Listings in 10918 - Orange County, New York

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Displaying 1 – 200 of 257 Real estate listings

42 Brookside Avenue
Chester, NY | Pending
Listed: Aug, 10, 2022
Price: $1,750,000
Living Area: 4,020 Sq. Ft.

60 Whitetail Run
Chester, NY | Active
Listed: May, 20, 2026
Price: $900,000
Living Area: 2,588 Sq. Ft.

1412 Whispering Hills
Chester, NY | Closed
Listed: Feb, 19, 2015
Price: $145,000
Living Area: 1,084 Sq. Ft.

2103 Whispering Hills
Chester, NY | Closed
Listed: Jun, 29, 2018
Price: $214,900
Living Area: 0 Sq. Ft.

18 Nancy Ln
Chester, NY | Closed
Listed: May, 24, 2016
Price: $289,900
Living Area: 0 Sq. Ft.

16 Chester Acres Blvd
Chester, NY | Closed
Listed: Sep, 24, 2018
Price: $399,000
Living Area: 0 Sq. Ft.

20 Bridle Ln
Chester, NY | Closed
Listed: Apr, 11, 2018
Price: $115,900
Living Area: 0 Sq. Ft.

2723 Whispering Hills Dr.
Chester, NY | Closed
Listed: Jul, 11, 2016
Price: $185,000
Living Area: 0 Sq. Ft.

51 Nancy Ln
Chester, NY | Closed
Listed: Jun, 15, 2018
Price: $349,900
Living Area: 0 Sq. Ft.

151 Laroe Rd
Chester, NY | Closed
Listed: Apr, 22, 2019
Price: $169,000
Living Area: 0 Sq. Ft.

43 Alta Mira Dr
Chester, NY | Closed
Listed: Mar, 15, 2018
Price: $663,000
Living Area: 0 Sq. Ft.

4505 Whispering Hills
Chester, NY | Closed
Listed: Nov, 01, 2016
Price: $119,500
Living Area: 0 Sq. Ft.

39 Boville Court
Chester, NY | Closed
Listed: Jun, 04, 2019
Price: $527,760
Living Area: 0 Sq. Ft.

2523 Whispering Hills
Chester, NY | Closed
Listed: Mar, 14, 2022
Price: $264,900
Living Area: 0 Sq. Ft.

20 Bianca Blvd
Chester, NY | Closed
Listed: Aug, 16, 2018
Price: $275,000
Living Area: 0 Sq. Ft.

24 Boville Court
Chester, NY | Closed
Listed: Jul, 05, 2019
Price: $439,900
Living Area: 0 Sq. Ft.

28 Boville Court
Chester, NY | Closed
Listed: Aug, 27, 2019
Price: $515,500
Living Area: 0 Sq. Ft.

46 Boville Court
Chester, NY | Closed
Listed: Nov, 06, 2017
Price: $474,900
Living Area: 0 Sq. Ft.

48 Boville Court
Chester, NY | Closed
Listed: Apr, 12, 2018
Price: $619,900
Living Area: 0 Sq. Ft.

27 Boville Court
Chester, NY | Closed
Listed: Aug, 31, 2018
Price: $514,900
Living Area: 0 Sq. Ft.

47 Boville Court
Chester, NY | Closed
Listed: Aug, 20, 2019
Price: $542,000
Living Area: 0 Sq. Ft.

Picture of 1224 Whispering Hills Dr 1224

1224 Whispering Hills Dr 1224
Chester, NY | Closed
Listed: Sep, 30, 2013
Price: $145,000
Living Area: 0 Sq. Ft.

59 Greycourt Rd
T/O Blooming Grove, NY | Closed
Listed: Aug, 13, 2013
Price: $249,900
Living Area: 0 Sq. Ft.

3115 Whispering Hills
Chester, NY | Closed
Listed: Nov, 17, 2017
Price: $199,900
Living Area: 0 Sq. Ft.

1701 Whispering Hills
Chester, NY | Closed
Listed: Jan, 19, 2022
Price: $240,000
Living Area: 0 Sq. Ft.

49 Pewter Cir
Chester, NY | Closed
Listed: May, 10, 2022
Price: $475,000
Living Area: 0 Sq. Ft.

200 Greycourt Rd
Chester, NY | Closed
Listed: Nov, 14, 2019
Price: $1,000
Living Area: 0 Sq. Ft.

22 ACADEMY AVE
Chester, NY | Closed
Listed: Jul, 23, 2015
Price: $1,300
Living Area: 0 Sq. Ft.

3411 Whispering Hills 255 B
Chester, NY | Closed
Listed: Dec, 20, 2017
Price: $156,500
Living Area: 0 Sq. Ft.

3318 State Route 94
Chester, NY | Active
Listed: Jun, 07, 2026
Price: $549,900
Living Area: 2,138 Sq. Ft.

16 Lori Lane
Chester, NY | Active
Listed: Apr, 08, 2026
Price: $1,139,900
Living Area: 4,624 Sq. Ft.

11 West Avenue 2
Chester, NY | Active
Listed: Jul, 01, 2026
Price: $1,300
Living Area: 2,936 Sq. Ft.

25 Oakland Avenue
Chester, NY | Active
Listed: Jan, 08, 2026
Price: $28,000,000
Living Area: 270,000 Sq. Ft.

5 Hilltop Lane
Chester, NY | Active
Listed: Jun, 30, 2026
Price: $850,000
Living Area: 3,200 Sq. Ft.

5 Gabriels Drive
Chester, NY | Closed
Listed: Apr, 12, 2026
Price: $850,000
Living Area: 2,722 Sq. Ft.

3815 Whispering Hills Drive
Chester, NY | Pending
Listed: Apr, 24, 2026
Price: $370,000
Living Area: 1,331 Sq. Ft.

1502 Whispering Hills
Chester, NY | Closed
Listed: Jun, 11, 2026
Price: $2,900
Living Area: 1,316 Sq. Ft.

1 Hilltop Lane
Chester, NY | Active
Listed: Jul, 27, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.

135 Main Street First Floor
Chester, NY | Closed
Listed: Apr, 15, 2026
Price: $1,850
Living Area: 4,200 Sq. Ft.

2952 State Route 94 101
Chester, NY | Active
Listed: Dec, 16, 2025
Price: $3,250
Living Area: 1,780 Sq. Ft.

4118 Whispering Hills Drive
Chester, NY | Pending
Listed: Jul, 06, 2026
Price: $329,000
Living Area: 1,294 Sq. Ft.

168 Pine Hill 1
Chester, NY | Closed
Listed: Jun, 02, 2026
Price: $2,900
Living Area: 1,600 Sq. Ft.

1401 Whispering Hills
Chester, NY | Closed
Listed: Nov, 14, 2025
Price: $260,000
Living Area: 1,084 Sq. Ft.

17 Woodridge Drive
Chester, NY | Closed
Listed: Apr, 15, 2026
Price: $623,900
Living Area: 2,524 Sq. Ft.

76 Surrey Road
Chester, NY | Pending
Listed: Jul, 08, 2026
Price: $489,900
Living Area: 1,912 Sq. Ft.

335 Laroe Road
Chester, NY | Pending
Listed: Jun, 05, 2026
Price: $675,000
Living Area: 2,784 Sq. Ft.

3 Garnett Hill Road
Chester, NY | Active
Listed: Aug, 04, 2026
Price: $799,000
Living Area: 2,516 Sq. Ft.

20 West Avenue
Chester, NY | Active
Listed: May, 15, 2026
Price: $950
Living Area: 8,290 Sq. Ft.

6 Main Street
Chester, NY | Active
Listed: Aug, 26, 2026
Price: $25,000
Living Area: 700 Sq. Ft.

4114 Whispering Hills
Chester, NY | Pending
Listed: Jul, 16, 2026
Price: $389,900
Living Area: 1,393 Sq. Ft.

62 Wood Road
Chester, NY | Closed
Listed: Apr, 23, 2026
Price: $2,000
Living Area: 1,300 Sq. Ft.

151 Main Street
Chester, NY | Active
Listed: Jul, 28, 2026
Price: $299,000
Living Area: 1,504 Sq. Ft.

19 Meadow
Chester, NY | Active
Listed: Aug, 31, 2026
Price: $495,000
Living Area: 1,910 Sq. Ft.

3317 Whispering Hills
Chester, NY | Closed
Listed: May, 15, 2017
Price: $137,800
Living Area: 0 Sq. Ft.

11 Stone Mountain Trail
Sugar Loaf, NY | Closed
Listed: Apr, 05, 2018
Price: $550,000
Living Area: 0 Sq. Ft.

75 Odyssey Dr
Chester, NY | Closed
Listed: Feb, 04, 2016
Price: $364,900
Living Area: 0 Sq. Ft.

179 Pine Hill Rd
Chester, NY | Closed
Listed: May, 28, 2019
Price: $450,000
Living Area: 0 Sq. Ft.

2722 Whispering Hills
Chester, NY | Closed
Listed: May, 05, 2026
Price: $2,950
Living Area: 1,331 Sq. Ft.

1490 St Hwy 17M
Chester, NY | Closed
Listed: Sep, 24, 2020
Price: $310,000
Living Area: 0 Sq. Ft.

173 Black Meadow Road
Chester, NY | Closed
Listed: Jan, 06, 2026
Price: $10
Living Area: 10,200 Sq. Ft.

101 Whitetail Run
Chester, NY | Closed
Listed: Apr, 10, 2026
Price: $589,000
Living Area: 1,854 Sq. Ft.

2 Imperial Park
Chester, NY | Closed
Listed: Feb, 21, 2026
Price: $149,900
Living Area: 0 Sq. Ft.

5 Roggia Road
Chester, NY | Closed
Listed: Apr, 01, 2026
Price: $450,000
Living Area: 1,882 Sq. Ft.

1108 Kings Highway
Chester, NY | Closed
Listed: Sep, 22, 2025
Price: $675
Living Area: 0 Sq. Ft.

Picture of 1108 Kings Highway 7-B OR 7-C

1108 Kings Highway 7-B OR 7-C
Chester, NY | Active
Listed: Aug, 20, 2026
Price: $500
Living Area: 0 Sq. Ft.

69 Brookside Ave
Chester, NY | Active
Listed: Mar, 03, 2026
Price: $1,000,000
Living Area: 0 Sq. Ft.

1 Sackett Square
Chester, NY | Closed
Listed: Aug, 04, 2026
Price: $1,500
Living Area: 2,000 Sq. Ft.

487 Black Meadow Road
Chester, NY | Active
Listed: Feb, 11, 2026
Price: $699,995
Living Area: 4,204 Sq. Ft.

78 Goshen Road
Chester, NY | Closed
Listed: Apr, 08, 2026
Price: $725,000
Living Area: 3,908 Sq. Ft.

151 Laroe Road
Chester, NY | Closed
Listed: May, 01, 2026
Price: $430,000
Living Area: 1,177 Sq. Ft.

37 Surrey Road
Chester, NY | Closed
Listed: Jun, 01, 2026
Price: $500,000
Living Area: 1,730 Sq. Ft.

4008 Whispering Hills Drive
Chester, NY | Active
Listed: Jul, 27, 2026
Price: $290,000
Living Area: 1,072 Sq. Ft.

16 Oakland Avenue
Chester, NY | Closed
Listed: Nov, 30, 2025
Price: $425,000
Living Area: 2,090 Sq. Ft.

7 Hilltop Lane
Chester, NY | Closed
Listed: Jul, 10, 2026
Price: $740,000
Living Area: 2,700 Sq. Ft.

7 Lakeview Drive
Chester, NY | Pending
Listed: Jul, 23, 2026
Price: $549,999
Living Area: 2,098 Sq. Ft.

44 High Street 125
Chester, NY | Active
Listed: Sep, 09, 2026
Price: $2,300
Living Area: 1,072 Sq. Ft.

8 Townsend Place
Chester, NY | Active
Listed: Sep, 08, 2026
Price: $459,000
Living Area: 1,832 Sq. Ft.

1 Periwinkle Court
Chester, NY | Closed
Listed: Jul, 22, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.

2 Gate Way
Chester, NY | Closed
Listed: Jul, 08, 2026
Price: $710,000
Living Area: 3,200 Sq. Ft.

509 Bellvale Road B
Chester, NY | Active
Listed: Sep, 03, 2026
Price: $4,000
Living Area: 3,200 Sq. Ft.

3211 Whispering Hills
Chester, NY | Active
Listed: Sep, 04, 2026
Price: $370,000
Living Area: 1,316 Sq. Ft.

260 Gibson Hill Road
Chester, NY | Active
Listed: Aug, 28, 2026
Price: $374,900
Living Area: 1,644 Sq. Ft.

53 Gibson Hill Road
Chester, NY | Active
Listed: Apr, 16, 2026
Price: $1,100,000
Living Area: 5,312 Sq. Ft.

1 Hemlock Court
Chester, NY | Closed
Listed: Jul, 08, 2026
Price: $700,000
Living Area: 2,600 Sq. Ft.

49 Main Street
Chester, NY | Active
Listed: Apr, 06, 2026
Price: $2,200
Living Area: 1,500 Sq. Ft.

19 Bull Mine Road
Chester, NY | Active
Listed: Jun, 01, 2026
Price: $949,000
Living Area: 3,332 Sq. Ft.

1212 Whispering Hills
Chester, NY | Active
Listed: Sep, 16, 2026
Price: $269,000
Living Area: 1,084 Sq. Ft.

2 Garnett Hill Road
Chester, NY | Active
Listed: May, 13, 2026
Price: $999,999
Living Area: 4,772 Sq. Ft.

34 Boville Court
Chester, NY | Active
Listed: Aug, 19, 2026
Price: $839,000
Living Area: 2,707 Sq. Ft.

Picture of 69 BROOKSIDE AVE (Rt 17M) 202

69 BROOKSIDE AVE (Rt 17M) 202
Chester, NY | Active
Listed: Aug, 18, 2026
Price: $2,000
Living Area: 1,165 Sq. Ft.

69 Brookside Avenue
Chester, NY | Active
Listed: Jun, 12, 2026
Price: $1,680,000
Living Area: 0 Sq. Ft.

33 Meadow Avenue
Chester, NY | Pending
Listed: Jul, 31, 2026
Price: $370,000
Living Area: 1,561 Sq. Ft.

24 Walnut Street
Chester, NY | Active
Listed: May, 26, 2026
Price: $525,000
Living Area: 2,698 Sq. Ft.

21 Trotting Drive
Chester, NY | Active
Listed: Aug, 06, 2026
Price: $475,000
Living Area: 1,624 Sq. Ft.

19 Meadow Avenue
Chester, NY | Active
Listed: Sep, 11, 2026
Price: $525,000
Living Area: 1,910 Sq. Ft.

1 Bell Way
Chester, NY | Pending
Listed: Aug, 17, 2026
Price: $565,000
Living Area: 1,724 Sq. Ft.

7 Hambletonian Avenue
Chester, NY | Pending
Listed: Feb, 21, 2026
Price: $379,900
Living Area: 1,026 Sq. Ft.

10 Wells Sweep Lane
Chester, NY | Pending
Listed: Mar, 01, 2026
Price: $869,900
Living Area: 3,000 Sq. Ft.

20 Goshen Road
Chester, NY | Active
Listed: Mar, 26, 2026
Price: $6,000
Living Area: 3,348 Sq. Ft.

2 Pine Hill Road
Chester, NY | Active
Listed: Apr, 10, 2026
Price: $875,000
Living Area: 2,302 Sq. Ft.

62 Wood Road
Chester, NY | Active
Listed: Jan, 31, 2024
Price: $5,000
Living Area: 4,000 Sq. Ft.

25 Oakland Avenue
Chester, NY | Active
Listed: Apr, 13, 2026
Price: $8
Living Area: 270,000 Sq. Ft.

220 Oxford Road
Chester, NY | Active
Listed: Sep, 02, 2025
Price: $350,000
Living Area: 0 Sq. Ft.

20 Goshen Road
Chester, NY | Active
Listed: Feb, 13, 2026
Price: $1,725,000
Living Area: 3,348 Sq. Ft.

90 Pewter Circle
Chester, NY | Active
Listed: Apr, 06, 2026
Price: $759,900
Living Area: 2,250 Sq. Ft.

63 Whitetail Run
Chester, NY | Active
Listed: Jun, 08, 2026
Price: $1,200,000
Living Area: 2,711 Sq. Ft.

49 Stone Mountain Trail
Chester, NY | Active
Listed: Jun, 10, 2026
Price: $875,000
Living Area: 3,656 Sq. Ft.

3621 Whispering Hills
Chester, NY | Closed
Listed: Apr, 08, 2019
Price: $225,000
Living Area: 0 Sq. Ft.

1102 Whispering Hills
Chester, NY | Closed
Listed: Apr, 24, 2017
Price: $179,900
Living Area: 0 Sq. Ft.

2716 Whispering Hills
Chester, NY | Closed
Listed: Jul, 02, 2019
Price: $215,500
Living Area: 0 Sq. Ft.

209 Green Meadows Way
Chester, NY | Closed
Listed: Oct, 26, 2021
Price: $123,000
Living Area: 0 Sq. Ft.

2410 Whispering Hills Dr.
Chester, NY | Closed
Listed: Aug, 01, 2017
Price: $219,900
Living Area: 0 Sq. Ft.

31 Ridgefield Drive
Chester, NY | Closed
Listed: Feb, 02, 2018
Price: $432,000
Living Area: 0 Sq. Ft.

181 Oxford Rd
Chester, NY | Closed
Listed: Jul, 07, 2017
Price: $479,900
Living Area: 0 Sq. Ft.

1311 Whispering Hills
Chester, NY | Pending
Listed: Apr, 09, 2026
Price: $329,900
Living Area: 1,316 Sq. Ft.

4 Oak Street
Chester, NY | Closed
Listed: Apr, 08, 2026
Price: $499,900
Living Area: 1,888 Sq. Ft.

2323 Whispering Hills
Chester, NY | Closed
Listed: Apr, 09, 2026
Price: $327,000
Living Area: 1,316 Sq. Ft.

220 Oxford Road
Chester, NY | Active
Listed: May, 15, 2026
Price: $894,000
Living Area: 3,535 Sq. Ft.

4116 Whispering Hills
Chester, NY | Closed
Listed: Mar, 23, 2026
Price: $375,000
Living Area: 1,355 Sq. Ft.

53 Odyssey Drive
Chester, NY | Closed
Listed: Jun, 24, 2025
Price: $1,100,000
Living Area: 4,467 Sq. Ft.

70 Main Street
Chester, NY | Active
Listed: Aug, 04, 2026
Price: $469,000
Living Area: 1,357 Sq. Ft.

35 Maple Avenue
Chester, NY | Pending
Listed: Apr, 26, 2026
Price: $489,900
Living Area: 2,032 Sq. Ft.

29 Murray Drive
Chester, NY | Active
Listed: Jul, 20, 2026
Price: $650,000
Living Area: 2,520 Sq. Ft.

107 Pine Hill Road
Chester, NY | Closed
Listed: May, 27, 2026
Price: $549,000
Living Area: 1,730 Sq. Ft.

148 Brookside Avenue
Chester, NY | Pending
Listed: Oct, 04, 2021
Price: $799,000
Living Area: 0 Sq. Ft.

4211 Summerville Way
Chester, NY | Closed
Listed: Sep, 19, 2016
Price: $239,900
Living Area: 0 Sq. Ft.

148 Beverly Rd
Chester, NY | Closed
Listed: Sep, 23, 2014
Price: $309,000
Living Area: 0 Sq. Ft.

33 Boville Court
Chester, NY | Closed
Listed: Oct, 10, 2018
Price: $449,900
Living Area: 0 Sq. Ft.

34 Boville Court
Chester, NY | Closed
Listed: May, 19, 2020
Price: $489,899
Living Area: 0 Sq. Ft.

25 Sugarloaf Mountain Road
Chester, NY | Closed
Listed: Jan, 28, 2026
Price: $635,000
Living Area: 1,954 Sq. Ft.

11 Main St.
Chester, NY | Closed
Listed: Mar, 11, 2019
Price: $1,350
Living Area: 0 Sq. Ft.

55 Beverly Road
Chester, NY | Closed
Listed: Mar, 28, 2026
Price: $735,000
Living Area: 3,356 Sq. Ft.

3910 Whispering Hills
Chester, NY | Closed
Listed: Jan, 09, 2026
Price: $369,900
Living Area: 1,331 Sq. Ft.

115 Green Meadows Way
Chester, NY | Closed
Listed: Jun, 15, 2026
Price: $1,900
Living Area: 747 Sq. Ft.

2 Primrose Lane
Chester, NY | Active
Listed: Apr, 27, 2026
Price: $849,900
Living Area: 2,370 Sq. Ft.

26 Bridle Lane
Chester, NY | Pending
Listed: Jun, 09, 2026
Price: $685,000
Living Area: 1,718 Sq. Ft.

3 Hilltop Lane
Chester, NY | Active
Listed: Jul, 27, 2026
Price: $750,000
Living Area: 2,700 Sq. Ft.

1108 Kings Highway 1-E
Chester, NY | Closed
Listed: Aug, 09, 2026
Price: $675
Living Area: 0 Sq. Ft.

1915 Kings Highway
Chester, NY | Closed
Listed: Aug, 17, 2026
Price: $2,800
Living Area: 1,772 Sq. Ft.

78 Brookside Avenue 138
Chester, NY | Active
Listed: Jun, 26, 2026
Price: $750
Living Area: 198,260 Sq. Ft.

105 Pine Hollow Way
Chester, NY | Closed
Listed: Jul, 11, 2026
Price: $1,750
Living Area: 1,000 Sq. Ft.

197 Oxford Road
Chester, NY | Active
Listed: Jul, 22, 2026
Price: $799,000
Living Area: 3,070 Sq. Ft.

94 Booth Road
Chester, NY | Active
Listed: May, 21, 2026
Price: $520,000
Living Area: 2,083 Sq. Ft.

45 Whitetail Run
Chester, NY | Pending
Listed: May, 14, 2026
Price: $825,000
Living Area: 2,732 Sq. Ft.

9 Derose Lane
Chester, NY | Closed
Listed: Jun, 10, 2026
Price: $675,000
Living Area: 3,100 Sq. Ft.

85 Surrey Road
Chester, NY | Closed
Listed: Apr, 15, 2026
Price: $524,900
Living Area: 2,076 Sq. Ft.

176 Beverly Road
Chester, NY | Pending
Listed: Aug, 04, 2026
Price: $699,900
Living Area: 2,715 Sq. Ft.

222 Lehigh Avenue
Chester, NY | Active
Listed: Aug, 18, 2026
Price: $1,750
Living Area: 696 Sq. Ft.

2 Heidi Lane
Chester, NY | Closed
Listed: Apr, 29, 2026
Price: $869,000
Living Area: 3,846 Sq. Ft.

188 Creamery Pond Road
Chester, NY | Active
Listed: Aug, 14, 2026
Price: $675,000
Living Area: 3,202 Sq. Ft.

8 Main Street 1
Chester, NY | Closed
Listed: Aug, 17, 2026
Price: $1,600
Living Area: 700 Sq. Ft.

4704 Whispering Hills
Chester, NY | Active
Listed: Aug, 24, 2026
Price: $380,000
Living Area: 1,331 Sq. Ft.

69 Cedar Pond Lane
Chester, NY | Active
Listed: Aug, 31, 2026
Price: $1,685,000
Living Area: 0 Sq. Ft.

509 Bellvale Road C
Chester, NY | Active
Listed: Sep, 02, 2026
Price: $2,500
Living Area: 1,200 Sq. Ft.

82 High Street 5
Chester, NY | Active
Listed: Aug, 07, 2026
Price: $2,300
Living Area: 900 Sq. Ft.

424 Laroe Road
Chester, NY | Active
Listed: Jun, 25, 2026
Price: $634,999
Living Area: 2,316 Sq. Ft.

2948 State Route 94
Chester, NY | Closed
Listed: Dec, 06, 2025
Price: $1,300,000
Living Area: 3,866 Sq. Ft.

492A Black Meadow Road
Chester, NY | Closed
Listed: Mar, 30, 2026
Price: $1,750
Living Area: 944 Sq. Ft.

166 Bull Mill Road
Chester, NY | Active
Listed: Aug, 06, 2026
Price: $289,000
Living Area: 1,004 Sq. Ft.

412 Laroe Road
Chester, NY | Active
Listed: Jul, 30, 2026
Price: $605,000
Living Area: 1,848 Sq. Ft.

552 Pine Hill Road
Chester, NY | Active
Listed: Feb, 26, 2026
Price: $299,000
Living Area: 0 Sq. Ft.

1223 Whispering Hills
Chester, NY | Active
Listed: Sep, 16, 2026
Price: $299,900
Living Area: 1,316 Sq. Ft.

32 Surrey Road
Chester, NY | Active
Listed: Aug, 19, 2026
Price: $475,000
Living Area: 1,820 Sq. Ft.

4 Debbie Court
Chester, NY | Pending
Listed: May, 12, 2026
Price: $785,000
Living Area: 5,403 Sq. Ft.

241 Meadow Avenue
Chester, NY | Active
Listed: Jul, 12, 2026
Price: $349,999
Living Area: 1,560 Sq. Ft.

101 Beverly Road
Chester, NY | Active
Listed: Sep, 08, 2026
Price: $879,000
Living Area: 3,764 Sq. Ft.

3561 Rte 94
Chester, NY | Active
Listed: Aug, 18, 2026
Price: $635,999
Living Area: 2,902 Sq. Ft.

264 Bull Mill Road
Chester, NY | Active
Listed: Sep, 11, 2026
Price: $499,000
Living Area: 1,848 Sq. Ft.

5 Red Fox Run
Chester, NY | Active
Listed: Aug, 17, 2026
Price: $679,000
Living Area: 2,960 Sq. Ft.

19 High Street
Chester, NY | Active
Listed: May, 05, 2026
Price: $1,145,000
Living Area: 4,965 Sq. Ft.

492 Black Meadow Road
Chester, NY | Active
Listed: May, 21, 2026
Price: $399,000
Living Area: 0 Sq. Ft.

1 Sanford Avenue
Chester, NY | Active
Listed: Aug, 21, 2026
Price: $750,000
Living Area: 2,280 Sq. Ft.

1414 Kings Highway
Chester, NY | Active
Listed: Mar, 01, 2026
Price: $879,900
Living Area: 3,200 Sq. Ft.

11 Chandler Drive
Chester, NY | Active
Listed: Jun, 29, 2026
Price: $545,000
Living Area: 1,908 Sq. Ft.

19 Greentree Lane
Chester, NY | Active
Listed: Apr, 23, 2026
Price: $3,400,000
Living Area: 7,750 Sq. Ft.

12 Elkay
Chester, NY | Active
Listed: Oct, 15, 2025
Price: $2,000
Living Area: 1,600 Sq. Ft.

74 Brookside Avenue
Chester, NY | Active
Listed: Jul, 17, 2025
Price: $11
Living Area: 17,605 Sq. Ft.

148 Main Street
Chester, NY | Active
Listed: Nov, 18, 2021
Price: $1,900
Living Area: 34,322 Sq. Ft.

2817 Whisper
Chester, NY | Closed
Listed: Feb, 13, 2015
Price: $159,000
Living Area: 0 Sq. Ft.

101 Green Meadows Way
Chester, NY | Closed
Listed: May, 30, 2017
Price: $79,000
Living Area: 0 Sq. Ft.

55 Ridgefield Drive
Chester, NY | Closed
Listed: May, 12, 2017
Price: $453,900
Living Area: 0 Sq. Ft.

1208 Whispering Hills
Chester, NY | Closed
Listed: May, 02, 2026
Price: $2,490
Living Area: 1,053 Sq. Ft.

7 Park Place
Chester, NY | Closed
Listed: Oct, 18, 2025
Price: $730,000
Living Area: 2,780 Sq. Ft.

1403 Kings Highway
Chester, NY | Closed
Listed: Jun, 04, 2026
Price: $3,750
Living Area: 3,200 Sq. Ft.

3 Brookside Avenue
Chester, NY | Active
Listed: Jul, 20, 2026
Price: $4,200
Living Area: 2,894 Sq. Ft.

185 Oxford Road
Chester, NY | Active
Listed: Jul, 11, 2026
Price: $389,000
Living Area: 1,062 Sq. Ft.

68 Conklingtown Road 1&2
Chester, NY | Active
Listed: Jul, 21, 2026
Price: $575,000
Living Area: 0 Sq. Ft.

28 Academy Avenue 2
Chester, NY | Closed
Listed: Jun, 03, 2026
Price: $2,695
Living Area: 2,386 Sq. Ft.

1390 Kings Highway
Chester, NY | Closed
Listed: Jul, 06, 2026
Price: $2,600
Living Area: 1,452 Sq. Ft.

815 Craigville Road
Chester, NY | Pending
Listed: Jun, 25, 2026
Price: $280,000
Living Area: 2,016 Sq. Ft.

1 N Hudson Street
Chester, NY | Closed
Listed: May, 17, 2026
Price: $499,900
Living Area: 1,778 Sq. Ft.

1358-A Kings Highway
Chester, NY | Closed
Listed: Jun, 20, 2026
Price: $2,100
Living Area: 1,000 Sq. Ft.

1367 Kings Highway
Chester, NY | Active
Listed: Aug, 13, 2026
Price: $440,000
Living Area: 1,728 Sq. Ft.

20 Mountainside Drive
Chester, NY | Active
Listed: Aug, 11, 2026
Price: $749,900
Living Area: 3,080 Sq. Ft.

13 Bianca Boulevard
Chester, NY | Active
Listed: Aug, 18, 2026
Price: $700,000
Living Area: 3,296 Sq. Ft.

149 Creamery Pond Road
Chester, NY | Pending
Listed: Apr, 20, 2026
Price: $775,000
Living Area: 2,740 Sq. Ft.

2113 Whispering Hills
Chester, NY | Active
Listed: Jan, 14, 2026
Price: $275,000
Living Area: 1,084 Sq. Ft.

11 Oxford Depot
Chester, NY | Closed
Listed: May, 20, 2026
Price: $425,000
Living Area: 1,748 Sq. Ft.

22 Goshen Road
Chester, NY | Active
Listed: Jun, 10, 2026
Price: $1,195,000
Living Area: 4,281 Sq. Ft.

19 Grand View Terrace
Chester, NY | Active
Listed: Jun, 12, 2026
Price: $789,900
Living Area: 4,697 Sq. Ft.

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