Listings in 12564 - DutchessCounty County, New York
Displaying 1 – 200 of 76 Real estate listings
112 Charles Colman Boulevard
Pawling, NY | Closed
Listed: Sep, 30, 2025
Price: $2,950
Living Area: 1,186 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 30, 2025
Price: $2,950
Living Area: 1,186 Sq. Ft.
215-217 Old Route 22
Pawling, NY | Closed
Listed: Feb, 17, 2026
Price: $2,650
Living Area: 1,000 Sq. Ft.
Pawling, NY | Closed
Listed: Feb, 17, 2026
Price: $2,650
Living Area: 1,000 Sq. Ft.
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.
128 Old Pawling Road
Pawling, NY | Active
Listed: Jan, 16, 2026
Price: $950,000
Living Area: 3,434 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 16, 2026
Price: $950,000
Living Area: 3,434 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.
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.
28 Gobblers Knob Road
Pawling, NY | Closed
Listed: Jun, 11, 2025
Price: $574,900
Living Area: 2,107 Sq. Ft.
Pawling, NY | Closed
Listed: Jun, 11, 2025
Price: $574,900
Living Area: 2,107 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.
40 Walnut Street
Pawling, NY | Pending
Listed: Jan, 04, 2026
Price: $425,000
Living Area: 1,776 Sq. Ft.
Pawling, NY | Pending
Listed: Jan, 04, 2026
Price: $425,000
Living Area: 1,776 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.
11 Cushing Green S
Pawling, NY | Pending
Listed: Apr, 06, 2026
Price: $375,000
Living Area: 1,723 Sq. Ft.
Pawling, NY | Pending
Listed: Apr, 06, 2026
Price: $375,000
Living Area: 1,723 Sq. Ft.
Old Quaker Hill Road
Pawling, NY | Active
Listed: Apr, 17, 2026
Price: $999,000
Living Area: 0 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 17, 2026
Price: $999,000
Living Area: 0 Sq. Ft.
34 Meeting House Road
Pawling, NY | Active
Listed: Feb, 25, 2026
Price: $2,500,000
Living Area: 2,292 Sq. Ft.
Pawling, NY | Active
Listed: Feb, 25, 2026
Price: $2,500,000
Living Area: 2,292 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.
103 S Harmony Hill Road
Pawling, NY | Active
Listed: Apr, 23, 2026
Price: $785,000
Living Area: 1,872 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 23, 2026
Price: $785,000
Living Area: 1,872 Sq. Ft.
23 Union Street
Pawling, NY | Closed
Listed: Jul, 16, 2025
Price: $419,900
Living Area: 1,480 Sq. Ft.
Pawling, NY | Closed
Listed: Jul, 16, 2025
Price: $419,900
Living Area: 1,480 Sq. Ft.
7 Juniper Lane
Pawling, NY | Pending
Listed: Jan, 27, 2026
Price: $420,000
Living Area: 2,596 Sq. Ft.
Pawling, NY | Pending
Listed: Jan, 27, 2026
Price: $420,000
Living Area: 2,596 Sq. Ft.
23 E Main Street 2C
Pawling, NY | Closed
Listed: Mar, 07, 2026
Price: $1,700
Living Area: 555 Sq. Ft.
Pawling, NY | Closed
Listed: Mar, 07, 2026
Price: $1,700
Living Area: 555 Sq. Ft.
16 Townsend Boulevard
Pawling, NY | Closed
Listed: Nov, 26, 2025
Price: $399,000
Living Area: 1,080 Sq. Ft.
Pawling, NY | Closed
Listed: Nov, 26, 2025
Price: $399,000
Living Area: 1,080 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.
26 Rodina Drive
Pawling, NY | Pending
Listed: Jan, 14, 2026
Price: $799,000
Living Area: 3,200 Sq. Ft.
Pawling, NY | Pending
Listed: Jan, 14, 2026
Price: $799,000
Living Area: 3,200 Sq. Ft.
104 N Garden Drive
Pawling, NY | Active
Listed: Dec, 24, 2025
Price: $39,000,000
Living Area: 55,000 Sq. Ft.
Pawling, NY | Active
Listed: Dec, 24, 2025
Price: $39,000,000
Living Area: 55,000 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.
36 Horseshoe Path
Pawling, NY | Pending
Listed: Mar, 02, 2026
Price: $775,000
Living Area: 4,627 Sq. Ft.
Pawling, NY | Pending
Listed: Mar, 02, 2026
Price: $775,000
Living Area: 4,627 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.
5 Old Field Circle
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $549,222
Living Area: 2,104 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $549,222
Living Area: 2,104 Sq. Ft.
1 Cushing Green N
Pawling, NY | Active
Listed: Feb, 25, 2026
Price: $345,000
Living Area: 1,567 Sq. Ft.
Pawling, NY | Active
Listed: Feb, 25, 2026
Price: $345,000
Living Area: 1,567 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.
41 and 43 Meeting House Road
Pawling, NY | Coming Soon
Listed: Apr, 20, 2026
Price: $1,799,000
Living Area: 5,390 Sq. Ft.
Pawling, NY | Coming Soon
Listed: Apr, 20, 2026
Price: $1,799,000
Living Area: 5,390 Sq. Ft.
85 Harmony Hill Road
Pawling, NY | Active
Listed: Apr, 23, 2026
Price: $599,900
Living Area: 1,640 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 23, 2026
Price: $599,900
Living Area: 1,640 Sq. Ft.
1141 Old Quaker Hill Road
Pawling, NY | Active
Listed: Apr, 19, 2026
Price: $499,999
Living Area: 1,347 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 19, 2026
Price: $499,999
Living Area: 1,347 Sq. Ft.
16 Anderson Road
Pawling, NY | Closed
Listed: Feb, 25, 2023
Price: $589,000
Living Area: 2,008 Sq. Ft.
Pawling, NY | Closed
Listed: Feb, 25, 2023
Price: $589,000
Living Area: 2,008 Sq. Ft.
36 Byrds Hill Road
Pawling, NY | Closed
Listed: Oct, 24, 2025
Price: $550,000
Living Area: 1,820 Sq. Ft.
Pawling, NY | Closed
Listed: Oct, 24, 2025
Price: $550,000
Living Area: 1,820 Sq. Ft.
10 Rebecca Drive
Pawling, NY | Closed
Listed: Oct, 12, 2025
Price: $580,000
Living Area: 1,893 Sq. Ft.
Pawling, NY | Closed
Listed: Oct, 12, 2025
Price: $580,000
Living Area: 1,893 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.
10 Fenwood Drive B
Pawling, NY | Active
Listed: Mar, 11, 2026
Price: $3,250
Living Area: 1,700 Sq. Ft.
Pawling, NY | Active
Listed: Mar, 11, 2026
Price: $3,250
Living Area: 1,700 Sq. Ft.
66 Fairway Drive
Pawling, NY | Closed
Listed: Jan, 06, 2026
Price: $509,000
Living Area: 1,490 Sq. Ft.
Pawling, NY | Closed
Listed: Jan, 06, 2026
Price: $509,000
Living Area: 1,490 Sq. Ft.
20 Saratoga Street
Pawling, NY | Pending
Listed: Feb, 02, 2026
Price: $485,000
Living Area: 2,503 Sq. Ft.
Pawling, NY | Pending
Listed: Feb, 02, 2026
Price: $485,000
Living Area: 2,503 Sq. Ft.
158 Route 22 Warehouse
Pawling, NY | Active
Listed: Apr, 03, 2025
Price: $15
Living Area: 12,700 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 03, 2025
Price: $15
Living Area: 12,700 Sq. Ft.
145 Route 22 201
Pawling, NY | Active
Listed: May, 09, 2025
Price: $1,475
Living Area: 15,671 Sq. Ft.
Pawling, NY | Active
Listed: May, 09, 2025
Price: $1,475
Living Area: 15,671 Sq. Ft.
17 Townsend Boulevard
Pawling, NY | Active
Listed: Jan, 25, 2026
Price: $495,000
Living Area: 1,088 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 25, 2026
Price: $495,000
Living Area: 1,088 Sq. Ft.
10 Timberline Trail
Pawling, NY | Active
Listed: Feb, 11, 2026
Price: $387,000
Living Area: 1,413 Sq. Ft.
Pawling, NY | Active
Listed: Feb, 11, 2026
Price: $387,000
Living Area: 1,413 Sq. Ft.
79 W Main Street
Pawling, NY | Closed
Listed: Feb, 16, 2026
Price: $595,000
Living Area: 2,254 Sq. Ft.
Pawling, NY | Closed
Listed: Feb, 16, 2026
Price: $595,000
Living Area: 2,254 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.
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.
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.
168 Old Route 55
Pawling, NY | Active
Listed: Feb, 05, 2026
Price: $565,000
Living Area: 2,196 Sq. Ft.
Pawling, NY | Active
Listed: Feb, 05, 2026
Price: $565,000
Living Area: 2,196 Sq. Ft.
322 Old Route 22
Pawling, NY | Pending
Listed: Oct, 27, 2025
Price: $619,000
Living Area: 1,950 Sq. Ft.
Pawling, NY | Pending
Listed: Oct, 27, 2025
Price: $619,000
Living Area: 1,950 Sq. Ft.
58 Pine Drive
Pawling, NY | Pending
Listed: Apr, 03, 2026
Price: $530,000
Living Area: 1,706 Sq. Ft.
Pawling, NY | Pending
Listed: Apr, 03, 2026
Price: $530,000
Living Area: 1,706 Sq. Ft.
16 Juniper Lane
Pawling, NY | Active
Listed: Mar, 29, 2026
Price: $385,000
Living Area: 1,639 Sq. Ft.
Pawling, NY | Active
Listed: Mar, 29, 2026
Price: $385,000
Living Area: 1,639 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.
10 E Main Street
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $640,000
Living Area: 2,185 Sq. Ft.
Pawling, NY | Active
Listed: Apr, 06, 2026
Price: $640,000
Living Area: 2,185 Sq. Ft.











































































