Chestertown, NY
City market trends and history
Public Record
Median Sale Price
$276.7K
12-Month Sales
23
+6.1%
1-Year Appreciation
+6.1%
Properties Tracked
676
Median Sale Price History
Top Neighborhoods
| Name | Median |
|---|
Top Neighborhoods by Activity
| Neighborhood | Sales 12mo | Median |
|---|
Top ZIP Codes
| ZIP | Sales 12mo | Median |
|---|
Recent Sales
| Date | Address | Price |
|---|---|---|
| Mar 20, 2026 | State Route 9 | $110K |
| Mar 4, 2026 | Chester Shores Rdg | $595K |
| Feb 6, 2026 | Carl Turner Rd | $280K |
| Feb 4, 2026 | Forest Lake Rd | $64K |
| Feb 3, 2026 | State Route 9 | $110K |
| Aug 18, 2025 | L7 Atateka Dr | $87.5K |
| May 28, 2025 | Bonnie Belle Farm Rd | $610K |
| Apr 11, 2025 | Overlook Ln S Unit S | $180K |
| Feb 13, 2025 | L27 White Schoolhouse Rd | $75K |
| Feb 13, 2025 | L21 White Schoolhouse Rd | $70K |
| Oct 24, 2024 | White Schoolhouse Rd | $25K |
| Sep 26, 2024 | Balsam Crest Ln Unit A | $395K |
| Aug 6, 2024 | Loon Lake Heights Dr | $815K |
| Jul 22, 2024 | Adirondack Heights Rd | $46.5K |
| Jul 12, 2024 | 163 White Schoolhouse Rd | $120K |
| Jul 3, 2024 | B at Ease Ln | $250K |
| Jul 1, 2024 | Pine Notch Rd | $588K |
| Jul 1, 2024 | 5471 STATE ROUTE 8 | $120K |
| Jun 6, 2024 | May Rd | $300K |
| Jun 5, 2024 | Blue Bay Rd | $110K |
4-Quarter Forecast
Linear projection from past trendQuarterly trend
-2.7%
Implied 1-yr
-10.8%
2026 Q2
$188.2K
2026 Q3
$182K
Median Price — History + Forecast
Property type mix
Share by property type
Year-built distribution
Properties by build era
Map
Recent top sales — most expensive
| Address | Sale date | Sale price |
|---|---|---|
| Pine Tree Dr | Jun 16, 2023 | $999,999 |
| Blythewood Island Rd | Mar 31, 2022 | $960,000 |
| Atateka Dr | Jan 12, 2022 | $860,000 |
| Kingsley Ln | Mar 1, 2022 | $850,000 |
| State Route 8 | Aug 12, 2022 | $824,000 |
| State Route 8 | Oct 20, 2022 | $824,000 |
| Loon Lake Heights Dr | Aug 6, 2024 | $815,000 |
| Bonnie Belle Farm Rd | Jul 26, 2022 | $685,000 |
| Lone Rock Dr | Nov 30, 2021 | $675,000 |
| Lone Rock Dr | Dec 13, 2021 | $675,000 |
How Chestertown compares
| Metric | Chestertown | New York avg | US avg |
|---|---|---|---|
| Median price | $276.7K | $882.3K | $535.4K |
| 1-year change | +6.1% | -9.3% | -5.4% |
| Sales (12mo) | 23 | 12,296 | — |
| Median sqft | 573 | — | — |
Other cities in New York
How Chestertown ranks in New York
1-year appreciation
#294 of 1645
Median price
#513 of 1645
Frequently asked about Chestertown
What is the median sale price in Chestertown, NY?
The median sale price in Chestertown over the last 12 months is $276.7K, based on 23 transactions.
How fast are home prices appreciating in Chestertown?
Chestertown home prices have changed +6.1% year-over-year on a median basis.
How many sales happen each year in Chestertown?
Roughly 23 home sales were recorded in Chestertown over the trailing 12 months.
What types of properties are most common in Chestertown?
single_family is the most common property type tracked in Chestertown.
When were most homes in Chestertown built?
Most homes in Chestertown were built in the Pre-1950 era.