377 Crescent Ave Winchester, KY 40391
Winchester AreaEstimated payment $1,530/month
Total Views
40,367
3
Beds
1.5
Baths
1,533
Sq Ft
$156
Price per Sq Ft
Highlights
- Hot Property
- Wood Flooring
- Neighborhood Views
- Deck
- No HOA
- Wrap Around Porch
About This Home
"Motivated sellers—bring your offers!" Step into this charming 3-bedroom, 2-bath home that's full of character and timeless appeal. From the beautiful hardwood floors to the inviting living spaces, this older home offers warmth and personality you simply don't find in newer construction. The spacious living room provides plenty of room to relax or entertain, while the separate dining room is perfect for family meals and special gatherings. The large kitchen offers abundant space for cooking, storage, and everyday living. Outside, you'll enjoy a fully fenced backyard that's ideal for children, pets, gardening, or outdoor entertaining. Sip your morning coffee on the welcoming covered front porch or unwind on the back deck overlooking the private yard. This home offers the perfect combination of classic charm, generous living space, and inviting outdoor areas. All this in a great location, just minutes from Lexington, the horse capital of the world, with beautiful Kentucky horse farms! And just 45 minutes from the famous Red River Gorge! This home is right in the center of it all, city life and the beautiful outdoors! Don't miss this wonderful opportunity to make this charming home your own!
Home Details
Home Type
- Single Family
Year Built
- Built in 1940
Lot Details
- 8,276 Sq Ft Lot
- Privacy Fence
- Wire Fence
- Few Trees
Parking
- Off-Street Parking
Home Design
- Block Foundation
- Shingle Roof
- Metal Roof
- Vinyl Siding
Interior Spaces
- 1,533 Sq Ft Home
- 2-Story Property
- Ceiling Fan
- Insulated Windows
- Insulated Doors
- Living Room with Fireplace
- Neighborhood Views
- Pull Down Stairs to Attic
Kitchen
- Oven or Range
- Microwave
- Dishwasher
Flooring
- Wood
- Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary bedroom located on second floor
- Bathroom on Main Level
Laundry
- Laundry on main level
- Washer and Electric Dryer Hookup
Unfinished Basement
- Walk-Up Access
- Interior Basement Entry
- Sump Pump
Outdoor Features
- Deck
- Shed
- Wrap Around Porch
Schools
- Shearer Elementary School
- Robert Campbell Middle School
- Grc High School
Utilities
- Cooling Available
- Heating System Uses Natural Gas
- Heat Pump System
- Natural Gas Connected
- Electric Water Heater
Community Details
- No Home Owners Association
- Downtown Subdivision
Listing and Financial Details
- Assessor Parcel Number 054-2021-012-00
3D Matterport
Floorplans
Map
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
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 | $2,113 | $219,900 | $25,000 | $194,900 |
| 2024 | $2,199 | $219,900 | $25,000 | $194,900 |
| 2023 | $1,566 | $160,000 | $0 | $0 |
| 2022 | $1,576 | $160,000 | $0 | $0 |
| 2021 | $1,572 | $160,000 | $0 | $0 |
| 2020 | $1,298 | $131,900 | $0 | $0 |
| 2019 | $1,237 | $125,000 | $0 | $0 |
| 2018 | $1,403 | $143,600 | $0 | $0 |
| 2017 | $1,409 | $143,600 | $0 | $0 |
| 2016 | $210 | $143,600 | $0 | $0 |
| 2015 | $210 | $143,600 | $0 | $0 |
| 2013 | -- | $143,600 | $0 | $0 |
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 | Prior Sale |
|---|---|---|---|---|---|
| 08/31/2026 08/31/26 | Price Changed | $239,900 | -2.0% | $156 / Sq Ft | |
| 08/11/2026 08/11/26 | Price Changed | $244,900 | -1.1% | $160 / Sq Ft | |
| 07/10/2026 07/10/26 | Price Changed | $247,500 | -0.8% | $161 / Sq Ft | |
| 06/24/2026 06/24/26 | Price Changed | $249,500 | -2.0% | $163 / Sq Ft | |
| 06/10/2026 06/10/26 | For Sale | $254,500 | +15.7% | $166 / Sq Ft | |
| 10/06/2024 10/06/24 | Off Market | $219,900 | -- | -- | |
| 02/02/2024 02/02/24 | Sold | $219,900 | 0.0% | $143 / Sq Ft | View Prior Sale |
| 12/18/2023 12/18/23 | Pending | -- | -- | -- | |
| 12/18/2023 12/18/23 | For Sale | $219,900 | +37.4% | $143 / Sq Ft | |
| 05/29/2020 05/29/20 | Sold | $160,000 | +3.2% | $104 / Sq Ft | View Prior Sale |
| 04/28/2020 04/28/20 | Pending | -- | -- | -- | |
| 04/27/2020 04/27/20 | For Sale | $155,000 | +115.3% | $101 / Sq Ft | |
| 11/21/2014 11/21/14 | Sold | $72,000 | 0.0% | $50 / Sq Ft | View Prior Sale |
| 09/18/2014 09/18/14 | Pending | -- | -- | -- | |
| 05/28/2014 05/28/14 | For Sale | $72,000 | -- | $50 / Sq Ft |
Source: ImagineMLS (Bluegrass REALTORS®)
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 | Type | Sale Price | Title Company |
|---|---|---|---|
| Grant Deed | $160,000 | -- | |
| Deed | $72,000 | -- |
Source: Public Records
About the Listing Agent
I am a father of two, and the husband of a loving, beautiful wife. To me, there's nothing more important, and no greater thing on earth, than to spend time with my family. And I'm sure this is true with you as well. That makes finding a place to call home, and to raise our family, a very important decision. It's so much more than just a house. Real Estate is a passion of mine, I love helping families find a place they can call home and create many wonderful, lifelong memories. If you are in
Bill's Other Listings
Source: ImagineMLS (Bluegrass REALTORS®)
MLS Number: 26013350
APN: 054-2021-01200
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
- 15 Moundale Ave
- 443 S Maple St
- 30 Hughes Ave
- 309 Gallahadion Ct
- 6 French Ave
- 47 Hughes Ave
- 351 Boone Ave
- 410 Fairholme Way
- 265 S Highland St
- 209 Boone Ave
- 118 College St
- 0 Fairholme Way
- 3 Nunnelly Ct
- 103 Southern Ct
- 229 S Highland St
- 101 Alabama St
- 38 Mackay Ave
- 221 S Highland St
- 122 Calloway St
- 600 Boone Ave
- 106 Alabama St Unit 3
- 7 Calloway St Unit 7 Calloway St 1
- 104 Colby Hills Dr
- 433 Country Club Dr
- 135 Winn Ave Unit A
- 112 Old Bottom Rd
- 222 Buffalo Trace
- 300 C G Stephenson Dr
- 150 Cook Ave
- 74 Holiday Rd
- 247-249 April Way Unit 247 April Way
- 360-362 Colby Ridge Blvd Unit 360 Colby Ridge
- 900 Westwood Dr
- 163-165 Westside Dr Unit 163 Westside Dr
- 167-169 Westside Dr Unit 167 Westside Dr
- 1305 Fulton Rd
- 188-190 Westside Dr Unit 188 Westside Dr
- 183-185 Westside Dr Unit 185 Westside Dr
- 260 Oxford Dr
- 312-314 Prescott Ln Unit 312 Prescott Lane
Your Personal Tour Guide
Ask me questions while you tour the home.