townhouse
1/70
$3,288/mo
$499,9992bd·3ba·2,100sf
103 Landing Lane, Chestertown, MD 21620
Listing Courtesy of Coldwell Banker Chesapeake Real Estate Company
Homes for Sale in Chester River Landing, Chestertown, MD
11 active listings · 23 sold since 2020
11
For Sale
$700K
Median Sale Price
12
Median Days on Market
98.1%
Sold-to-List
$309
Price / Sq Ft
Newest homes for sale in Chester River Landing, Chestertown, MD
See all 11 on the mapChester River Landing, Chestertown, MD home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2026 | $663K | 2 |
| 2025 | $715K | 4 |
| 2024 | $788K | 3 |
| 2023 | $555K | 5 |
| 2022 | $750K | 3 |
| 2021 | $950K | 5 |
| 2020 | $560K | 1 |
At the current trend, the median is modeled to reach about $694K in 2027 (estimate).
Cost to buy in Chester River Landing, Chestertown, MD
At today's ~6.99% 30-year rate, the median $700K home in Chester River Landing, Chestertown, MD runs about $4,655/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 Chester River Landing, Chestertown, MD
Most active agents by closed sales here over the past 18 months.
- John J BurkeGunther-McClary Real Estate2 sales
- Jeannette A WestcottKeller Williams Realty Centre1 sale
- Richard KeaveneyCross Street Realtors LLC1 sale
- Kaitlyn Cole CollinsBenson & Mangold, LLC1 sale
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Chester River Landing, Chestertown, MD real estate FAQ
How many homes are for sale in Chester River Landing, Chestertown, MD?
There are 11 homes currently for sale in Chester River Landing, Chestertown, MD.
How much do homes sell for in Chester River Landing, Chestertown, MD?
The median sale price in Chester River Landing, Chestertown, MD is $700K, based on 23 sales since 2020 (ranging from $503K to $950K).
How fast do homes sell in Chester River Landing, Chestertown, MD?
Homes in Chester River Landing, Chestertown, MD typically go under contract in about 12 days on market (median).
Do homes in Chester River Landing, Chestertown, MD sell above asking?
Over the past 12 months, homes in Chester River Landing, Chestertown, MD sold for an average of 98.1% of list price — below asking.
What is the price per square foot in Chester River Landing, Chestertown, MD?
Homes in Chester River Landing, Chestertown, MD have sold for a median of $309 per square foot since 2020.
Is the Chester River Landing, Chestertown, MD housing market heating up or cooling down?
The median sale price in Chester River Landing, Chestertown, MD has risen from $560K in 2020 to $663K in 2026. At the current trend, the median is on track for roughly $694K in 2027 (modeled estimate).
Who are the top real estate agents in Chester River Landing, Chestertown, MD?
The most active agents in Chester River Landing, Chestertown, MD over the past 18 months are: John J Burke (Gunther-McClary Real Estate) — 2 sales; Jeannette A Westcott (Keller Williams Realty Centre) — 1 sale; Richard Keaveney (Cross Street Realtors LLC) — 1 sale.
