Listings in 12564 - Dutchess County, New York
Displaying 1 – 200 of 85 Real estate listings
120 Harmony Road
Pawling, NY | Active
Listed: Mar, 09, 2025
Price: $1,250,000
Living Area: 3,200 Sq. Ft.
Pawling, NY | Active
Listed: Mar, 09, 2025
Price: $1,250,000
Living Area: 3,200 Sq. Ft.
112 Charles Colman Boulevard
Pawling, NY | Active
Listed: Sep, 30, 2025
Price: $2,950
Living Area: 1,186 Sq. Ft.
Pawling, NY | Active
Listed: Sep, 30, 2025
Price: $2,950
Living Area: 1,186 Sq. Ft.
37 Baxter Road
Pawling, NY | Closed
Listed: Jul, 09, 2025
Price: $579,900
Living Area: 2,616 Sq. Ft.
Pawling, NY | Closed
Listed: Jul, 09, 2025
Price: $579,900
Living Area: 2,616 Sq. Ft.
71 E Main Street 303
Pawling, NY | Closed
Listed: Apr, 12, 2025
Price: $2,500
Living Area: 500 Sq. Ft.
Pawling, NY | Closed
Listed: Apr, 12, 2025
Price: $2,500
Living Area: 500 Sq. Ft.
16 Brady Brook Farm Road
Pawling, NY | Closed
Listed: Dec, 23, 2024
Price: $165,000
Living Area: 0 Sq. Ft.
Pawling, NY | Closed
Listed: Dec, 23, 2024
Price: $165,000
Living Area: 0 Sq. Ft.
85 Harmony Hill Road
Pawling, NY | Pending
Listed: Jul, 27, 2025
Price: $650,000
Living Area: 1,640 Sq. Ft.
Pawling, NY | Pending
Listed: Jul, 27, 2025
Price: $650,000
Living Area: 1,640 Sq. Ft.
51 Kirby Hill Road
Pawling, NY | Closed
Listed: Jul, 10, 2025
Price: $250,000
Living Area: 0 Sq. Ft.
Pawling, NY | Closed
Listed: Jul, 10, 2025
Price: $250,000
Living Area: 0 Sq. Ft.
26 Frenchmans Lane
Pawling, NY | Closed
Listed: Sep, 03, 2025
Price: $475,000
Living Area: 1,518 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 03, 2025
Price: $475,000
Living Area: 1,518 Sq. Ft.
10 E Main Street
Pawling, NY | Active
Listed: May, 22, 2025
Price: $79,000
Living Area: 2,185 Sq. Ft.
Pawling, NY | Active
Listed: May, 22, 2025
Price: $79,000
Living Area: 2,185 Sq. Ft.
10 E Main Street
Pawling, NY | Active
Listed: Jul, 14, 2025
Price: $640,000
Living Area: 2,185 Sq. Ft.
Pawling, NY | Active
Listed: Jul, 14, 2025
Price: $640,000
Living Area: 2,185 Sq. Ft.
30 Dewey Lane
Pawling, NY | Closed
Listed: Aug, 12, 2025
Price: $3,750,000
Living Area: 6,460 Sq. Ft.
Pawling, NY | Closed
Listed: Aug, 12, 2025
Price: $3,750,000
Living Area: 6,460 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.
96 Lakeview Drive
Pawling, NY | Closed
Listed: Sep, 19, 2025
Price: $425,000
Living Area: 1,620 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 19, 2025
Price: $425,000
Living Area: 1,620 Sq. Ft.
215 Little Pond Road
Pawling, NY | Active
Listed: Jun, 02, 2025
Price: $399,000
Living Area: 1,062 Sq. Ft.
Pawling, NY | Active
Listed: Jun, 02, 2025
Price: $399,000
Living Area: 1,062 Sq. Ft.
604 N Quaker Hill Road
Pawling, NY | Pending
Listed: Apr, 30, 2025
Price: $1,450,000
Living Area: 5,470 Sq. Ft.
Pawling, NY | Pending
Listed: Apr, 30, 2025
Price: $1,450,000
Living Area: 5,470 Sq. Ft.
48 W Main Street
Pawling, NY | Closed
Listed: Oct, 09, 2025
Price: $699,900
Living Area: 3,766 Sq. Ft.
Pawling, NY | Closed
Listed: Oct, 09, 2025
Price: $699,900
Living Area: 3,766 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.
14 Old Route 55
Pawling, NY | Active
Listed: Jan, 20, 2026
Price: $299,500
Living Area: 1,653 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 20, 2026
Price: $299,500
Living Area: 1,653 Sq. Ft.
2 Spruce Street
Pawling, NY | Closed
Listed: Nov, 04, 2025
Price: $399,999
Living Area: 1,838 Sq. Ft.
Pawling, NY | Closed
Listed: Nov, 04, 2025
Price: $399,999
Living Area: 1,838 Sq. Ft.
40 Walnut Street
Pawling, NY | Active
Listed: Jan, 04, 2026
Price: $450,000
Living Area: 1,776 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 04, 2026
Price: $450,000
Living Area: 1,776 Sq. Ft.
36 Spruce Street 36
Pawling, NY | Closed
Listed: Jul, 15, 2025
Price: $335,000
Living Area: 1,414 Sq. Ft.
Pawling, NY | Closed
Listed: Jul, 15, 2025
Price: $335,000
Living Area: 1,414 Sq. Ft.
16 Anderson Road
Pawling, NY | Active
Listed: May, 19, 2025
Price: $1,175,000
Living Area: 3,012 Sq. Ft.
Pawling, NY | Active
Listed: May, 19, 2025
Price: $1,175,000
Living Area: 3,012 Sq. Ft.
71 E Main Street 102
Pawling, NY | Closed
Listed: Apr, 10, 2025
Price: $2,850
Living Area: 960 Sq. Ft.
Pawling, NY | Closed
Listed: Apr, 10, 2025
Price: $2,850
Living Area: 960 Sq. Ft.
50 Hurds Corner Road 8
Pawling, NY | Closed
Listed: Oct, 24, 2025
Price: $1,700
Living Area: 750 Sq. Ft.
Pawling, NY | Closed
Listed: Oct, 24, 2025
Price: $1,700
Living Area: 750 Sq. Ft.
126 Old Route 55
Pawling, NY | Active
Listed: Jan, 23, 2025
Price: $598,500
Living Area: 2,361 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 23, 2025
Price: $598,500
Living Area: 2,361 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.
22 Lakeview Drive
Pawling, NY | Closed
Listed: Oct, 25, 2025
Price: $2,500
Living Area: 1,074 Sq. Ft.
Pawling, NY | Closed
Listed: Oct, 25, 2025
Price: $2,500
Living Area: 1,074 Sq. Ft.
16 Townsend Boulevard
Pawling, NY | Pending
Listed: Nov, 26, 2025
Price: $399,000
Living Area: 1,080 Sq. Ft.
Pawling, NY | Pending
Listed: Nov, 26, 2025
Price: $399,000
Living Area: 1,080 Sq. Ft.
104 North 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.
26 Rodina Drive
Pawling, NY | Active
Listed: Jan, 14, 2026
Price: $799,000
Living Area: 3,200 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 14, 2026
Price: $799,000
Living Area: 3,200 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.
23 Union Street
Pawling, NY | Pending
Listed: Jul, 16, 2025
Price: $419,900
Living Area: 1,480 Sq. Ft.
Pawling, NY | Pending
Listed: Jul, 16, 2025
Price: $419,900
Living Area: 1,480 Sq. Ft.
94 S Quaker Hill Road
Pawling, NY | Closed
Listed: Sep, 02, 2025
Price: $749,000
Living Area: 3,360 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 02, 2025
Price: $749,000
Living Area: 3,360 Sq. Ft.
158 Route 22 E (RETAIL)
Pawling, NY | Active
Listed: Sep, 28, 2024
Price: $20
Living Area: 4,200 Sq. Ft.
Pawling, NY | Active
Listed: Sep, 28, 2024
Price: $20
Living Area: 4,200 Sq. Ft.
14 Little Pond Road
Pawling, NY | Closed
Listed: Mar, 14, 2025
Price: $949,900
Living Area: 3,798 Sq. Ft.
Pawling, NY | Closed
Listed: Mar, 14, 2025
Price: $949,900
Living Area: 3,798 Sq. Ft.
29 Cunningham Lane
Pawling, NY | Closed
Listed: Sep, 03, 2025
Price: $699,000
Living Area: 4,199 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 03, 2025
Price: $699,000
Living Area: 4,199 Sq. Ft.
7 Juniper Lane
Pawling, NY | Active
Listed: Jan, 27, 2026
Price: $420,000
Living Area: 2,596 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 27, 2026
Price: $420,000
Living Area: 2,596 Sq. Ft.
23 E Main Street 3B
Pawling, NY | Closed
Listed: Dec, 19, 2025
Price: $2,000
Living Area: 775 Sq. Ft.
Pawling, NY | Closed
Listed: Dec, 19, 2025
Price: $2,000
Living Area: 775 Sq. Ft.
13 Cushing Green S
Pawling, NY | Active
Listed: Jan, 10, 2026
Price: $425,000
Living Area: 1,567 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 10, 2026
Price: $425,000
Living Area: 1,567 Sq. Ft.
57 Quaker Hill Road
Pawling, NY | Active
Listed: Sep, 23, 2024
Price: $3,900,000
Living Area: 0 Sq. Ft.
Pawling, NY | Active
Listed: Sep, 23, 2024
Price: $3,900,000
Living Area: 0 Sq. Ft.
27 Washington Court
Pawling, NY | Closed
Listed: Sep, 03, 2025
Price: $450,000
Living Area: 2,072 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 03, 2025
Price: $450,000
Living Area: 2,072 Sq. Ft.
33 Spruce Street
Pawling, NY | Closed
Listed: Sep, 03, 2025
Price: $359,999
Living Area: 1,413 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 03, 2025
Price: $359,999
Living Area: 1,413 Sq. Ft.
27 Millstream Court
Pawling, NY | Closed
Listed: May, 28, 2025
Price: $734,900
Living Area: 3,283 Sq. Ft.
Pawling, NY | Closed
Listed: May, 28, 2025
Price: $734,900
Living Area: 3,283 Sq. Ft.
10 Rebecca Drive
Pawling, NY | Pending
Listed: Oct, 12, 2025
Price: $580,000
Living Area: 1,893 Sq. Ft.
Pawling, NY | Pending
Listed: Oct, 12, 2025
Price: $580,000
Living Area: 1,893 Sq. Ft.
84-88 E Main Street 1
Pawling, NY | Closed
Listed: Sep, 11, 2025
Price: $1,900
Living Area: 1,200 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 11, 2025
Price: $1,900
Living Area: 1,200 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.
12 W Wind Road
Pawling, NY | Closed
Listed: Apr, 17, 2025
Price: $699,000
Living Area: 2,920 Sq. Ft.
Pawling, NY | Closed
Listed: Apr, 17, 2025
Price: $699,000
Living Area: 2,920 Sq. Ft.
23 Juniper Lane
Pawling, NY | Closed
Listed: Sep, 13, 2025
Price: $390,000
Living Area: 2,130 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 13, 2025
Price: $390,000
Living Area: 2,130 Sq. Ft.
15 Kirby Hill Road
Pawling, NY | Active
Listed: Sep, 24, 2025
Price: $7,500
Living Area: 3,942 Sq. Ft.
Pawling, NY | Active
Listed: Sep, 24, 2025
Price: $7,500
Living Area: 3,942 Sq. Ft.
175 Old Quaker Hill Road
Pawling, NY | Closed
Listed: Jul, 01, 2025
Price: $699,000
Living Area: 4,018 Sq. Ft.
Pawling, NY | Closed
Listed: Jul, 01, 2025
Price: $699,000
Living Area: 4,018 Sq. Ft.
64 S Quaker Hill Road
Pawling, NY | Active
Listed: Dec, 04, 2025
Price: $1,200,000
Living Area: 4,248 Sq. Ft.
Pawling, NY | Active
Listed: Dec, 04, 2025
Price: $1,200,000
Living Area: 4,248 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.
12 Anderson Way
Pawling, NY | Closed
Listed: Sep, 05, 2025
Price: $399,000
Living Area: 1,160 Sq. Ft.
Pawling, NY | Closed
Listed: Sep, 05, 2025
Price: $399,000
Living Area: 1,160 Sq. Ft.
159 Old Quaker Hill Road
Pawling, NY | Active
Listed: Jan, 09, 2026
Price: $5,000
Living Area: 3,664 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 09, 2026
Price: $5,000
Living Area: 3,664 Sq. Ft.
36 Byrds Hill Road
Pawling, NY | Pending
Listed: Oct, 24, 2025
Price: $550,000
Living Area: 1,820 Sq. Ft.
Pawling, NY | Pending
Listed: Oct, 24, 2025
Price: $550,000
Living Area: 1,820 Sq. Ft.
322 Old Route 22
Pawling, NY | Active
Listed: Oct, 27, 2025
Price: $619,000
Living Area: 1,950 Sq. Ft.
Pawling, NY | Active
Listed: Oct, 27, 2025
Price: $619,000
Living Area: 1,950 Sq. Ft.
1125 Old Quaker Hill Road
Pawling, NY | Active
Listed: Jan, 27, 2026
Price: $889,900
Living Area: 2,048 Sq. Ft.
Pawling, NY | Active
Listed: Jan, 27, 2026
Price: $889,900
Living Area: 2,048 Sq. Ft.




















































































