Listings in 12564 - Dutchess County, New York

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Displaying 1 – 200 of 96 Real estate listings

10 Fenwood Drive C
Pawling, NY | Active
Listed: Mar, 12, 2026
Price: $2,000
Living Area: 900 Sq. Ft.

56 Route 22
Pawling, NY | Active
Listed: Apr, 02, 2026
Price: $919,900
Living Area: 3,300 Sq. Ft.

11 Cushing Green S
Pawling, NY | Closed
Listed: Apr, 06, 2026
Price: $375,000
Living Area: 1,723 Sq. Ft.

117 S Quaker Hill Road
Pawling, NY | Closed
Listed: Apr, 30, 2026
Price: $859,000
Living Area: 2,278 Sq. Ft.

103 S Harmony Hill Road
Pawling, NY | Pending
Listed: Apr, 23, 2026
Price: $775,000
Living Area: 3,729 Sq. Ft.

120 Harmony Road
Pawling, NY | Active
Listed: Mar, 09, 2025
Price: $1,250,000
Living Area: 3,920 Sq. Ft.

17 Spring Street
Pawling, NY | Pending
Listed: Jul, 13, 2026
Price: $575,000
Living Area: 2,202 Sq. Ft.

527 Route 22
Pawling, NY | Active
Listed: May, 28, 2026
Price: $1,995,000
Living Area: 11,989 Sq. Ft.

265 Old Pawling Road
Pawling, NY | Active
Listed: Aug, 31, 2026
Price: $404,444
Living Area: 1,000 Sq. Ft.

6 Byrds Hill Road
Pawling, NY | Closed
Listed: Jun, 24, 2026
Price: $995,000
Living Area: 3,035 Sq. Ft.

19 Memorial Avenue 2
Pawling, NY | Active
Listed: Aug, 20, 2026
Price: $1,675
Living Area: 520 Sq. Ft.

10 Evergreen Way
Pawling, NY | Pending
Listed: Aug, 09, 2026
Price: $424,929
Living Area: 1,427 Sq. Ft.

Route 22
Pawling, NY | Active
Listed: Sep, 09, 2026
Price: $999,000
Living Area: 0 Sq. Ft.

6 Overlook Road
Pawling, NY | Active
Listed: Jul, 28, 2026
Price: $689,999
Living Area: 2,659 Sq. Ft.

46 Harmony Hill Road
Pawling, NY | Active
Listed: Aug, 10, 2026
Price: $589,000
Living Area: 1,828 Sq. Ft.

Lot 25 Brady Brook Farm Road
Pawling, NY | Active
Listed: Oct, 01, 2025
Price: $229,000
Living Area: 0 Sq. Ft.

106 Route 22
Pawling, NY | Active
Listed: Aug, 24, 2026
Price: $399,000
Living Area: 0 Sq. Ft.

66 Reservoir Road
Pawling, NY | Active
Listed: Aug, 09, 2026
Price: $525,000
Living Area: 1,950 Sq. Ft.

139 S Harmony Road
Pawling, NY | Active
Listed: Sep, 02, 2026
Price: $995,000
Living Area: 3,831 Sq. Ft.

225 Route 22
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 0 Sq. Ft.

10 E Main Street
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $3,750
Living Area: 2,185 Sq. Ft.

6 Byrds Hill Road
Pawling, NY | Active
Listed: Jun, 04, 2026
Price: $20,000
Living Area: 3,035 Sq. Ft.

34 Meeting House Road
Pawling, NY | Pending
Listed: Feb, 25, 2026
Price: $2,500,000
Living Area: 2,292 Sq. Ft.

24 Overlook Drive
Pawling, NY | Closed
Listed: May, 05, 2026
Price: $689,000
Living Area: 3,175 Sq. Ft.

Old Quaker Hill Road
Pawling, NY | Closed
Listed: Apr, 17, 2026
Price: $999,000
Living Area: 0 Sq. Ft.

168 Old Route 55
Pawling, NY | Closed
Listed: May, 19, 2026
Price: $565,000
Living Area: 2,194 Sq. Ft.

28 Birch Terrace
Pawling, NY | Pending
Listed: Jul, 01, 2026
Price: $375,000
Living Area: 816 Sq. Ft.

5 Red Tail Court
Pawling, NY | Active
Listed: Jun, 01, 2026
Price: $575,000
Living Area: 2,924 Sq. Ft.

43 Meeting House Road
Pawling, NY | Active
Listed: Apr, 20, 2026
Price: $1,799,000
Living Area: 5,390 Sq. Ft.

527 Route 22
Pawling, NY | Active
Listed: May, 28, 2026
Price: $1,450,000
Living Area: 11,989 Sq. Ft.

5 Henry Street
Pawling, NY | Hold
Listed: Sep, 01, 2026
Price: $399,000
Living Area: 2,424 Sq. Ft.

517 Route 22 5
Pawling, NY | Active
Listed: Mar, 26, 2026
Price: $1,000
Living Area: 10,000 Sq. Ft.

225 Route 22
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 4,800 Sq. Ft.

Lot C Oblong Lane
Pawling, NY | Active
Listed: May, 07, 2024
Price: $190,000
Living Area: 0 Sq. Ft.

5 Old Field Circle
Pawling, NY | Closed
Listed: Apr, 06, 2026
Price: $549,222
Living Area: 2,104 Sq. Ft.

133 Route 22
Pawling, NY | Closed
Listed: May, 05, 2026
Price: $1,000
Living Area: 41,000 Sq. Ft.

40 Harmony Road
Pawling, NY | Pending
Listed: Jun, 19, 2026
Price: $499,000
Living Area: 1,968 Sq. Ft.

178 Charles Colman Boulevard
Pawling, NY | Active
Listed: Sep, 27, 2024
Price: $1,350,000
Living Area: 0 Sq. Ft.

140 Hurds Corners Road
Pawling, NY | Active
Listed: Aug, 26, 2026
Price: $599,000
Living Area: 1,329 Sq. Ft.

6 Overlook Road
Pawling, NY | Active
Listed: Jul, 28, 2026
Price: $689,999
Living Area: 2,659 Sq. Ft.

809 QUAKER HILL Road
Pawling, NY | Pending
Listed: May, 29, 2026
Price: $2,850,000
Living Area: 3,600 Sq. Ft.

5 Henry Street
Pawling, NY | Active
Listed: Sep, 01, 2026
Price: $399,000
Living Area: 2,424 Sq. Ft.

188 N Quaker Hill Road
Pawling, NY | Pending
Listed: May, 01, 2026
Price: $595,000
Living Area: 2,636 Sq. Ft.

57 Buhleir Road
Pawling, NY | Active
Listed: Apr, 29, 2026
Price: $619,900
Living Area: 1,768 Sq. Ft.

3846 Route 55
Pawling, NY | Active
Listed: Aug, 11, 2026
Price: $639,000
Living Area: 1,696 Sq. Ft.

64 S Quaker Hill Road
Pawling, NY | Active
Listed: Jun, 09, 2026
Price: $1,199,000
Living Area: 4,248 Sq. Ft.

43 Meeting House Road
Pawling, NY | Active
Listed: Apr, 20, 2026
Price: $1,799,000
Living Area: 5,390 Sq. Ft.

5D Spring Street
Pawling, NY | Active
Listed: Jun, 04, 2026
Price: $895
Living Area: 911 Sq. Ft.

Lot 5 S White Rock Road
Holmes, NY | Active
Listed: Jun, 10, 2026
Price: $260,000
Living Area: 0 Sq. Ft.

104 N Garden Drive
Pawling, NY | Closed
Listed: Dec, 24, 2025
Price: $39,000,000
Living Area: 0 Sq. Ft.

978 W Dover Road
Pawling, NY | Closed
Listed: May, 04, 2026
Price: $440,000
Living Area: 1,556 Sq. Ft.

12 John Kane Court
Pawling, NY | Closed
Listed: May, 13, 2026
Price: $460,000
Living Area: 1,920 Sq. Ft.

921 W Dover Road
Pawling, NY | Closed
Listed: Jul, 07, 2026
Price: $4,000
Living Area: 3,635 Sq. Ft.

225 Route 22
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 4,800 Sq. Ft.

14 Akindale Road
Pawling, NY | Active
Listed: Aug, 06, 2026
Price: $225,000
Living Area: 0 Sq. Ft.

5 Red Tail Court
Pawling, NY | Active
Listed: Jun, 01, 2026
Price: $600,000
Living Area: 2,924 Sq. Ft.

16 Evergreen Way
Pawling, NY | Pending
Listed: Jul, 22, 2026
Price: $360,000
Living Area: 1,413 Sq. Ft.

1141 Old Quaker Hill Road
Pawling, NY | Closed
Listed: Apr, 19, 2026
Price: $499,999
Living Area: 1,347 Sq. Ft.

1 Cushing Green N
Pawling, NY | Closed
Listed: Feb, 25, 2026
Price: $335,000
Living Area: 1,567 Sq. Ft.

6 Martingale Way
Pawling, NY | Closed
Listed: May, 04, 2026
Price: $699,000
Living Area: 4,687 Sq. Ft.

12 Rebecca Drive
Pawling, NY | Active
Listed: Aug, 21, 2026
Price: $655,000
Living Area: 3,888 Sq. Ft.

22 Hickory Lane
Pawling, NY | Pending
Listed: Jul, 24, 2026
Price: $499,000
Living Area: 2,188 Sq. Ft.

Tower Hill Road
Pawling, NY | Closed
Listed: Apr, 01, 2017
Price: $300,000
Living Area: 0 Sq. Ft.

140 E Main Street 1
Pawling, NY | Active
Listed: Aug, 22, 2026
Price: $2,700
Living Area: 1,525 Sq. Ft.

41 W Deer Trail
Pawling, NY | Active
Listed: Sep, 06, 2026
Price: $597,500
Living Area: 2,300 Sq. Ft.

517 Route 22 5
Pawling, NY | Closed
Listed: Mar, 26, 2026
Price: $1,000
Living Area: 10,000 Sq. Ft.

13 Rebecca Drive
Pawling, NY | Active
Listed: Sep, 25, 2026
Price: $660,000
Living Area: 2,856 Sq. Ft.

12 Rebecca Drive
Pawling, NY | Pending
Listed: Aug, 21, 2026
Price: $655,000
Living Area: 3,888 Sq. Ft.

15 Kirby Hill Road
Pawling, NY | Active
Listed: Feb, 27, 2026
Price: $14,995,000
Living Area: 3,942 Sq. Ft.

Picture of 129 Charles Colman Boulevard A 2

129 Charles Colman Boulevard A 2
Pawling, NY | Closed
Listed: May, 21, 2026
Price: $1,950
Living Area: 818 Sq. Ft.

58 Pine Drive
Pawling, NY | Closed
Listed: Apr, 03, 2026
Price: $530,000
Living Area: 1,706 Sq. Ft.

16 Juniper Lane
Pawling, NY | Closed
Listed: Mar, 29, 2026
Price: $385,000
Living Area: 1,639 Sq. Ft.

15 Dykeman Street
Pawling, NY | Closed
Listed: Feb, 15, 2026
Price: $215,000
Living Area: 0 Sq. Ft.

392 Old Quaker Hill Road
Pawling, NY | Active
Listed: Aug, 01, 2026
Price: $1,400,000
Living Area: 4,136 Sq. Ft.

515 Route 22
Pawling, NY | Active
Listed: Apr, 28, 2026
Price: $5,500
Living Area: 11,989 Sq. Ft.

10 E Main Street
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $599,000
Living Area: 2,185 Sq. Ft.

3 Memorial Avenue 102
Pawling, NY | Closed
Listed: Jun, 04, 2026
Price: $2,600
Living Area: 1,320 Sq. Ft.

225 Route 22
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 0 Sq. Ft.

17 Townsend Boulevard
Pawling, NY | Closed
Listed: Jan, 25, 2026
Price: $460,000
Living Area: 1,088 Sq. Ft.

25 Fairway Drive 2
Pawling, NY | Closed
Listed: May, 21, 2026
Price: $1,800
Living Area: 690 Sq. Ft.

21 Overlook Drive
Pawling, NY | Pending
Listed: Jul, 28, 2026
Price: $699,000
Living Area: 1,460 Sq. Ft.

140 E Main Street 2
Pawling, NY | Active
Listed: Aug, 22, 2026
Price: $2,100
Living Area: 760 Sq. Ft.

618 Quaker Hill Road
Pawling, NY | Active
Listed: May, 08, 2026
Price: $4,750,000
Living Area: 15,000 Sq. Ft.

128 Old Pawling Road
Pawling, NY | Pending
Listed: Jun, 19, 2026
Price: $899,000
Living Area: 3,434 Sq. Ft.

35 Gobblers Knob Road
Pawling, NY | Closed
Listed: Jun, 25, 2026
Price: $450,000
Living Area: 2,096 Sq. Ft.

49 Millstream Court
Pawling, NY | Active
Listed: Sep, 03, 2026
Price: $699,000
Living Area: 2,737 Sq. Ft.

63 River Road B
Pawling, NY | Active
Listed: Sep, 04, 2026
Price: $3,250
Living Area: 1,000 Sq. Ft.

357 W Dover Road
Pawling, NY | Pending
Listed: Jul, 15, 2026
Price: $365,000
Living Area: 2,137 Sq. Ft.

20 Hickory Lane
Pawling, NY | Active
Listed: Jan, 18, 2026
Price: $140,000
Living Area: 0 Sq. Ft.

Lot 21 Cox Road
Pawling, NY | Active
Listed: Sep, 30, 2025
Price: $229,000
Living Area: 0 Sq. Ft.

37 W Deer Trail
Pawling, NY | Closed
Listed: May, 21, 2026
Price: $525,000
Living Area: 1,955 Sq. Ft.

Lot 5 A S White Rock Road
Holmes, NY | Active
Listed: Jul, 11, 2026
Price: $1,150,000
Living Area: 3,400 Sq. Ft.

264 Quaker Hill Road
Pawling, NY | Active
Listed: Sep, 08, 2026
Price: $695,000
Living Area: 2,160 Sq. Ft.

41 W Deer Trail
Pawling, NY | Active
Listed: Sep, 06, 2026
Price: $597,500
Living Area: 2,300 Sq. Ft.

264 Quaker Hill Road
Pawling, NY | Active
Listed: Sep, 08, 2026
Price: $695,000
Living Area: 2,160 Sq. Ft.

139 S Harmony Road
Pawling, NY | Active
Listed: Sep, 02, 2026
Price: $995,000
Living Area: 3,831 Sq. Ft.

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