Listings in 12564 - Dutchess County, New York

Page 1 of 1

Displaying 1 – 200 of 88 Real estate listings


Picture of 10 Fenwood Drive C
10 Fenwood Drive C
Pawling, NY | Active
Listed: Mar, 12, 2026
Price: $2,000
Living Area: 900 Sq. Ft.
Picture of Lot 25 Brady Brook Farm Road
Lot 25 Brady Brook Farm Road
Pawling, NY | Active
Listed: Oct, 01, 2025
Price: $229,000
Living Area: 0 Sq. Ft.
Picture of 56 Route 22
56 Route 22
Pawling, NY | Active
Listed: Apr, 02, 2026
Price: $919,900
Living Area: 3,300 Sq. Ft.
Picture of 120 Harmony Road
120 Harmony Road
Pawling, NY | Active
Listed: Mar, 09, 2025
Price: $1,250,000
Living Area: 3,920 Sq. Ft.
Picture of 14 Old Route 55
14 Old Route 55
Pawling, NY | Closed
Listed: Jan, 20, 2026
Price: $269,950
Living Area: 1,653 Sq. Ft.
Picture of 24 Overlook Drive
24 Overlook Drive
Pawling, NY | Pending
Listed: May, 05, 2026
Price: $689,000
Living Area: 3,175 Sq. Ft.
Picture of 40 Walnut Street
40 Walnut Street
Pawling, NY | Closed
Listed: Jan, 04, 2026
Price: $425,000
Living Area: 1,776 Sq. Ft.
Picture of 3302 Route 55
3302 Route 55
Pawling, NY | Active
Listed: Jan, 29, 2026
Price: $2,500,000
Living Area: 6,625 Sq. Ft.
Picture of 45 Fenwood Dr
45 Fenwood Dr
PAWLING, NY | Closed
Listed: Feb, 16, 2016
Price: $92,800
Living Area: 0 Sq. Ft.
Picture of 112 Walnut Dr
112 Walnut Dr
Pawling, NY | Closed
Listed: Mar, 28, 2016
Price: $166,000
Living Area: 0 Sq. Ft.
Picture of 35 Gobblers Knob Rd
35 Gobblers Knob Rd
Pawling, NY | Closed
Listed: Dec, 05, 2017
Price: $49,500
Living Area: 0 Sq. Ft.
Picture of 527 Route 22
527 Route 22
Pawling, NY | Active
Listed: May, 28, 2026
Price: $2,450,000
Living Area: 11,989 Sq. Ft.
Picture of 121 Quaker Hill Road
121 Quaker Hill Road
Pawling, NY | Active
Listed: Mar, 05, 2026
Price: $30,000
Living Area: 4,233 Sq. Ft.
Picture of 225 Route 22
225 Route 22
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 0 Sq. Ft.
Picture of 604 N Quaker Hill Road
604 N Quaker Hill Road
Pawling, NY | Closed
Listed: Apr, 30, 2025
Price: $1,450,000
Living Area: 5,470 Sq. Ft.
Picture of 10 E Main Street
10 E Main Street
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $3,750
Living Area: 2,185 Sq. Ft.
Picture of 6 Byrds Hill Road
6 Byrds Hill Road
Pawling, NY | Active
Listed: Jun, 04, 2026
Price: $20,000
Living Area: 3,035 Sq. Ft.
Picture of 168 Old Route 55
168 Old Route 55
Pawling, NY | Pending
Listed: May, 19, 2026
Price: $565,000
Living Area: 2,194 Sq. Ft.
Picture of 12 Evergreen Way
12 Evergreen Way
Pawling, NY | Closed
Listed: May, 21, 2026
Price: $2,900
Living Area: 1,413 Sq. Ft.
Picture of 103 S Harmony Hill Road
103 S Harmony Hill Road
Pawling, NY | Active
Listed: Apr, 23, 2026
Price: $775,000
Living Area: 3,729 Sq. Ft.
Picture of 6 Byrds Hill Road
6 Byrds Hill Road
Pawling, NY | Active
Listed: Jun, 24, 2026
Price: $995,000
Living Area: 3,035 Sq. Ft.
Picture of 34 Meeting House Road
34 Meeting House Road
Pawling, NY | Pending
Listed: Feb, 25, 2026
Price: $2,500,000
Living Area: 2,292 Sq. Ft.
Picture of Old Quaker Hill Road
Old Quaker Hill Road
Pawling, NY | Pending
Listed: Apr, 17, 2026
Price: $999,000
Living Area: 0 Sq. Ft.
Picture of 28 Birch Terrace
28 Birch Terrace
Pawling, NY | Active
Listed: Jul, 01, 2026
Price: $375,000
Living Area: 816 Sq. Ft.
Picture of 11 Cushing Green S
11 Cushing Green S
Pawling, NY | Closed
Listed: Apr, 06, 2026
Price: $375,000
Living Area: 1,723 Sq. Ft.
Picture of 117 S Quaker Hill Road
117 S Quaker Hill Road
Pawling, NY | Closed
Listed: Apr, 30, 2026
Price: $859,000
Living Area: 2,278 Sq. Ft.
Picture of 517 Route 22 5
517 Route 22 5
Pawling, NY | Active
Listed: Mar, 26, 2026
Price: $1,000
Living Area: 10,000 Sq. Ft.
Picture of 225 Route 22
225 Route 22
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 4,800 Sq. Ft.
Picture of 225 Route 22
225 Route 22
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 4,800 Sq. Ft.
Picture of Lot C Oblong Lane
Lot C Oblong Lane
Pawling, NY | Active
Listed: May, 07, 2024
Price: $190,000
Living Area: 0 Sq. Ft.
Picture of 809 QUAKER HILL Road
809 QUAKER HILL Road
Pawling, NY | Active
Listed: May, 29, 2026
Price: $3,100,000
Living Area: 3,600 Sq. Ft.
Picture of 57 Buhleir Road
57 Buhleir Road
Pawling, NY | Active
Listed: Apr, 29, 2026
Price: $629,900
Living Area: 1,768 Sq. Ft.
Picture of 5 Red Tail Court
5 Red Tail Court
Pawling, NY | Active
Listed: Jun, 01, 2026
Price: $600,000
Living Area: 2,924 Sq. Ft.
Picture of S White Rock Road
S White Rock Road
Holmes, NY | Active
Listed: Jun, 10, 2026
Price: $260,000
Living Area: 0 Sq. Ft.
Picture of 64 S Quaker Hill Road
64 S Quaker Hill Road
Pawling, NY | Active
Listed: Jun, 09, 2026
Price: $1,300,000
Living Area: 4,248 Sq. Ft.
Picture of 1 Cushing Green N
1 Cushing Green N
Pawling, NY | Pending
Listed: Feb, 25, 2026
Price: $335,000
Living Area: 1,567 Sq. Ft.
Picture of 104 N Garden Drive
104 N Garden Drive
Pawling, NY | Pending
Listed: Dec, 24, 2025
Price: $39,000,000
Living Area: 0 Sq. Ft.
Picture of 41 and 43 Meeting House Road
41 and 43 Meeting House Road
Pawling, NY | Active
Listed: Apr, 20, 2026
Price: $1,799,000
Living Area: 5,390 Sq. Ft.
Picture of 7 Holm Run
7 Holm Run
Pawling, NY | Active
Listed: Jun, 15, 2026
Price: $495,000
Living Area: 1,172 Sq. Ft.
Picture of 6 Martingale Way
6 Martingale Way
Pawling, NY | Active
Listed: May, 04, 2026
Price: $699,000
Living Area: 4,687 Sq. Ft.
Picture of 85 Harmony Hill Road
85 Harmony Hill Road
Pawling, NY | Closed
Listed: Apr, 23, 2026
Price: $599,900
Living Area: 1,640 Sq. Ft.
Picture of 40 Harmony Road
40 Harmony Road
Pawling, NY | Active
Listed: Jun, 19, 2026
Price: $499,000
Living Area: 1,968 Sq. Ft.
Picture of 5 Old Field Circle
5 Old Field Circle
Pawling, NY | Pending
Listed: Apr, 06, 2026
Price: $549,222
Living Area: 2,104 Sq. Ft.
Picture of 133 Route 22
133 Route 22
Pawling, NY | Active
Listed: May, 05, 2026
Price: $1,000
Living Area: 41,000 Sq. Ft.
Picture of 36 Horseshoe Path
36 Horseshoe Path
Pawling, NY | Closed
Listed: Mar, 02, 2026
Price: $775,000
Living Area: 4,627 Sq. Ft.
Picture of 13 Cushing Green S
13 Cushing Green S
Pawling, NY | Closed
Listed: Jan, 10, 2026
Price: $425,000
Living Area: 1,567 Sq. Ft.
Picture of 3 Pine Drive
3 Pine Drive
Dover Plains, NY | Closed
Listed: Dec, 21, 2025
Price: $125,000
Living Area: 0 Sq. Ft.
Picture of 26 Rodina Drive
26 Rodina Drive
Pawling, NY | Closed
Listed: Jan, 14, 2026
Price: $799,000
Living Area: 3,200 Sq. Ft.
Picture of 178 Charles Colman Boulevard
178 Charles Colman Boulevard
Pawling, NY | Active
Listed: Sep, 27, 2024
Price: $1,350,000
Living Area: 0 Sq. Ft.
Picture of 7 Juniper Lane
7 Juniper Lane
Pawling, NY | Closed
Listed: Jan, 27, 2026
Price: $420,000
Living Area: 2,596 Sq. Ft.
Picture of 3 Evergreen Way
3 Evergreen Way
Pawling, NY | Closed
Listed: Apr, 14, 2026
Price: $3,000
Living Area: 1,413 Sq. Ft.
Picture of 978 W Dover Road
978 W Dover Road
Pawling, NY | Pending
Listed: May, 04, 2026
Price: $440,000
Living Area: 1,556 Sq. Ft.
Picture of 5D Spring Street
5D Spring Street
Pawling, NY | Active
Listed: Jun, 04, 2026
Price: $895
Living Area: 911 Sq. Ft.
Picture of 121 Quaker Hill Road
121 Quaker Hill Road
Pawling, NY | Active
Listed: Mar, 05, 2026
Price: $30,000
Living Area: 4,233 Sq. Ft.
Picture of 1141 Old Quaker Hill Road
1141 Old Quaker Hill Road
Pawling, NY | Pending
Listed: Apr, 19, 2026
Price: $499,999
Living Area: 1,347 Sq. Ft.
Picture of 12 John Kane Court
12 John Kane Court
Pawling, NY | Pending
Listed: May, 13, 2026
Price: $460,000
Living Area: 1,920 Sq. Ft.
Picture of 592 Route 22 GA
592 Route 22 GA
Pawling, NY | Closed
Listed: Oct, 08, 2025
Price: $3,000
Living Area: 2,700 Sq. Ft.
Picture of 188 N Quaker Hill Road
188 N Quaker Hill Road
Pawling, NY | Active
Listed: May, 01, 2026
Price: $595,000
Living Area: 2,636 Sq. Ft.
Picture of 20 Saratoga Street
20 Saratoga Street
Pawling, NY | Closed
Listed: Feb, 02, 2026
Price: $485,000
Living Area: 2,503 Sq. Ft.
Picture of 21 Kings Way
21 Kings Way
Pawling, NY | Closed
Listed: Nov, 24, 2025
Price: $368,888
Living Area: 1,960 Sq. Ft.
Picture of 20 Hickory Lane
20 Hickory Lane
Pawling, NY | Active
Listed: Jan, 18, 2026
Price: $140,000
Living Area: 0 Sq. Ft.
Picture of 15 Kirby Hill Road
15 Kirby Hill Road
Pawling, NY | Active
Listed: Feb, 27, 2026
Price: $14,995,000
Living Area: 3,942 Sq. Ft.
Picture of 618 Quaker Hill Road
618 Quaker Hill Road
Pawling, NY | Active
Listed: May, 08, 2026
Price: $5,000,000
Living Area: 15,000 Sq. Ft.
Picture of 322 Old Route 22
322 Old Route 22
Pawling, NY | Closed
Listed: Oct, 27, 2025
Price: $619,000
Living Area: 1,950 Sq. Ft.
Picture of 141 Dugway Drive
141 Dugway Drive
Pawling, NY | Closed
Listed: Oct, 28, 2024
Price: $585,000
Living Area: 2,240 Sq. Ft.
Picture of 15 Dykeman Street
15 Dykeman Street
Pawling, NY | Pending
Listed: Feb, 15, 2026
Price: $215,000
Living Area: 0 Sq. Ft.
Picture of 10 Timberline Trail
10 Timberline Trail
Pawling, NY | Closed
Listed: Feb, 11, 2026
Price: $387,000
Living Area: 1,413 Sq. Ft.
Picture of 54 E Main Street
54 E Main Street
Pawling, NY | Closed
Listed: Jul, 28, 2025
Price: $895
Living Area: 664 Sq. Ft.
Picture of Lot 21 Cox Road
Lot 21 Cox Road
Pawling, NY | Active
Listed: Sep, 30, 2025
Price: $229,000
Living Area: 0 Sq. Ft.
Picture of 159 Old Quaker Hill Road
159 Old Quaker Hill Road
Pawling, NY | Closed
Listed: Jan, 09, 2026
Price: $5,000
Living Area: 3,664 Sq. Ft.
Picture of 5E Spring Street 5E
5E Spring Street 5E
Pawling, NY | Closed
Listed: Feb, 24, 2026
Price: $2,500
Living Area: 911 Sq. Ft.
Picture of 225 Route 22
225 Route 22
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 0 Sq. Ft.
Picture of 332A Quaker Hill Road
332A Quaker Hill Road
Pawling, NY | Closed
Listed: Apr, 06, 2026
Price: $2,600
Living Area: 1,200 Sq. Ft.
Picture of 515 Route 22
515 Route 22
Pawling, NY | Active
Listed: Apr, 28, 2026
Price: $5,500
Living Area: 11,989 Sq. Ft.
Picture of 16 Juniper Lane
16 Juniper Lane
Pawling, NY | Pending
Listed: Mar, 29, 2026
Price: $385,000
Living Area: 1,639 Sq. Ft.
Picture of 25 Fairway Drive 2
25 Fairway Drive 2
Pawling, NY | Active
Listed: May, 21, 2026
Price: $1,800
Living Area: 690 Sq. Ft.
Picture of 921 W Dover Road
921 W Dover Road
Pawling, NY | Active
Listed: May, 07, 2026
Price: $699,000
Living Area: 3,629 Sq. Ft.
Picture of 10 Fenwood Drive B
10 Fenwood Drive B
Pawling, NY | Closed
Listed: Mar, 11, 2026
Price: $3,250
Living Area: 1,700 Sq. Ft.
Picture of 10 E Main Street
10 E Main Street
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $599,000
Living Area: 2,185 Sq. Ft.
Picture of 1125 Old Quaker Hill Road
1125 Old Quaker Hill Road
Pawling, NY | Closed
Listed: Jan, 27, 2026
Price: $875,000
Living Area: 2,048 Sq. Ft.
Picture of 15 Kirby Hill Road
15 Kirby Hill Road
Pawling, NY | Closed
Listed: Sep, 24, 2025
Price: $7,500
Living Area: 3,942 Sq. Ft.
Picture of 17 Townsend Boulevard
17 Townsend Boulevard
Pawling, NY | Active
Listed: Jan, 25, 2026
Price: $460,000
Living Area: 1,088 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.
Picture of 35 Gobblers Knob Road
35 Gobblers Knob Road
Pawling, NY | Active
Listed: Jun, 25, 2026
Price: $450,000
Living Area: 2,096 Sq. Ft.
Picture of 128 Old Pawling Road
128 Old Pawling Road
Pawling, NY | Active
Listed: Jun, 19, 2026
Price: $899,000
Living Area: 3,434 Sq. Ft.
Picture of 58 Pine Drive
58 Pine Drive
Pawling, NY | Closed
Listed: Apr, 03, 2026
Price: $530,000
Living Area: 1,706 Sq. Ft.
Picture of 37 W Deer Trail
37 W Deer Trail
Pawling, NY | Pending
Listed: May, 21, 2026
Price: $525,000
Living Area: 1,955 Sq. Ft.
Picture of 3 Memorial Avenue 102
3 Memorial Avenue 102
Pawling, NY | Pending
Listed: Jun, 04, 2026
Price: $2,600
Living Area: 1,320 Sq. Ft.
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