Newtownhouse
1/21
$1,309/mo
$199,0002bd·1ba·1,232sf
21324 Persimmon Drive, Chestertown, MD 21620
Listing Courtesy of Benson & Mangold, LLC
Homes for Sale in Tolchester, Chestertown, MD
3 active listings · 37 sold since 2020
3
For Sale
$130K
Median Sale Price
16
Median Days on Market
94.9%
Sold-to-List
$104
Price / Sq Ft
Newest homes for sale in Tolchester, Chestertown, MD
See all 3 on the mapTolchester, Chestertown, MD home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2026 | $183K | 2 |
| 2025 | $771K | 2 |
| 2024 | $177K | 2 |
| 2023 | $150K | 1 |
| 2022 | $158K | 1 |
| 2021 | $130K | 21 |
| 2020 | $124K | 8 |
At the current trend, the median is modeled to reach about $453K in 2027 (estimate).
Cost to buy in Tolchester, Chestertown, MD
At today's ~6.63% 30-year rate, the median $130K home in Tolchester, Chestertown, MD runs about $842/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 Tolchester, Chestertown, MD
Most active agents by closed sales here over the past 18 months.
- Retha J ArrabalDoug Ashley Realtors, LLC2 sales
- Michele A PalmerDoug Ashley Realtors, LLC1 sale
- Michael OneillColdwell Banker Chesapeake Real Estate Company1 sale
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Tolchester, Chestertown, MD real estate FAQ
How many homes are for sale in Tolchester, Chestertown, MD?
There are 3 homes currently for sale in Tolchester, Chestertown, MD.
How much do homes sell for in Tolchester, Chestertown, MD?
The median sale price in Tolchester, Chestertown, MD is $130K, based on 37 sales since 2020 (ranging from $120K to $902K).
How fast do homes sell in Tolchester, Chestertown, MD?
Homes in Tolchester, Chestertown, MD typically go under contract in about 16 days on market (median).
Do homes in Tolchester, Chestertown, MD sell above asking?
Over the past 12 months, homes in Tolchester, Chestertown, MD sold for an average of 94.9% of list price — below asking.
What is the price per square foot in Tolchester, Chestertown, MD?
Homes in Tolchester, Chestertown, MD have sold for a median of $104 per square foot since 2020.
Is the Tolchester, Chestertown, MD housing market heating up or cooling down?
The median sale price in Tolchester, Chestertown, MD has risen from $124K in 2020 to $183K in 2026. At the current trend, the median is on track for roughly $453K in 2027 (modeled estimate).
Who are the top real estate agents in Tolchester, Chestertown, MD?
The most active agents in Tolchester, Chestertown, MD over the past 18 months are: Retha J Arrabal (Doug Ashley Realtors, LLC) — 2 sales; Michele A Palmer (Doug Ashley Realtors, LLC) — 1 sale; Michael Oneill (Coldwell Banker Chesapeake Real Estate Company) — 1 sale.
