house
1/20
$2,262/mo
$344,0003bd·2ba·1,216sf
9126 Fairlee Road, Chestertown, MD 21620
Listing Courtesy of Chesapeake Real Estate Associates, LLC
Homes for Sale in Fairlee, Chestertown, MD
2 active listings · 27 sold since 2020
2
For Sale
$249K
Median Sale Price
35
Median Days on Market
99.5%
Sold-to-List
$151
Price / Sq Ft
Newest homes for sale in Fairlee, Chestertown, MD
See all 2 on the mapFairlee, Chestertown, MD home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2026 | $332K | 3 |
| 2025 | $155K | 2 |
| 2024 | $356K | 5 |
| 2023 | $220K | 7 |
| 2022 | $250K | 3 |
| 2021 | $275K | 2 |
| 2020 | $130K | 5 |
At the current trend, the median is modeled to reach about $313K in 2027 (estimate).
Cost to buy in Fairlee, Chestertown, MD
At today's ~6.63% 30-year rate, the median $249K home in Fairlee, Chestertown, MD runs about $1,607/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 Fairlee, Chestertown, MD
Most active agents by closed sales here over the past 18 months.
- Retha J ArrabalDoug Ashley Realtors, LLC1 sale
- George C Mcdowell IiiKeller Williams Select Realtors of Annapolis1 sale
- Gina M GargeuCentury 21 Downtown1 sale
- Deborah Ann CallahanBenson & Mangold, LLC1 sale
- Warren S HoganLong & Foster Real Estate, Inc.1 sale
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Fairlee, Chestertown, MD real estate FAQ
How many homes are for sale in Fairlee, Chestertown, MD?
There are 2 homes currently for sale in Fairlee, Chestertown, MD.
How much do homes sell for in Fairlee, Chestertown, MD?
The median sale price in Fairlee, Chestertown, MD is $249K, based on 27 sales since 2020 (ranging from $71K to $463K).
How fast do homes sell in Fairlee, Chestertown, MD?
Homes in Fairlee, Chestertown, MD typically go under contract in about 35 days on market (median).
Do homes in Fairlee, Chestertown, MD sell above asking?
Over the past 12 months, homes in Fairlee, Chestertown, MD sold for an average of 99.5% of list price — below asking.
What is the price per square foot in Fairlee, Chestertown, MD?
Homes in Fairlee, Chestertown, MD have sold for a median of $151 per square foot since 2020.
Is the Fairlee, Chestertown, MD housing market heating up or cooling down?
The median sale price in Fairlee, Chestertown, MD has risen from $130K in 2020 to $332K in 2026. At the current trend, the median is on track for roughly $313K in 2027 (modeled estimate).
Who are the top real estate agents in Fairlee, Chestertown, MD?
The most active agents in Fairlee, Chestertown, MD over the past 18 months are: Retha J Arrabal (Doug Ashley Realtors, LLC) — 1 sale; George C Mcdowell Iii (Keller Williams Select Realtors of Annapolis) — 1 sale; Gina M Gargeu (Century 21 Downtown) — 1 sale.
