Listings in 05091 - VTWindsor County, Vermont
Displaying 1 – 200 of 73 Real estate listings
93 Blake Hill Road B
Woodstock, VT | Closed
Listed: Oct, 28, 2025
Price: $598,000
Living Area: 2,100 Sq. Ft.
Woodstock, VT | Closed
Listed: Oct, 28, 2025
Price: $598,000
Living Area: 2,100 Sq. Ft.
75 Pleasant Street
Woodstock, VT | Closed
Listed: Nov, 04, 2025
Price: $525,000
Living Area: 1,064 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 04, 2025
Price: $525,000
Living Area: 1,064 Sq. Ft.
42 Heritage Condo Way 22
Woodstock, VT | Closed
Listed: Dec, 12, 2025
Price: $239,000
Living Area: 816 Sq. Ft.
Woodstock, VT | Closed
Listed: Dec, 12, 2025
Price: $239,000
Living Area: 816 Sq. Ft.
17 High Street 2
Woodstock, VT | Closed
Listed: Mar, 14, 2016
Price: $1,400
Living Area: 1,042 Sq. Ft.
Woodstock, VT | Closed
Listed: Mar, 14, 2016
Price: $1,400
Living Area: 1,042 Sq. Ft.
616 Rose Hill Road
Woodstock, VT | Active Under Contract
Listed: Jul, 03, 2025
Price: $817,000
Living Area: 2,760 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Jul, 03, 2025
Price: $817,000
Living Area: 2,760 Sq. Ft.
3186 South Road
Woodstock, VT | Active
Listed: Feb, 03, 2026
Price: $275,000
Living Area: 720 Sq. Ft.
Woodstock, VT | Active
Listed: Feb, 03, 2026
Price: $275,000
Living Area: 720 Sq. Ft.
125 Shurtleff Lane
Woodstock, VT | Active Under Contract
Listed: Nov, 11, 2025
Price: $1,300,000
Living Area: 3,195 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Nov, 11, 2025
Price: $1,300,000
Living Area: 3,195 Sq. Ft.
509 Church Hill
Woodstock, VT | Active Under Contract
Listed: Jun, 05, 2025
Price: $915,000
Living Area: 2,150 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Jun, 05, 2025
Price: $915,000
Living Area: 2,150 Sq. Ft.
57 Townhouse Way 9
Woodstock, VT | Active Under Contract
Listed: Mar, 20, 2026
Price: $465,000
Living Area: 1,728 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Mar, 20, 2026
Price: $465,000
Living Area: 1,728 Sq. Ft.
1 Carlton Hill Road
Woodstock, VT | Active
Listed: Sep, 28, 2025
Price: $325,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active
Listed: Sep, 28, 2025
Price: $325,000
Living Area: 0 Sq. Ft.
51 Terrace Street
Woodstock, VT | Closed
Listed: Oct, 26, 2025
Price: $500,000
Living Area: 1,237 Sq. Ft.
Woodstock, VT | Closed
Listed: Oct, 26, 2025
Price: $500,000
Living Area: 1,237 Sq. Ft.
29 Heritage Condo Way
Woodstock, VT | Closed
Listed: Jul, 13, 2022
Price: $200,000
Living Area: 856 Sq. Ft.
Woodstock, VT | Closed
Listed: Jul, 13, 2022
Price: $200,000
Living Area: 856 Sq. Ft.
17 High Street 2
Woodstock, VT | Closed
Listed: Sep, 19, 2025
Price: $300,000
Living Area: 1,040 Sq. Ft.
Woodstock, VT | Closed
Listed: Sep, 19, 2025
Price: $300,000
Living Area: 1,040 Sq. Ft.
35 Mountain Avenue
Woodstock, VT | Closed
Listed: Nov, 15, 2025
Price: $595,000
Living Area: 1,555 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 15, 2025
Price: $595,000
Living Area: 1,555 Sq. Ft.
2 High Street
Woodstock, VT | Closed
Listed: Sep, 11, 2025
Price: $465,000
Living Area: 1,600 Sq. Ft.
Woodstock, VT | Closed
Listed: Sep, 11, 2025
Price: $465,000
Living Area: 1,600 Sq. Ft.
430 Jay Hill Road 430
Hartford, VT | Active
Listed: Feb, 02, 2026
Price: $89,500
Living Area: 0 Sq. Ft.
Hartford, VT | Active
Listed: Feb, 02, 2026
Price: $89,500
Living Area: 0 Sq. Ft.
100 Pomfret Road
Woodstock, VT | Closed
Listed: Nov, 12, 2025
Price: $895,000
Living Area: 2,044 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 12, 2025
Price: $895,000
Living Area: 2,044 Sq. Ft.
26 Mt Peg Road B
Woodstock, VT | Active
Listed: Oct, 09, 2025
Price: $995,000
Living Area: 2,584 Sq. Ft.
Woodstock, VT | Active
Listed: Oct, 09, 2025
Price: $995,000
Living Area: 2,584 Sq. Ft.
26 Mt Peg Road C
Woodstock, VT | Active
Listed: Oct, 09, 2025
Price: $995,000
Living Area: 2,584 Sq. Ft.
Woodstock, VT | Active
Listed: Oct, 09, 2025
Price: $995,000
Living Area: 2,584 Sq. Ft.
42 Heritage Condo Way 14D
Woodstock, VT | Closed
Listed: Nov, 05, 2025
Price: $230,000
Living Area: 856 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 05, 2025
Price: $230,000
Living Area: 856 Sq. Ft.
42 Heritage Condo Way 14D
Woodstock, VT | Closed
Listed: Nov, 06, 2025
Price: $230,000
Living Area: 856 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 06, 2025
Price: $230,000
Living Area: 856 Sq. Ft.
33 Mountain Avenue
Woodstock, VT | Closed
Listed: Oct, 29, 2025
Price: $1,295,000
Living Area: 2,280 Sq. Ft.
Woodstock, VT | Closed
Listed: Oct, 29, 2025
Price: $1,295,000
Living Area: 2,280 Sq. Ft.
111-1 Safford Commons Way
Woodstock, VT | Active Under Contract
Listed: Feb, 02, 2026
Price: $190,000
Living Area: 1,200 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Feb, 02, 2026
Price: $190,000
Living Area: 1,200 Sq. Ft.
105 Williams Lane 6C
Hartford, VT | Active
Listed: Mar, 20, 2026
Price: $369,000
Living Area: 835 Sq. Ft.
Hartford, VT | Active
Listed: Mar, 20, 2026
Price: $369,000
Living Area: 835 Sq. Ft.
5798 West Woodstock Road
Woodstock, VT | Active
Listed: Oct, 01, 2025
Price: $395,000
Living Area: 1,617 Sq. Ft.
Woodstock, VT | Active
Listed: Oct, 01, 2025
Price: $395,000
Living Area: 1,617 Sq. Ft.
1362 Barnard Road
Woodstock, VT | Closed
Listed: Oct, 16, 2025
Price: $2,395,000
Living Area: 3,645 Sq. Ft.
Woodstock, VT | Closed
Listed: Oct, 16, 2025
Price: $2,395,000
Living Area: 3,645 Sq. Ft.
36 Happy Valley Road
Woodstock, VT | Active
Listed: Mar, 16, 2026
Price: $1,995
Living Area: 1,200 Sq. Ft.
Woodstock, VT | Active
Listed: Mar, 16, 2026
Price: $1,995
Living Area: 1,200 Sq. Ft.
3961 Hartland Hill Road
Woodstock, VT | Active Under Contract
Listed: Nov, 22, 2025
Price: $825,000
Living Area: 3,886 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Nov, 22, 2025
Price: $825,000
Living Area: 3,886 Sq. Ft.
19 Davry Way
Woodstock, VT | Active Under Contract
Listed: Mar, 20, 2026
Price: $639,000
Living Area: 2,183 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Mar, 20, 2026
Price: $639,000
Living Area: 2,183 Sq. Ft.
21 Central Street
Woodstock, VT | Active
Listed: May, 16, 2024
Price: $3,200
Living Area: 1,536 Sq. Ft.
Woodstock, VT | Active
Listed: May, 16, 2024
Price: $3,200
Living Area: 1,536 Sq. Ft.
1782 Randall Road
Woodstock, VT | Active
Listed: Jul, 21, 2025
Price: $985,000
Living Area: 2,785 Sq. Ft.
Woodstock, VT | Active
Listed: Jul, 21, 2025
Price: $985,000
Living Area: 2,785 Sq. Ft.
85 Townhouse Way 14
Woodstock, VT | Active
Listed: Feb, 27, 2026
Price: $479,000
Living Area: 2,091 Sq. Ft.
Woodstock, VT | Active
Listed: Feb, 27, 2026
Price: $479,000
Living Area: 2,091 Sq. Ft.
00 Long Hill Road
Woodstock, VT | Active
Listed: Mar, 07, 2025
Price: $549,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active
Listed: Mar, 07, 2025
Price: $549,000
Living Area: 0 Sq. Ft.
234 Randall Road
Woodstock, VT | Active
Listed: Jun, 06, 2022
Price: $845,000
Living Area: 600 Sq. Ft.
Woodstock, VT | Active
Listed: Jun, 06, 2022
Price: $845,000
Living Area: 600 Sq. Ft.
39 Elm Street B
Woodstock, VT | Active
Listed: Feb, 16, 2026
Price: $1,600,000
Living Area: 3,294 Sq. Ft.
Woodstock, VT | Active
Listed: Feb, 16, 2026
Price: $1,600,000
Living Area: 3,294 Sq. Ft.
3 Elm Street
Woodstock, VT | Active Under Contract
Listed: Jul, 21, 2025
Price: $2,200,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Jul, 21, 2025
Price: $2,200,000
Living Area: 0 Sq. Ft.
41 Pleasant Street
Woodstock, VT | Active
Listed: Oct, 17, 2025
Price: $2,599,000
Living Area: 5,993 Sq. Ft.
Woodstock, VT | Active
Listed: Oct, 17, 2025
Price: $2,599,000
Living Area: 5,993 Sq. Ft.
137 Laughlin Road
Woodstock, VT | Active Under Contract
Listed: Jan, 21, 2026
Price: $725,000
Living Area: 3,028 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Jan, 21, 2026
Price: $725,000
Living Area: 3,028 Sq. Ft.
26 Mt Peg Road D
Woodstock, VT | Active
Listed: Oct, 09, 2025
Price: $1,195,000
Living Area: 2,385 Sq. Ft.
Woodstock, VT | Active
Listed: Oct, 09, 2025
Price: $1,195,000
Living Area: 2,385 Sq. Ft.
26 Mt Peg Road A
Woodstock, VT | Active
Listed: Oct, 09, 2025
Price: $1,195,000
Living Area: 2,592 Sq. Ft.
Woodstock, VT | Active
Listed: Oct, 09, 2025
Price: $1,195,000
Living Area: 2,592 Sq. Ft.
111-2 Safford Commons Way
Woodstock, VT | Active Under Contract
Listed: Feb, 02, 2026
Price: $190,000
Living Area: 1,200 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Feb, 02, 2026
Price: $190,000
Living Area: 1,200 Sq. Ft.
217 Maxham Meadow Way Unit 2E
Woodstock, VT | Active
Listed: Mar, 18, 2026
Price: $49,000
Living Area: 667 Sq. Ft.
Woodstock, VT | Active
Listed: Mar, 18, 2026
Price: $49,000
Living Area: 667 Sq. Ft.
37 South Street
Woodstock, VT | Active
Listed: Mar, 28, 2026
Price: $749,000
Living Area: 1,660 Sq. Ft.
Woodstock, VT | Active
Listed: Mar, 28, 2026
Price: $749,000
Living Area: 1,660 Sq. Ft.
42 Heritage Condo Way 23 D
Woodstock, VT | Active
Listed: Mar, 19, 2026
Price: $239,000
Living Area: 856 Sq. Ft.
Woodstock, VT | Active
Listed: Mar, 19, 2026
Price: $239,000
Living Area: 856 Sq. Ft.
412 Skyland Lane
Woodstock, VT | Active
Listed: Jun, 04, 2025
Price: $6,750,000
Living Area: 5,087 Sq. Ft.
Woodstock, VT | Active
Listed: Jun, 04, 2025
Price: $6,750,000
Living Area: 5,087 Sq. Ft.
851 Riverside Park Road
Woodstock, VT | Closed
Listed: Nov, 26, 2025
Price: $1,995,000
Living Area: 5,573 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 26, 2025
Price: $1,995,000
Living Area: 5,573 Sq. Ft.
17 High Street 2
Woodstock, VT | Closed
Listed: Oct, 02, 2016
Price: $1,400
Living Area: 1,042 Sq. Ft.
Woodstock, VT | Closed
Listed: Oct, 02, 2016
Price: $1,400
Living Area: 1,042 Sq. Ft.
958 East Woodstock Road
Woodstock, VT | Closed
Listed: Jan, 28, 2026
Price: $999,000
Living Area: 2,231 Sq. Ft.
Woodstock, VT | Closed
Listed: Jan, 28, 2026
Price: $999,000
Living Area: 2,231 Sq. Ft.
37 Atwood Avenue
Woodstock, VT | Closed
Listed: Dec, 15, 2025
Price: $420,000
Living Area: 768 Sq. Ft.
Woodstock, VT | Closed
Listed: Dec, 15, 2025
Price: $420,000
Living Area: 768 Sq. Ft.
2 Highland Avenue
Woodstock, VT | Closed
Listed: Dec, 01, 2025
Price: $650,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Closed
Listed: Dec, 01, 2025
Price: $650,000
Living Area: 0 Sq. Ft.
513 Deer Brook Way
Woodstock, VT | Active
Listed: Feb, 18, 2026
Price: $1,195,000
Living Area: 2,668 Sq. Ft.
Woodstock, VT | Active
Listed: Feb, 18, 2026
Price: $1,195,000
Living Area: 2,668 Sq. Ft.
249 Sawyer Road
Woodstock, VT | Active
Listed: Dec, 15, 2025
Price: $3,300,000
Living Area: 3,682 Sq. Ft.
Woodstock, VT | Active
Listed: Dec, 15, 2025
Price: $3,300,000
Living Area: 3,682 Sq. Ft.
458 Woodstock Road
Woodstock, VT | Active Under Contract
Listed: Aug, 01, 2025
Price: $1,499,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Aug, 01, 2025
Price: $1,499,000
Living Area: 0 Sq. Ft.
21704 Maxham Meadow Way E & F
Woodstock, VT | Active Under Contract
Listed: Mar, 02, 2026
Price: $420,000
Living Area: 1,924 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Mar, 02, 2026
Price: $420,000
Living Area: 1,924 Sq. Ft.
217 Maxham Meadow Way G
Woodstock, VT | Active Under Contract
Listed: Nov, 03, 2025
Price: $199,000
Living Area: 956 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Nov, 03, 2025
Price: $199,000
Living Area: 956 Sq. Ft.
21710 Maxham Meadow Way 1D-F
Woodstock, VT | Active
Listed: Jul, 16, 2025
Price: $490
Living Area: 0 Sq. Ft.
Woodstock, VT | Active
Listed: Jul, 16, 2025
Price: $490
Living Area: 0 Sq. Ft.
133 Willow Circle
Hartford, VT | Closed
Listed: Nov, 24, 2025
Price: $99,995
Living Area: 1,144 Sq. Ft.
Hartford, VT | Closed
Listed: Nov, 24, 2025
Price: $99,995
Living Area: 1,144 Sq. Ft.
49 Terrace Street
Woodstock, VT | Closed
Listed: May, 15, 2020
Price: $349,000
Living Area: 1,308 Sq. Ft.
Woodstock, VT | Closed
Listed: May, 15, 2020
Price: $349,000
Living Area: 1,308 Sq. Ft.
41 Pleasant Street
Woodstock, VT | Active
Listed: Oct, 17, 2025
Price: $2,599,000
Living Area: 5,993 Sq. Ft.
Woodstock, VT | Active
Listed: Oct, 17, 2025
Price: $2,599,000
Living Area: 5,993 Sq. Ft.
99-2 Safford Commons Way
Woodstock, VT | Active
Listed: Feb, 02, 2026
Price: $190,000
Living Area: 1,200 Sq. Ft.
Woodstock, VT | Active
Listed: Feb, 02, 2026
Price: $190,000
Living Area: 1,200 Sq. Ft.
458 Woodstock Road
Woodstock, VT | Active Under Contract
Listed: Aug, 01, 2025
Price: $1,499,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Aug, 01, 2025
Price: $1,499,000
Living Area: 0 Sq. Ft.
97 Valley View Road
Woodstock, VT | Active
Listed: Apr, 08, 2026
Price: $1,150,000
Living Area: 3,600 Sq. Ft.
Woodstock, VT | Active
Listed: Apr, 08, 2026
Price: $1,150,000
Living Area: 3,600 Sq. Ft.
2115 East Woodstock Road
Woodstock, VT | Closed
Listed: Nov, 04, 2024
Price: $475,000
Living Area: 1,536 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 04, 2024
Price: $475,000
Living Area: 1,536 Sq. Ft.
256 Barnard Road
Woodstock, VT | Closed
Listed: Nov, 26, 2025
Price: $825,000
Living Area: 3,184 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 26, 2025
Price: $825,000
Living Area: 3,184 Sq. Ft.
72 Oak Ridge Way
Woodstock, VT | Active Under Contract
Listed: Jul, 01, 2025
Price: $895,000
Living Area: 1,920 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Jul, 01, 2025
Price: $895,000
Living Area: 1,920 Sq. Ft.
598 East Woodstock Road
Woodstock, VT | Active
Listed: Feb, 20, 2026
Price: $675,000
Living Area: 3,190 Sq. Ft.
Woodstock, VT | Active
Listed: Feb, 20, 2026
Price: $675,000
Living Area: 3,190 Sq. Ft.
