Listings in 05091 - Windsor County, Vermont
Displaying 1 – 200 of 133 Real estate listings
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.
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.
105 Williams Lane 6C
Hartford, VT | Active
Listed: Mar, 20, 2026
Price: $339,000
Living Area: 835 Sq. Ft.
Hartford, VT | Active
Listed: Mar, 20, 2026
Price: $339,000
Living Area: 835 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.
19 Davry Way
Woodstock, VT | Closed
Listed: Mar, 20, 2026
Price: $639,000
Living Area: 2,183 Sq. Ft.
Woodstock, VT | Closed
Listed: Mar, 20, 2026
Price: $639,000
Living Area: 2,183 Sq. Ft.
185 Riverbend Way
Woodstock, VT | Active
Listed: Jul, 18, 2025
Price: $75,000
Living Area: 1,008 Sq. Ft.
Woodstock, VT | Active
Listed: Jul, 18, 2025
Price: $75,000
Living Area: 1,008 Sq. Ft.
1522 Barnard Road
Woodstock, VT | Active
Listed: May, 18, 2026
Price: $1,495,000
Living Area: 3,648 Sq. Ft.
Woodstock, VT | Active
Listed: May, 18, 2026
Price: $1,495,000
Living Area: 3,648 Sq. Ft.
217 Maxham Meadow Way 41BN
Woodstock, VT | Active Under Contract
Listed: May, 08, 2026
Price: $299,000
Living Area: 993 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: May, 08, 2026
Price: $299,000
Living Area: 993 Sq. Ft.
3364 West Woodstock Road
Woodstock, VT | Active Under Contract
Listed: Aug, 19, 2025
Price: $495,000
Living Area: 2,470 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Aug, 19, 2025
Price: $495,000
Living Area: 2,470 Sq. Ft.
88 Happy Valley Road
Woodstock, VT | Active
Listed: Apr, 24, 2026
Price: $527,000
Living Area: 1,824 Sq. Ft.
Woodstock, VT | Active
Listed: Apr, 24, 2026
Price: $527,000
Living Area: 1,824 Sq. Ft.
509 Church Hill
Woodstock, VT | Closed
Listed: Jun, 05, 2025
Price: $915,000
Living Area: 2,150 Sq. Ft.
Woodstock, VT | Closed
Listed: Jun, 05, 2025
Price: $915,000
Living Area: 2,150 Sq. Ft.
11 Maple Street
Woodstock, VT | Active
Listed: May, 11, 2026
Price: $695,000
Living Area: 2,288 Sq. Ft.
Woodstock, VT | Active
Listed: May, 11, 2026
Price: $695,000
Living Area: 2,288 Sq. Ft.
111-1 Safford Commons Way
Woodstock, VT | Closed
Listed: Feb, 02, 2026
Price: $190,000
Living Area: 1,200 Sq. Ft.
Woodstock, VT | Closed
Listed: Feb, 02, 2026
Price: $190,000
Living Area: 1,200 Sq. Ft.
21704 Maxham Meadow Way E & F
Woodstock, VT | Closed
Listed: Mar, 02, 2026
Price: $420,000
Living Area: 1,924 Sq. Ft.
Woodstock, VT | Closed
Listed: Mar, 02, 2026
Price: $420,000
Living Area: 1,924 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.
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.
41 Pleasant Street
Woodstock, VT | Active
Listed: Sep, 21, 2025
Price: $2,599,000
Living Area: 5,993 Sq. Ft.
Woodstock, VT | Active
Listed: Sep, 21, 2025
Price: $2,599,000
Living Area: 5,993 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.
72 Oak Ridge Way
Woodstock, VT | Closed
Listed: Jul, 01, 2025
Price: $895,000
Living Area: 1,920 Sq. Ft.
Woodstock, VT | Closed
Listed: Jul, 01, 2025
Price: $895,000
Living Area: 1,920 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.
15 Central Street
Woodstock, VT | Active
Listed: May, 01, 2026
Price: $1,395,000
Living Area: 6,612 Sq. Ft.
Woodstock, VT | Active
Listed: May, 01, 2026
Price: $1,395,000
Living Area: 6,612 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.
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.
199 Arthur Morgan Road
Woodstock, VT | Active Under Contract
Listed: May, 14, 2026
Price: $399,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: May, 14, 2026
Price: $399,000
Living Area: 0 Sq. Ft.
85 Town House Way 18
Woodstock, VT | Active
Listed: May, 26, 2026
Price: $510,000
Living Area: 2,091 Sq. Ft.
Woodstock, VT | Active
Listed: May, 26, 2026
Price: $510,000
Living Area: 2,091 Sq. Ft.
66 Hollow Farm Road
Woodstock, VT | Active
Listed: May, 27, 2026
Price: $3,100,000
Living Area: 4,843 Sq. Ft.
Woodstock, VT | Active
Listed: May, 27, 2026
Price: $3,100,000
Living Area: 4,843 Sq. Ft.
97 Valley View Road
Woodstock, VT | Active
Listed: Apr, 08, 2026
Price: $850,000
Living Area: 3,600 Sq. Ft.
Woodstock, VT | Active
Listed: Apr, 08, 2026
Price: $850,000
Living Area: 3,600 Sq. Ft.
97 Valley View Road
Woodstock, VT | Active
Listed: May, 26, 2026
Price: $850,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active
Listed: May, 26, 2026
Price: $850,000
Living Area: 0 Sq. Ft.
217 Maxham Meadow Way 41BN
Woodstock, VT | Pending
Listed: May, 08, 2026
Price: $299,000
Living Area: 993 Sq. Ft.
Woodstock, VT | Pending
Listed: May, 08, 2026
Price: $299,000
Living Area: 993 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.
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.
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.
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.
509 Church Hill
Woodstock, VT | Closed
Listed: Jun, 05, 2025
Price: $915,000
Living Area: 2,150 Sq. Ft.
Woodstock, VT | Closed
Listed: Jun, 05, 2025
Price: $915,000
Living Area: 2,150 Sq. Ft.
51 River Street
Woodstock, VT | Active Under Contract
Listed: Apr, 18, 2026
Price: $895,000
Living Area: 1,580 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Apr, 18, 2026
Price: $895,000
Living Area: 1,580 Sq. Ft.
1514 South Road
Woodstock, VT | Active Under Contract
Listed: Sep, 12, 2025
Price: $530,000
Living Area: 1,920 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Sep, 12, 2025
Price: $530,000
Living Area: 1,920 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 | Closed
Listed: Nov, 22, 2025
Price: $825,000
Living Area: 3,886 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 22, 2025
Price: $825,000
Living Area: 3,886 Sq. Ft.
125 Shurtleff Lane
Woodstock, VT | Closed
Listed: Nov, 11, 2025
Price: $1,300,000
Living Area: 3,195 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 11, 2025
Price: $1,300,000
Living Area: 3,195 Sq. Ft.
57 Townhouse Way 9
Woodstock, VT | Closed
Listed: Mar, 20, 2026
Price: $465,000
Living Area: 1,728 Sq. Ft.
Woodstock, VT | Closed
Listed: Mar, 20, 2026
Price: $465,000
Living Area: 1,728 Sq. Ft.
26 Mt Peg Road C
Woodstock, VT | Active Under Contract
Listed: Oct, 09, 2025
Price: $995,000
Living Area: 2,584 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Oct, 09, 2025
Price: $995,000
Living Area: 2,584 Sq. Ft.
2605 Cox District Road
Woodstock, VT | Active
Listed: May, 12, 2026
Price: $815,000
Living Area: 3,284 Sq. Ft.
Woodstock, VT | Active
Listed: May, 12, 2026
Price: $815,000
Living Area: 3,284 Sq. Ft.
2358 Long Hill Road
Woodstock, VT | Active
Listed: May, 15, 2026
Price: $6,673,000
Living Area: 4,165 Sq. Ft.
Woodstock, VT | Active
Listed: May, 15, 2026
Price: $6,673,000
Living Area: 4,165 Sq. Ft.
47 Pleasant Street
Woodstock, VT | Active
Listed: May, 20, 2026
Price: $695,000
Living Area: 2,285 Sq. Ft.
Woodstock, VT | Active
Listed: May, 20, 2026
Price: $695,000
Living Area: 2,285 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.
513 Deer Brook Way
Woodstock, VT | Active Under Contract
Listed: Feb, 18, 2026
Price: $1,195,000
Living Area: 2,668 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Feb, 18, 2026
Price: $1,195,000
Living Area: 2,668 Sq. Ft.
00 Carlton Hill Road
Woodstock, VT | Closed
Listed: Apr, 17, 2026
Price: $149,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Closed
Listed: Apr, 17, 2026
Price: $149,000
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.
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.
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.
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.
47 Pleasant Street
Woodstock, VT | Active
Listed: May, 20, 2026
Price: $750,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active
Listed: May, 20, 2026
Price: $750,000
Living Area: 0 Sq. Ft.
21704 Maxham Meadow Way E & F
Woodstock, VT | Pending
Listed: Mar, 02, 2026
Price: $420,000
Living Area: 1,924 Sq. Ft.
Woodstock, VT | Pending
Listed: Mar, 02, 2026
Price: $420,000
Living Area: 1,924 Sq. Ft.
47 Pleasant Street
Woodstock, VT | Active
Listed: May, 20, 2026
Price: $750,000
Living Area: 2,285 Sq. Ft.
Woodstock, VT | Active
Listed: May, 20, 2026
Price: $750,000
Living Area: 2,285 Sq. Ft.
199 Arthur Morgan Road
Woodstock, VT | Active
Listed: May, 14, 2026
Price: $399,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active
Listed: May, 14, 2026
Price: $399,000
Living Area: 0 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.
41 Pleasant Street
Woodstock, VT | Active
Listed: Aug, 12, 2025
Price: $2,599,000
Living Area: 5,993 Sq. Ft.
Woodstock, VT | Active
Listed: Aug, 12, 2025
Price: $2,599,000
Living Area: 5,993 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.
99-2 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.
137 Laughlin Road
Woodstock, VT | Closed
Listed: Jan, 21, 2026
Price: $725,000
Living Area: 3,028 Sq. Ft.
Woodstock, VT | Closed
Listed: Jan, 21, 2026
Price: $725,000
Living Area: 3,028 Sq. Ft.
114 Oak Ridge Way
Woodstock, VT | Active
Listed: May, 06, 2026
Price: $2,500,000
Living Area: 5,127 Sq. Ft.
Woodstock, VT | Active
Listed: May, 06, 2026
Price: $2,500,000
Living Area: 5,127 Sq. Ft.
217 Maxham Meadow Way G
Woodstock, VT | Pending
Listed: Nov, 03, 2025
Price: $199,000
Living Area: 956 Sq. Ft.
Woodstock, VT | Pending
Listed: Nov, 03, 2025
Price: $199,000
Living Area: 956 Sq. Ft.
42 Heritage Condo Way 23 D
Woodstock, VT | Active Under Contract
Listed: Mar, 19, 2026
Price: $239,000
Living Area: 856 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Mar, 19, 2026
Price: $239,000
Living Area: 856 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.
15 Central Street
Woodstock, VT | Active
Listed: May, 01, 2026
Price: $1,395,000
Living Area: 4,864 Sq. Ft.
Woodstock, VT | Active
Listed: May, 01, 2026
Price: $1,395,000
Living Area: 4,864 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.
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.
17 High Street 5
Woodstock, VT | Active Under Contract
Listed: May, 11, 2026
Price: $395,000
Living Area: 990 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: May, 11, 2026
Price: $395,000
Living Area: 990 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.
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.
2394 Fletcher Hill Road
Woodstock, VT | Active
Listed: Apr, 21, 2026
Price: $1,895,000
Living Area: 2,944 Sq. Ft.
Woodstock, VT | Active
Listed: Apr, 21, 2026
Price: $1,895,000
Living Area: 2,944 Sq. Ft.
42 Heritage Condo Way 23 D
Woodstock, VT | Active Under Contract
Listed: Mar, 19, 2026
Price: $239,000
Living Area: 856 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Mar, 19, 2026
Price: $239,000
Living Area: 856 Sq. Ft.
137 Laughlin Road
Woodstock, VT | Closed
Listed: Jan, 21, 2026
Price: $725,000
Living Area: 3,028 Sq. Ft.
Woodstock, VT | Closed
Listed: Jan, 21, 2026
Price: $725,000
Living Area: 3,028 Sq. Ft.
51 River Street
Woodstock, VT | Active Under Contract
Listed: Apr, 18, 2026
Price: $895,000
Living Area: 1,580 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Apr, 18, 2026
Price: $895,000
Living Area: 1,580 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.
114 Oak Ridge Way
Woodstock, VT | Active
Listed: May, 06, 2026
Price: $2,500,000
Living Area: 5,127 Sq. Ft.
Woodstock, VT | Active
Listed: May, 06, 2026
Price: $2,500,000
Living Area: 5,127 Sq. Ft.
0 Barnard Road
Woodstock, VT | Active Under Contract
Listed: Mar, 10, 2023
Price: $779,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Mar, 10, 2023
Price: $779,000
Living Area: 0 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.
3961 Hartland Hill Road
Woodstock, VT | Closed
Listed: Sep, 06, 2025
Price: $825,000
Living Area: 3,886 Sq. Ft.
Woodstock, VT | Closed
Listed: Sep, 06, 2025
Price: $825,000
Living Area: 3,886 Sq. Ft.
1522 Barnard Road
Woodstock, VT | Active
Listed: May, 18, 2026
Price: $1,495,000
Living Area: 3,648 Sq. Ft.
Woodstock, VT | Active
Listed: May, 18, 2026
Price: $1,495,000
Living Area: 3,648 Sq. Ft.
57 Townhouse Way 9
Woodstock, VT | Closed
Listed: Mar, 20, 2026
Price: $465,000
Living Area: 1,728 Sq. Ft.
Woodstock, VT | Closed
Listed: Mar, 20, 2026
Price: $465,000
Living Area: 1,728 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.
217 Maxham Meadow Way G
Woodstock, VT | Closed
Listed: Nov, 03, 2025
Price: $199,000
Living Area: 956 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 03, 2025
Price: $199,000
Living Area: 956 Sq. Ft.
513 Deer Brook Way
Woodstock, VT | Closed
Listed: Feb, 18, 2026
Price: $1,195,000
Living Area: 2,668 Sq. Ft.
Woodstock, VT | Closed
Listed: Feb, 18, 2026
Price: $1,195,000
Living Area: 2,668 Sq. Ft.
3364 West Woodstock Road
Woodstock, VT | Closed
Listed: Aug, 19, 2025
Price: $495,000
Living Area: 2,470 Sq. Ft.
Woodstock, VT | Closed
Listed: Aug, 19, 2025
Price: $495,000
Living Area: 2,470 Sq. Ft.
3090 South Road
Woodstock, VT | Active Under Contract
Listed: May, 18, 2026
Price: $1,495,000
Living Area: 2,650 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: May, 18, 2026
Price: $1,495,000
Living Area: 2,650 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.
2394 Fletcher Hill Road
Woodstock, VT | Active
Listed: Apr, 21, 2026
Price: $1,895,000
Living Area: 2,944 Sq. Ft.
Woodstock, VT | Active
Listed: Apr, 21, 2026
Price: $1,895,000
Living Area: 2,944 Sq. Ft.
72 Oak Ridge Way
Woodstock, VT | Closed
Listed: Jul, 01, 2025
Price: $895,000
Living Area: 1,920 Sq. Ft.
Woodstock, VT | Closed
Listed: Jul, 01, 2025
Price: $895,000
Living Area: 1,920 Sq. Ft.
458 Woodstock Road
Woodstock, VT | Closed
Listed: Aug, 01, 2025
Price: $1,499,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Closed
Listed: Aug, 01, 2025
Price: $1,499,000
Living Area: 0 Sq. Ft.
11 Maple Street
Woodstock, VT | Active
Listed: May, 11, 2026
Price: $695,000
Living Area: 2,288 Sq. Ft.
Woodstock, VT | Active
Listed: May, 11, 2026
Price: $695,000
Living Area: 2,288 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.
99-2 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.
97 Valley View Road
Woodstock, VT | Active
Listed: Apr, 08, 2026
Price: $850,000
Living Area: 3,600 Sq. Ft.
Woodstock, VT | Active
Listed: Apr, 08, 2026
Price: $850,000
Living Area: 3,600 Sq. Ft.
0 Barnard Road
Woodstock, VT | Active Under Contract
Listed: Mar, 10, 2023
Price: $779,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Mar, 10, 2023
Price: $779,000
Living Area: 0 Sq. Ft.
88 Happy Valley Road
Woodstock, VT | Active
Listed: Apr, 24, 2026
Price: $527,000
Living Area: 1,824 Sq. Ft.
Woodstock, VT | Active
Listed: Apr, 24, 2026
Price: $527,000
Living Area: 1,824 Sq. Ft.
3090 South Road
Woodstock, VT | Active
Listed: May, 18, 2026
Price: $1,495,000
Living Area: 2,650 Sq. Ft.
Woodstock, VT | Active
Listed: May, 18, 2026
Price: $1,495,000
Living Area: 2,650 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.
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.
19 Davry Way
Woodstock, VT | Closed
Listed: Mar, 20, 2026
Price: $639,000
Living Area: 2,183 Sq. Ft.
Woodstock, VT | Closed
Listed: Mar, 20, 2026
Price: $639,000
Living Area: 2,183 Sq. Ft.
458 Woodstock Road
Woodstock, VT | Closed
Listed: Mar, 16, 2023
Price: $1,499,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Closed
Listed: Mar, 16, 2023
Price: $1,499,000
Living Area: 0 Sq. Ft.
00 Carlton Hill Road
Woodstock, VT | Closed
Listed: Apr, 17, 2026
Price: $149,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Closed
Listed: Apr, 17, 2026
Price: $149,000
Living Area: 0 Sq. Ft.
1514 South Road
Woodstock, VT | Active Under Contract
Listed: Sep, 12, 2025
Price: $530,000
Living Area: 1,920 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Sep, 12, 2025
Price: $530,000
Living Area: 1,920 Sq. Ft.
125 Shurtleff Lane
Woodstock, VT | Closed
Listed: Nov, 11, 2025
Price: $1,300,000
Living Area: 3,195 Sq. Ft.
Woodstock, VT | Closed
Listed: Nov, 11, 2025
Price: $1,300,000
Living Area: 3,195 Sq. Ft.
2605 Cox District Road
Woodstock, VT | Active
Listed: May, 12, 2026
Price: $815,000
Living Area: 3,284 Sq. Ft.
Woodstock, VT | Active
Listed: May, 12, 2026
Price: $815,000
Living Area: 3,284 Sq. Ft.
2358 Long Hill Road
Woodstock, VT | Active
Listed: May, 15, 2026
Price: $6,673,000
Living Area: 4,165 Sq. Ft.
Woodstock, VT | Active
Listed: May, 15, 2026
Price: $6,673,000
Living Area: 4,165 Sq. Ft.
37 South Street
Woodstock, VT | Active
Listed: Mar, 28, 2026
Price: $718,500
Living Area: 1,660 Sq. Ft.
Woodstock, VT | Active
Listed: Mar, 28, 2026
Price: $718,500
Living Area: 1,660 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.
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.
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.
26 Mt Peg Road C
Woodstock, VT | Active Under Contract
Listed: Oct, 09, 2025
Price: $995,000
Living Area: 2,584 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: Oct, 09, 2025
Price: $995,000
Living Area: 2,584 Sq. Ft.
17 High Street 5
Woodstock, VT | Active Under Contract
Listed: May, 11, 2026
Price: $395,000
Living Area: 990 Sq. Ft.
Woodstock, VT | Active Under Contract
Listed: May, 11, 2026
Price: $395,000
Living Area: 990 Sq. Ft.
185 Riverbend Way
Woodstock, VT | Active
Listed: Jul, 18, 2025
Price: $75,000
Living Area: 1,008 Sq. Ft.
Woodstock, VT | Active
Listed: Jul, 18, 2025
Price: $75,000
Living Area: 1,008 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.
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.
3 Elm Street
Woodstock, VT | Closed
Listed: Jun, 11, 2025
Price: $2,200,000
Living Area: 14,205 Sq. Ft.
Woodstock, VT | Closed
Listed: Jun, 11, 2025
Price: $2,200,000
Living Area: 14,205 Sq. Ft.
47 Pleasant Street
Woodstock, VT | Active
Listed: May, 20, 2026
Price: $695,000
Living Area: 0 Sq. Ft.
Woodstock, VT | Active
Listed: May, 20, 2026
Price: $695,000
Living Area: 0 Sq. Ft.




































































































































