MarketsNY
Chestertown, NY
Live listings and local prices in Chestertown, refreshed Aug 7, 2026.
Listings62
Median price$199,000
Median $/sqft$273
Mix100% sale
Listings
60 homes
$39,000for sale
37 Carriage Knolls Rd
$62,000for sale
62 Carriage Knolls Rd
$59,000for sale
64 Carriage Knolls Rd
$37,500for sale
60 Carriage Knolls Rd
$68,900for sale
86 Carriage Knolls Rd
$68,900for sale
98 Carriage Knolls Rd
$129,400for sale
856 Olmstedville Rd
1 bd · 1 ba · 492 sqft · $263/sqft
$49,000for sale
15 Deer Run
$49,500for sale
20 Carriage Knolls Rd
$37,500for sale
13 Carriage Knolls Rd
$39,500for sale
34 Carriage Knolls Rd
$39,000for sale
L20 Granite Ridge Rd
$68,900for sale
72 Carriage Knolls Rd
$68,900for sale
82 Carriage Knolls Rd
$39,500for sale
22 Carriage Knolls Rd
$88,900for sale
L4/5 Marina Rd
$78,900for sale
106 Carriage Knoll Rd
$74,900for sale
77 Carriage Knoll Rd
$76,900for sale
112 Carriage Knoll Rd
$74,900for sale
85 Carriage Knoll Rd
$740,000for sale
41 Moffitt Rd
3 bd · 3 ba · 2,700 sqft
$924,900for sale
185 Chester Shores Dr
4 bd · 2 ba · 816 sqft · $653/sqft
$699,900for sale
Friends Lake Rd
$699,900for sale
L 13 2 Friends Lake Rd
$60,500for sale
37 Blue Bay Road Unit Lakeview Pt Lot 40
$74,000for sale
38 Granite Ridge Rd
$49,000for sale
14 Granite Ridge Rd
$269,000for sale
35 Schroon River Frst
2 bd · 2 ba · 1,246 sqft
$819,000for sale
26 Emily Ln
3 bd · 3 ba · 1,476 sqft
$159,000for sale
L3 Emily Ln Lot 3
$497,500for sale
7189 U S # 9
4 bd · 2 ba · 1,369 sqft · $363/sqft
$129,000for sale
L31 Clarkson Rd
$199,900for sale
704 Landon Hill Rd
$989,000for sale
190 Kingsley Ln Ext
5 bd · 3 ba · 2,482 sqft · $398/sqft
$799,000for sale
773 Atateka Dr
2 bd · 1 ba · 651 sqft · $1227/sqft
$420,000for sale
14 Vanderwalker Rd
3 bd · 2 ba · 1,488 sqft · $282/sqft
$639,000for sale
8 Van Ln
$189,000for sale
2 Dixon Rd
$219,000for sale
60 Dixon Rd
2 bd · 1 ba · 1,160 sqft
$765,000for sale
7278 # Us9 # US9
3 bd · 1 ba · 1,220 sqft · $627/sqft
$765,000for sale
7278 U S # 9
3 bd · 1 ba · 1,220 sqft · $627/sqft
$88,500for sale
3-4 Adirondack Heights Rd
$219,000for sale
6380 U S # 9
3 bd · 2 ba · 1,624 sqft · $135/sqft
$699,900for sale
342-346 Starbuck Hill Rd
4 bd · 3 ba · 3,977 sqft · $176/sqft
$444,900for sale
6324 State Route 9
6 bd · 3 ba · 2,916 sqft
$395,000for sale
81 Clarkson Rd
2 bd · 2 ba · 1,086 sqft · $364/sqft
$539,000for sale
2727 Schroon River Rd
4 bd · 3 ba · 2,584 sqft · $209/sqft
$599,000for sale
10 Landon Hill Rd
6 bd · 6 ba · 3,372 sqft
$474,900for sale
7 May Rd
4 bd · 3 ba · 2,058 sqft · $231/sqft
$324,900for sale
71 Ferris Rd
3 bd · 2 ba · 1,400 sqft · $232/sqft
$212,000for sale
12 Theriot Ave
1 bd · 1 ba · 704 sqft
$215,000for sale
6367 # Us9 # US9
2 bd · 3 ba · 1,927 sqft
$395,000for sale
20 Vetter Ave
5 bd · 2 ba · 1,286 sqft
$199,000for sale
6378 # Us9 # US9
1 bd · 2 ba · 3,222 sqft · $62/sqft
$199,000for sale
6378 # Us9 # US9
1 bd · 2 ba · 3,222 sqft
$235,000for sale
4A High Pines Ter
2 bd · 2 ba · 1,404 sqft · $167/sqft
$150,000for sale
36 Fawn Ridge Rd
$275,000for sale
L1 34 McPhillips Pine Ln
$195,000for sale
11 S Overlook Ln Unit B
2 bd · 2 ba · 1,024 sqft
$189,000for sale
11K Overlook Ln Unit K
2 bd · 2 ba · 928 sqft