house
1/11
$625/mo
$95,00099bd·99ba·2,436sf
244 Cherry Street, Chesapeake City, MD 21915
Listing Courtesy of Patterson-Schwartz-Middletown
Homes for Sale in Chesapeake City, MD
12 active listings · 289 sold since 2020
12
For Sale
$325K
Median Sale Price
15
Median Days on Market
97.2%
Sold-to-List
$205
Price / Sq Ft
Newest homes for sale in Chesapeake City, MD
See all 12 on the mapChesapeake City, MD home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2026 | $400K | 20 |
| 2025 | $402K | 38 |
| 2024 | $409K | 36 |
| 2023 | $361K | 37 |
| 2022 | $283K | 36 |
| 2021 | $307K | 64 |
| 2020 | $278K | 58 |
At the current trend, the median is modeled to reach about $446K in 2027 (estimate).
Cost to buy in Chesapeake City, MD
At today's ~6.63% 30-year rate, the median $325K home in Chesapeake City, MD runs about $2,098/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 City, MD
Most active agents by closed sales here over the past 18 months.
- Kristin N LewisIntegrity Real Estate5 sales
- Amber L. DurandPatterson-Schwartz Real Estate4 sales
- Jason M ZangRE/MAX Chesapeake3 sales
- Wanda L JacksonRE/MAX Chesapeake3 sales
- Joseph A Zang IiiRE/MAX Chesapeake2 sales
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Chesapeake City, MD real estate FAQ
How many homes are for sale in Chesapeake City, MD?
There are 12 homes currently for sale in Chesapeake City, MD.
How much do homes sell for in Chesapeake City, MD?
The median sale price in Chesapeake City, MD is $325K, based on 289 sales since 2020 (ranging from $93K to $1.1M).
How fast do homes sell in Chesapeake City, MD?
Homes in Chesapeake City, MD typically go under contract in about 15 days on market (median).
Do homes in Chesapeake City, MD sell above asking?
Over the past 12 months, homes in Chesapeake City, MD sold for an average of 97.2% of list price — below asking.
What is the price per square foot in Chesapeake City, MD?
Homes in Chesapeake City, MD have sold for a median of $205 per square foot since 2020.
Is the Chesapeake City, MD housing market heating up or cooling down?
The median sale price in Chesapeake City, MD has risen from $278K in 2020 to $400K in 2026. At the current trend, the median is on track for roughly $446K in 2027 (modeled estimate).
Who are the top real estate agents in Chesapeake City, MD?
The most active agents in Chesapeake City, MD over the past 18 months are: Kristin N Lewis (Integrity Real Estate) — 5 sales; Amber L. Durand (Patterson-Schwartz Real Estate) — 4 sales; Jason M Zang (RE/MAX Chesapeake) — 3 sales.
