house
1/54
$2,827/mo
$429,9004bd·3ba·2,160sf
10781 Fermoy Road, Chestertown, MD 21620
Listing Courtesy of Real Broker, LLC - Chester
Homes for Sale in Chesapeake Landing, Chestertown, MD
2 active listings · 83 sold since 2020
2
For Sale
$295K
Median Sale Price
17
Median Days on Market
98.9%
Sold-to-List
$186
Price / Sq Ft
Newest homes for sale in Chesapeake Landing, Chestertown, MD
See all 2 on the mapChesapeake Landing, Chestertown, MD home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2026 | $340K | 6 |
| 2025 | $345K | 12 |
| 2024 | $300K | 11 |
| 2023 | $300K | 9 |
| 2022 | $270K | 11 |
| 2021 | $385K | 13 |
| 2020 | $225K | 21 |
At the current trend, the median is modeled to reach about $351K in 2027 (estimate).
Cost to buy in Chesapeake Landing, Chestertown, MD
At today's ~6.63% 30-year rate, the median $295K home in Chesapeake Landing, Chestertown, MD runs about $1,904/mo with 20% down (principal & interest plus estimated taxes and insurance).
Estimate only — not a loan offer. Actual rate and payment depend on your profile.
Top agents in Chesapeake Landing, Chestertown, MD
Most active agents by closed sales here over the past 18 months.
- Kristina L HylandColdwell Banker Chesapeake Real Estate Company2 sales
- David J. MooreReal Broker, LLC - Chester1 sale
- Liddy CampbellTTR Sotheby's International Realty1 sale
- Sarah E. KingCross Street Realtors LLC1 sale
- David J. J MooreRE/MAX Executive1 sale
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Chesapeake Landing, Chestertown, MD real estate FAQ
How many homes are for sale in Chesapeake Landing, Chestertown, MD?
There are 2 homes currently for sale in Chesapeake Landing, Chestertown, MD.
How much do homes sell for in Chesapeake Landing, Chestertown, MD?
The median sale price in Chesapeake Landing, Chestertown, MD is $295K, based on 83 sales since 2020 (ranging from $169K to $854K).
How fast do homes sell in Chesapeake Landing, Chestertown, MD?
Homes in Chesapeake Landing, Chestertown, MD typically go under contract in about 17 days on market (median).
Do homes in Chesapeake Landing, Chestertown, MD sell above asking?
Over the past 12 months, homes in Chesapeake Landing, Chestertown, MD sold for an average of 98.9% of list price — below asking.
What is the price per square foot in Chesapeake Landing, Chestertown, MD?
Homes in Chesapeake Landing, Chestertown, MD have sold for a median of $186 per square foot since 2020.
Is the Chesapeake Landing, Chestertown, MD housing market heating up or cooling down?
The median sale price in Chesapeake Landing, Chestertown, MD has risen from $225K in 2020 to $340K in 2026. At the current trend, the median is on track for roughly $351K in 2027 (modeled estimate).
Who are the top real estate agents in Chesapeake Landing, Chestertown, MD?
The most active agents in Chesapeake Landing, Chestertown, MD over the past 18 months are: Kristina L Hyland (Coldwell Banker Chesapeake Real Estate Company) — 2 sales; David J. Moore (Real Broker, LLC - Chester) — 1 sale; Liddy Campbell (TTR Sotheby's International Realty) — 1 sale.
