Listings in 10918 - Orange County, New York

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Displaying 1 – 200 of 228 Real estate listings

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

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

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

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

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

98 Main Street
Chester, NY | Closed
Listed: Dec, 04, 2025
Price: $2,800
Living Area: 1,605 Sq. Ft.

34 Booth Road
Chester, NY | Closed
Listed: Feb, 13, 2026
Price: $699,000
Living Area: 2,506 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.

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

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

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

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

24 Boville Court
Chester, NY | Active
Listed: Jun, 22, 2026
Price: $849,999
Living Area: 2,236 Sq. Ft.

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

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

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

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

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

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

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

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

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

1460 State Route 17M Suite D
Chester, NY | Closed
Listed: Nov, 02, 2025
Price: $2,500
Living Area: 9,536 Sq. Ft.

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

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

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

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

2312 Whispering Hills
Chester, NY | Closed
Listed: May, 05, 2026
Price: $2,500
Living Area: 1,084 Sq. Ft.

3410 Whispering Hills
Chester, NY | Closed
Listed: May, 13, 2026
Price: $2,950
Living Area: 1,331 Sq. Ft.

71 Greycourt Road
Chester, NY | Closed
Listed: Dec, 09, 2025
Price: $449,000
Living Area: 1,056 Sq. Ft.

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

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

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

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

33 Meadow Avenue
Chester, NY | Active
Listed: Jun, 10, 2026
Price: $390,000
Living Area: 1,561 Sq. Ft.

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

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

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

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

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

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

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

24 Walnut Street
Chester, NY | Active
Listed: May, 26, 2026
Price: $559,000
Living Area: 2,698 Sq. Ft.

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

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

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

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

4008 Whispering Hills Drive
Chester, NY | Active
Listed: Jul, 27, 2026
Price: $315,000
Living Area: 1,072 Sq. Ft.

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

151 Main Street
Chester, NY | Active
Listed: Jul, 28, 2026
Price: $350,000
Living Area: 1,504 Sq. Ft.

2203 Whispering Hills
Chester, NY | Closed
Listed: Feb, 02, 2026
Price: $362,900
Living Area: 1,331 Sq. Ft.

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

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

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

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

78 Brookside Avenue 138
Chester, NY | Active
Listed: Jun, 26, 2026
Price: $800
Living Area: 198,260 Sq. Ft.

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

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

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

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

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

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

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

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

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

176 Beverly Rd
Chester, NY | Active
Listed: Jun, 29, 2026
Price: $777,000
Living Area: 3,715 Sq. Ft.

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

241 Meadow Avenue
Chester, NY | Active
Listed: Jul, 12, 2026
Price: $399,999
Living Area: 1,560 Sq. Ft.

145 Kings Highway Bypass
Chester, NY | Active
Listed: Apr, 14, 2026
Price: $1,299,900
Living Area: 4,508 Sq. Ft.

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

2314 Whispering Hills
Chester, NY | Closed
Listed: Apr, 16, 2026
Price: $2,800
Living Area: 1,316 Sq. Ft.

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

Odyssey Drive
Chester, NY | Active
Listed: May, 08, 2025
Price: $350,000
Living Area: 0 Sq. Ft.

31 Hudson Street
Chester, NY | Closed
Listed: Feb, 27, 2026
Price: $449,900
Living Area: 1,998 Sq. Ft.

4 Ayr Road
Chester, NY | Closed
Listed: Apr, 30, 2026
Price: $4,300
Living Area: 3,968 Sq. Ft.

9 Country Woods Drive
Chester, NY | Closed
Listed: Oct, 15, 2025
Price: $725,000
Living Area: 3,124 Sq. Ft.

1503 Whispering Hills
Chester, NY | Closed
Listed: Nov, 20, 2025
Price: $309,900
Living Area: 1,331 Sq. Ft.

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

21 Bull Mine Road
Chester, NY | Closed
Listed: Mar, 24, 2026
Price: $925,000
Living Area: 3,680 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.

206 Greycourt Road
Chester, NY | Active
Listed: Jun, 01, 2026
Price: $999,900
Living Area: 4,032 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.

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

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

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

94 Booth Road
Chester, NY | Active
Listed: May, 21, 2026
Price: $529,000
Living Area: 2,083 Sq. Ft.

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

50 Hambletonian Avenue
Chester, NY | Active
Listed: Jul, 22, 2026
Price: $599,900
Living Area: 1,583 Sq. Ft.

11 Chandler Drive
Chester, NY | Active
Listed: Jun, 29, 2026
Price: $575,000
Living Area: 1,908 Sq. Ft.

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

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

424 Laroe Road
Chester, NY | Active
Listed: Jun, 25, 2026
Price: $649,999
Living Area: 2,316 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.

41 Elkay Drive
Chester, NY | Active
Listed: Apr, 22, 2026
Price: $5,000
Living Area: 5,000 Sq. Ft.

118 Booth Road
Chester, NY | Closed
Listed: Feb, 07, 2026
Price: $3,800
Living Area: 2,457 Sq. Ft.

2 Oak Street 2
Chester, NY | Closed
Listed: Mar, 20, 2026
Price: $1,900
Living Area: 700 Sq. Ft.

16 Oxford Springs Road
Chester, NY | Closed
Listed: Nov, 19, 2025
Price: $750,000
Living Area: 2,870 Sq. Ft.

307 Gibson Hill Road
Chester, NY | Closed
Listed: Mar, 09, 2026
Price: $350,000
Living Area: 1,272 Sq. Ft.

408 Bull Mill Road 2
Chester, NY | Closed
Listed: Mar, 24, 2026
Price: $3,600
Living Area: 1,800 Sq. Ft.

3601 Whispering Hills 3601
Chester, NY | Closed
Listed: Mar, 23, 2026
Price: $305,000
Living Area: 1,084 Sq. Ft.

3917 Whispering Hills
Chester, NY | Closed
Listed: Dec, 10, 2025
Price: $305,000
Living Area: 1,072 Sq. Ft.

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

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

2119 Whispering Hills
Chester, NY | Active
Listed: Jun, 30, 2026
Price: $295,000
Living Area: 1,086 Sq. Ft.

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

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

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

2604 Whispering Hills
Chester, NY | Active
Listed: Jul, 11, 2026
Price: $350,000
Living Area: 1,086 Sq. Ft.

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

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

985 Craigville Road
Chester, NY | Active
Listed: Jun, 30, 2026
Price: $800,000
Living Area: 3,100 Sq. Ft.

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

5 N Hudson Street
Chester, NY | Active
Listed: Mar, 25, 2026
Price: $500,000
Living Area: 2,688 Sq. Ft.

2952 State Route 94 104
Chester, NY | Active
Listed: Jun, 01, 2026
Price: $1,600
Living Area: 1,200 Sq. Ft.

595 Bull Mill Rd
Chester, NY | Closed
Listed: Oct, 01, 2018
Price: $349,900
Living Area: 0 Sq. Ft.

1221 Whispering Hls
Chester, NY | Pending
Listed: Jun, 12, 2026
Price: $377,000
Living Area: 0 Sq. Ft.

1418 Whispering Hills
Chester, NY | Closed
Listed: Jan, 24, 2013
Price: $147,500
Living Area: 0 Sq. Ft.

1 Elizabeth Dr
Chester, NY | Closed
Listed: Oct, 25, 2018
Price: $84,700
Living Area: 0 Sq. Ft.

7 Bianca Blvd
Chester, NY | Closed
Listed: Nov, 29, 2012
Price: $375,000
Living Area: 0 Sq. Ft.

3 Jeffrey Drive
Chester, NY | Closed
Listed: Oct, 06, 2015
Price: $255,000
Living Area: 0 Sq. Ft.

45 Boville Court
Chester, NY | Closed
Listed: Jun, 04, 2019
Price: $561,526
Living Area: 0 Sq. Ft.

9 Stargate Ln
Chester, NY | Closed
Listed: Dec, 21, 2017
Price: $250,000
Living Area: 0 Sq. Ft.

4 Heidi Lane
Chester, NY | Closed
Listed: Feb, 06, 2019
Price: $474,900
Living Area: 0 Sq. Ft.

825 Craigville Road
Chester, NY | Closed
Listed: Jun, 13, 2015
Price: $119,900
Living Area: 0 Sq. Ft.

139 Beverly Rd
Chester, NY | Closed
Listed: Aug, 23, 2018
Price: $510,000
Living Area: 0 Sq. Ft.

56 Hardscrabble Road
Chester, NY | Closed
Listed: Feb, 22, 2016
Price: $450,000
Living Area: 0 Sq. Ft.

7 High Street
Chester, NY | Closed
Listed: Nov, 05, 2014
Price: $194,900
Living Area: 0 Sq. Ft.

3121 Whispering Hills 3121
Chester, NY | Closed
Listed: May, 10, 2013
Price: $187,000
Living Area: 0 Sq. Ft.

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