Listings in 12564 - Dutchess County, New York
Displaying 1 – 200 of 88 Real estate listings
10 Fenwood Drive C
Pawling, NY | Active
Listed: Mar, 12, 2026
Price: $2,000
Living Area: 900 Sq. Ft.
Pawling, NY | Active
Listed: Mar, 12, 2026
Price: $2,000
Living Area: 900 Sq. Ft.
Lot 25 Brady Brook Farm Road
Pawling, NY | Active
Listed: Oct, 01, 2025
Price: $229,000
Living Area: 0 Sq. Ft.
Pawling, NY | Active
Listed: Oct, 01, 2025
Price: $229,000
Living Area: 0 Sq. Ft.
120 Harmony Road
Pawling, NY | Active
Listed: Mar, 09, 2025
Price: $1,250,000
Living Area: 3,920 Sq. Ft.
Pawling, NY | Active
Listed: Mar, 09, 2025
Price: $1,250,000
Living Area: 3,920 Sq. Ft.
14 Old Route 55
Pawling, NY | Closed
Listed: Jan, 20, 2026
Price: $269,950
Living Area: 1,653 Sq. Ft.
Pawling, NY | Closed
Listed: Jan, 20, 2026
Price: $269,950
Living Area: 1,653 Sq. Ft.
24 Overlook Drive
Pawling, NY | Pending
Listed: May, 05, 2026
Price: $689,000
Living Area: 3,175 Sq. Ft.
Pawling, NY | Pending
Listed: May, 05, 2026
Price: $689,000
Living Area: 3,175 Sq. Ft.
40 Walnut Street
Pawling, NY | Closed
Listed: Jan, 04, 2026
Price: $425,000
Living Area: 1,776 Sq. Ft.
Pawling, NY | Closed
Listed: Jan, 04, 2026
Price: $425,000
Living Area: 1,776 Sq. Ft.
3302 Route 55
Pawling, NY | Active
Listed: Jan, 29, 2026
Price: $2,500,000
Living Area: 6,625 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 29, 2026
Price: $2,500,000
Living Area: 6,625 Sq. Ft.
35 Gobblers Knob Rd
Pawling, NY | Closed
Listed: Dec, 05, 2017
Price: $49,500
Living Area: 0 Sq. Ft.
Pawling, NY | Closed
Listed: Dec, 05, 2017
Price: $49,500
Living Area: 0 Sq. Ft.
527 Route 22
Pawling, NY | Active
Listed: May, 28, 2026
Price: $2,450,000
Living Area: 11,989 Sq. Ft.
Pawling, NY | Active
Listed: May, 28, 2026
Price: $2,450,000
Living Area: 11,989 Sq. Ft.
121 Quaker Hill Road
Pawling, NY | Active
Listed: Mar, 05, 2026
Price: $30,000
Living Area: 4,233 Sq. Ft.
Pawling, NY | Active
Listed: Mar, 05, 2026
Price: $30,000
Living Area: 4,233 Sq. Ft.
604 N Quaker Hill Road
Pawling, NY | Closed
Listed: Apr, 30, 2025
Price: $1,450,000
Living Area: 5,470 Sq. Ft.
Pawling, NY | Closed
Listed: Apr, 30, 2025
Price: $1,450,000
Living Area: 5,470 Sq. Ft.
10 E Main Street
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $3,750
Living Area: 2,185 Sq. Ft.
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.
Pawling, NY | Active
Listed: Jun, 04, 2026
Price: $20,000
Living Area: 3,035 Sq. Ft.
168 Old Route 55
Pawling, NY | Pending
Listed: May, 19, 2026
Price: $565,000
Living Area: 2,194 Sq. Ft.
Pawling, NY | Pending
Listed: May, 19, 2026
Price: $565,000
Living Area: 2,194 Sq. Ft.
12 Evergreen Way
Pawling, NY | Closed
Listed: May, 21, 2026
Price: $2,900
Living Area: 1,413 Sq. Ft.
Pawling, NY | Closed
Listed: May, 21, 2026
Price: $2,900
Living Area: 1,413 Sq. Ft.
103 S Harmony Hill Road
Pawling, NY | Active
Listed: Apr, 23, 2026
Price: $775,000
Living Area: 3,729 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 23, 2026
Price: $775,000
Living Area: 3,729 Sq. Ft.
6 Byrds Hill Road
Pawling, NY | Active
Listed: Jun, 24, 2026
Price: $995,000
Living Area: 3,035 Sq. Ft.
Pawling, NY | Active
Listed: Jun, 24, 2026
Price: $995,000
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.
Pawling, NY | Pending
Listed: Feb, 25, 2026
Price: $2,500,000
Living Area: 2,292 Sq. Ft.
Old Quaker Hill Road
Pawling, NY | Pending
Listed: Apr, 17, 2026
Price: $999,000
Living Area: 0 Sq. Ft.
Pawling, NY | Pending
Listed: Apr, 17, 2026
Price: $999,000
Living Area: 0 Sq. Ft.
28 Birch Terrace
Pawling, NY | Active
Listed: Jul, 01, 2026
Price: $375,000
Living Area: 816 Sq. Ft.
Pawling, NY | Active
Listed: Jul, 01, 2026
Price: $375,000
Living Area: 816 Sq. Ft.
11 Cushing Green S
Pawling, NY | Closed
Listed: Apr, 06, 2026
Price: $375,000
Living Area: 1,723 Sq. Ft.
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.
Pawling, NY | Closed
Listed: Apr, 30, 2026
Price: $859,000
Living Area: 2,278 Sq. Ft.
225 Route 22
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 4,800 Sq. Ft.
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 4,800 Sq. Ft.
225 Route 22
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 4,800 Sq. Ft.
Pawling, NY | Active
Listed: Oct, 14, 2022
Price: $9,750,000
Living Area: 4,800 Sq. Ft.
809 QUAKER HILL Road
Pawling, NY | Active
Listed: May, 29, 2026
Price: $3,100,000
Living Area: 3,600 Sq. Ft.
Pawling, NY | Active
Listed: May, 29, 2026
Price: $3,100,000
Living Area: 3,600 Sq. Ft.
57 Buhleir Road
Pawling, NY | Active
Listed: Apr, 29, 2026
Price: $629,900
Living Area: 1,768 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 29, 2026
Price: $629,900
Living Area: 1,768 Sq. Ft.
5 Red Tail Court
Pawling, NY | Active
Listed: Jun, 01, 2026
Price: $600,000
Living Area: 2,924 Sq. Ft.
Pawling, NY | Active
Listed: Jun, 01, 2026
Price: $600,000
Living Area: 2,924 Sq. Ft.
64 S Quaker Hill Road
Pawling, NY | Active
Listed: Jun, 09, 2026
Price: $1,300,000
Living Area: 4,248 Sq. Ft.
Pawling, NY | Active
Listed: Jun, 09, 2026
Price: $1,300,000
Living Area: 4,248 Sq. Ft.
1 Cushing Green N
Pawling, NY | Pending
Listed: Feb, 25, 2026
Price: $335,000
Living Area: 1,567 Sq. Ft.
Pawling, NY | Pending
Listed: Feb, 25, 2026
Price: $335,000
Living Area: 1,567 Sq. Ft.
104 N Garden Drive
Pawling, NY | Pending
Listed: Dec, 24, 2025
Price: $39,000,000
Living Area: 0 Sq. Ft.
Pawling, NY | Pending
Listed: Dec, 24, 2025
Price: $39,000,000
Living Area: 0 Sq. Ft.
41 and 43 Meeting House Road
Pawling, NY | Active
Listed: Apr, 20, 2026
Price: $1,799,000
Living Area: 5,390 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 20, 2026
Price: $1,799,000
Living Area: 5,390 Sq. Ft.
6 Martingale Way
Pawling, NY | Active
Listed: May, 04, 2026
Price: $699,000
Living Area: 4,687 Sq. Ft.
Pawling, NY | Active
Listed: May, 04, 2026
Price: $699,000
Living Area: 4,687 Sq. Ft.
85 Harmony Hill Road
Pawling, NY | Closed
Listed: Apr, 23, 2026
Price: $599,900
Living Area: 1,640 Sq. Ft.
Pawling, NY | Closed
Listed: Apr, 23, 2026
Price: $599,900
Living Area: 1,640 Sq. Ft.
40 Harmony Road
Pawling, NY | Active
Listed: Jun, 19, 2026
Price: $499,000
Living Area: 1,968 Sq. Ft.
Pawling, NY | Active
Listed: Jun, 19, 2026
Price: $499,000
Living Area: 1,968 Sq. Ft.
5 Old Field Circle
Pawling, NY | Pending
Listed: Apr, 06, 2026
Price: $549,222
Living Area: 2,104 Sq. Ft.
Pawling, NY | Pending
Listed: Apr, 06, 2026
Price: $549,222
Living Area: 2,104 Sq. Ft.
36 Horseshoe Path
Pawling, NY | Closed
Listed: Mar, 02, 2026
Price: $775,000
Living Area: 4,627 Sq. Ft.
Pawling, NY | Closed
Listed: Mar, 02, 2026
Price: $775,000
Living Area: 4,627 Sq. Ft.
13 Cushing Green S
Pawling, NY | Closed
Listed: Jan, 10, 2026
Price: $425,000
Living Area: 1,567 Sq. Ft.
Pawling, NY | Closed
Listed: Jan, 10, 2026
Price: $425,000
Living Area: 1,567 Sq. Ft.
26 Rodina Drive
Pawling, NY | Closed
Listed: Jan, 14, 2026
Price: $799,000
Living Area: 3,200 Sq. Ft.
Pawling, NY | Closed
Listed: Jan, 14, 2026
Price: $799,000
Living Area: 3,200 Sq. Ft.
178 Charles Colman Boulevard
Pawling, NY | Active
Listed: Sep, 27, 2024
Price: $1,350,000
Living Area: 0 Sq. Ft.
Pawling, NY | Active
Listed: Sep, 27, 2024
Price: $1,350,000
Living Area: 0 Sq. Ft.
7 Juniper Lane
Pawling, NY | Closed
Listed: Jan, 27, 2026
Price: $420,000
Living Area: 2,596 Sq. Ft.
Pawling, NY | Closed
Listed: Jan, 27, 2026
Price: $420,000
Living Area: 2,596 Sq. Ft.
978 W Dover Road
Pawling, NY | Pending
Listed: May, 04, 2026
Price: $440,000
Living Area: 1,556 Sq. Ft.
Pawling, NY | Pending
Listed: May, 04, 2026
Price: $440,000
Living Area: 1,556 Sq. Ft.
121 Quaker Hill Road
Pawling, NY | Active
Listed: Mar, 05, 2026
Price: $30,000
Living Area: 4,233 Sq. Ft.
Pawling, NY | Active
Listed: Mar, 05, 2026
Price: $30,000
Living Area: 4,233 Sq. Ft.
1141 Old Quaker Hill Road
Pawling, NY | Pending
Listed: Apr, 19, 2026
Price: $499,999
Living Area: 1,347 Sq. Ft.
Pawling, NY | Pending
Listed: Apr, 19, 2026
Price: $499,999
Living Area: 1,347 Sq. Ft.
12 John Kane Court
Pawling, NY | Pending
Listed: May, 13, 2026
Price: $460,000
Living Area: 1,920 Sq. Ft.
Pawling, NY | Pending
Listed: May, 13, 2026
Price: $460,000
Living Area: 1,920 Sq. Ft.
188 N Quaker Hill Road
Pawling, NY | Active
Listed: May, 01, 2026
Price: $595,000
Living Area: 2,636 Sq. Ft.
Pawling, NY | Active
Listed: May, 01, 2026
Price: $595,000
Living Area: 2,636 Sq. Ft.
20 Saratoga Street
Pawling, NY | Closed
Listed: Feb, 02, 2026
Price: $485,000
Living Area: 2,503 Sq. Ft.
Pawling, NY | Closed
Listed: Feb, 02, 2026
Price: $485,000
Living Area: 2,503 Sq. Ft.
15 Kirby Hill Road
Pawling, NY | Active
Listed: Feb, 27, 2026
Price: $14,995,000
Living Area: 3,942 Sq. Ft.
Pawling, NY | Active
Listed: Feb, 27, 2026
Price: $14,995,000
Living Area: 3,942 Sq. Ft.
618 Quaker Hill Road
Pawling, NY | Active
Listed: May, 08, 2026
Price: $5,000,000
Living Area: 15,000 Sq. Ft.
Pawling, NY | Active
Listed: May, 08, 2026
Price: $5,000,000
Living Area: 15,000 Sq. Ft.
322 Old Route 22
Pawling, NY | Closed
Listed: Oct, 27, 2025
Price: $619,000
Living Area: 1,950 Sq. Ft.
Pawling, NY | Closed
Listed: Oct, 27, 2025
Price: $619,000
Living Area: 1,950 Sq. Ft.
141 Dugway Drive
Pawling, NY | Closed
Listed: Oct, 28, 2024
Price: $585,000
Living Area: 2,240 Sq. Ft.
Pawling, NY | Closed
Listed: Oct, 28, 2024
Price: $585,000
Living Area: 2,240 Sq. Ft.
15 Dykeman Street
Pawling, NY | Pending
Listed: Feb, 15, 2026
Price: $215,000
Living Area: 0 Sq. Ft.
Pawling, NY | Pending
Listed: Feb, 15, 2026
Price: $215,000
Living Area: 0 Sq. Ft.
10 Timberline Trail
Pawling, NY | Closed
Listed: Feb, 11, 2026
Price: $387,000
Living Area: 1,413 Sq. Ft.
Pawling, NY | Closed
Listed: Feb, 11, 2026
Price: $387,000
Living Area: 1,413 Sq. Ft.
159 Old Quaker Hill Road
Pawling, NY | Closed
Listed: Jan, 09, 2026
Price: $5,000
Living Area: 3,664 Sq. Ft.
Pawling, NY | Closed
Listed: Jan, 09, 2026
Price: $5,000
Living Area: 3,664 Sq. Ft.
5E Spring Street 5E
Pawling, NY | Closed
Listed: Feb, 24, 2026
Price: $2,500
Living Area: 911 Sq. Ft.
Pawling, NY | Closed
Listed: Feb, 24, 2026
Price: $2,500
Living Area: 911 Sq. Ft.
332A Quaker Hill Road
Pawling, NY | Closed
Listed: Apr, 06, 2026
Price: $2,600
Living Area: 1,200 Sq. Ft.
Pawling, NY | Closed
Listed: Apr, 06, 2026
Price: $2,600
Living Area: 1,200 Sq. Ft.
16 Juniper Lane
Pawling, NY | Pending
Listed: Mar, 29, 2026
Price: $385,000
Living Area: 1,639 Sq. Ft.
Pawling, NY | Pending
Listed: Mar, 29, 2026
Price: $385,000
Living Area: 1,639 Sq. Ft.
25 Fairway Drive 2
Pawling, NY | Active
Listed: May, 21, 2026
Price: $1,800
Living Area: 690 Sq. Ft.
Pawling, NY | Active
Listed: May, 21, 2026
Price: $1,800
Living Area: 690 Sq. Ft.
921 W Dover Road
Pawling, NY | Active
Listed: May, 07, 2026
Price: $699,000
Living Area: 3,629 Sq. Ft.
Pawling, NY | Active
Listed: May, 07, 2026
Price: $699,000
Living Area: 3,629 Sq. Ft.
10 Fenwood Drive B
Pawling, NY | Closed
Listed: Mar, 11, 2026
Price: $3,250
Living Area: 1,700 Sq. Ft.
Pawling, NY | Closed
Listed: Mar, 11, 2026
Price: $3,250
Living Area: 1,700 Sq. Ft.
10 E Main Street
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $599,000
Living Area: 2,185 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $599,000
Living Area: 2,185 Sq. Ft.
1125 Old Quaker Hill Road
Pawling, NY | Closed
Listed: Jan, 27, 2026
Price: $875,000
Living Area: 2,048 Sq. Ft.
Pawling, NY | Closed
Listed: Jan, 27, 2026
Price: $875,000
Living Area: 2,048 Sq. Ft.
15 Kirby Hill Road
Pawling, NY | Closed
Listed: Sep, 24, 2025
Price: $7,500
Living Area: 3,942 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 24, 2025
Price: $7,500
Living Area: 3,942 Sq. Ft.
17 Townsend Boulevard
Pawling, NY | Active
Listed: Jan, 25, 2026
Price: $460,000
Living Area: 1,088 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 25, 2026
Price: $460,000
Living Area: 1,088 Sq. Ft.
129 Charles Colman Boulevard A 2
Pawling, NY | Closed
Listed: May, 21, 2026
Price: $1,950
Living Area: 818 Sq. Ft.
Pawling, NY | Closed
Listed: May, 21, 2026
Price: $1,950
Living Area: 818 Sq. Ft.
35 Gobblers Knob Road
Pawling, NY | Active
Listed: Jun, 25, 2026
Price: $450,000
Living Area: 2,096 Sq. Ft.
Pawling, NY | Active
Listed: Jun, 25, 2026
Price: $450,000
Living Area: 2,096 Sq. Ft.
128 Old Pawling Road
Pawling, NY | Active
Listed: Jun, 19, 2026
Price: $899,000
Living Area: 3,434 Sq. Ft.
Pawling, NY | Active
Listed: Jun, 19, 2026
Price: $899,000
Living Area: 3,434 Sq. Ft.
37 W Deer Trail
Pawling, NY | Pending
Listed: May, 21, 2026
Price: $525,000
Living Area: 1,955 Sq. Ft.
Pawling, NY | Pending
Listed: May, 21, 2026
Price: $525,000
Living Area: 1,955 Sq. Ft.
3 Memorial Avenue 102
Pawling, NY | Pending
Listed: Jun, 04, 2026
Price: $2,600
Living Area: 1,320 Sq. Ft.
Pawling, NY | Pending
Listed: Jun, 04, 2026
Price: $2,600
Living Area: 1,320 Sq. Ft.























































































