MarketsNY
Chester, NY
Live listings and local prices in Chester, refreshed Aug 7, 2026.
Listings79
Median price$575,000
Median $/sqft$262
Mix100% sale
Listings
60 homes
$119,995for sale
1.3 Cobble Creek Rd Unit 3
$79,995for sale
1.2 Cobble Creek Rd Unit 2
$99,995for sale
1.4 Cobble Creek Rd Unit 4
$89,995for sale
1.1 Cobble Creek Rd Unit 1
$875,000for sale
133 E Shore Dr
2 bd · 3 ba · 1,572 sqft
$499,000for sale
50 Kingsley Ln
4 bd · 2 ba · 2,552 sqft · $196/sqft
$366,000for sale
87 Clarkson Rd
2 bd · 1 ba · 792 sqft · $462/sqft
$329,900for sale
527 Potter Brook Rd
3 bd · 2 ba · 1,960 sqft · $168/sqft
$849,900for sale
2 Primrose Ln
4 bd · 3 ba · 2,370 sqft · $359/sqft
$1,200,000for sale
63 Whitetail Run
4 bd · 3 ba · 2,711 sqft
$825,000for sale
45 Whitetail Run
4 bd · 3 ba · 2,732 sqft
$675,000for sale
335 Laroe Rd
4 bd · 3 ba · 2,784 sqft
$900,000for sale
60 Whitetail Run
4 bd · 3 ba · 2,588 sqft · $348/sqft
$1,725,000for sale
20 Goshen Rd
4 bd · 3 ba · 3,348 sqft
$575,000for sale
11 Chandler Dr
3 bd · 3 ba · 1,908 sqft · $301/sqft
$529,000for sale
94 Booth Rd
3 bd · 3 ba · 2,083 sqft · $254/sqft
$1,195,000for sale
22 Goshen Rd
4 bd · 4 ba · 4,281 sqft
$849,999for sale
24 Boville Ct
4 bd · 3 ba · 2,236 sqft
$1,145,000for sale
19 High St
9 bd · 7 ba · 4,965 sqft
$990,000for sale
1 Oakland Ave
4 bd · 3 ba · 3,955 sqft · $250/sqft
$535,000for sale
119 Booth Rd
3 bd · 3 ba · 1,944 sqft
$999,999for sale
2 Garnett Hill Rd
5 bd · 3 ba · 4,772 sqft
$949,000for sale
19 Bull Mine Rd
4 bd · 3 ba · 3,332 sqft · $285/sqft
$1,139,900for sale
16 Lori Ln
4 bd · 5 ba · 4,624 sqft
$949,000for sale
12 Damian Ct
5 bd · 4 ba · 3,136 sqft · $303/sqft
$499,000for sale
63 Hubshop Rd
4 bd · 3 ba · 2,060 sqft
$749,999for sale
58 Nancy Ln
3 bd · 3 ba · 2,718 sqft
$399,999for sale
241 Meadow Ave
4 bd · 2 ba · 1,560 sqft · $240/sqft
$350,000for sale
220 Oxford Rd
$599,900for sale
50 Hambletonian Ave
3 bd · 2 ba · 1,583 sqft · $366/sqft
$559,000for sale
24 Walnut St
4 bd · 3 ba · 2,698 sqft
$370,000for sale
33 Meadow Ave
3 bd · 1 ba · 1,561 sqft · $237/sqft
$749,000for sale
3 Grand View Ter
6 bd · 3 ba · 3,066 sqft · $244/sqft
$389,000for sale
185 Oxford Rd
3 bd · 1 ba · 1,062 sqft · $366/sqft
$650,000for sale
29 Murray Dr
3 bd · 4 ba · 2,520 sqft · $258/sqft
$999,900for sale
206 Greycourt Rd
Studio
$799,000for sale
197 Oxford Rd
4 bd · 3 ba · 3,070 sqft
$549,900for sale
3318 State Route 94
3 bd · 2 ba · 2,138 sqft · $257/sqft
$449,000for sale
66 Whitetail Run
3 bd · 2 ba · 1,500 sqft
$800,000for sale
985 Craigville Rd
4 bd · 4 ba · 3,100 sqft · $258/sqft
$280,000for sale
815 Craigville Rd
3 bd · 1 ba · 2,016 sqft · $139/sqft
$575,000for sale
68 Conklingtown Rd Units 1 & 2
6 bd · 2 ba
$299,000for sale
552 Pine Hill Rd
$549,999for sale
7 Lakeview Dr
4 bd · 3 ba · 2,098 sqft
$699,995for sale
487 Black Meadow Rd
6 bd · 4 ba · 4,204 sqft
$750,000for sale
2 Hemlock Ct
5 bd · 3 ba · 2,700 sqft
$750,000for sale
1 Hilltop Ln
5 bd · 3 ba · 2,700 sqft
$875,000for sale
49 Stone Mountain Trl
4 bd · 3 ba · 3,656 sqft
$850,000for sale
5 Hilltop Ln
5 bd · 3 ba · 3,200 sqft · $266/sqft
$750,000for sale
3 Hemlock Ct
5 bd · 3 ba · 2,700 sqft · $278/sqft
$750,000for sale
3 Hilltop Ln
5 bd · 3 ba · 2,700 sqft
$725,000for sale
1 Arborvitae Ct
3 bd · 3 ba · 2,677 sqft · $271/sqft
$260,000for sale
1401 Whispering Hls
2 bd · 1 ba · 1,084 sqft · $240/sqft
$649,999for sale
424 Laroe Rd
4 bd · 3 ba · 2,316 sqft · $281/sqft
$875,000for sale
2 Pine Hill Rd
3 bd · 3 ba · 2,302 sqft
$775,000for sale
149 Creamery Pond Rd
3 bd · 3 ba · 2,740 sqft
$675,000for sale
9 Derose Ln
4 bd · 3 ba · 3,100 sqft
$1,100,000for sale
53 Gibson Hill Rd
5 bd · 4 ba · 5,312 sqft
$785,000for sale
4 Debbie Ct
5 bd · 6 ba · 5,403 sqft
$879,900for sale
1414 Kings Hwy
4 bd · 3 ba · 3,200 sqft