Homes for Sale in Crestview, Chestertown, MD
No homes on the market right now — but 15 have sold here since 2020. Homes move fast; get notified first.
0
For Sale
$375K
Median Sale Price
9
Median Days on Market
98.3%
Sold-to-List
$150
Price / Sq Ft
Crestview, Chestertown, MD home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2026 | $525K | 1 |
| 2025 | $459K | 3 |
| 2024 | $435K | 3 |
| 2023 | $370K | 1 |
| 2022 | $385K | 2 |
| 2021 | $305K | 1 |
| 2020 | $283K | 4 |
At the current trend, the median is modeled to reach about $549K in 2027 (estimate).
Cost to buy in Crestview, Chestertown, MD
At today's ~6.63% 30-year rate, the median $375K home in Crestview, Chestertown, MD runs about $2,421/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 Crestview, Chestertown, MD
Most active agents by closed sales here over the past 18 months.
- Jody BakerCross Street Realtors LLC2 sales
- William SuttonColdwell Banker Chesapeake Real Estate Company1 sale
- Christine M LeonardRedfin Corp1 sale
Be first when a home hits the market in Crestview, Chestertown, MD
Homes here sell fast and rarely come up. Turn on instant alerts and we'll email you the moment a new one is listed.
Crestview, Chestertown, MD real estate FAQ
How many homes are for sale in Crestview, Chestertown, MD?
There are no homes for sale in Crestview, Chestertown, MD right now. 15 have sold here since 2020 — the market moves fast, so set up an alert to hear the moment one is listed.
How much do homes sell for in Crestview, Chestertown, MD?
The median sale price in Crestview, Chestertown, MD is $375K, based on 15 sales since 2020 (ranging from $251K to $525K).
How fast do homes sell in Crestview, Chestertown, MD?
Homes in Crestview, Chestertown, MD typically go under contract in about 9 days on market (median).
Do homes in Crestview, Chestertown, MD sell above asking?
Over the past 12 months, homes in Crestview, Chestertown, MD sold for an average of 98.3% of list price — below asking.
What is the price per square foot in Crestview, Chestertown, MD?
Homes in Crestview, Chestertown, MD have sold for a median of $150 per square foot since 2020.
Is the Crestview, Chestertown, MD housing market heating up or cooling down?
The median sale price in Crestview, Chestertown, MD has risen from $283K in 2020 to $525K in 2026. At the current trend, the median is on track for roughly $549K in 2027 (modeled estimate).
Who are the top real estate agents in Crestview, Chestertown, MD?
The most active agents in Crestview, Chestertown, MD over the past 18 months are: Jody Baker (Cross Street Realtors LLC) — 2 sales; William Sutton (Coldwell Banker Chesapeake Real Estate Company) — 1 sale; Christine M Leonard (Redfin Corp) — 1 sale.