oxford Dr
- 701 McCalls Mill Rd
- 4176 Todds Rd
- 3557 Stolen Horse Trace
- 3621 Polo Club Blvd
- 3356 Polo Club Blvd
- 840 Hays Blvd
- 2104 Millstone Way
- 620 Vonbryan Trace
- 3041 Quaker Hill Ln
- 6600 Man o War Blvd
- 6411 Polo Club Ln