Listings in 05340 - Bennington County, Vermont
Displaying 1 – 200 of 162 Real estate listings
0 Lower Taylor Hill Road
Winhall, VT | Active
Listed: Dec, 18, 2025
Price: $139,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Dec, 18, 2025
Price: $139,000
Living Area: 0 Sq. Ft.
17 Signal Hill Road
Winhall, VT | Closed
Listed: Dec, 29, 2025
Price: $599,000
Living Area: 2,468 Sq. Ft.
Winhall, VT | Closed
Listed: Dec, 29, 2025
Price: $599,000
Living Area: 2,468 Sq. Ft.
14 Old Ridge Road
Winhall, VT | Closed
Listed: Oct, 13, 2025
Price: $1,899,000
Living Area: 4,270 Sq. Ft.
Winhall, VT | Closed
Listed: Oct, 13, 2025
Price: $1,899,000
Living Area: 4,270 Sq. Ft.
97 North Branch Road H4
Winhall, VT | Closed
Listed: Jan, 14, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
Winhall, VT | Closed
Listed: Jan, 14, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
8 Winhall Woods Road
Winhall, VT | Closed
Listed: Dec, 18, 2025
Price: $359,000
Living Area: 1,144 Sq. Ft.
Winhall, VT | Closed
Listed: Dec, 18, 2025
Price: $359,000
Living Area: 1,144 Sq. Ft.
3 Linscott Road
Winhall, VT | Active Under Contract
Listed: Mar, 11, 2026
Price: $1,100,000
Living Area: 4,279 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Mar, 11, 2026
Price: $1,100,000
Living Area: 4,279 Sq. Ft.
3 Strattonwald Road
Winhall, VT | Closed
Listed: Jun, 26, 2025
Price: $485,000
Living Area: 1,344 Sq. Ft.
Winhall, VT | Closed
Listed: Jun, 26, 2025
Price: $485,000
Living Area: 1,344 Sq. Ft.
D-9 Cobble Ridge Road
Winhall, VT | Active Under Contract
Listed: Jul, 01, 2025
Price: $699,000
Living Area: 2,317 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Jul, 01, 2025
Price: $699,000
Living Area: 2,317 Sq. Ft.
36 Birch Hill Road 8 Red Maple
Winhall, VT | Active
Listed: May, 21, 2026
Price: $450,000
Living Area: 1,215 Sq. Ft.
Winhall, VT | Active
Listed: May, 21, 2026
Price: $450,000
Living Area: 1,215 Sq. Ft.
6 Old Ridge Road
Winhall, VT | Active
Listed: May, 21, 2026
Price: $1,100,000
Living Area: 4,453 Sq. Ft.
Winhall, VT | Active
Listed: May, 21, 2026
Price: $1,100,000
Living Area: 4,453 Sq. Ft.
7 Roundtree Road
Winhall, VT | Active
Listed: Dec, 08, 2025
Price: $950,000
Living Area: 3,031 Sq. Ft.
Winhall, VT | Active
Listed: Dec, 08, 2025
Price: $950,000
Living Area: 3,031 Sq. Ft.
57 Pearl Buck Drive 33
Winhall, VT | Active
Listed: Jan, 16, 2026
Price: $695,000
Living Area: 2,000 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 16, 2026
Price: $695,000
Living Area: 2,000 Sq. Ft.
153 High Meadow Road
Winhall, VT | Active Under Contract
Listed: May, 20, 2026
Price: $1,225,000
Living Area: 3,357 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 20, 2026
Price: $1,225,000
Living Area: 3,357 Sq. Ft.
41 Stark Farm Road
Winhall, VT | Closed
Listed: Mar, 06, 2026
Price: $2,850,000
Living Area: 5,082 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 06, 2026
Price: $2,850,000
Living Area: 5,082 Sq. Ft.
12 Sunny Hill Road
Winhall, VT | Closed
Listed: Jan, 01, 2026
Price: $1,399,000
Living Area: 5,397 Sq. Ft.
Winhall, VT | Closed
Listed: Jan, 01, 2026
Price: $1,399,000
Living Area: 5,397 Sq. Ft.
520 Moose Hollow Road
Winhall, VT | Active Under Contract
Listed: Apr, 03, 2026
Price: $975,000
Living Area: 4,184 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Apr, 03, 2026
Price: $975,000
Living Area: 4,184 Sq. Ft.
F2 Cobble Ridge Road F2
Winhall, VT | Closed
Listed: Feb, 13, 2026
Price: $895,000
Living Area: 2,673 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 13, 2026
Price: $895,000
Living Area: 2,673 Sq. Ft.
178 High Meadow Road
Winhall, VT | Active Under Contract
Listed: May, 14, 2026
Price: $899,000
Living Area: 4,000 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 14, 2026
Price: $899,000
Living Area: 4,000 Sq. Ft.
0 Winhall Hollow Road Lot 23 Ravenwood
Winhall, VT | Active
Listed: Jan, 10, 2026
Price: $375,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 10, 2026
Price: $375,000
Living Area: 0 Sq. Ft.
33 Forest Haunts Road
Winhall, VT | Closed
Listed: Sep, 11, 2024
Price: $1,350,000
Living Area: 4,640 Sq. Ft.
Winhall, VT | Closed
Listed: Sep, 11, 2024
Price: $1,350,000
Living Area: 4,640 Sq. Ft.
25 Benson Fuller Road
Winhall, VT | Active
Listed: Jun, 21, 2025
Price: $860,000
Living Area: 4,104 Sq. Ft.
Winhall, VT | Active
Listed: Jun, 21, 2025
Price: $860,000
Living Area: 4,104 Sq. Ft.
30 Upper Woods and Water Road
Winhall, VT | Active Under Contract
Listed: Mar, 11, 2026
Price: $575,000
Living Area: 2,400 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Mar, 11, 2026
Price: $575,000
Living Area: 2,400 Sq. Ft.
Winhall Hollow Road
Winhall, VT | Active
Listed: Mar, 16, 2026
Price: $825,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 16, 2026
Price: $825,000
Living Area: 0 Sq. Ft.
121 High Meadow Road
Winhall, VT | Active
Listed: Mar, 23, 2026
Price: $1,399,999
Living Area: 3,800 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 23, 2026
Price: $1,399,999
Living Area: 3,800 Sq. Ft.
35 Strattonwald Road
Winhall, VT | Active
Listed: Aug, 17, 2025
Price: $34,000
Living Area: 2,406 Sq. Ft.
Winhall, VT | Active
Listed: Aug, 17, 2025
Price: $34,000
Living Area: 2,406 Sq. Ft.
0 Stratton View Road 59
Winhall, VT | Closed
Listed: Nov, 24, 2025
Price: $65,000
Living Area: 0 Sq. Ft.
Winhall, VT | Closed
Listed: Nov, 24, 2025
Price: $65,000
Living Area: 0 Sq. Ft.
9 Old Route 30
Winhall, VT | Closed
Listed: Feb, 07, 2026
Price: $695,000
Living Area: 2,715 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 07, 2026
Price: $695,000
Living Area: 2,715 Sq. Ft.
33 Strattonwald Road
Winhall, VT | Closed
Listed: Feb, 22, 2026
Price: $40,000
Living Area: 2,791 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 22, 2026
Price: $40,000
Living Area: 2,791 Sq. Ft.
25 Mountain Haunts Road
Winhall, VT | Closed
Listed: Feb, 13, 2025
Price: $2,999,000
Living Area: 6,650 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 13, 2025
Price: $2,999,000
Living Area: 6,650 Sq. Ft.
0 Stratton View Road 62-63
Winhall, VT | Closed
Listed: Apr, 19, 2025
Price: $135,000
Living Area: 0 Sq. Ft.
Winhall, VT | Closed
Listed: Apr, 19, 2025
Price: $135,000
Living Area: 0 Sq. Ft.
39 Pond View Road 39
Winhall, VT | Active
Listed: Mar, 25, 2026
Price: $649,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 25, 2026
Price: $649,000
Living Area: 1,650 Sq. Ft.
24 Sugarbush Drive
Winhall, VT | Closed
Listed: Mar, 13, 2026
Price: $849,000
Living Area: 2,897 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 13, 2026
Price: $849,000
Living Area: 2,897 Sq. Ft.
21 Burnt Hill Road
Winhall, VT | Active Under Contract
Listed: May, 04, 2026
Price: $729,000
Living Area: 2,055 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 04, 2026
Price: $729,000
Living Area: 2,055 Sq. Ft.
19 Maple Hill Road
Winhall, VT | Active Under Contract
Listed: May, 09, 2026
Price: $1,275,000
Living Area: 2,814 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 09, 2026
Price: $1,275,000
Living Area: 2,814 Sq. Ft.
41 Moose Hollow Road
Winhall, VT | Active
Listed: Jan, 03, 2026
Price: $95,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 03, 2026
Price: $95,000
Living Area: 0 Sq. Ft.
41 Stark Farm Road
Winhall, VT | Closed
Listed: Mar, 06, 2026
Price: $2,850,000
Living Area: 5,082 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 06, 2026
Price: $2,850,000
Living Area: 5,082 Sq. Ft.
F2 Cobble Ridge Road F2
Winhall, VT | Closed
Listed: Feb, 13, 2026
Price: $895,000
Living Area: 2,673 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 13, 2026
Price: $895,000
Living Area: 2,673 Sq. Ft.
178 High Meadow Road
Winhall, VT | Active Under Contract
Listed: May, 14, 2026
Price: $899,000
Living Area: 4,000 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 14, 2026
Price: $899,000
Living Area: 4,000 Sq. Ft.
23 Moose Hollow Road 40
Winhall, VT | Active
Listed: Apr, 15, 2026
Price: $99,500
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 15, 2026
Price: $99,500
Living Area: 0 Sq. Ft.
4 Pearl Buck Drive
Winhall, VT | Active Under Contract
Listed: Apr, 07, 2026
Price: $579,000
Living Area: 1,455 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Apr, 07, 2026
Price: $579,000
Living Area: 1,455 Sq. Ft.
45 Benson Fuller Drive
Winhall, VT | Active
Listed: May, 28, 2026
Price: $7,250
Living Area: 2,000 Sq. Ft.
Winhall, VT | Active
Listed: May, 28, 2026
Price: $7,250
Living Area: 2,000 Sq. Ft.
23 Valley View Road
Winhall, VT | Active
Listed: Jul, 28, 2025
Price: $2,800,000
Living Area: 3,938 Sq. Ft.
Winhall, VT | Active
Listed: Jul, 28, 2025
Price: $2,800,000
Living Area: 3,938 Sq. Ft.
3 Strattonwald Road
Winhall, VT | Closed
Listed: Jun, 26, 2025
Price: $485,000
Living Area: 1,344 Sq. Ft.
Winhall, VT | Closed
Listed: Jun, 26, 2025
Price: $485,000
Living Area: 1,344 Sq. Ft.
43 Beaver Street
Winhall, VT | Closed
Listed: Mar, 10, 2026
Price: $649,000
Living Area: 2,392 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 10, 2026
Price: $649,000
Living Area: 2,392 Sq. Ft.
0 Stratton View Road 59
Winhall, VT | Closed
Listed: Apr, 19, 2025
Price: $65,000
Living Area: 0 Sq. Ft.
Winhall, VT | Closed
Listed: Apr, 19, 2025
Price: $65,000
Living Area: 0 Sq. Ft.
0 Stratton View Road 58
Winhall, VT | Closed
Listed: Apr, 19, 2025
Price: $65,000
Living Area: 0 Sq. Ft.
Winhall, VT | Closed
Listed: Apr, 19, 2025
Price: $65,000
Living Area: 0 Sq. Ft.
65 Cranberry Hill Road
Winhall, VT | Active
Listed: Feb, 03, 2026
Price: $32,000
Living Area: 1,540 Sq. Ft.
Winhall, VT | Active
Listed: Feb, 03, 2026
Price: $32,000
Living Area: 1,540 Sq. Ft.
41-43 Cranberry Hill Road
Winhall, VT | Active
Listed: Mar, 13, 2026
Price: $979,000
Living Area: 5,248 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 13, 2026
Price: $979,000
Living Area: 5,248 Sq. Ft.
9 Pond View Road 9
Winhall, VT | Closed
Listed: Dec, 01, 2025
Price: $660,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Closed
Listed: Dec, 01, 2025
Price: $660,000
Living Area: 1,650 Sq. Ft.
25 Benson Fuller Road
Winhall, VT | Active
Listed: Jun, 21, 2025
Price: $860,000
Living Area: 4,104 Sq. Ft.
Winhall, VT | Active
Listed: Jun, 21, 2025
Price: $860,000
Living Area: 4,104 Sq. Ft.
121 High Meadow Road
Winhall, VT | Active
Listed: Mar, 23, 2026
Price: $1,399,999
Living Area: 3,800 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 23, 2026
Price: $1,399,999
Living Area: 3,800 Sq. Ft.
147 High Meadow Road 147
Winhall, VT | Closed
Listed: Feb, 14, 2026
Price: $1,495,000
Living Area: 4,000 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 14, 2026
Price: $1,495,000
Living Area: 4,000 Sq. Ft.
39 Pond View Road 39
Winhall, VT | Active
Listed: Mar, 25, 2026
Price: $649,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 25, 2026
Price: $649,000
Living Area: 1,650 Sq. Ft.
5 Linscott Road
Winhall, VT | Closed
Listed: Dec, 16, 2025
Price: $650,000
Living Area: 2,370 Sq. Ft.
Winhall, VT | Closed
Listed: Dec, 16, 2025
Price: $650,000
Living Area: 2,370 Sq. Ft.
14 Old Ridge Road
Winhall, VT | Closed
Listed: Mar, 15, 2024
Price: $1,899,000
Living Area: 4,270 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 15, 2024
Price: $1,899,000
Living Area: 4,270 Sq. Ft.
248 French Hollow Road 1
Winhall, VT | Active
Listed: Nov, 01, 2025
Price: $400,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Nov, 01, 2025
Price: $400,000
Living Area: 0 Sq. Ft.
Winhall Hollow Road
Winhall, VT | Active
Listed: Mar, 16, 2026
Price: $825,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 16, 2026
Price: $825,000
Living Area: 0 Sq. Ft.
35 Strattonwald Road
Winhall, VT | Active
Listed: Aug, 17, 2025
Price: $34,000
Living Area: 2,406 Sq. Ft.
Winhall, VT | Active
Listed: Aug, 17, 2025
Price: $34,000
Living Area: 2,406 Sq. Ft.
5 Byington Lane
Winhall, VT | Closed
Listed: Jan, 08, 2026
Price: $475,000
Living Area: 1,570 Sq. Ft.
Winhall, VT | Closed
Listed: Jan, 08, 2026
Price: $475,000
Living Area: 1,570 Sq. Ft.
33 Forest Haunts Road
Winhall, VT | Closed
Listed: Sep, 11, 2024
Price: $1,350,000
Living Area: 4,640 Sq. Ft.
Winhall, VT | Closed
Listed: Sep, 11, 2024
Price: $1,350,000
Living Area: 4,640 Sq. Ft.
41 Moose Hollow Road
Winhall, VT | Active
Listed: Nov, 28, 2025
Price: $95,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Nov, 28, 2025
Price: $95,000
Living Area: 0 Sq. Ft.
21 Burnt Hill Road
Winhall, VT | Active Under Contract
Listed: May, 04, 2026
Price: $729,000
Living Area: 2,055 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 04, 2026
Price: $729,000
Living Area: 2,055 Sq. Ft.
520 Moose Hollow Road
Winhall, VT | Pending
Listed: Apr, 03, 2026
Price: $975,000
Living Area: 4,184 Sq. Ft.
Winhall, VT | Pending
Listed: Apr, 03, 2026
Price: $975,000
Living Area: 4,184 Sq. Ft.
63 Raspberry Hill Road
Winhall, VT | Active Under Contract
Listed: May, 21, 2026
Price: $799,000
Living Area: 3,078 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 21, 2026
Price: $799,000
Living Area: 3,078 Sq. Ft.
Lot 3 Route 11/30 3
Winhall, VT | Active
Listed: Jul, 28, 2023
Price: $115,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jul, 28, 2023
Price: $115,000
Living Area: 0 Sq. Ft.
67 High Meadow Road
Winhall, VT | Closed
Listed: Jan, 15, 2026
Price: $3,075,000
Living Area: 6,437 Sq. Ft.
Winhall, VT | Closed
Listed: Jan, 15, 2026
Price: $3,075,000
Living Area: 6,437 Sq. Ft.
43 Beaver Street
Winhall, VT | Closed
Listed: Mar, 10, 2026
Price: $649,000
Living Area: 2,392 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 10, 2026
Price: $649,000
Living Area: 2,392 Sq. Ft.
37 Burnt Hill Road
Winhall, VT | Active
Listed: Apr, 16, 2026
Price: $45,000
Living Area: 5,624 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 16, 2026
Price: $45,000
Living Area: 5,624 Sq. Ft.
88A Sylvan Ridge Road
Winhall, VT | Active
Listed: Jun, 20, 2025
Price: $99,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jun, 20, 2025
Price: $99,000
Living Area: 0 Sq. Ft.
23 Moose Hollow Road 40
Winhall, VT | Active
Listed: Apr, 15, 2026
Price: $99,500
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 15, 2026
Price: $99,500
Living Area: 0 Sq. Ft.
90 Turkey Run Road
Winhall, VT | Active
Listed: Jun, 16, 2024
Price: $30,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Active
Listed: Jun, 16, 2024
Price: $30,000
Living Area: 1,650 Sq. Ft.
97 North Branch Road H4
Winhall, VT | Closed
Listed: Jan, 14, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
Winhall, VT | Closed
Listed: Jan, 14, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
60 Hilltop Road 60
Winhall, VT | Active
Listed: Mar, 18, 2026
Price: $609,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 18, 2026
Price: $609,000
Living Area: 1,650 Sq. Ft.
0 Winhall Hollow Road Lot 23 Ravenwood
Winhall, VT | Active
Listed: Jan, 10, 2026
Price: $375,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 10, 2026
Price: $375,000
Living Area: 0 Sq. Ft.
B15 Maple Ridge Road B15
Winhall, VT | Closed
Listed: Mar, 05, 2026
Price: $810,000
Living Area: 2,500 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 05, 2026
Price: $810,000
Living Area: 2,500 Sq. Ft.
17 Signal Hill Road
Winhall, VT | Closed
Listed: Sep, 15, 2025
Price: $599,000
Living Area: 2,468 Sq. Ft.
Winhall, VT | Closed
Listed: Sep, 15, 2025
Price: $599,000
Living Area: 2,468 Sq. Ft.
8 Winhall Woods Road
Winhall, VT | Closed
Listed: Nov, 21, 2025
Price: $359,000
Living Area: 1,144 Sq. Ft.
Winhall, VT | Closed
Listed: Nov, 21, 2025
Price: $359,000
Living Area: 1,144 Sq. Ft.
90 Turkey Run Road
Winhall, VT | Active
Listed: Jun, 16, 2024
Price: $30,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Active
Listed: Jun, 16, 2024
Price: $30,000
Living Area: 1,650 Sq. Ft.
00 Garden Loop Road
Winhall, VT | Active
Listed: Mar, 26, 2026
Price: $299,999
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 26, 2026
Price: $299,999
Living Area: 0 Sq. Ft.
0 Stratton Gardens Road Lot #23
Winhall, VT | Active
Listed: Jan, 02, 2026
Price: $150,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 02, 2026
Price: $150,000
Living Area: 0 Sq. Ft.
3 Linscott Road
Winhall, VT | Active Under Contract
Listed: Mar, 11, 2026
Price: $1,100,000
Living Area: 4,279 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Mar, 11, 2026
Price: $1,100,000
Living Area: 4,279 Sq. Ft.
4 Pearl Buck Drive
Winhall, VT | Active Under Contract
Listed: Apr, 07, 2026
Price: $579,000
Living Area: 1,455 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Apr, 07, 2026
Price: $579,000
Living Area: 1,455 Sq. Ft.
109 Winhall Hollow Road
Winhall, VT | Active
Listed: Apr, 02, 2026
Price: $1,200,000
Living Area: 950 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 02, 2026
Price: $1,200,000
Living Area: 950 Sq. Ft.
59 Garden Loop Road
Winhall, VT | Active
Listed: Apr, 27, 2026
Price: $2,950,000
Living Area: 3,762 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 27, 2026
Price: $2,950,000
Living Area: 3,762 Sq. Ft.
22 Sylvan Ridge Road
Winhall, VT | Closed
Listed: Mar, 16, 2026
Price: $695,000
Living Area: 2,888 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 16, 2026
Price: $695,000
Living Area: 2,888 Sq. Ft.
74 Pond View Road
Winhall, VT | Active Under Contract
Listed: Mar, 27, 2026
Price: $815,000
Living Area: 2,980 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Mar, 27, 2026
Price: $815,000
Living Area: 2,980 Sq. Ft.
8 Silver Birch Road 8
Winhall, VT | Closed
Listed: Dec, 05, 2025
Price: $420,000
Living Area: 1,215 Sq. Ft.
Winhall, VT | Closed
Listed: Dec, 05, 2025
Price: $420,000
Living Area: 1,215 Sq. Ft.
7 Stratton West Road #7
Winhall, VT | Active Under Contract
Listed: Jan, 15, 2026
Price: $475,000
Living Area: 1,680 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Jan, 15, 2026
Price: $475,000
Living Area: 1,680 Sq. Ft.
9 Pond View Road 9
Winhall, VT | Closed
Listed: Dec, 01, 2025
Price: $660,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Closed
Listed: Dec, 01, 2025
Price: $660,000
Living Area: 1,650 Sq. Ft.
5 Linscott Road
Winhall, VT | Closed
Listed: Dec, 16, 2025
Price: $650,000
Living Area: 2,370 Sq. Ft.
Winhall, VT | Closed
Listed: Dec, 16, 2025
Price: $650,000
Living Area: 2,370 Sq. Ft.
B2 Maple Ridge Road
Winhall, VT | Active
Listed: Apr, 24, 2026
Price: $735,000
Living Area: 2,317 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 24, 2026
Price: $735,000
Living Area: 2,317 Sq. Ft.
E1 Rock Ridge Road
Winhall, VT | Active
Listed: Feb, 03, 2026
Price: $899,000
Living Area: 3,252 Sq. Ft.
Winhall, VT | Active
Listed: Feb, 03, 2026
Price: $899,000
Living Area: 3,252 Sq. Ft.
D-9 Cobble Ridge Road
Winhall, VT | Active Under Contract
Listed: Jul, 01, 2025
Price: $699,000
Living Area: 2,317 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Jul, 01, 2025
Price: $699,000
Living Area: 2,317 Sq. Ft.
7 Stratton West Road #7
Winhall, VT | Active Under Contract
Listed: Jan, 15, 2026
Price: $475,000
Living Area: 1,680 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Jan, 15, 2026
Price: $475,000
Living Area: 1,680 Sq. Ft.
4.1 Pearl Buck Drive
Winhall, VT | Active
Listed: Jan, 10, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 10, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
13 Betty Johnson Lane
Winhall, VT | Active Under Contract
Listed: Jan, 23, 2026
Price: $829,000
Living Area: 2,797 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Jan, 23, 2026
Price: $829,000
Living Area: 2,797 Sq. Ft.
25 Mountain Haunts Road
Winhall, VT | Closed
Listed: Feb, 13, 2025
Price: $2,999,000
Living Area: 6,650 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 13, 2025
Price: $2,999,000
Living Area: 6,650 Sq. Ft.
33 Strattonwald Road
Winhall, VT | Closed
Listed: Feb, 22, 2026
Price: $40,000
Living Area: 2,791 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 22, 2026
Price: $40,000
Living Area: 2,791 Sq. Ft.
59 Garden Loop Road
Winhall, VT | Active
Listed: Apr, 27, 2026
Price: $2,950,000
Living Area: 3,762 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 27, 2026
Price: $2,950,000
Living Area: 3,762 Sq. Ft.
24 North Branch Road
Winhall, VT | Active Under Contract
Listed: Nov, 11, 2025
Price: $950,000
Living Area: 2,321 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Nov, 11, 2025
Price: $950,000
Living Area: 2,321 Sq. Ft.
109 Winhall Hollow Road
Winhall, VT | Active
Listed: Apr, 02, 2026
Price: $1,200,000
Living Area: 950 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 02, 2026
Price: $1,200,000
Living Area: 950 Sq. Ft.
0 Stratton View Road 62-63
Winhall, VT | Closed
Listed: Apr, 19, 2025
Price: $135,000
Living Area: 0 Sq. Ft.
Winhall, VT | Closed
Listed: Apr, 19, 2025
Price: $135,000
Living Area: 0 Sq. Ft.
74 Pond View Road
Winhall, VT | Active Under Contract
Listed: Mar, 27, 2026
Price: $815,000
Living Area: 2,980 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Mar, 27, 2026
Price: $815,000
Living Area: 2,980 Sq. Ft.
7 Roundtree Road
Winhall, VT | Active
Listed: Dec, 08, 2025
Price: $950,000
Living Area: 3,031 Sq. Ft.
Winhall, VT | Active
Listed: Dec, 08, 2025
Price: $950,000
Living Area: 3,031 Sq. Ft.
17 Roundtree Road
Winhall, VT | Closed
Listed: Aug, 25, 2025
Price: $975,000
Living Area: 2,280 Sq. Ft.
Winhall, VT | Closed
Listed: Aug, 25, 2025
Price: $975,000
Living Area: 2,280 Sq. Ft.
153 High Meadow Road
Winhall, VT | Active Under Contract
Listed: May, 20, 2026
Price: $1,225,000
Living Area: 3,357 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 20, 2026
Price: $1,225,000
Living Area: 3,357 Sq. Ft.
19 Maple Hill Road
Winhall, VT | Active Under Contract
Listed: May, 09, 2026
Price: $1,275,000
Living Area: 2,814 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 09, 2026
Price: $1,275,000
Living Area: 2,814 Sq. Ft.
264 French Hollow Road
Winhall, VT | Closed
Listed: Feb, 07, 2026
Price: $1,650,000
Living Area: 2,813 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 07, 2026
Price: $1,650,000
Living Area: 2,813 Sq. Ft.
36 Birch Hill Road 8 Red Maple
Winhall, VT | Active Under Contract
Listed: May, 21, 2026
Price: $450,000
Living Area: 1,215 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 21, 2026
Price: $450,000
Living Area: 1,215 Sq. Ft.
34 Mountain View Road
Winhall, VT | Closed
Listed: Apr, 16, 2026
Price: $795,000
Living Area: 2,500 Sq. Ft.
Winhall, VT | Closed
Listed: Apr, 16, 2026
Price: $795,000
Living Area: 2,500 Sq. Ft.
248 French Hollow Road 1
Winhall, VT | Active
Listed: Nov, 01, 2025
Price: $400,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Nov, 01, 2025
Price: $400,000
Living Area: 0 Sq. Ft.
23 Valley View Road
Winhall, VT | Active
Listed: Jul, 28, 2025
Price: $2,800,000
Living Area: 3,938 Sq. Ft.
Winhall, VT | Active
Listed: Jul, 28, 2025
Price: $2,800,000
Living Area: 3,938 Sq. Ft.
B15 Maple Ridge Road B15
Winhall, VT | Closed
Listed: Mar, 05, 2026
Price: $810,000
Living Area: 2,500 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 05, 2026
Price: $810,000
Living Area: 2,500 Sq. Ft.
34 Mountain View Road
Winhall, VT | Pending
Listed: Apr, 16, 2026
Price: $795,000
Living Area: 2,500 Sq. Ft.
Winhall, VT | Pending
Listed: Apr, 16, 2026
Price: $795,000
Living Area: 2,500 Sq. Ft.
24 North Branch Road
Winhall, VT | Active Under Contract
Listed: Nov, 11, 2025
Price: $950,000
Living Area: 2,321 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Nov, 11, 2025
Price: $950,000
Living Area: 2,321 Sq. Ft.
56 Lower Taylor Hill Road
Winhall, VT | Active
Listed: Jan, 22, 2026
Price: $500,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 22, 2026
Price: $500,000
Living Area: 0 Sq. Ft.
24 North Branch Road
Winhall, VT | Closed
Listed: Jul, 19, 2021
Price: $510,000
Living Area: 1,943 Sq. Ft.
Winhall, VT | Closed
Listed: Jul, 19, 2021
Price: $510,000
Living Area: 1,943 Sq. Ft.
60 Hilltop Road 60
Winhall, VT | Active
Listed: Mar, 18, 2026
Price: $609,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 18, 2026
Price: $609,000
Living Area: 1,650 Sq. Ft.
5 Byington Lane
Winhall, VT | Closed
Listed: Jan, 08, 2026
Price: $475,000
Living Area: 1,570 Sq. Ft.
Winhall, VT | Closed
Listed: Jan, 08, 2026
Price: $475,000
Living Area: 1,570 Sq. Ft.
00 Garden Loop Road
Winhall, VT | Active
Listed: Mar, 26, 2026
Price: $299,999
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 26, 2026
Price: $299,999
Living Area: 0 Sq. Ft.
0 Stratton Gardens Road Lot #23
Winhall, VT | Active
Listed: Jan, 02, 2026
Price: $150,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 02, 2026
Price: $150,000
Living Area: 0 Sq. Ft.
65 Cranberry Hill Road
Winhall, VT | Active
Listed: Feb, 03, 2026
Price: $32,000
Living Area: 1,540 Sq. Ft.
Winhall, VT | Active
Listed: Feb, 03, 2026
Price: $32,000
Living Area: 1,540 Sq. Ft.
41-43 Cranberry Hill Road
Winhall, VT | Active
Listed: Mar, 13, 2026
Price: $979,000
Living Area: 5,248 Sq. Ft.
Winhall, VT | Active
Listed: Mar, 13, 2026
Price: $979,000
Living Area: 5,248 Sq. Ft.
147 High Meadow Road 147
Winhall, VT | Closed
Listed: Feb, 14, 2026
Price: $1,495,000
Living Area: 4,000 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 14, 2026
Price: $1,495,000
Living Area: 4,000 Sq. Ft.
0 Stratton View Road 58
Winhall, VT | Closed
Listed: Nov, 24, 2025
Price: $65,000
Living Area: 0 Sq. Ft.
Winhall, VT | Closed
Listed: Nov, 24, 2025
Price: $65,000
Living Area: 0 Sq. Ft.
4.1 Pearl Buck Drive
Winhall, VT | Active
Listed: Jan, 10, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 10, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
13 Betty Johnson Lane
Winhall, VT | Active Under Contract
Listed: Jan, 23, 2026
Price: $829,000
Living Area: 2,797 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Jan, 23, 2026
Price: $829,000
Living Area: 2,797 Sq. Ft.
104 High Meadow Road
Winhall, VT | Closed
Listed: Feb, 27, 2026
Price: $929,000
Living Area: 2,068 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 27, 2026
Price: $929,000
Living Area: 2,068 Sq. Ft.
264 French Hollow Road
Winhall, VT | Closed
Listed: Feb, 07, 2026
Price: $1,650,000
Living Area: 2,813 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 07, 2026
Price: $1,650,000
Living Area: 2,813 Sq. Ft.
85 Sylvan Ridge Road
Winhall, VT | Active
Listed: May, 21, 2026
Price: $675,000
Living Area: 3,350 Sq. Ft.
Winhall, VT | Active
Listed: May, 21, 2026
Price: $675,000
Living Area: 3,350 Sq. Ft.
17 Roundtree Road
Winhall, VT | Closed
Listed: Aug, 25, 2025
Price: $975,000
Living Area: 2,280 Sq. Ft.
Winhall, VT | Closed
Listed: Aug, 25, 2025
Price: $975,000
Living Area: 2,280 Sq. Ft.
Lot 6 Stone Lodge Road
Winhall, VT | Active
Listed: Feb, 08, 2026
Price: $2,525,000
Living Area: 4,536 Sq. Ft.
Winhall, VT | Active
Listed: Feb, 08, 2026
Price: $2,525,000
Living Area: 4,536 Sq. Ft.
63 Raspberry Hill Road
Winhall, VT | Active
Listed: May, 21, 2026
Price: $799,000
Living Area: 3,078 Sq. Ft.
Winhall, VT | Active
Listed: May, 21, 2026
Price: $799,000
Living Area: 3,078 Sq. Ft.
67 High Meadow Road
Winhall, VT | Closed
Listed: Jan, 15, 2026
Price: $3,075,000
Living Area: 6,437 Sq. Ft.
Winhall, VT | Closed
Listed: Jan, 15, 2026
Price: $3,075,000
Living Area: 6,437 Sq. Ft.
B2 Maple Ridge Road
Winhall, VT | Active
Listed: Apr, 24, 2026
Price: $735,000
Living Area: 2,317 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 24, 2026
Price: $735,000
Living Area: 2,317 Sq. Ft.
9 Old Route 30
Winhall, VT | Closed
Listed: Feb, 07, 2026
Price: $695,000
Living Area: 2,715 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 07, 2026
Price: $695,000
Living Area: 2,715 Sq. Ft.
56 Lower Taylor Hill Road
Winhall, VT | Active
Listed: Jan, 22, 2026
Price: $500,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 22, 2026
Price: $500,000
Living Area: 0 Sq. Ft.
8 Silver Birch Road 8
Winhall, VT | Closed
Listed: Dec, 05, 2025
Price: $420,000
Living Area: 1,215 Sq. Ft.
Winhall, VT | Closed
Listed: Dec, 05, 2025
Price: $420,000
Living Area: 1,215 Sq. Ft.
104 High Meadow Road
Winhall, VT | Closed
Listed: Feb, 27, 2026
Price: $929,000
Living Area: 2,068 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 27, 2026
Price: $929,000
Living Area: 2,068 Sq. Ft.
24 Sugarbush Drive
Winhall, VT | Closed
Listed: Mar, 13, 2026
Price: $849,000
Living Area: 2,897 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 13, 2026
Price: $849,000
Living Area: 2,897 Sq. Ft.
30 Upper Woods and Water Road
Winhall, VT | Active Under Contract
Listed: Mar, 11, 2026
Price: $575,000
Living Area: 2,400 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Mar, 11, 2026
Price: $575,000
Living Area: 2,400 Sq. Ft.
24 North Branch Road
Winhall, VT | Closed
Listed: Oct, 05, 2020
Price: $510,000
Living Area: 1,943 Sq. Ft.
Winhall, VT | Closed
Listed: Oct, 05, 2020
Price: $510,000
Living Area: 1,943 Sq. Ft.
37 Burnt Hill Road
Winhall, VT | Active
Listed: Apr, 16, 2026
Price: $45,000
Living Area: 5,624 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 16, 2026
Price: $45,000
Living Area: 5,624 Sq. Ft.
22 Sylvan Ridge Road
Winhall, VT | Closed
Listed: Mar, 16, 2026
Price: $695,000
Living Area: 2,888 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 16, 2026
Price: $695,000
Living Area: 2,888 Sq. Ft.
Lot 6 Stone Lodge Road
Winhall, VT | Active
Listed: Feb, 08, 2026
Price: $2,525,000
Living Area: 4,536 Sq. Ft.
Winhall, VT | Active
Listed: Feb, 08, 2026
Price: $2,525,000
Living Area: 4,536 Sq. Ft.
6 Old Ridge Road
Winhall, VT | Active
Listed: May, 21, 2026
Price: $1,100,000
Living Area: 4,453 Sq. Ft.
Winhall, VT | Active
Listed: May, 21, 2026
Price: $1,100,000
Living Area: 4,453 Sq. Ft.
57 Pearl Buck Drive
Winhall, VT | Active
Listed: Jan, 16, 2026
Price: $695,000
Living Area: 2,000 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 16, 2026
Price: $695,000
Living Area: 2,000 Sq. Ft.
12 Sunny Hill Road
Winhall, VT | Closed
Listed: Jan, 01, 2026
Price: $1,399,000
Living Area: 5,397 Sq. Ft.
Winhall, VT | Closed
Listed: Jan, 01, 2026
Price: $1,399,000
Living Area: 5,397 Sq. Ft.
E1 Rock Ridge Road
Winhall, VT | Active
Listed: Feb, 03, 2026
Price: $899,000
Living Area: 3,252 Sq. Ft.
Winhall, VT | Active
Listed: Feb, 03, 2026
Price: $899,000
Living Area: 3,252 Sq. Ft.
0 Lower Taylor Hill Road
Winhall, VT | Active
Listed: Dec, 18, 2025
Price: $139,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Dec, 18, 2025
Price: $139,000
Living Area: 0 Sq. Ft.
Lot 3 Route 11/30 3
Winhall, VT | Active
Listed: Jul, 28, 2023
Price: $115,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jul, 28, 2023
Price: $115,000
Living Area: 0 Sq. Ft.
27 Mountain View Road
Winhall, VT | Active
Listed: Jun, 04, 2026
Price: $1,990,000
Living Area: 5,896 Sq. Ft.
Winhall, VT | Active
Listed: Jun, 04, 2026
Price: $1,990,000
Living Area: 5,896 Sq. Ft.
