19 Properties Available In Woodstock
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$925,000
Single Family Home
348 Laughlin RD, Woodstock, VT 05091
Stunning contemporary extensively renovated and idyllically situated on a westerly facing hillside overlooking the villa...
Listed by Mary G Mayhew of Snyder Donegan Real Estate Group Cell: 802-356-3776


$1,300,000
Single Family Home
958 East Woodstock RD, Woodstock, VT 05091
Just minutes from the heart of Woodstock, this 3-bedroom, 3-bath home with a dedicated office/family room has been trans...
Listed by Keri Cole of Williamson Group Sothebys Intl. Realty Cell: 410-200-3536


$2,400,000
Single Family Home
1059 Carlton Hill RD, Woodstock, VT 05091
Set on over two picturesque acres along one of the most beautiful country roads in the area, this spacious and impeccabl...
Listed by Keri Cole of Williamson Group Sothebys Intl. Realty Cell: 410-200-3536


$2,600,000
Single Family Home
2 Pleasant ST, Woodstock, VT 05091
2 PLEASANT STREET- This stately brick Federal is a historic landmark property in the heart of Woodstock Village, home to...
Listed by David Donegan of Snyder Donegan Real Estate Group Cell: 603-443-0044


$549,000
Single Family Home
3364 West Woodstock RD, Woodstock, VT 05091
Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River...
Listed by Keri Cole of Williamson Group Sothebys Intl. Realty Cell: 410-200-3536


$1,595,000
Single Family Home
1522 Barnard RD, Woodstock, VT 05091
Just 2 miles from Woodstock Village, this gracious brick cape on 6 open acres offers space, comfort, and classic Vermont...
Listed by Keri Cole of Williamson Group Sothebys Intl. Realty Cell: 410-200-3536


$798,000
Single Family Home
392 Gully RD, Woodstock, VT 05091
Built in 2019, this charming Cape-style home is nestled on five sunny, private acres just minutes from Woodstock Village...
Listed by Keri Cole of Williamson Group Sothebys Intl. Realty Cell: 410-200-3536


$1,495,000
Single Family Home
7 Slayton TER, Woodstock, VT 05091
A rare in-village offering, 7 Slayton Terrace combines walkability, views, and beautifully renovated interiors—just step...
Listed by Keri Cole of Williamson Group Sothebys Intl. Realty Cell: 410-200-3536


$1,689,000
Condo
39 Elm ST #B, Woodstock, VT 05091
The Richmond House – Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a...
Listed by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group Cell: 603-727-8099


$6,750,000
Single Family Home
412 Skyland LN, Woodstock, VT 05091
Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 65 ...
Listed by T Story Jenks of LandVest, Inc/Woodstock


$1,745,000
Single Family Home
7 North ST, Woodstock, VT 05091
Stunning Renovated Antique Cape in the Heart of Woodstock Village! Tucked away on over an acre of beautifully landscape...
Listed by Keri Cole of Williamson Group Sothebys Intl. Realty Cell: 410-200-3536


$8,000,000
Single Family Home
115 Eastman RD, Woodstock, VT 05071
Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that ...
Listed by Keri Cole of Williamson Group Sothebys Intl. Realty Cell: 410-200-3536


$1,950,000
Single Family Home
4945 South RD, Woodstock, VT 05071
The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenienc...
Listed by T Story Jenks of LandVest, Inc/Woodstock


$795,000
Single Family Home
25 Linden Hill ST, Woodstock, VT 05091
This classic early 20th Century farmhouse with 3 sunny bedrooms and two baths is sited on a quiet Village Street uphill ...
Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty Phone: 802-457-2000


$1,995,000
Single Family Home
851 Riverside Park RD, Woodstock, VT 05091
"All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic cha...
Listed by Richard M Higgerson of Higgerson & Company


$695,000
Single Family Home
3914 South RD, Woodstock, VT 05071
This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont's changing ...
Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty Phone: 802-457-2000


$3,500,000
Single Family Home
61 Academy CIR, Woodstock, VT 05071
Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in th...
Listed by Carol Wood of Williamson Group Sothebys Intl. Realty Phone: 802-922-2014


$1,499,000
Commercial
458 Woodstock RD, Woodstock, VT 05091
It has been said that the highest and best use of this landmark Woodstock property would be a combination of constructin...
Listed by John Wetmore of Wetmore Real Estate


$579,000
Vacant Land
0 Barnard RD, Woodstock, VT 05091
A truly unique 6 acre parcel of land conveniently located in the heart of Woodstock! Tremendous development potential! Z...
Listed by John Wetmore of Wetmore Real Estate
