Kristina Hyland
Coldwell Banker Chesapeake Real Estate Company
(667) 243-9976
130 Total Sales
18 in Chestertown
$110K - $700K Price Range
Welcome to this charming 4-bedroom rancher nestled in the heart of historic Chestertown, offering the perfect blend of peaceful rural living and convenient access to town amenities. Enjoy easy one-level living with a functional layout and gorgeous hardwood floors that add warmth and character throughout the home. The beautiful white kitchen features stainless steel appliances, including a gas range and microwave range hood, creating a bright and inviting space for everyday living and entertaining. The home offers four main-level bedrooms, including a comfortable owner's suite with a private ensuite bathroom. Surrounded by the beauty of Maryland's Eastern Shore, this property is ideal for those who appreciate outdoor living, with countless nearby opportunities for hunting, fishing, crabbing, boating, and exploring nature. Enjoy the charm, history, shops, dining, and waterfront attractions that make Chestertown such a sought-after destination while still embracing the peace and privacy of a rural setting. Mortgage savings may be available for buyers of this listing.
Last Agent to Sell the Property
Dawn Kane
(484) 962-0034 peter.phinney@redfin.com Redfin Corporation Brokerage Phone: 4849620034 Listed on: 05/14/2026
Last Buyer's Agent
(443) 215-4663 marynleclair@chesapeakerea.com Chesapeake Real Estate Associates, LLC License #RS-0036518
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Kristina Hyland
Coldwell Banker Chesapeake Real Estate Company
(667) 243-9976
130 Total Sales
18 in Chestertown
$110K - $700K Price Range
Julie Strickler
Remax Vision
(484) 878-4460
107 Total Sales
1 in Chestertown
$475,000 Price
Edwina Rogers
Brysis Realty International
(443) 565-4921
73 Total Sales
1 in Chestertown
$379,000 Price
Dustin Oldfather
Compass
(302) 393-2276
1,391 Total Sales
1 in Chestertown
$585,000 Price
Kara Leddy
Coldwell Banker Realty
(443) 494-8169
60 Total Sales
1 in Chestertown
$328,000 Price
Brenda Fornos
Taylor Properties
(667) 230-5001
78 Total Sales
1 in Chestertown
$230,000 Price
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 |
|---|---|---|---|
| Deed | $250,000 | Gemini Title | |
| Deed | -- | -- |
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 | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $211,000 | New Conventional | |
| Closed | $200,000 | New Conventional | |
| Previous Owner | $412,500 | Reverse Mortgage Home Equity Conversion Mortgage | |
| Previous Owner | $315,000 | Reverse Mortgage Home Equity Conversion Mortgage | |
| Previous Owner | $19,500 | Credit Line Revolving |
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 |
|---|---|---|---|---|---|
| 07/30/2026 07/30/26 | Sold | $300,000 | -3.2% | $226 / Sq Ft | |
| 07/01/2026 07/01/26 | Pending | -- | -- | -- | |
| 06/23/2026 06/23/26 | Price Changed | $309,900 | -1.6% | $234 / Sq Ft | |
| 06/11/2026 06/11/26 | Price Changed | $314,900 | -2.4% | $238 / Sq Ft | |
| 05/28/2026 05/28/26 | For Sale | $322,500 | 0.0% | $243 / Sq Ft | |
| 05/28/2026 05/28/26 | Off Market | $322,500 | -- | -- | |
| 05/26/2026 05/26/26 | Price Changed | $322,500 | -2.2% | $243 / Sq Ft | |
| 05/14/2026 05/14/26 | For Sale | $329,900 | +32.0% | $249 / Sq Ft | |
| 07/31/2025 07/31/25 | Sold | $250,000 | 0.0% | $189 / Sq Ft | View Prior Sale |
| 07/18/2025 07/18/25 | Pending | -- | -- | -- | |
| 07/11/2025 07/11/25 | For Sale | $249,900 | -- | $189 / 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 | $2,965 | $189,200 | $0 | $0 |
| 2025 | $2,553 | $163,400 | $92,000 | $71,400 |
| 2024 | $2,432 | $155,833 | $0 | $0 |
| 2023 | $2,316 | $148,267 | $0 | $0 |
| 2022 | $2,191 | $140,700 | $92,000 | $48,700 |
| 2021 | $2,205 | $140,700 | $92,000 | $48,700 |
| 2020 | $2,205 | $140,700 | $92,000 | $48,700 |
| 2019 | $2,219 | $141,900 | $102,000 | $39,900 |
| 2018 | $2,202 | $141,667 | $0 | $0 |
| 2017 | $2,127 | $141,433 | $0 | $0 |
| 2016 | -- | $141,200 | $0 | $0 |
| 2015 | $1,877 | $141,200 | $0 | $0 |
| 2014 | $1,877 | $141,200 | $0 | $0 |
DK
Seller's Agent in 2026
Dawn Kane
Redfin Corporation
Buyer's Agent in 2026
Maryn LeClair
Chesapeake Real Estate Associates, LLC
(443) 480-2837
112 Total Sales
Seller's Agent in 2025
Joseph Craig
Cummings & Co Realtors
(410) 303-1861
31 Total Sales
Seller Co-Listing Agent in 2025
Jon Leary
Cummings & Co Realtors
(443) 463-9088
175 Total Sales
Buyer's Agent in 2025
Mike Kane
RE/MAX
(443) 810-6526
262 Total Sales
Source: Bright MLS
MLS Number: MDKE2006482
APN: 04-004752
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