Listings in 05340 - Bennington County, Vermont
Displaying 1 – 200 of 145 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.
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.
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.
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.
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.
121 High Meadow Road
Winhall, VT | Withdrawn
Listed: Mar, 23, 2026
Price: $1,399,999
Living Area: 3,800 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Mar, 23, 2026
Price: $1,399,999
Living Area: 3,800 Sq. Ft.
4 Cobble Ridge Road
Winhall, VT | Closed
Listed: Jul, 13, 2016
Price: $420,000
Living Area: 2,500 Sq. Ft.
Winhall, VT | Closed
Listed: Jul, 13, 2016
Price: $420,000
Living Area: 2,500 Sq. Ft.
32 Benson Fuller Drive
Winhall, VT | Closed
Listed: Jul, 31, 2026
Price: $849,000
Living Area: 2,878 Sq. Ft.
Winhall, VT | Closed
Listed: Jul, 31, 2026
Price: $849,000
Living Area: 2,878 Sq. Ft.
G6 Cobble Ridge Road
Winhall, VT | Active
Listed: Sep, 04, 2026
Price: $599,000
Living Area: 1,830 Sq. Ft.
Winhall, VT | Active
Listed: Sep, 04, 2026
Price: $599,000
Living Area: 1,830 Sq. Ft.
180 High Meadow Road
Winhall, VT | Active
Listed: Sep, 28, 2026
Price: $1,500,000
Living Area: 4,173 Sq. Ft.
Winhall, VT | Active
Listed: Sep, 28, 2026
Price: $1,500,000
Living Area: 4,173 Sq. Ft.
248 French Hollow Road
Winhall, VT | Withdrawn
Listed: Nov, 01, 2025
Price: $400,000
Living Area: 0 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Nov, 01, 2025
Price: $400,000
Living Area: 0 Sq. Ft.
23 Moose Hollow Road
Winhall, VT | Withdrawn
Listed: Apr, 15, 2026
Price: $85,000
Living Area: 0 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Apr, 15, 2026
Price: $85,000
Living Area: 0 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.
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.
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.
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.
23 Loop Road
Winhall, VT | Active Under Contract
Listed: Aug, 17, 2026
Price: $595,000
Living Area: 1,416 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Aug, 17, 2026
Price: $595,000
Living Area: 1,416 Sq. Ft.
45 Benson Fuller Drive
Winhall, VT | Withdrawn
Listed: May, 28, 2026
Price: $7,250
Living Area: 2,000 Sq. Ft.
Winhall, VT | Withdrawn
Listed: May, 28, 2026
Price: $7,250
Living Area: 2,000 Sq. Ft.
15 Nearing Road
Winhall, VT | Withdrawn
Listed: May, 28, 2026
Price: $5,000
Living Area: 2,300 Sq. Ft.
Winhall, VT | Withdrawn
Listed: May, 28, 2026
Price: $5,000
Living Area: 2,300 Sq. Ft.
39 Pond View Road
Winhall, VT | Closed
Listed: Mar, 25, 2026
Price: $649,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 25, 2026
Price: $649,000
Living Area: 1,650 Sq. Ft.
65 Cranberry Hill Road
Winhall, VT | Closed
Listed: Feb, 03, 2026
Price: $32,000
Living Area: 1,540 Sq. Ft.
Winhall, VT | Closed
Listed: Feb, 03, 2026
Price: $32,000
Living Area: 1,540 Sq. Ft.
20 West Branch Road
Winhall, VT | Active
Listed: Sep, 01, 2026
Price: $1,050,000
Living Area: 2,380 Sq. Ft.
Winhall, VT | Active
Listed: Sep, 01, 2026
Price: $1,050,000
Living Area: 2,380 Sq. Ft.
43 Cranberry Hill Road
Winhall, VT | Closed
Listed: Jul, 23, 2026
Price: $45,000
Living Area: 3,600 Sq. Ft.
Winhall, VT | Closed
Listed: Jul, 23, 2026
Price: $45,000
Living Area: 3,600 Sq. Ft.
23 Valley View Road
Winhall, VT | Closed
Listed: Jul, 31, 2026
Price: $2,700,000
Living Area: 3,938 Sq. Ft.
Winhall, VT | Closed
Listed: Jul, 31, 2026
Price: $2,700,000
Living Area: 3,938 Sq. Ft.
0 Sylvan Ridge Road Lot 25
Winhall, VT | Active
Listed: Aug, 21, 2026
Price: $108,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Aug, 21, 2026
Price: $108,000
Living Area: 0 Sq. Ft.
41 Moose Hollow Road
Winhall, VT | Active
Listed: Nov, 28, 2025
Price: $90,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Nov, 28, 2025
Price: $90,000
Living Area: 0 Sq. Ft.
0 Wall Street Lot 2 & 3
Winhall, VT | Active
Listed: Jun, 08, 2026
Price: $374,900
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jun, 08, 2026
Price: $374,900
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.
13 Golden Triangle Road
Winhall, VT | Withdrawn
Listed: Jun, 11, 2026
Price: $430,000
Living Area: 1,664 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Jun, 11, 2026
Price: $430,000
Living Area: 1,664 Sq. Ft.
16B Bromley Knolls Road
Winhall, VT | Active
Listed: Aug, 17, 2026
Price: $399,000
Living Area: 1,225 Sq. Ft.
Winhall, VT | Active
Listed: Aug, 17, 2026
Price: $399,000
Living Area: 1,225 Sq. Ft.
181 Route 11
Winhall, VT | Withdrawn
Listed: Jun, 13, 2026
Price: $1,195,000
Living Area: 3,873 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Jun, 13, 2026
Price: $1,195,000
Living Area: 3,873 Sq. Ft.
23 Valley View Road
Winhall, VT | Withdrawn
Listed: Jul, 28, 2025
Price: $2,800,000
Living Area: 3,938 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Jul, 28, 2025
Price: $2,800,000
Living Area: 3,938 Sq. Ft.
11 Stratton View Road
Winhall, VT | Closed
Listed: Jun, 24, 2026
Price: $675,000
Living Area: 2,204 Sq. Ft.
Winhall, VT | Closed
Listed: Jun, 24, 2026
Price: $675,000
Living Area: 2,204 Sq. Ft.
41-43 Cranberry Hill Road
Winhall, VT | Withdrawn
Listed: Mar, 13, 2026
Price: $949,000
Living Area: 5,248 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Mar, 13, 2026
Price: $949,000
Living Area: 5,248 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.
3 Kimball Hill Road
Winhall, VT | Active
Listed: Aug, 28, 2026
Price: $425,000
Living Area: 1,344 Sq. Ft.
Winhall, VT | Active
Listed: Aug, 28, 2026
Price: $425,000
Living Area: 1,344 Sq. Ft.
75 Sylvan Ridge Road
Winhall, VT | Active
Listed: Aug, 08, 2026
Price: $95,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Aug, 08, 2026
Price: $95,000
Living Area: 0 Sq. Ft.
7 Roundtree Road
Winhall, VT | Active
Listed: Oct, 22, 2026
Price: $870,000
Living Area: 3,031 Sq. Ft.
Winhall, VT | Active
Listed: Oct, 22, 2026
Price: $870,000
Living Area: 3,031 Sq. Ft.
33 Old Ridge Road
Winhall, VT | Active Under Contract
Listed: Oct, 08, 2026
Price: $1,235,000
Living Area: 3,060 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Oct, 08, 2026
Price: $1,235,000
Living Area: 3,060 Sq. Ft.
18 Old Snow Valley Road
Winhall, VT | Active
Listed: Sep, 03, 2026
Price: $329,500
Living Area: 1,040 Sq. Ft.
Winhall, VT | Active
Listed: Sep, 03, 2026
Price: $329,500
Living Area: 1,040 Sq. Ft.
19 Winhall Condo Road
Winhall, VT | Closed
Listed: Aug, 21, 2026
Price: $345,000
Living Area: 960 Sq. Ft.
Winhall, VT | Closed
Listed: Aug, 21, 2026
Price: $345,000
Living Area: 960 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.
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.
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.
1 Upper Stratton Valley Road
Winhall, VT | Closed
Listed: Mar, 08, 2016
Price: $259,000
Living Area: 2,050 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 08, 2016
Price: $259,000
Living Area: 2,050 Sq. Ft.
11 Todd Hill Road
Winhall, VT | Closed
Listed: May, 16, 2015
Price: $269,000
Living Area: 1,700 Sq. Ft.
Winhall, VT | Closed
Listed: May, 16, 2015
Price: $269,000
Living Area: 1,700 Sq. Ft.
11 Round Tree Road
Winhall, VT | Active
Listed: Aug, 30, 2026
Price: $1,325,000
Living Area: 3,400 Sq. Ft.
Winhall, VT | Active
Listed: Aug, 30, 2026
Price: $1,325,000
Living Area: 3,400 Sq. Ft.
33 Stone Lodge Road
Winhall, VT | Withdrawn
Listed: Aug, 21, 2026
Price: $2,399,000
Living Area: 4,536 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Aug, 21, 2026
Price: $2,399,000
Living Area: 4,536 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.
C-4 Ridge Road
Winhall, VT | Active
Listed: Jun, 13, 2026
Price: $750,000
Living Area: 2,598 Sq. Ft.
Winhall, VT | Active
Listed: Jun, 13, 2026
Price: $750,000
Living Area: 2,598 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.
60 Hilltop Road
Winhall, VT | Withdrawn
Listed: Mar, 18, 2026
Price: $609,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Mar, 18, 2026
Price: $609,000
Living Area: 1,650 Sq. Ft.
65 Lower Taylor Hill Road
Winhall, VT | Closed
Listed: Jun, 10, 2026
Price: $1,100,000
Living Area: 2,745 Sq. Ft.
Winhall, VT | Closed
Listed: Jun, 10, 2026
Price: $1,100,000
Living Area: 2,745 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.
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.
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.
8 Kendall Farm Road
Winhall, VT | Active
Listed: Sep, 30, 2026
Price: $19,500
Living Area: 2,000 Sq. Ft.
Winhall, VT | Active
Listed: Sep, 30, 2026
Price: $19,500
Living Area: 2,000 Sq. Ft.
25 Benson Fuller Road
Winhall, VT | Active
Listed: Jul, 03, 2026
Price: $795,000
Living Area: 4,104 Sq. Ft.
Winhall, VT | Active
Listed: Jul, 03, 2026
Price: $795,000
Living Area: 4,104 Sq. Ft.
19 Maple Hill Road
Winhall, VT | Closed
Listed: May, 09, 2026
Price: $1,275,000
Living Area: 2,814 Sq. Ft.
Winhall, VT | Closed
Listed: May, 09, 2026
Price: $1,275,000
Living Area: 2,814 Sq. Ft.
1 Beaver Street
Winhall, VT | Active
Listed: Jun, 12, 2026
Price: $605,000
Living Area: 2,288 Sq. Ft.
Winhall, VT | Active
Listed: Jun, 12, 2026
Price: $605,000
Living Area: 2,288 Sq. Ft.
16 Old Farm Road #1
Winhall, VT | Closed
Listed: Jul, 24, 2026
Price: $20,000
Living Area: 1,004 Sq. Ft.
Winhall, VT | Closed
Listed: Jul, 24, 2026
Price: $20,000
Living Area: 1,004 Sq. Ft.
153 High Meadow Road
Winhall, VT | Active
Listed: May, 20, 2026
Price: $1,130,000
Living Area: 3,357 Sq. Ft.
Winhall, VT | Active
Listed: May, 20, 2026
Price: $1,130,000
Living Area: 3,357 Sq. Ft.
00 Garden Loop Road
Winhall, VT | Withdrawn
Listed: Mar, 26, 2026
Price: $299,999
Living Area: 0 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Mar, 26, 2026
Price: $299,999
Living Area: 0 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.
74 Pond View Road
Winhall, VT | Closed
Listed: Mar, 27, 2026
Price: $815,000
Living Area: 2,980 Sq. Ft.
Winhall, VT | Closed
Listed: Mar, 27, 2026
Price: $815,000
Living Area: 2,980 Sq. Ft.
16 Old Farm Road
Winhall, VT | Closed
Listed: Jul, 05, 2026
Price: $219,000
Living Area: 753 Sq. Ft.
Winhall, VT | Closed
Listed: Jul, 05, 2026
Price: $219,000
Living Area: 753 Sq. Ft.
45 Benson Fuller Drive
Winhall, VT | Withdrawn
Listed: Sep, 28, 2026
Price: $899,000
Living Area: 2,421 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Sep, 28, 2026
Price: $899,000
Living Area: 2,421 Sq. Ft.
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.
57 Pearl Buck Drive
Winhall, VT | Active
Listed: Sep, 08, 2026
Price: $695,000
Living Area: 2,000 Sq. Ft.
Winhall, VT | Active
Listed: Sep, 08, 2026
Price: $695,000
Living Area: 2,000 Sq. Ft.
60 West Ridge Road
Winhall, VT | Active
Listed: Oct, 01, 2026
Price: $2,950,000
Living Area: 3,621 Sq. Ft.
Winhall, VT | Active
Listed: Oct, 01, 2026
Price: $2,950,000
Living Area: 3,621 Sq. Ft.
144 High Meadow Road
Winhall, VT | Active Under Contract
Listed: Jul, 08, 2026
Price: $1,599,000
Living Area: 5,568 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Jul, 08, 2026
Price: $1,599,000
Living Area: 5,568 Sq. Ft.
7 Roundtree Road
Winhall, VT | Withdrawn
Listed: Dec, 08, 2025
Price: $910,000
Living Area: 3,031 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Dec, 08, 2025
Price: $910,000
Living Area: 3,031 Sq. Ft.
159 Winhall Hollow Road
Winhall, VT | Active
Listed: Aug, 07, 2026
Price: $5,575,000
Living Area: 9,915 Sq. Ft.
Winhall, VT | Active
Listed: Aug, 07, 2026
Price: $5,575,000
Living Area: 9,915 Sq. Ft.
11 Spruce High Road
Winhall, VT | Pending
Listed: Sep, 05, 2026
Price: $1,150,000
Living Area: 3,206 Sq. Ft.
Winhall, VT | Pending
Listed: Sep, 05, 2026
Price: $1,150,000
Living Area: 3,206 Sq. Ft.
36 Beaver Street
Winhall, VT | Active
Listed: Jul, 01, 2026
Price: $1,650,000
Living Area: 5,072 Sq. Ft.
Winhall, VT | Active
Listed: Jul, 01, 2026
Price: $1,650,000
Living Area: 5,072 Sq. Ft.
59 Garden Loop Road
Winhall, VT | Active
Listed: Apr, 27, 2026
Price: $2,500,000
Living Area: 3,762 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 27, 2026
Price: $2,500,000
Living Area: 3,762 Sq. Ft.
6 Snowflake Lane
Winhall, VT | Active
Listed: Sep, 16, 2026
Price: $440,000
Living Area: 1,633 Sq. Ft.
Winhall, VT | Active
Listed: Sep, 16, 2026
Price: $440,000
Living Area: 1,633 Sq. Ft.
81 Pond View Road
Winhall, VT | Active
Listed: Sep, 29, 2026
Price: $700,000
Living Area: 1,650 Sq. Ft.
Winhall, VT | Active
Listed: Sep, 29, 2026
Price: $700,000
Living Area: 1,650 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.
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.
12 Stratton Ridge Road
Winhall, VT | Closed
Listed: Jun, 27, 2026
Price: $775,000
Living Area: 3,520 Sq. Ft.
Winhall, VT | Closed
Listed: Jun, 27, 2026
Price: $775,000
Living Area: 3,520 Sq. Ft.
0 Route 30
Winhall, VT | Active Under Contract
Listed: Jul, 10, 2026
Price: $20,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Jul, 10, 2026
Price: $20,000
Living Area: 0 Sq. Ft.
0 Stratton Gardens Road
Winhall, VT | Active
Listed: Aug, 28, 2026
Price: $240,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Aug, 28, 2026
Price: $240,000
Living Area: 0 Sq. Ft.
279 French Hollow Road
Winhall, VT | Closed
Listed: Jul, 26, 2026
Price: $1,299,000
Living Area: 3,644 Sq. Ft.
Winhall, VT | Closed
Listed: Jul, 26, 2026
Price: $1,299,000
Living Area: 3,644 Sq. Ft.
33 Burnt Hill Road
Winhall, VT | Active
Listed: Aug, 23, 2026
Price: $599,000
Living Area: 1,890 Sq. Ft.
Winhall, VT | Active
Listed: Aug, 23, 2026
Price: $599,000
Living Area: 1,890 Sq. Ft.
E1 Rock Ridge Road
Winhall, VT | Withdrawn
Listed: Feb, 03, 2026
Price: $899,000
Living Area: 3,252 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Feb, 03, 2026
Price: $899,000
Living Area: 3,252 Sq. Ft.
16 Middle Ridge Road
Winhall, VT | Withdrawn
Listed: Jun, 13, 2026
Price: $1,050,000
Living Area: 2,256 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Jun, 13, 2026
Price: $1,050,000
Living Area: 2,256 Sq. Ft.
41 Cranberry Hill Road
Winhall, VT | Closed
Listed: Jul, 23, 2026
Price: $14,000
Living Area: 900 Sq. Ft.
Winhall, VT | Closed
Listed: Jul, 23, 2026
Price: $14,000
Living Area: 900 Sq. Ft.
2 Corner Rock Road
Winhall, VT | Closed
Listed: Jul, 04, 2026
Price: $749,000
Living Area: 2,128 Sq. Ft.
Winhall, VT | Closed
Listed: Jul, 04, 2026
Price: $749,000
Living Area: 2,128 Sq. Ft.
56 Lower Taylor Hill Road
Winhall, VT | Active
Listed: Jan, 22, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active
Listed: Jan, 22, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
57 Pearl Buck Drive
Winhall, VT | Withdrawn
Listed: Jan, 16, 2026
Price: $695,000
Living Area: 2,000 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Jan, 16, 2026
Price: $695,000
Living Area: 2,000 Sq. Ft.
33 Stone Lodge Road
Winhall, VT | Active
Listed: Feb, 08, 2026
Price: $2,399,000
Living Area: 4,536 Sq. Ft.
Winhall, VT | Active
Listed: Feb, 08, 2026
Price: $2,399,000
Living Area: 4,536 Sq. Ft.
B2 Maple Ridge Road
Winhall, VT | Closed
Listed: Apr, 24, 2026
Price: $720,000
Living Area: 2,317 Sq. Ft.
Winhall, VT | Closed
Listed: Apr, 24, 2026
Price: $720,000
Living Area: 2,317 Sq. Ft.
19 Winhall Condo Road
Winhall, VT | Closed
Listed: Jun, 12, 2026
Price: $249,000
Living Area: 1,020 Sq. Ft.
Winhall, VT | Closed
Listed: Jun, 12, 2026
Price: $249,000
Living Area: 1,020 Sq. Ft.
6 Sunset Ridge Road
Winhall, VT | Active Under Contract
Listed: Jul, 27, 2026
Price: $2,350,000
Living Area: 4,752 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Jul, 27, 2026
Price: $2,350,000
Living Area: 4,752 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.
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.
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.
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.
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.
27 Mountain View Road
Winhall, VT | Active
Listed: Jun, 04, 2026
Price: $1,895,000
Living Area: 5,896 Sq. Ft.
Winhall, VT | Active
Listed: Jun, 04, 2026
Price: $1,895,000
Living Area: 5,896 Sq. Ft.
148 VT Route 30
Winhall, VT | Active Under Contract
Listed: Aug, 29, 2026
Price: $190,000
Living Area: 0 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Aug, 29, 2026
Price: $190,000
Living Area: 0 Sq. Ft.
146 Stratton Mountain Access Road
Winhall, VT | Closed
Listed: Oct, 19, 2015
Price: $439,000
Living Area: 2,168 Sq. Ft.
Winhall, VT | Closed
Listed: Oct, 19, 2015
Price: $439,000
Living Area: 2,168 Sq. Ft.
G2 Cobble Ridge Road
Winhall, VT | Closed
Listed: Aug, 14, 2026
Price: $875,000
Living Area: 2,322 Sq. Ft.
Winhall, VT | Closed
Listed: Aug, 14, 2026
Price: $875,000
Living Area: 2,322 Sq. Ft.
72 Benson Fuller Road
Winhall, VT | Active Under Contract
Listed: Aug, 14, 2026
Price: $765,000
Living Area: 2,322 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: Aug, 14, 2026
Price: $765,000
Living Area: 2,322 Sq. Ft.
165 High Meadow Road
Winhall, VT | Active
Listed: Sep, 28, 2026
Price: $2,250,000
Living Area: 3,034 Sq. Ft.
Winhall, VT | Active
Listed: Sep, 28, 2026
Price: $2,250,000
Living Area: 3,034 Sq. Ft.
15 Nearing Road
Winhall, VT | Withdrawn
Listed: Sep, 28, 2026
Price: $799,000
Living Area: 2,366 Sq. Ft.
Winhall, VT | Withdrawn
Listed: Sep, 28, 2026
Price: $799,000
Living Area: 2,366 Sq. Ft.
Lower Taylor Hill Road
Winhall, VT | Closed
Listed: Dec, 18, 2025
Price: $139,000
Living Area: 0 Sq. Ft.
Winhall, VT | Closed
Listed: Dec, 18, 2025
Price: $139,000
Living Area: 0 Sq. Ft.
37 Burnt Hill Road
Winhall, VT | Active
Listed: Apr, 16, 2026
Price: $42,000
Living Area: 5,624 Sq. Ft.
Winhall, VT | Active
Listed: Apr, 16, 2026
Price: $42,000
Living Area: 5,624 Sq. Ft.
8 Spring Hill Road
Winhall, VT | Closed
Listed: Aug, 13, 2026
Price: $35,000
Living Area: 2,472 Sq. Ft.
Winhall, VT | Closed
Listed: Aug, 13, 2026
Price: $35,000
Living Area: 2,472 Sq. Ft.
6 Old Ridge Road
Winhall, VT | Active Under Contract
Listed: May, 21, 2026
Price: $1,100,000
Living Area: 4,453 Sq. Ft.
Winhall, VT | Active Under Contract
Listed: May, 21, 2026
Price: $1,100,000
Living Area: 4,453 Sq. Ft.
