Kimberly Taylor
American Premier Realty, LLC
(667) 771-6705
123 Total Sales
1 in Chestertown
$499,900 Price
Estimated Value: $139,248
INTOWN Investor Special! This 4-bedroom, 1.5-bath bungalow is full of potential and ready for your vision. Situated on a large, private lot at the end of a quiet street, the home offers solid bones and a detached garage/workshop area that is hard to find!
Located just minutes from Chestertown and Washington College. Plenty of space and character, it’s a rare opportunity to create something special in a desirable location. Adjacent to the The Wayne Gilchrest Trail , which is a popular walking trail in Chestertown, MD, also known as the Chestertown Rail Trail. It's a paved, multi-use path that follows the route of a former railway line, connecting various parts of the town. The trail offers scenic views of the Chester River and surrounding areas, and it's a great place for walking, biking, and enjoying nature. Whether you're looking to flip, rent, or restore and make it your own, this property has endless possibilities. The layout provides room to reimagine the interior, while the surrounding lot offers privacy/seclusion for your outdoor events. Enjoy the charm of nearby Chestertown with its shops, dining, waterfront, and vibrant community. With its location, lot size, and upside potential, this diamond in the rough is a smart investment you won't want to miss. Sold AS – IS... Major Rehab Needed...
Last Agent to Sell the Property
(301) 970-2447 jeffismyrealtor@gmail.com Taylor Properties Brokerage Phone: 3019702447 License #0672239 Listed on: 01/06/2026
Last Buyer's Agent
(410) 255-3690 jmcronin2040@gmail.com Douglas Realty, LLC License #5020296
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Kimberly Taylor
American Premier Realty, LLC
(667) 771-6705
123 Total Sales
1 in Chestertown
$499,900 Price
Frederick Golding
RE/MAX Advantage Realty
(667) 239-8179
107 Total Sales
1 in Chestertown
$275,000 Price
Martha Suss
Coldwell Banker Realty
(844) 547-5539
24 Total Sales
1 in Chestertown
$660,000 Price
Gretchen Wichlinski
Compass
(667) 230-5069
96 Total Sales
1 in Chestertown
$795,000 Price
Laurie Mensing
Long & Foster Real Estate, Inc.
(844) 760-1166
263 Total Sales
1 in Chestertown
$650,000 Price
Brian Gearhart
Benson & Mangold, LLC
(667) 243-8199
303 Total Sales
2 in Chestertown
$433K - $800K Price Range
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 |
|---|---|---|---|
| $120,000 | Title Resource Guaranty Compan | ||
| Vanderzille Susan Rose | $60,000 | Newlyn Title Assurance Co In |
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 |
|---|---|---|---|---|---|
| 02/27/2026 02/27/26 | Sold | $120,000 | -27.3% | $104 / Sq Ft | |
| 02/08/2026 02/08/26 | Pending | -- | -- | -- | |
| 01/06/2026 01/06/26 | For Sale | $165,000 | +175.0% | $143 / Sq Ft | |
| 10/11/2018 10/11/18 | Sold | $60,000 | -9.1% | $52 / Sq Ft | View Prior Sale |
| 08/09/2018 08/09/18 | For Sale | $66,000 | 0.0% | $57 / Sq Ft | |
| 08/08/2018 08/08/18 | Pending | -- | -- | -- | |
| 07/16/2018 07/16/18 | For Sale | $66,000 | -- | $57 / Sq Ft |
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 |
|---|---|---|---|---|
| 2026 | $1,744 | $111,267 | $0 | $0 |
| 2025 | $1,700 | $108,500 | $46,400 | $62,100 |
| 2024 | $1,630 | $104,033 | $0 | $0 |
| 2023 | $1,560 | $99,567 | $0 | $0 |
| 2022 | $1,481 | $95,100 | $46,400 | $48,700 |
| 2021 | $1,472 | $94,500 | $0 | $0 |
| 2020 | $1,472 | $93,900 | $0 | $0 |
| 2019 | $1,459 | $93,300 | $46,400 | $46,900 |
| 2018 | $1,450 | $93,300 | $46,400 | $46,900 |
| 2017 | $1,403 | $93,300 | $0 | $0 |
| 2016 | -- | $93,300 | $0 | $0 |
| 2015 | $906 | $92,967 | $0 | $0 |
| 2014 | $906 | $92,633 | $0 | $0 |
Seller's Agent in 2026
Jeff Guthrie
Taylor Properties
(410) 708-9593
36 Total Sales
MC
Buyer's Agent in 2026
Mr. James M. Cronin
Douglas Realty, LLC
(443) 215-4663
19 Total Sales
HW
Seller's Agent in 2018
Hugh Wyble
Wyble Enterprises
(410) 778-1272
4 Total Sales
RT
Buyer's Agent in 2018
Robert Tacher
Coldwell Banker Chesapeake Real Estate Company
Source: Bright MLS
MLS Number: MDKE2006036
APN: 04-011236
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