Movoto Real Estate

Chestertown, NY Homes for Sale & Real Estate

56 Homes
 
57 Blue Bay Rd, Chestertown, NY 12817
  • $575,000
  • 4Bd
  • 3Ba
  • 2,144 Sq Ft
New 41 Hours
224 Vanderwalker Rd, Chestertown, NY 12817
  • $60,000
  • 3.07 Acre
234 Vanderwalker Rd, Chestertown, NY 12817
  • $299,900
  • 3Bd
  • 2Ba
  • 1,320 Sq Ft
9 Panther Mountain Rd, Chestertown, NY 12817
  • $486,000
  • 2Bd
  • 2Ba
  • 3,444 Sq Ft
1058 Landon Hill Rd, Chestertown, NY 12817
  • $239,000
  • 2Bd
  • 1Ba
  • 1,108 Sq Ft
L1 State Route 8, Chestertown, NY 12817
  • $149,900
  • 43 Acre
38 Granite Ridge Rd, Chestertown, NY 12817
  • $74,000
  • 2.84 Acre
700 Atateka Dr, Chestertown, NY 12817
  • $499,900
  • 5Bd
  • 3Ba
  • 1,646 Sq Ft
16 Evergreen Rd # D, Chestertown, NY 12817
  • $379,900
  • 3Bd
  • 3Ba
  • 1,660 Sq Ft
11 S Overlook Ln # Q, Chestertown, NY 12817
  • $225,000
  • 3Bd
  • 3Ba
  • 1,200 Sq Ft
24 Memory Ln, Chestertown, NY 12817
  • $525,000
  • 2Bd
  • 1Ba
  • 752 Sq Ft
$74K
68 Birchwood Dr, Chestertown, NY 12817
  • $1,799,000
  • 4Bd
  • 3Ba
  • 1,782 Sq Ft
$100K
1 E High Pines Ter #E, Chestertown, NY 12817
  • $199,000
  • 2Bd
  • 2Ba
  • 1,078 Sq Ft
$25K
548 White Schoolhouse Rd, Chestertown, NY 12817
  • $585,000
  • 4Bd
  • 2Ba
  • 1,948 Sq Ft
5154 Us 9, Chestertown, NY 12817
  • $219,900
  • 3Bd
  • 1Ba
  • 1,225 Sq Ft
$19.1K
22 Spring St, Chestertown, NY 12817
  • $260,000
  • 2Bd
  • 2Ba
  • 1,021 Sq Ft
84 Marina Rd, Chestertown, NY 12817
  • $639,000
  • 3Bd
  • 2Ba
  • 1,806 Sq Ft
5 Marina Road # l4, Chestertown, NY 12817
  • $88,900
  • 1.79 Acre
7278 Us-9, Chestertown, NY 12817
  • $650,000
  • 3Bd
  • 1Ba
  • 1,220 Sq Ft
$75K
20 Vetter Ave, Chestertown, NY 12817
  • $320,000
  • 5Bd
  • 2Ba
  • 1,286 Sq Ft
$75K
14 Vanderwalker Rd, Chestertown, NY 12817
  • $399,000
  • 3Bd
  • 2Ba
  • 1,488 Sq Ft
$21K
190 Kingsley Ln Ext, Chestertown, NY 12817
  • $899,000
  • 5Bd
  • 3Ba
  • 2,482 Sq Ft
$50K
12 Theriot Ave, Chestertown, NY 12817
  • $175,000
  • 1Bd
  • 1Ba
  • 704 Sq Ft
$25K
36 Fawn Ridge Rd, Chestertown, NY 12817
  • $150,000
  • 5.14 Acre
18 W Kelm Pond Rd, Chestertown, NY 12817
  • $799,900
  • 5Bd
  • 4Ba
  • 2,750 Sq Ft
$75K
34 Mcphillips Pine Lane, Chestertown, NY 12817
  • $375,000
  • 7.53 Acre
$100K
2 Dixon Rd, Chestertown, NY 12817
  • $189,000
  • 3.14 Acre
81 Clarkson Rd, Chestertown, NY 12817
  • $349,000
  • 2Bd
  • 2Ba
  • 1,086 Sq Ft
$6K
6378 Us-9, Chestertown, NY 12817
  • $185,000
  • 1Bd
  • 2Ba
  • 3,222 Sq Ft
$14K
2727 Schroon River Rd, Chestertown, NY 12817
  • $539,000
  • 4Bd
  • 3Ba
  • 2,584 Sq Ft
$50K
37 Blue Bay Rd #LAKEVIEW PT. 40, Chestertown, NY 12817
  • $60,500
  • 1.73 Acre
$3K
41 Moffitt Rd, Chestertown, NY 12817
  • $740,000
  • 3Bd
  • 3Ba
  • 2,700 Sq Ft
$35K
34 Carriage Knolls Rd, Chestertown, NY 12817
  • $39,500
  • 1.82 Acre
13 Carriage Knolls Rd, Chestertown, NY 12817
  • $37,500
  • 2 Acre
22 Carriage Knolls Rd, Chestertown, NY 12817
  • $39,500
  • 2.38 Acre
37 Carriage Knolls Rd, Chestertown, NY 12817
  • $39,000
  • 2.48 Acre
60 Carriage Knolls Rd, Chestertown, NY 12817
  • $37,500
  • 1.62 Acre
20 Carriage Knolls Rd, Chestertown, NY 12817
  • $49,500
  • 3.36 Acre
62 Carriage Knolls Rd, Chestertown, NY 12817
  • $62,000
  • 11.11 Acre
64 Carriage Knolls Rd, Chestertown, NY 12817
  • $42,900
  • 3.25 Acre
$2K
77 Carriage Knoll Rd, Chestertown, NY 12817
  • $74,900
  • 4.17 Acre
$18.9K
85 Carriage Knoll Rd, Chestertown, NY 12817
  • $74,900
  • 4.05 Acre
$18.9K
112 Carriage Knoll Rd, Chestertown, NY 12817
  • $76,900
  • 5.1 Acre
$14.4K
106 Carriage Knoll Rd, Chestertown, NY 12817
  • $78,900
  • 5.76 Acre
$14K
86 Carriage Knoll Rd, Chestertown, NY 12817
  • $68,900
  • 3.37 Acre
$19.4K
98 Carriage Knoll Rd, Chestertown, NY 12817
  • $68,900
  • 3.26 Acre
$19.4K
82 Carriage Knoll Rd, Chestertown, NY 12817
  • $68,900
  • 3.05 Acre
$19.4K
72 Carriage Knoll Rd, Chestertown, NY 12817
  • $68,900
  • 3.11 Acre
$19.4K
3 Adirondack Heights Rd # -4, Chestertown, NY 12817
  • $88,500
  • 12.79 Acre
$1K
L 13.2 Friends Lake Road, Chestertown, NY 12817
  • $699,900
  • 337 Acre
$50K
1 - 50 of 56 Homes for sale in Chestertown, NY
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Chestertown, NY real estate market trends

Statistics as of November 2026
$431K
Avg. list price
$248/Sqft
Avg. price/sqft
32
Homes for sale
1,404 Sqft
Avg. home size
126 Days
Avg. days on market
Movoto makes it easy to track market trends in Chestertown, NY. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Chestertown, NY?
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