house
1/74
$5,424/mo
$824,9005bd·4ba·4,353sf
8999 Orchard Drive, Chestertown, MD 21620
Listing Courtesy of Coldwell Banker Chesapeake Real Estate Company
Homes for Sale in Orchard Hill, Chestertown, MD
No homes on the market right now — but 17 have sold here since 2020. Homes move fast; get notified first.
0
For Sale
$500K
Median Sale Price
9
Median Days on Market
100.7%
Sold-to-List
$181
Price / Sq Ft
Newest homes for sale in Orchard Hill, Chestertown, MD
See all 0 on the mapOrchard Hill, Chestertown, MD home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2025 | $690K | 2 |
| 2024 | $560K | 2 |
| 2023 | $546K | 2 |
| 2022 | $571K | 3 |
| 2021 | $520K | 3 |
| 2020 | $375K | 5 |
At the current trend, the median is modeled to reach about $711K in 2026 (estimate).
Cost to buy in Orchard Hill, Chestertown, MD
At today's ~6.75% 30-year rate, the median $500K home in Orchard Hill, Chestertown, MD runs about $3,261/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 Orchard Hill, Chestertown, MD
Most active agents by closed sales here over the past 18 months.
- Sarah A UlrickRock Hall Properties Real Estate1 sale
- Liddy CampbellTTR Sotheby's International Realty1 sale
Be first when a home hits the market in Orchard Hill, 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.
Orchard Hill, Chestertown, MD real estate FAQ
How many homes are for sale in Orchard Hill, Chestertown, MD?
There are no homes for sale in Orchard Hill, Chestertown, MD right now. 17 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 Orchard Hill, Chestertown, MD?
The median sale price in Orchard Hill, Chestertown, MD is $500K, based on 17 sales since 2020 (ranging from $360K to $684K).
How fast do homes sell in Orchard Hill, Chestertown, MD?
Homes in Orchard Hill, Chestertown, MD typically go under contract in about 9 days on market (median).
Do homes in Orchard Hill, Chestertown, MD sell above asking?
Over the past 12 months, homes in Orchard Hill, Chestertown, MD sold for an average of 100.7% of list price — at or above asking.
What is the price per square foot in Orchard Hill, Chestertown, MD?
Homes in Orchard Hill, Chestertown, MD have sold for a median of $181 per square foot since 2020.
Is the Orchard Hill, Chestertown, MD housing market heating up or cooling down?
The median sale price in Orchard Hill, Chestertown, MD has risen from $375K in 2020 to $690K in 2025. At the current trend, the median is on track for roughly $711K in 2026 (modeled estimate).
Who are the top real estate agents in Orchard Hill, Chestertown, MD?
The most active agents in Orchard Hill, Chestertown, MD over the past 18 months are: Sarah A Ulrick (Rock Hall Properties Real Estate) — 1 sale; Liddy Campbell (TTR Sotheby's International Realty) — 1 sale.