54 Properties Available In Woodstock
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$845,000
Single Family Home
598 East Woodstock RD, Woodstock, VT 05091
This stately, rambling gambrel home offers privacy, convenience, antique charm, and room for everyone. Walking distance ...
Listed by Geoff Eckler of Real Broker LLC


$245,000
Condo
42 Heritage Condo WAY #22, Woodstock, VT 05091
Bright and efficient 1-bedroom ground-level condo in the sought-after Heritage Way association, just one mile from Woods...
Listed by Kasia Butterfield of Coldwell Banker LIFESTYLES - Quechee


$1,450
Condo
00 Pleasant ST, Woodstock, VT 05091
You will love this charming little pied-a-terre in Woodstock village with parking for 1 car – walk to everything. Minute...
Listed by Matt DePrizio of Covered Bridge RE


$425,000
Single Family Home
1079 Fletcher Hill RD, Woodstock, VT 05071
This charming 2-bedroom ranch house offers a nice layout for main floor living. Features include a sunroom entrance, two...
Listed by Terry Davis of Williamson Group Sothebys Intl. Realty Cell: 802-558-1692


$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


$439,000
Single Family Home
5798 West Woodstock RD, Woodstock, VT 05091
Charming 4 bedroom farmhouse with attached barn/garage with lots of overhead storage is located across the road from the...
Listed by Carol Wood of Williamson Group Sothebys Intl. Realty Phone: 802-922-2014


$1,250,000
Single Family Home
17 Linden HL, Woodstock, VT 05091
Once known as the Sunshine Nursery School, this home's history expands back to ~1870 and now it stands as a spacious and...
Listed by Holly Hall of Hall Collins Real Estate Group


$2,200
Condo
00 Pleasant ST, Woodstock, VT 05091
***Winter Rental Available November 1 to April 30th Sorry NO pets and NO smokers This is a furnished unit utilities are...
Listed by Matt DePrizio of Covered Bridge RE


$210,000
Condo
33D Heritage Condo WAY #33D, Woodstock, VT 05091
This condominium is an end unit in a sought-after condo community, located within walking distance of the high school an...
Listed by Jennifer Falvey of KW Vermont Woodstock Cell: 203-912-8173


$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


$810,000
Single Family Home
37 South ST, Woodstock, VT 05091
Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenienc...
Listed by Mark Roden of KW Coastal and Lakes & Mountains Realty/Hanover


$695,000
Single Family Home
1514 South RD, Woodstock, VT 05091
This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched...
Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty Cell: 802-952-8588


$1,675
Condo
36 Happy Valley RD, Woodstock, VT 05073
Top floor of a beautiful house located in a Historic Hamlet. One very spacious bedroom, kitchen, eating area, living are...
Listed by Gail Childs of Covered Bridge RE


$1,900,000
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


$869,000
Single Family Home
3961 Hartland Hill RD, Woodstock, VT 05091
This lovely,expanded Cape sits just a half mile from Woodstock Village's East End.Surrounded by rolling green fields and...
Listed by Tambrey E Vutech of KW Vermont Woodstock Cell: 802-738-8800


$675,000
Single Family Home
35 Mountain AVE, Woodstock, VT 05091
Prime In-Village location on Mountain Avenue just steps to Faulkner Park, The Mt Tom trail system and Woodstock Rec Cent...
Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty Cell: 802-952-8588


$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


$1,425
Multi-Family
36 Happy Valley RD, Woodstock, VT 05073
Spacious and charming second-floor studio in a beautiful Historic home in the hamlet of Taftsville, Woodstock Vermont. C...
Listed by Gail Childs of Covered Bridge RE


$2,595
Condo
2 Townhouse WAY, Woodstock, VT 05091
Available November 1 2025 through April 30th 2026 Fully Furnished. All utilities plus internet included - you write one...
Listed by Matt DePrizio of Covered Bridge RE


$1,295,000
Single Family Home
16 Church ST, Woodstock, VT 05091
16 Church has the most stunning view of the river from any house in the village that we have seen, perched up above a se...
Listed by John Snyder of Snyder Donegan Real Estate Group Cell: 802-280-5406


$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


$3,500,000
Single Family Home
18 The Green, Woodstock, VT 05091
Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival ...
Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty Cell: 802-952-8588


$1,185,000
Single Family Home
1782 Randall RD, Woodstock, VT 05091-0488
This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer K...
Listed by Wade Treadway of Wade I Treadway Real Estate


$74,900
Mobile Home
185 Riverbend WAY, Woodstock, VT 05091
Start your Vermont dream with this affordable 3-bedroom, 2-bath mobile home just minutes from downtown Woodstock, VT. Lo...
Listed by Mendi Michael of Engel & Volkers Okemo Phone: 802-342-8410
