$176,000
Tax assessed value
3 Beds
1 Bath
1,710 sqft (on 57.32 acres)
385 Vanderwalker Rd, Chestertown, NY 12817
Home Value
Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.57 | Single-Family Home | $85,000 | 10/29/25 | 3 | 1 | 1,440 | |
1.08 | Single-Family Home | $250,000 | 04/17/26 | 2 | - | 955 | |
1.51 | Single-Family Home | $561,000 | 03/19/26 | 4 | 2 | 2,640 | |
2.00 | Single-Family Home | $370,000 | 07/30/26 | 3 | 1 | 1,364 | |
1.77 | Single-Family Home | $950,000 | 02/27/26 | 3 | 2 | 2,160 | |
1.71 | Single-Family Home | $720,000 | 06/10/26 | 3 | 2 | 2,237 | |
2.07 | Single-Family Home | $500,000 | 01/15/26 | 3 | 1 | 1,044 | |
1.69 | Single-Family Home | $549,900 | 11/21/25 | 3 | 2 | 968 | |
1.84 | Single-Family Home | $550,000 | 07/13/26 | 3 | 2.5 | 1,806 | |
1.92 | Single-Family Home | $300,000 | 10/24/25 | 2 | 2 | 1,191 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.59 | $68,000 | - | - | - | Recently Sold | |
0.83 | $740,000 | 3 | 2.5 | 2,700 | For Sale | |
0.85 | - | - | - | - | Off Market | |
0.98 | - | - | - | - | Off Market | |
1.01 | - | - | - | - | Off Market | |
1.03 | - | - | - | - | Off Market | |
1.07 | $790,600 | 4 | 3 | 1,854 | Off Market | |
1.08 | $250,000 | 2 | - | 955 | Recently Sold | |
1.24 | $29,900 | - | - | - | For Sale | |
1.29 | - | - | - | - | Off Market | |
1.32 | - | - | - | - | Off Market | |
1.33 | $499,900 | 2 | 1 | 1,280 | Off Market |
Homes for rent near 385 Vanderwalker Rd
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Local Information
- Map ViewExplore the area around 385 Vanderwalker Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
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Home Highlights
Single-Family Home
Built in 1998
57.32 acre lot
1,710 sqft
About this House
This single-family home is located at 385 Vanderwalker Rd, Chestertown, NY. 385 Vanderwalker Rd is in Chestertown, NY and in ZIP code 12817. This property has 3 bedrooms, 1 bathroom and approximately 1,710 sqft of floor space. This property has a lot size of 57.32 acres and was built in 1998.
385 Vanderwalker Rd, Chestertown, NY 12817 is a 3 bedroom, 1 bathroom, 1,710 sqft single-family home built in 1998. This property is not currently displayed as for sale or rent on Trulia.
Home Details for 385 Vanderwalker Rd
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Levels, Entrance, & Accessibility Stories: 1.5 |
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Year Built Year Built: 1998Year Updated: 2005 |
Property Type / Style Property Type: Single Family HomeArchitecture: cottage |
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Exterior Home Features Exterior: CompositionFoundation Type: Slab |
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Lot Area: 57.32 acres |
Price and Tax history
| Year | Property tax | Tax assessment |
|---|---|---|
| 2018 | $2,206 | $176,000 |
Home facts updated by county records
Market trends in Chestertown
Last updated July 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
24
4MoM
Around this home
What Locals Say about Chestertown
At least 6 Trulia users voted on each feature.
100 % Say there's wildlife
92 % Say parking is easy
90 % Say yards are well-kept
83 % Say car is needed
74 % Say neighbors are friendly
73 % Say it's dog friendly
73 % Say people would walk alone at night
70 % Say there's holiday spirit
69 % Say they plan to stay for at least 5 years
64 % Say it's quiet
60 % Say there are community events
54 % Say it's walkable to restaurants
50 % Say streets are well-lit
46 % Say kids play outside
36 % Say it's walkable to grocery stores
31 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 385 Vanderwalker Rd
- Is Chestertown a buyer's or seller's market?Chestertown is currently a seller's market, based on recent for-sale activity.
- What do residents say about Chestertown?Residents describe Chestertown, NY as easy to park in, well-kept, and neighborly. Most residents say you need a car. See recently sold homes in Chestertown, NY.
- What are the closest schools to 385 Vanderwalker Rd?The closest schools to 385 Vanderwalker Rd in Chestertown, NY are North Warren Central School (K-12, rated 5/10).
- How big is the lot at 385 Vanderwalker Rd?The lot at 385 Vanderwalker Rd in Chestertown, NY is about 57.3 acres.
Apartments for Rent
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Off Market Homes Near 385 Vanderwalker Rd
SOLDAUG 31, 2026Cork Nesters True North Properties Inc, Closed
SOLDAUG 25, 2026Adirondack Real Estate LLC, Closed
SOLDAUG 6, 2026
SOLDJUL 30, 2026Go Lyst Agency LLC, Closed
SOLDJUL 6, 2026
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Homes for sale near 385 Vanderwalker Rd
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5.53 ACRESListing by: Gallo Realty ADK Inc, Active- See more homes for sale inChestertown
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