44 Properties Available In Woodstock
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$774,000
Single Family Home
1326 Curtis Hollow RD, Woodstock, VT 05091
If you've been dreaming of the quintessential Vermont lifestyle, this exceptional property delivers the perfect blend of...
Listed by Mandolyn McIntyre Crow of Real Broker LLC


$1,695
Condo
36 Happy Valley RD, Woodstock, VT 05073
Available November 1st for a 1 year lease or rent it furnished for the winter for the winter $2395. All utilities and i...
Listed by Gail Childs of Covered Bridge RE


$2,485,000
Single Family Home
26 The Green, Woodstock, VT 05091
Built in 1807 by Tille Parker, 26 The Green is one of Woodstock Village's earliest and perhaps prettiest houses. The Fed...
Listed by Dia Jenks of LandVest, Inc/Woodstock


$2,595
Condo
2 Townhouse WAY, Woodstock, VT 05091
Available December 1st 2026 through April 30th 2027 Fully Furnished. All utilities plus internet included - you write o...
Listed by Matt DePrizio of Covered Bridge RE


$399,600
Condo
121 Townhouse WAY #20, Woodstock, VT 05091
QUINTESSENTIAL WOODSTOCK VILLAGE LIVING: Offered at $399,600, this beautiful townhouse presents a rare opportunity to ow...
Listed by Carol Robert of Housing Solutions RE, LLC


$1,195,000
Single Family Home
16 Church ST, Woodstock, VT 05091
This wonderful Vermont Cape-style home is a peaceful hideaway with amazing views upriver towards Killington is within wa...
Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty Phone: 802-457-2000


$5,875,000
Single Family Home
115 Eastman RD, Woodstock, VT 05071
Sorgenfrei, German for "carefree" captures the spirit of this remarkable 68 acre property in one of South Woodstock's mo...
Listed by T Story Jenks of LandVest, Inc/Woodstock


$400,000
Single Family Home
2556 Church Hill RD, Woodstock, VT 05091
Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. T...
Listed by Dan Noble of Snyder Donegan Real Estate Group Cell: 802-356-6044


$2,300,000
Single Family Home
915 Peterkin Hill RD, Woodstock, VT 05091
Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by ...
Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty Cell: 802-356-1873


$799,999
Single Family Home
3036 West Woodstock RD, Woodstock, VT 05091
On a small hill, amongst trees and beautiful gardens, sits this beautifully maintained log cabin with sweeping views of ...
Listed by Jennifer Kirkman of KW Vermont Woodstock Phone: 802-356-3722


$1,450
Condo
36 Happy Valley RD, Woodstock, VT 05073
Lovely studio efficiency kitchen area, located in a Historic Hamlet of Woodstock Vermont. 7 miles to I89 and the Upper ...
Listed by Gail Childs of Covered Bridge RE


$1,645,000
Single Family Home
2706 East Woodstock RD, Woodstock, VT 05091
Gracious Single Family home and Investment Opportunity - This 3 bedroom, 2 bath brick colonial is approx. 2,300+/- sq/ft...
Listed by John F Bassette of Bassette Real Estate Group


$2,950,000
Single Family Home
5798 South RD, Woodstock, VT 05071
Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the va...
Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty Cell: 802-356-1873


$895,000
Single Family Home
358 Cowdrey PATH, Woodstock, VT 05071
This beautifully renovated, truly move-in-ready home has been thoughtfully updated throughout including a brand-new kitc...
Listed by John Snyder of Snyder Donegan Real Estate Group Cell: 802-280-5406


$2,650,000
Single Family Home
66 Hollow Farm RD, Woodstock, VT 05091
CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Cool...
Listed by David Donegan of Snyder Donegan Real Estate Group Cell: 603-443-0044


$1,395,000
Single Family Home
1522 Barnard RD, Woodstock, VT 05091
Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfo...
Listed by Keri Cole of Williamson Group Sothebys Intl. Realty Cell: 410-200-3536


$595,000
Single Family Home
11 Maple ST, Woodstock, VT 05091
A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborho...
Listed by John Wetmore of Wetmore Real Estate


$2,500,000
Single Family Home
114 Oak Ridge WAY, Woodstock, VT 05091
See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock's rolling ...
Listed by Tami Sullivan of Snyder Donegan Real Estate Group Phone: 603-254-6570


$1,895,000
Single Family Home
2394 Fletcher Hill RD, Woodstock, VT 05091
Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, ...
Listed by John Snyder of Snyder Donegan Real Estate Group Cell: 802-280-5406


$450,000
Condo
85 Townhouse WAY #14, Woodstock, VT 05091
Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! Thi...
Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty Cell: 802-356-1873


$1,600,000
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 p...
Listed by Derek Cosentino of Four Seasons Sotheby's Int'l Realty


$2,950,000
Single Family Home
249 Sawyer RD, Woodstock, VT 05091
Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled ...
Listed by Andrew D Bustin of LandVest, Inc/Woodstock


$14,900,000
Single Family Home
355 Greene RD, Woodstock, VT 05071
Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodst...
Listed by Christopher W Lang of Bravynia


$975,000
Condo
26 Mt Peg RD #A, Woodstock, VT 05091
Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunit...
Listed by Mary G Mayhew of Snyder Donegan Real Estate Group Cell: 802-356-3776

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