Listings in 10918 - OrangeCounty County, New York
Displaying 1 – 200 of 219 Real estate listings
4 Greycourt Road
Blooming Grove, NY | Expired
Listed: May, 05, 2026
Price: $640,000
Living Area: 2,136 Sq. Ft.
Blooming Grove, NY | Expired
Listed: May, 05, 2026
Price: $640,000
Living Area: 2,136 Sq. Ft.
19 Greentree Lane
Blooming Grove, NY | Active
Listed: Apr, 23, 2026
Price: $3,400,000
Living Area: 7,750 Sq. Ft.
Blooming Grove, NY | Active
Listed: Apr, 23, 2026
Price: $3,400,000
Living Area: 7,750 Sq. Ft.
985 Craigville Road
Blooming Grove, NY | Active
Listed: Oct, 01, 2026
Price: $750,000
Living Area: 3,100 Sq. Ft.
Blooming Grove, NY | Active
Listed: Oct, 01, 2026
Price: $750,000
Living Area: 3,100 Sq. Ft.
25 Oakland Avenue
Chester Town, NY | Active
Listed: Apr, 13, 2026
Price: $8
Living Area: 270,000 Sq. Ft.
Chester Town, NY | Active
Listed: Apr, 13, 2026
Price: $8
Living Area: 270,000 Sq. Ft.
18 Schueler Road
Blooming Grove, NY | Pending
Listed: Sep, 02, 2026
Price: $339,900
Living Area: 960 Sq. Ft.
Blooming Grove, NY | Pending
Listed: Sep, 02, 2026
Price: $339,900
Living Area: 960 Sq. Ft.
26 Bridle Lane
Chester Town, NY | Closed
Listed: Jun, 09, 2026
Price: $685,000
Living Area: 1,718 Sq. Ft.
Chester Town, NY | Closed
Listed: Jun, 09, 2026
Price: $685,000
Living Area: 1,718 Sq. Ft.
2522 Whispering Hills
Chester Town, NY | Active
Listed: Aug, 02, 2026
Price: $355,000
Living Area: 1,331 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 02, 2026
Price: $355,000
Living Area: 1,331 Sq. Ft.
1 Hilltop Lane
Chester Town, NY | Active
Listed: Jul, 27, 2026
Price: $760,000
Living Area: 2,700 Sq. Ft.
Chester Town, NY | Active
Listed: Jul, 27, 2026
Price: $760,000
Living Area: 2,700 Sq. Ft.
2110 Whispering Hills 197
Chester Town, NY | Active
Listed: Sep, 26, 2026
Price: $3,000
Living Area: 1,331 Sq. Ft.
Chester Town, NY | Active
Listed: Sep, 26, 2026
Price: $3,000
Living Area: 1,331 Sq. Ft.
35 Maple Avenue
Chester Town, NY | Closed
Listed: Apr, 26, 2026
Price: $489,900
Living Area: 2,032 Sq. Ft.
Chester Town, NY | Closed
Listed: Apr, 26, 2026
Price: $489,900
Living Area: 2,032 Sq. Ft.
188 Creamery Pond Road
Chester Town, NY | Pending
Listed: Aug, 14, 2026
Price: $675,000
Living Area: 3,202 Sq. Ft.
Chester Town, NY | Pending
Listed: Aug, 14, 2026
Price: $675,000
Living Area: 3,202 Sq. Ft.
2 Gate Way
Chester Town, NY | Closed
Listed: Jul, 08, 2026
Price: $710,000
Living Area: 3,200 Sq. Ft.
Chester Town, NY | Closed
Listed: Jul, 08, 2026
Price: $710,000
Living Area: 3,200 Sq. Ft.
29 Murray Drive
Chester Town, NY | Hold
Listed: Jul, 20, 2026
Price: $650,000
Living Area: 2,520 Sq. Ft.
Chester Town, NY | Hold
Listed: Jul, 20, 2026
Price: $650,000
Living Area: 2,520 Sq. Ft.
220 Oxford Road
Blooming Grove, NY | Expired
Listed: Sep, 02, 2025
Price: $350,000
Living Area: 0 Sq. Ft.
Blooming Grove, NY | Expired
Listed: Sep, 02, 2025
Price: $350,000
Living Area: 0 Sq. Ft.
8 Main Street 1
Chester Town, NY | Closed
Listed: Aug, 17, 2026
Price: $1,600
Living Area: 700 Sq. Ft.
Chester Town, NY | Closed
Listed: Aug, 17, 2026
Price: $1,600
Living Area: 700 Sq. Ft.
2 Heidi Lane
Blooming Grove, NY | Closed
Listed: Apr, 29, 2026
Price: $869,000
Living Area: 3,846 Sq. Ft.
Blooming Grove, NY | Closed
Listed: Apr, 29, 2026
Price: $869,000
Living Area: 3,846 Sq. Ft.
50 Hambletonian Avenue
Chester Town, NY | Canceled
Listed: Jul, 22, 2026
Price: $579,900
Living Area: 1,583 Sq. Ft.
Chester Town, NY | Canceled
Listed: Jul, 22, 2026
Price: $579,900
Living Area: 1,583 Sq. Ft.
107 Pine Hill Road
Chester Town, NY | Closed
Listed: May, 27, 2026
Price: $549,000
Living Area: 1,730 Sq. Ft.
Chester Town, NY | Closed
Listed: May, 27, 2026
Price: $549,000
Living Area: 1,730 Sq. Ft.
11 Oxford Depot
Blooming Grove, NY | Closed
Listed: May, 20, 2026
Price: $425,000
Living Area: 1,748 Sq. Ft.
Blooming Grove, NY | Closed
Listed: May, 20, 2026
Price: $425,000
Living Area: 1,748 Sq. Ft.
86 Long Vista Lane
Chester Town, NY | Closed
Listed: May, 22, 2026
Price: $899,000
Living Area: 3,764 Sq. Ft.
Chester Town, NY | Closed
Listed: May, 22, 2026
Price: $899,000
Living Area: 3,764 Sq. Ft.
1108 Kings Highway
Chester Town, NY | Closed
Listed: Sep, 22, 2025
Price: $675
Living Area: 0 Sq. Ft.
Chester Town, NY | Closed
Listed: Sep, 22, 2025
Price: $675
Living Area: 0 Sq. Ft.
53 Odyssey Drive
Chester Town, NY | Closed
Listed: Jun, 24, 2025
Price: $1,100,000
Living Area: 4,467 Sq. Ft.
Chester Town, NY | Closed
Listed: Jun, 24, 2025
Price: $1,100,000
Living Area: 4,467 Sq. Ft.
208 Glenmere Road
Chester Town, NY | Expired
Listed: May, 07, 2026
Price: $550,000
Living Area: 1,815 Sq. Ft.
Chester Town, NY | Expired
Listed: May, 07, 2026
Price: $550,000
Living Area: 1,815 Sq. Ft.
19 Meadow
Chester Town, NY | Canceled
Listed: Aug, 31, 2026
Price: $495,000
Living Area: 1,910 Sq. Ft.
Chester Town, NY | Canceled
Listed: Aug, 31, 2026
Price: $495,000
Living Area: 1,910 Sq. Ft.
8 Camelback Road
Blooming Grove, NY | Expired
Listed: Sep, 15, 2025
Price: $349,999
Living Area: 0 Sq. Ft.
Blooming Grove, NY | Expired
Listed: Sep, 15, 2025
Price: $349,999
Living Area: 0 Sq. Ft.
220 Oxford Road
Blooming Grove, NY | Active
Listed: May, 15, 2026
Price: $894,000
Living Area: 3,535 Sq. Ft.
Blooming Grove, NY | Active
Listed: May, 15, 2026
Price: $894,000
Living Area: 3,535 Sq. Ft.
3 Hemlock Court
Chester Town, NY | Pending
Listed: Jun, 30, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.
Chester Town, NY | Pending
Listed: Jun, 30, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.
68 Conklingtown Road 1&2
Chester Town, NY | Hold
Listed: Jul, 21, 2026
Price: $575,000
Living Area: 0 Sq. Ft.
Chester Town, NY | Hold
Listed: Jul, 21, 2026
Price: $575,000
Living Area: 0 Sq. Ft.
5 Hilltop Lane
Chester Town, NY | Pending
Listed: Jun, 30, 2026
Price: $850,000
Living Area: 3,200 Sq. Ft.
Chester Town, NY | Pending
Listed: Jun, 30, 2026
Price: $850,000
Living Area: 3,200 Sq. Ft.
2007 Whispering Hills
Chester Town, NY | Closed
Listed: Jul, 26, 2026
Price: $279,999
Living Area: 1,086 Sq. Ft.
Chester Town, NY | Closed
Listed: Jul, 26, 2026
Price: $279,999
Living Area: 1,086 Sq. Ft.
69 Cedar Pond Lane
Chester Town, NY | Hold
Listed: Aug, 28, 2026
Price: $1,599,999
Living Area: 7,034 Sq. Ft.
Chester Town, NY | Hold
Listed: Aug, 28, 2026
Price: $1,599,999
Living Area: 7,034 Sq. Ft.
66 Whitetail Run
Blooming Grove, NY | Active
Listed: Aug, 02, 2026
Price: $399,999
Living Area: 1,500 Sq. Ft.
Blooming Grove, NY | Active
Listed: Aug, 02, 2026
Price: $399,999
Living Area: 1,500 Sq. Ft.
3211 Whispering Hills
Chester Town, NY | Closed
Listed: Sep, 04, 2026
Price: $370,000
Living Area: 1,316 Sq. Ft.
Chester Town, NY | Closed
Listed: Sep, 04, 2026
Price: $370,000
Living Area: 1,316 Sq. Ft.
241 Meadow Avenue
Chester Town, NY | Active
Listed: Jul, 12, 2026
Price: $349,999
Living Area: 1,560 Sq. Ft.
Chester Town, NY | Active
Listed: Jul, 12, 2026
Price: $349,999
Living Area: 1,560 Sq. Ft.
558 Pine Hill Road
Chester Town, NY | Expired
Listed: Feb, 20, 2026
Price: $599,000
Living Area: 3,120 Sq. Ft.
Chester Town, NY | Expired
Listed: Feb, 20, 2026
Price: $599,000
Living Area: 3,120 Sq. Ft.
53 Gibson Hill Road
Chester Town, NY | Active
Listed: Oct, 22, 2026
Price: $975,000
Living Area: 5,312 Sq. Ft.
Chester Town, NY | Active
Listed: Oct, 22, 2026
Price: $975,000
Living Area: 5,312 Sq. Ft.
11 Oxford Depot
Blooming Grove, NY | Expired
Listed: Apr, 27, 2026
Price: $499,900
Living Area: 1,748 Sq. Ft.
Blooming Grove, NY | Expired
Listed: Apr, 27, 2026
Price: $499,900
Living Area: 1,748 Sq. Ft.
2604 Whispering Hills
Chester Town, NY | Closed
Listed: Jul, 11, 2026
Price: $350,000
Living Area: 1,086 Sq. Ft.
Chester Town, NY | Closed
Listed: Jul, 11, 2026
Price: $350,000
Living Area: 1,086 Sq. Ft.
49 Stone Mountain Trail
Chester Town, NY | Active
Listed: Jun, 10, 2026
Price: $875,000
Living Area: 3,656 Sq. Ft.
Chester Town, NY | Active
Listed: Jun, 10, 2026
Price: $875,000
Living Area: 3,656 Sq. Ft.
2952 State Route 94 101
Blooming Grove, NY | Active
Listed: Dec, 16, 2025
Price: $3,250
Living Area: 1,780 Sq. Ft.
Blooming Grove, NY | Active
Listed: Dec, 16, 2025
Price: $3,250
Living Area: 1,780 Sq. Ft.
20 West Avenue
Chester Town, NY | Active
Listed: May, 15, 2026
Price: $950
Living Area: 8,290 Sq. Ft.
Chester Town, NY | Active
Listed: May, 15, 2026
Price: $950
Living Area: 8,290 Sq. Ft.
3 Brookside Avenue
Chester Town, NY | Active
Listed: Jul, 20, 2026
Price: $4,200
Living Area: 2,894 Sq. Ft.
Chester Town, NY | Active
Listed: Jul, 20, 2026
Price: $4,200
Living Area: 2,894 Sq. Ft.
69 Brookside Avenue
Chester Town, NY | Active
Listed: Mar, 03, 2026
Price: $1,000,000
Living Area: 0 Sq. Ft.
Chester Town, NY | Active
Listed: Mar, 03, 2026
Price: $1,000,000
Living Area: 0 Sq. Ft.
206 Greycourt Road
Chester Town, NY | Pending
Listed: Jun, 01, 2026
Price: $999,900
Living Area: 4,032 Sq. Ft.
Chester Town, NY | Pending
Listed: Jun, 01, 2026
Price: $999,900
Living Area: 4,032 Sq. Ft.
335 Laroe Road
Chester Town, NY | Pending
Listed: Jun, 05, 2026
Price: $675,000
Living Area: 2,784 Sq. Ft.
Chester Town, NY | Pending
Listed: Jun, 05, 2026
Price: $675,000
Living Area: 2,784 Sq. Ft.
69 Brookside Avenue
Chester Town, NY | Active
Listed: Jun, 12, 2026
Price: $1,680,000
Living Area: 0 Sq. Ft.
Chester Town, NY | Active
Listed: Jun, 12, 2026
Price: $1,680,000
Living Area: 0 Sq. Ft.
65 Oxford Springs Road
Blooming Grove, NY | Active
Listed: Aug, 21, 2026
Price: $699,000
Living Area: 3,463 Sq. Ft.
Blooming Grove, NY | Active
Listed: Aug, 21, 2026
Price: $699,000
Living Area: 3,463 Sq. Ft.
13 Bianca Boulevard
Chester Town, NY | Active
Listed: Aug, 18, 2026
Price: $690,000
Living Area: 3,296 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 18, 2026
Price: $690,000
Living Area: 3,296 Sq. Ft.
32 Surrey Road
Chester Town, NY | Closed
Listed: Aug, 19, 2026
Price: $475,000
Living Area: 1,820 Sq. Ft.
Chester Town, NY | Closed
Listed: Aug, 19, 2026
Price: $475,000
Living Area: 1,820 Sq. Ft.
1311 Whispering Hills
Chester Town, NY | Closed
Listed: Apr, 09, 2026
Price: $329,900
Living Area: 1,316 Sq. Ft.
Chester Town, NY | Closed
Listed: Apr, 09, 2026
Price: $329,900
Living Area: 1,316 Sq. Ft.
492 Black Meadow Road
Chester Town, NY | Active
Listed: May, 21, 2026
Price: $349,000
Living Area: 0 Sq. Ft.
Chester Town, NY | Active
Listed: May, 21, 2026
Price: $349,000
Living Area: 0 Sq. Ft.
33 Meadow Avenue
Chester Town, NY | Active
Listed: Oct, 30, 2026
Price: $360,000
Living Area: 1,561 Sq. Ft.
Chester Town, NY | Active
Listed: Oct, 30, 2026
Price: $360,000
Living Area: 1,561 Sq. Ft.
7 Townsend Place
Chester Town, NY | Active
Listed: Oct, 26, 2026
Price: $499,000
Living Area: 2,000 Sq. Ft.
Chester Town, NY | Active
Listed: Oct, 26, 2026
Price: $499,000
Living Area: 2,000 Sq. Ft.
111 Ayr Road
Chester Town, NY | Pending
Listed: Sep, 21, 2026
Price: $599,000
Living Area: 3,326 Sq. Ft.
Chester Town, NY | Pending
Listed: Sep, 21, 2026
Price: $599,000
Living Area: 3,326 Sq. Ft.
7 Ruscitti Drive
Chester Town, NY | Closed
Listed: Sep, 04, 2026
Price: $2,795
Living Area: 2,277 Sq. Ft.
Chester Town, NY | Closed
Listed: Sep, 04, 2026
Price: $2,795
Living Area: 2,277 Sq. Ft.
3318 State Route 94
Blooming Grove, NY | Pending
Listed: Jun, 07, 2026
Price: $549,900
Living Area: 2,138 Sq. Ft.
Blooming Grove, NY | Pending
Listed: Jun, 07, 2026
Price: $549,900
Living Area: 2,138 Sq. Ft.
20 Mountainside Drive
Chester Town, NY | Active
Listed: Aug, 11, 2026
Price: $739,900
Living Area: 3,080 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 11, 2026
Price: $739,900
Living Area: 3,080 Sq. Ft.
3706 Whispering Hills
Chester Town, NY | Active
Listed: Sep, 22, 2026
Price: $339,900
Living Area: 1,086 Sq. Ft.
Chester Town, NY | Active
Listed: Sep, 22, 2026
Price: $339,900
Living Area: 1,086 Sq. Ft.
2 Oxford Depot
Blooming Grove, NY | Active
Listed: Oct, 28, 2026
Price: $2,200
Living Area: 866 Sq. Ft.
Blooming Grove, NY | Active
Listed: Oct, 28, 2026
Price: $2,200
Living Area: 866 Sq. Ft.
1212 Whispering Hills
Chester Town, NY | Active
Listed: Sep, 16, 2026
Price: $269,000
Living Area: 1,084 Sq. Ft.
Chester Town, NY | Active
Listed: Sep, 16, 2026
Price: $269,000
Living Area: 1,084 Sq. Ft.
11 West Avenue 2
Chester Town, NY | Active
Listed: Jul, 01, 2026
Price: $1,300
Living Area: 2,936 Sq. Ft.
Chester Town, NY | Active
Listed: Jul, 01, 2026
Price: $1,300
Living Area: 2,936 Sq. Ft.
4704 Whispering Hills
Chester Town, NY | Active
Listed: Aug, 24, 2026
Price: $370,000
Living Area: 1,331 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 24, 2026
Price: $370,000
Living Area: 1,331 Sq. Ft.
33 Meadow Avenue
Chester Town, NY | Expired
Listed: Jun, 10, 2026
Price: $390,000
Living Area: 1,561 Sq. Ft.
Chester Town, NY | Expired
Listed: Jun, 10, 2026
Price: $390,000
Living Area: 1,561 Sq. Ft.
21 Trotting Drive
Chester Town, NY | Pending
Listed: Aug, 06, 2026
Price: $475,000
Living Area: 1,624 Sq. Ft.
Chester Town, NY | Pending
Listed: Aug, 06, 2026
Price: $475,000
Living Area: 1,624 Sq. Ft.
19 Meadow Avenue
Chester Town, NY | Active
Listed: Sep, 11, 2026
Price: $499,999
Living Area: 1,910 Sq. Ft.
Chester Town, NY | Active
Listed: Sep, 11, 2026
Price: $499,999
Living Area: 1,910 Sq. Ft.
63 Hubshop Road
Blooming Grove, NY | Pending
Listed: Aug, 06, 2026
Price: $459,000
Living Area: 2,060 Sq. Ft.
Blooming Grove, NY | Pending
Listed: Aug, 06, 2026
Price: $459,000
Living Area: 2,060 Sq. Ft.
8 Bridle Lane
Chester Town, NY | Pending
Listed: Aug, 03, 2026
Price: $495,000
Living Area: 1,820 Sq. Ft.
Chester Town, NY | Pending
Listed: Aug, 03, 2026
Price: $495,000
Living Area: 1,820 Sq. Ft.
32 Mountainside Drive
Chester Town, NY | Expired
Listed: Aug, 15, 2025
Price: $849,900
Living Area: 2,603 Sq. Ft.
Chester Town, NY | Expired
Listed: Aug, 15, 2025
Price: $849,900
Living Area: 2,603 Sq. Ft.
1108 Kings Highway 1-E
Chester Town, NY | Closed
Listed: Aug, 09, 2026
Price: $675
Living Area: 0 Sq. Ft.
Chester Town, NY | Closed
Listed: Aug, 09, 2026
Price: $675
Living Area: 0 Sq. Ft.
63 Hubshop Road
Blooming Grove, NY | Expired
Listed: Apr, 29, 2026
Price: $499,000
Living Area: 2,060 Sq. Ft.
Blooming Grove, NY | Expired
Listed: Apr, 29, 2026
Price: $499,000
Living Area: 2,060 Sq. Ft.
28 Academy Avenue 2
Chester Town, NY | Closed
Listed: Jun, 03, 2026
Price: $2,695
Living Area: 2,386 Sq. Ft.
Chester Town, NY | Closed
Listed: Jun, 03, 2026
Price: $2,695
Living Area: 2,386 Sq. Ft.
4013 Whispering Hills
Chester Town, NY | Hold
Listed: Aug, 01, 2026
Price: $2,350
Living Area: 1,084 Sq. Ft.
Chester Town, NY | Hold
Listed: Aug, 01, 2026
Price: $2,350
Living Area: 1,084 Sq. Ft.
1 Sackett Square
Blooming Grove, NY | Closed
Listed: Aug, 04, 2026
Price: $1,500
Living Area: 2,000 Sq. Ft.
Blooming Grove, NY | Closed
Listed: Aug, 04, 2026
Price: $1,500
Living Area: 2,000 Sq. Ft.
20 Goshen Road
Goshen, NY | Expired
Listed: Feb, 13, 2026
Price: $1,725,000
Living Area: 3,348 Sq. Ft.
Goshen, NY | Expired
Listed: Feb, 13, 2026
Price: $1,725,000
Living Area: 3,348 Sq. Ft.
1915 Kings Highway
Chester Town, NY | Closed
Listed: Aug, 17, 2026
Price: $2,800
Living Area: 1,772 Sq. Ft.
Chester Town, NY | Closed
Listed: Aug, 17, 2026
Price: $2,800
Living Area: 1,772 Sq. Ft.
168 Pine Hill 1
Chester Town, NY | Closed
Listed: Jun, 02, 2026
Price: $2,900
Living Area: 1,600 Sq. Ft.
Chester Town, NY | Closed
Listed: Jun, 02, 2026
Price: $2,900
Living Area: 1,600 Sq. Ft.
108 Pine Hill Road
Chester Town, NY | Expired
Listed: Jan, 12, 2026
Price: $429,000
Living Area: 1,780 Sq. Ft.
Chester Town, NY | Expired
Listed: Jan, 12, 2026
Price: $429,000
Living Area: 1,780 Sq. Ft.
3 Grand View Terrace
Chester Town, NY | Expired
Listed: Aug, 03, 2026
Price: $749,000
Living Area: 3,066 Sq. Ft.
Chester Town, NY | Expired
Listed: Aug, 03, 2026
Price: $749,000
Living Area: 3,066 Sq. Ft.
16 Oakland Avenue
Chester Town, NY | Closed
Listed: Nov, 30, 2025
Price: $425,000
Living Area: 2,090 Sq. Ft.
Chester Town, NY | Closed
Listed: Nov, 30, 2025
Price: $425,000
Living Area: 2,090 Sq. Ft.
1 Hemlock Court
Chester Town, NY | Closed
Listed: Jul, 08, 2026
Price: $700,000
Living Area: 2,600 Sq. Ft.
Chester Town, NY | Closed
Listed: Jul, 08, 2026
Price: $700,000
Living Area: 2,600 Sq. Ft.
2952 State Route 94 104
Blooming Grove, NY | Closed
Listed: Jun, 01, 2026
Price: $1,600
Living Area: 1,200 Sq. Ft.
Blooming Grove, NY | Closed
Listed: Jun, 01, 2026
Price: $1,600
Living Area: 1,200 Sq. Ft.
7 Hilltop Lane
Chester Town, NY | Closed
Listed: Jul, 10, 2026
Price: $740,000
Living Area: 2,700 Sq. Ft.
Chester Town, NY | Closed
Listed: Jul, 10, 2026
Price: $740,000
Living Area: 2,700 Sq. Ft.
16 Lori Lane
Chester Town, NY | Expired
Listed: Apr, 08, 2026
Price: $1,139,900
Living Area: 4,624 Sq. Ft.
Chester Town, NY | Expired
Listed: Apr, 08, 2026
Price: $1,139,900
Living Area: 4,624 Sq. Ft.
74 Brookside Avenue
Chester Town, NY | Expired
Listed: Jul, 17, 2025
Price: $11
Living Area: 17,605 Sq. Ft.
Chester Town, NY | Expired
Listed: Jul, 17, 2025
Price: $11
Living Area: 17,605 Sq. Ft.
166 Bull Mill Road
Chester Town, NY | Pending
Listed: Aug, 06, 2026
Price: $289,000
Living Area: 1,004 Sq. Ft.
Chester Town, NY | Pending
Listed: Aug, 06, 2026
Price: $289,000
Living Area: 1,004 Sq. Ft.
5 N Hudson Street
Chester Town, NY | Expired
Listed: Mar, 25, 2026
Price: $500,000
Living Area: 2,688 Sq. Ft.
Chester Town, NY | Expired
Listed: Mar, 25, 2026
Price: $500,000
Living Area: 2,688 Sq. Ft.
78 Brookside Avenue 138
Chester Town, NY | Active
Listed: Jun, 26, 2026
Price: $750
Living Area: 198,260 Sq. Ft.
Chester Town, NY | Active
Listed: Jun, 26, 2026
Price: $750
Living Area: 198,260 Sq. Ft.
509 Bellvale Road B
Chester Town, NY | Active
Listed: Sep, 03, 2026
Price: $4,000
Living Area: 3,200 Sq. Ft.
Chester Town, NY | Active
Listed: Sep, 03, 2026
Price: $4,000
Living Area: 3,200 Sq. Ft.
2113 Whispering Hills
Chester Town, NY | Active
Listed: Jan, 14, 2026
Price: $275,000
Living Area: 1,084 Sq. Ft.
Chester Town, NY | Active
Listed: Jan, 14, 2026
Price: $275,000
Living Area: 1,084 Sq. Ft.
41 Elkay Drive
Chester Town, NY | Active
Listed: Apr, 22, 2026
Price: $5,000
Living Area: 5,000 Sq. Ft.
Chester Town, NY | Active
Listed: Apr, 22, 2026
Price: $5,000
Living Area: 5,000 Sq. Ft.
197 Oxford Road
Blooming Grove, NY | Active
Listed: Jul, 22, 2026
Price: $799,000
Living Area: 3,070 Sq. Ft.
Blooming Grove, NY | Active
Listed: Jul, 22, 2026
Price: $799,000
Living Area: 3,070 Sq. Ft.
7 Hambletonian Avenue
Chester Town, NY | Pending
Listed: Feb, 21, 2026
Price: $379,900
Living Area: 1,026 Sq. Ft.
Chester Town, NY | Pending
Listed: Feb, 21, 2026
Price: $379,900
Living Area: 1,026 Sq. Ft.
147 Main Street
Chester Town, NY | Active
Listed: Sep, 20, 2026
Price: $549,000
Living Area: 2,824 Sq. Ft.
Chester Town, NY | Active
Listed: Sep, 20, 2026
Price: $549,000
Living Area: 2,824 Sq. Ft.
176 Beverly Road
Chester Town, NY | Pending
Listed: Aug, 04, 2026
Price: $699,900
Living Area: 2,715 Sq. Ft.
Chester Town, NY | Pending
Listed: Aug, 04, 2026
Price: $699,900
Living Area: 2,715 Sq. Ft.
45 Whitetail Run
Blooming Grove, NY | Pending
Listed: May, 14, 2026
Price: $825,000
Living Area: 2,732 Sq. Ft.
Blooming Grove, NY | Pending
Listed: May, 14, 2026
Price: $825,000
Living Area: 2,732 Sq. Ft.
815 Craigville Road
Blooming Grove, NY | Pending
Listed: Jun, 25, 2026
Price: $280,000
Living Area: 2,016 Sq. Ft.
Blooming Grove, NY | Pending
Listed: Jun, 25, 2026
Price: $280,000
Living Area: 2,016 Sq. Ft.
2 Pine Hill Road
Chester Town, NY | Withdrawn
Listed: Apr, 10, 2026
Price: $875,000
Living Area: 2,302 Sq. Ft.
Chester Town, NY | Withdrawn
Listed: Apr, 10, 2026
Price: $875,000
Living Area: 2,302 Sq. Ft.
2 Moffatt Lane
Chester Town, NY | Expired
Listed: Mar, 17, 2026
Price: $450,000
Living Area: 1,644 Sq. Ft.
Chester Town, NY | Expired
Listed: Mar, 17, 2026
Price: $450,000
Living Area: 1,644 Sq. Ft.
270 Bull Mill Road
Chester Town, NY | Expired
Listed: May, 25, 2026
Price: $779,000
Living Area: 2,948 Sq. Ft.
Chester Town, NY | Expired
Listed: May, 25, 2026
Price: $779,000
Living Area: 2,948 Sq. Ft.
148 Brookside Avenue
Chester Town, NY | Pending
Listed: Oct, 04, 2021
Price: $799,000
Living Area: 0 Sq. Ft.
Chester Town, NY | Pending
Listed: Oct, 04, 2021
Price: $799,000
Living Area: 0 Sq. Ft.
63 Whitetail Run
Blooming Grove, NY | Active
Listed: Jun, 08, 2026
Price: $1,200,000
Living Area: 2,711 Sq. Ft.
Blooming Grove, NY | Active
Listed: Jun, 08, 2026
Price: $1,200,000
Living Area: 2,711 Sq. Ft.
148 Main Street
Chester Town, NY | Active
Listed: Nov, 18, 2021
Price: $1,900
Living Area: 34,322 Sq. Ft.
Chester Town, NY | Active
Listed: Nov, 18, 2021
Price: $1,900
Living Area: 34,322 Sq. Ft.
25 Oakland Avenue
Chester Town, NY | Active
Listed: Jan, 08, 2026
Price: $28,000,000
Living Area: 270,000 Sq. Ft.
Chester Town, NY | Active
Listed: Jan, 08, 2026
Price: $28,000,000
Living Area: 270,000 Sq. Ft.
3424 Whispering Hills
Chester Town, NY | Closed
Listed: Oct, 06, 2026
Price: $2,400
Living Area: 1,084 Sq. Ft.
Chester Town, NY | Closed
Listed: Oct, 06, 2026
Price: $2,400
Living Area: 1,084 Sq. Ft.
2313 Whispering Hills
Chester Town, NY | Active
Listed: Oct, 13, 2026
Price: $239,900
Living Area: 1,084 Sq. Ft.
Chester Town, NY | Active
Listed: Oct, 13, 2026
Price: $239,900
Living Area: 1,084 Sq. Ft.
8 Townsend Place
Chester Town, NY | Active
Listed: Sep, 08, 2026
Price: $449,000
Living Area: 1,832 Sq. Ft.
Chester Town, NY | Active
Listed: Sep, 08, 2026
Price: $449,000
Living Area: 1,832 Sq. Ft.
42 Brookside Avenue
Chester Town, NY | Closed
Listed: Aug, 10, 2022
Price: $1,750,000
Living Area: 4,020 Sq. Ft.
Chester Town, NY | Closed
Listed: Aug, 10, 2022
Price: $1,750,000
Living Area: 4,020 Sq. Ft.
149 Creamery Pond Road
Chester Town, NY | Closed
Listed: Apr, 20, 2026
Price: $775,000
Living Area: 2,740 Sq. Ft.
Chester Town, NY | Closed
Listed: Apr, 20, 2026
Price: $775,000
Living Area: 2,740 Sq. Ft.
58 Nancy Lane
Chester Town, NY | Active
Listed: May, 02, 2026
Price: $744,999
Living Area: 2,718 Sq. Ft.
Chester Town, NY | Active
Listed: May, 02, 2026
Price: $744,999
Living Area: 2,718 Sq. Ft.
2 Hemlock Court
Chester Town, NY | Pending
Listed: Jul, 14, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.
Chester Town, NY | Pending
Listed: Jul, 14, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.
82 Goosepond Mountain Road
Chester Town, NY | Active
Listed: Oct, 20, 2026
Price: $939,000
Living Area: 3,406 Sq. Ft.
Chester Town, NY | Active
Listed: Oct, 20, 2026
Price: $939,000
Living Area: 3,406 Sq. Ft.
4118 Whispering Hills Drive
Goshen, NY | Closed
Listed: Jul, 06, 2026
Price: $329,000
Living Area: 1,294 Sq. Ft.
Goshen, NY | Closed
Listed: Jul, 06, 2026
Price: $329,000
Living Area: 1,294 Sq. Ft.
19 High Street
Chester Town, NY | Active
Listed: May, 05, 2026
Price: $1,145,000
Living Area: 4,965 Sq. Ft.
Chester Town, NY | Active
Listed: May, 05, 2026
Price: $1,145,000
Living Area: 4,965 Sq. Ft.
3414 Whispering Hills
Chester Town, NY | Pending
Listed: Jul, 07, 2026
Price: $349,999
Living Area: 1,316 Sq. Ft.
Chester Town, NY | Pending
Listed: Jul, 07, 2026
Price: $349,999
Living Area: 1,316 Sq. Ft.
3 Hilltop Lane
Chester Town, NY | Active
Listed: Jul, 27, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.
Chester Town, NY | Active
Listed: Jul, 27, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.
1168 Craigville Road
Blooming Grove, NY | Active
Listed: Sep, 13, 2026
Price: $765,000
Living Area: 2,616 Sq. Ft.
Blooming Grove, NY | Active
Listed: Sep, 13, 2026
Price: $765,000
Living Area: 2,616 Sq. Ft.
2107 Whispering Hills
Chester Town, NY | Active
Listed: Sep, 16, 2026
Price: $299,000
Living Area: 1,086 Sq. Ft.
Chester Town, NY | Active
Listed: Sep, 16, 2026
Price: $299,000
Living Area: 1,086 Sq. Ft.
32 Mountainside Drive
Chester Town, NY | Expired
Listed: Sep, 24, 2024
Price: $259,000
Living Area: 0 Sq. Ft.
Chester Town, NY | Expired
Listed: Sep, 24, 2024
Price: $259,000
Living Area: 0 Sq. Ft.
19 High Street
Chester Town, NY | Active
Listed: Oct, 09, 2026
Price: $7,250
Living Area: 3,615 Sq. Ft.
Chester Town, NY | Active
Listed: Oct, 09, 2026
Price: $7,250
Living Area: 3,615 Sq. Ft.
21 Sackett Square
Blooming Grove, NY | Active
Listed: Oct, 16, 2026
Price: $3,600
Living Area: 1,300 Sq. Ft.
Blooming Grove, NY | Active
Listed: Oct, 16, 2026
Price: $3,600
Living Area: 1,300 Sq. Ft.
5749 State Route 8
Chester, NY | Closed
Listed: Dec, 21, 2021
Price: $229,900
Living Area: 1,736 Sq. Ft.
Chester, NY | Closed
Listed: Dec, 21, 2021
Price: $229,900
Living Area: 1,736 Sq. Ft.
69 Cedar Pond Lane
Chester, NY | Withdrawn
Listed: Aug, 31, 2026
Price: $1,599,999
Living Area: 0 Sq. Ft.
Chester, NY | Withdrawn
Listed: Aug, 31, 2026
Price: $1,599,999
Living Area: 0 Sq. Ft.
2921 Whispering Hills
Chester Town, NY | Active
Listed: Aug, 27, 2026
Price: $354,900
Living Area: 1,331 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 27, 2026
Price: $354,900
Living Area: 1,331 Sq. Ft.
121 Conklingtown Road
Chester Town, NY | Active
Listed: Aug, 24, 2026
Price: $739,000
Living Area: 2,599 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 24, 2026
Price: $739,000
Living Area: 2,599 Sq. Ft.
101 Beverly Road
Chester Town, NY | Pending
Listed: Sep, 08, 2026
Price: $879,000
Living Area: 3,764 Sq. Ft.
Chester Town, NY | Pending
Listed: Sep, 08, 2026
Price: $879,000
Living Area: 3,764 Sq. Ft.
1 Sanford Avenue
Chester Town, NY | Active
Listed: Aug, 21, 2026
Price: $750,000
Living Area: 2,280 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 21, 2026
Price: $750,000
Living Area: 2,280 Sq. Ft.
173 Creamery Pond Road
Chester Town, NY | Closed
Listed: Aug, 21, 2026
Price: $669,000
Living Area: 2,533 Sq. Ft.
Chester Town, NY | Closed
Listed: Aug, 21, 2026
Price: $669,000
Living Area: 2,533 Sq. Ft.
87 Hardscrabble Road
Blooming Grove, NY | Active
Listed: Oct, 22, 2026
Price: $825,000
Living Area: 2,671 Sq. Ft.
Blooming Grove, NY | Active
Listed: Oct, 22, 2026
Price: $825,000
Living Area: 2,671 Sq. Ft.
2119 Whispering Hills
Chester Town, NY | Closed
Listed: Jun, 30, 2026
Price: $295,000
Living Area: 1,086 Sq. Ft.
Chester Town, NY | Closed
Listed: Jun, 30, 2026
Price: $295,000
Living Area: 1,086 Sq. Ft.
4008 Whispering Hills Drive
Chester Town, NY | Closed
Listed: Jul, 27, 2026
Price: $290,000
Living Area: 1,072 Sq. Ft.
Chester Town, NY | Closed
Listed: Jul, 27, 2026
Price: $290,000
Living Area: 1,072 Sq. Ft.
2 Primrose Lane
Chester Town, NY | Hold
Listed: Apr, 27, 2026
Price: $849,900
Living Area: 2,370 Sq. Ft.
Chester Town, NY | Hold
Listed: Apr, 27, 2026
Price: $849,900
Living Area: 2,370 Sq. Ft.
82 High Street Unit 5
Chester Town, NY | Closed
Listed: Aug, 07, 2026
Price: $2,300
Living Area: 900 Sq. Ft.
Chester Town, NY | Closed
Listed: Aug, 07, 2026
Price: $2,300
Living Area: 900 Sq. Ft.
3561 Rte 94
Chester Town, NY | Active
Listed: Aug, 18, 2026
Price: $599,999
Living Area: 2,902 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 18, 2026
Price: $599,999
Living Area: 2,902 Sq. Ft.
4 Debbie Court
Chester Town, NY | Closed
Listed: May, 12, 2026
Price: $785,000
Living Area: 5,403 Sq. Ft.
Chester Town, NY | Closed
Listed: May, 12, 2026
Price: $785,000
Living Area: 5,403 Sq. Ft.
985 Craigville Road
Blooming Grove, NY | Canceled
Listed: Jun, 30, 2026
Price: $750,000
Living Area: 3,100 Sq. Ft.
Blooming Grove, NY | Canceled
Listed: Jun, 30, 2026
Price: $750,000
Living Area: 3,100 Sq. Ft.
12 Damian Court
Blooming Grove, NY | Active
Listed: Jan, 12, 2026
Price: $949,000
Living Area: 3,136 Sq. Ft.
Blooming Grove, NY | Active
Listed: Jan, 12, 2026
Price: $949,000
Living Area: 3,136 Sq. Ft.
1 Arborvitae Court
Chester Town, NY | Pending
Listed: Jul, 10, 2026
Price: $725,000
Living Area: 2,677 Sq. Ft.
Chester Town, NY | Pending
Listed: Jul, 10, 2026
Price: $725,000
Living Area: 2,677 Sq. Ft.
3409 Whispering Hills
Chester Town, NY | Pending
Listed: Aug, 20, 2026
Price: $360,000
Living Area: 1,331 Sq. Ft.
Chester Town, NY | Pending
Listed: Aug, 20, 2026
Price: $360,000
Living Area: 1,331 Sq. Ft.
62 Wood Road
Chester Town, NY | Active
Listed: Jan, 31, 2024
Price: $5,000
Living Area: 4,000 Sq. Ft.
Chester Town, NY | Active
Listed: Jan, 31, 2024
Price: $5,000
Living Area: 4,000 Sq. Ft.
24 Walnut Street
Chester Town, NY | Active
Listed: May, 26, 2026
Price: $525,000
Living Area: 2,698 Sq. Ft.
Chester Town, NY | Active
Listed: May, 26, 2026
Price: $525,000
Living Area: 2,698 Sq. Ft.
1005 Whispering Hills
Chester Town, NY | Active
Listed: Aug, 26, 2026
Price: $290,000
Living Area: 1,053 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 26, 2026
Price: $290,000
Living Area: 1,053 Sq. Ft.
552 Pine Hill Road
Chester Town, NY | Active
Listed: Feb, 26, 2026
Price: $299,000
Living Area: 0 Sq. Ft.
Chester Town, NY | Active
Listed: Feb, 26, 2026
Price: $299,000
Living Area: 0 Sq. Ft.
6 Main Street
Chester Town, NY | Active
Listed: Aug, 26, 2026
Price: $25,000
Living Area: 700 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 26, 2026
Price: $25,000
Living Area: 700 Sq. Ft.
19 Bull Mine Road
Blooming Grove, NY | Active
Listed: Jun, 01, 2026
Price: $949,000
Living Area: 3,332 Sq. Ft.
Blooming Grove, NY | Active
Listed: Jun, 01, 2026
Price: $949,000
Living Area: 3,332 Sq. Ft.
1367 Kings Highway
Chester Town, NY | Active
Listed: Aug, 13, 2026
Price: $440,000
Living Area: 1,728 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 13, 2026
Price: $440,000
Living Area: 1,728 Sq. Ft.
509 Bellvale Road C
Chester Town, NY | Active
Listed: Sep, 02, 2026
Price: $2,500
Living Area: 1,200 Sq. Ft.
Chester Town, NY | Active
Listed: Sep, 02, 2026
Price: $2,500
Living Area: 1,200 Sq. Ft.
1414 Kings Highway
Chester Town, NY | Active
Listed: Mar, 01, 2026
Price: $879,900
Living Area: 3,200 Sq. Ft.
Chester Town, NY | Active
Listed: Mar, 01, 2026
Price: $879,900
Living Area: 3,200 Sq. Ft.
44 High Street 125
Chester Town, NY | Closed
Listed: Sep, 09, 2026
Price: $2,300
Living Area: 1,072 Sq. Ft.
Chester Town, NY | Closed
Listed: Sep, 09, 2026
Price: $2,300
Living Area: 1,072 Sq. Ft.
44 High Street 333
Chester Town, NY | Active
Listed: Oct, 03, 2026
Price: $2,100
Living Area: 970 Sq. Ft.
Chester Town, NY | Active
Listed: Oct, 03, 2026
Price: $2,100
Living Area: 970 Sq. Ft.
94 Booth Road
Chester Town, NY | Expired
Listed: May, 21, 2026
Price: $520,000
Living Area: 2,083 Sq. Ft.
Chester Town, NY | Expired
Listed: May, 21, 2026
Price: $520,000
Living Area: 2,083 Sq. Ft.
185 Oxford Road
Blooming Grove, NY | Hold
Listed: Jul, 11, 2026
Price: $389,000
Living Area: 1,062 Sq. Ft.
Blooming Grove, NY | Hold
Listed: Jul, 11, 2026
Price: $389,000
Living Area: 1,062 Sq. Ft.
62 Wood Road
Chester Town, NY | Closed
Listed: Apr, 23, 2026
Price: $2,000
Living Area: 1,300 Sq. Ft.
Chester Town, NY | Closed
Listed: Apr, 23, 2026
Price: $2,000
Living Area: 1,300 Sq. Ft.
2948 State Route 94
Chester Town, NY | Closed
Listed: Dec, 06, 2025
Price: $1,300,000
Living Area: 3,866 Sq. Ft.
Chester Town, NY | Closed
Listed: Dec, 06, 2025
Price: $1,300,000
Living Area: 3,866 Sq. Ft.
3102 Whispering Hills 678
Chester Town, NY | Canceled
Listed: Jul, 13, 2026
Price: $1,600
Living Area: 1,316 Sq. Ft.
Chester Town, NY | Canceled
Listed: Jul, 13, 2026
Price: $1,600
Living Area: 1,316 Sq. Ft.
1 Periwinkle Court
Chester Town, NY | Closed
Listed: Jul, 22, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.
Chester Town, NY | Closed
Listed: Jul, 22, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.
9 Derose Lane
Chester Town, NY | Closed
Listed: Jun, 10, 2026
Price: $675,000
Living Area: 3,100 Sq. Ft.
Chester Town, NY | Closed
Listed: Jun, 10, 2026
Price: $675,000
Living Area: 3,100 Sq. Ft.
105 Pine Hollow Way
Chester Town, NY | Closed
Listed: Jul, 11, 2026
Price: $1,750
Living Area: 1,000 Sq. Ft.
Chester Town, NY | Closed
Listed: Jul, 11, 2026
Price: $1,750
Living Area: 1,000 Sq. Ft.
1310 Whispering Hills
Chester Town, NY | Hold
Listed: Aug, 05, 2026
Price: $375,000
Living Area: 1,331 Sq. Ft.
Chester Town, NY | Hold
Listed: Aug, 05, 2026
Price: $375,000
Living Area: 1,331 Sq. Ft.
1005 Whispering Hills
Chester Town, NY | Expired
Listed: Feb, 25, 2026
Price: $249,900
Living Area: 1,053 Sq. Ft.
Chester Town, NY | Expired
Listed: Feb, 25, 2026
Price: $249,900
Living Area: 1,053 Sq. Ft.
85 Surrey Road
Chester Town, NY | Closed
Listed: Apr, 15, 2026
Price: $524,900
Living Area: 2,076 Sq. Ft.
Chester Town, NY | Closed
Listed: Apr, 15, 2026
Price: $524,900
Living Area: 2,076 Sq. Ft.
2 Imperial Park
Chester Town, NY | Closed
Listed: Feb, 21, 2026
Price: $149,900
Living Area: 0 Sq. Ft.
Chester Town, NY | Closed
Listed: Feb, 21, 2026
Price: $149,900
Living Area: 0 Sq. Ft.
1 N Hudson Street
Chester Town, NY | Closed
Listed: May, 17, 2026
Price: $499,900
Living Area: 1,778 Sq. Ft.
Chester Town, NY | Closed
Listed: May, 17, 2026
Price: $499,900
Living Area: 1,778 Sq. Ft.
151 Laroe Road
Chester Town, NY | Closed
Listed: May, 01, 2026
Price: $430,000
Living Area: 1,177 Sq. Ft.
Chester Town, NY | Closed
Listed: May, 01, 2026
Price: $430,000
Living Area: 1,177 Sq. Ft.
78 Goshen Road
Blooming Grove, NY | Closed
Listed: Apr, 08, 2026
Price: $725,000
Living Area: 3,908 Sq. Ft.
Blooming Grove, NY | Closed
Listed: Apr, 08, 2026
Price: $725,000
Living Area: 3,908 Sq. Ft.
1392 Kings Highway
Chester Town, NY | Hold
Listed: Aug, 03, 2026
Price: $2,350
Living Area: 1,000 Sq. Ft.
Chester Town, NY | Hold
Listed: Aug, 03, 2026
Price: $2,350
Living Area: 1,000 Sq. Ft.
1401 Whispering Hills
Chester Town, NY | Closed
Listed: Nov, 14, 2025
Price: $260,000
Living Area: 1,084 Sq. Ft.
Chester Town, NY | Closed
Listed: Nov, 14, 2025
Price: $260,000
Living Area: 1,084 Sq. Ft.
17 Woodridge Drive
Blooming Grove, NY | Closed
Listed: Apr, 15, 2026
Price: $623,900
Living Area: 2,524 Sq. Ft.
Blooming Grove, NY | Closed
Listed: Apr, 15, 2026
Price: $623,900
Living Area: 2,524 Sq. Ft.
37 Surrey Road
Chester Town, NY | Closed
Listed: Jun, 01, 2026
Price: $500,000
Living Area: 1,730 Sq. Ft.
Chester Town, NY | Closed
Listed: Jun, 01, 2026
Price: $500,000
Living Area: 1,730 Sq. Ft.
34 Mountainside Drive
Chester Town, NY | Expired
Listed: Sep, 18, 2024
Price: $225,000
Living Area: 0 Sq. Ft.
Chester Town, NY | Expired
Listed: Sep, 18, 2024
Price: $225,000
Living Area: 0 Sq. Ft.
2703 Whispering Hills
Chester Town, NY | Closed
Listed: Jun, 22, 2026
Price: $365,000
Living Area: 1,331 Sq. Ft.
Chester Town, NY | Closed
Listed: Jun, 22, 2026
Price: $365,000
Living Area: 1,331 Sq. Ft.
76 Surrey Road
Chester Town, NY | Closed
Listed: Jul, 08, 2026
Price: $489,900
Living Area: 1,912 Sq. Ft.
Chester Town, NY | Closed
Listed: Jul, 08, 2026
Price: $489,900
Living Area: 1,912 Sq. Ft.
102 Beverly Road
Chester Town, NY | Closed
Listed: May, 28, 2026
Price: $1,090,000
Living Area: 4,130 Sq. Ft.
Chester Town, NY | Closed
Listed: May, 28, 2026
Price: $1,090,000
Living Area: 4,130 Sq. Ft.
5 Roggia Road
Chester Town, NY | Closed
Listed: Apr, 01, 2026
Price: $450,000
Living Area: 1,882 Sq. Ft.
Chester Town, NY | Closed
Listed: Apr, 01, 2026
Price: $450,000
Living Area: 1,882 Sq. Ft.
1358-A Kings Highway
Chester Town, NY | Closed
Listed: Jun, 20, 2026
Price: $2,100
Living Area: 1,000 Sq. Ft.
Chester Town, NY | Closed
Listed: Jun, 20, 2026
Price: $2,100
Living Area: 1,000 Sq. Ft.
206 Greycourt Road
Chester Town, NY | Hold
Listed: Jun, 01, 2026
Price: $999,900
Living Area: 4,032 Sq. Ft.
Chester Town, NY | Hold
Listed: Jun, 01, 2026
Price: $999,900
Living Area: 4,032 Sq. Ft.
34 Boville Court
Chester Town, NY | Pending
Listed: Aug, 19, 2026
Price: $839,000
Living Area: 2,707 Sq. Ft.
Chester Town, NY | Pending
Listed: Aug, 19, 2026
Price: $839,000
Living Area: 2,707 Sq. Ft.
3815 Whispering Hills Drive
Chester Town, NY | Closed
Listed: Apr, 24, 2026
Price: $370,000
Living Area: 1,331 Sq. Ft.
Chester Town, NY | Closed
Listed: Apr, 24, 2026
Price: $370,000
Living Area: 1,331 Sq. Ft.
222 Lehigh Avenue
Chester Town, NY | Closed
Listed: Aug, 18, 2026
Price: $1,750
Living Area: 696 Sq. Ft.
Chester Town, NY | Closed
Listed: Aug, 18, 2026
Price: $1,750
Living Area: 696 Sq. Ft.
24 Boville Court
Chester Town, NY | Expired
Listed: Jun, 22, 2026
Price: $849,999
Living Area: 2,236 Sq. Ft.
Chester Town, NY | Expired
Listed: Jun, 22, 2026
Price: $849,999
Living Area: 2,236 Sq. Ft.
50 Hambletonian Avenue
Chester Town, NY | Pending
Listed: Aug, 26, 2026
Price: $550,000
Living Area: 1,583 Sq. Ft.
Chester Town, NY | Pending
Listed: Aug, 26, 2026
Price: $550,000
Living Area: 1,583 Sq. Ft.
60 Whitetail Run
Blooming Grove, NY | Active
Listed: May, 20, 2026
Price: $900,000
Living Area: 2,588 Sq. Ft.
Blooming Grove, NY | Active
Listed: May, 20, 2026
Price: $900,000
Living Area: 2,588 Sq. Ft.
424 Laroe Road
Chester Town, NY | Active
Listed: Jun, 25, 2026
Price: $634,999
Living Area: 2,316 Sq. Ft.
Chester Town, NY | Active
Listed: Jun, 25, 2026
Price: $634,999
Living Area: 2,316 Sq. Ft.
70 Main Street
Chester Town, NY | Active
Listed: Aug, 04, 2026
Price: $419,000
Living Area: 1,357 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 04, 2026
Price: $419,000
Living Area: 1,357 Sq. Ft.
94 Booth Road
Chester Town, NY | Active
Listed: Sep, 21, 2026
Price: $485,000
Living Area: 2,441 Sq. Ft.
Chester Town, NY | Active
Listed: Sep, 21, 2026
Price: $485,000
Living Area: 2,441 Sq. Ft.
7 Greycourt Road
Blooming Grove, NY | Active
Listed: Sep, 21, 2026
Price: $1,850,000
Living Area: 2,404 Sq. Ft.
Blooming Grove, NY | Active
Listed: Sep, 21, 2026
Price: $1,850,000
Living Area: 2,404 Sq. Ft.
260 Gibson Hill Road
Chester Town, NY | Pending
Listed: Aug, 28, 2026
Price: $374,900
Living Area: 1,644 Sq. Ft.
Chester Town, NY | Pending
Listed: Aug, 28, 2026
Price: $374,900
Living Area: 1,644 Sq. Ft.
49 Main Street
Chester Town, NY | Active
Listed: Apr, 06, 2026
Price: $2,150
Living Area: 1,500 Sq. Ft.
Chester Town, NY | Active
Listed: Apr, 06, 2026
Price: $2,150
Living Area: 1,500 Sq. Ft.
1 Bell Way
Chester Town, NY | Closed
Listed: Aug, 17, 2026
Price: $565,000
Living Area: 1,724 Sq. Ft.
Chester Town, NY | Closed
Listed: Aug, 17, 2026
Price: $565,000
Living Area: 1,724 Sq. Ft.
3318 Whispering Hills
Chester Town, NY | Active
Listed: Oct, 13, 2026
Price: $2,500
Living Area: 1,086 Sq. Ft.
Chester Town, NY | Active
Listed: Oct, 13, 2026
Price: $2,500
Living Area: 1,086 Sq. Ft.
20 Goshen Road
Goshen, NY | Active
Listed: Oct, 12, 2026
Price: $1,725,000
Living Area: 3,348 Sq. Ft.
Goshen, NY | Active
Listed: Oct, 12, 2026
Price: $1,725,000
Living Area: 3,348 Sq. Ft.
264 Bull Mill Road
Chester Town, NY | Pending
Listed: Sep, 11, 2026
Price: $499,000
Living Area: 1,848 Sq. Ft.
Chester Town, NY | Pending
Listed: Sep, 11, 2026
Price: $499,000
Living Area: 1,848 Sq. Ft.
151 Main Street
Chester Town, NY | Active
Listed: Jul, 28, 2026
Price: $299,000
Living Area: 1,504 Sq. Ft.
Chester Town, NY | Active
Listed: Jul, 28, 2026
Price: $299,000
Living Area: 1,504 Sq. Ft.
2124 Whispering Hills
Chester Town, NY | Active
Listed: Aug, 25, 2026
Price: $289,000
Living Area: 1,084 Sq. Ft.
Chester Town, NY | Active
Listed: Aug, 25, 2026
Price: $289,000
Living Area: 1,084 Sq. Ft.
53 Gibson Hill Road
Chester Town, NY | Canceled
Listed: Apr, 16, 2026
Price: $1,100,000
Living Area: 5,312 Sq. Ft.
Chester Town, NY | Canceled
Listed: Apr, 16, 2026
Price: $1,100,000
Living Area: 5,312 Sq. Ft.
1 Oakland Avenue
Chester Town, NY | Active
Listed: Jun, 08, 2026
Price: $910,000
Living Area: 3,955 Sq. Ft.
Chester Town, NY | Active
Listed: Jun, 08, 2026
Price: $910,000
Living Area: 3,955 Sq. Ft.
2820 Whispering Hills
Chester Town, NY | Closed
Listed: Apr, 30, 2026
Price: $319,900
Living Area: 1,072 Sq. Ft.
Chester Town, NY | Closed
Listed: Apr, 30, 2026
Price: $319,900
Living Area: 1,072 Sq. Ft.
504 Bull Mill Road
Blooming Grove, NY | Active
Listed: Oct, 22, 2026
Price: $945,000
Living Area: 2,777 Sq. Ft.
Blooming Grove, NY | Active
Listed: Oct, 22, 2026
Price: $945,000
Living Area: 2,777 Sq. Ft.
7 Lakeview Drive
Chester Town, NY | Closed
Listed: Jul, 23, 2026
Price: $549,999
Living Area: 2,098 Sq. Ft.
Chester Town, NY | Closed
Listed: Jul, 23, 2026
Price: $549,999
Living Area: 2,098 Sq. Ft.







































































































































































































