
Woodstock
What To Know About Woodstock, Vermont
Widely recognized as "one of the prettiest small towns in America," Woodstock, Vermont was chartered in 1761, more than 15 years before the United States of America signed the Declaration of Independence.
As the Shire Town of Windsor County, Woodstock became a hub for all things related to Vermont business and the law with the county court seated on the Village Green and early entrepreneurs flocking to the opportunity that the land provided. Some of the earliest manufacturers, craftsmen, and artisans, started their trades in Woodstock and the small village quickly became one of the largest towns in the state.
Historic and architecturally important buildings surrounding the central square, known as The Green, include the 1880s pink sandstone Norman Williams Public Library. Just north, Billings Farm & Museum is a functioning dairy farm, with an 1890 farmhouse and exhibits re-creating 19th-century farm life. Hiking and snowshoeing trails lace the Marsh-Billings-Rockefeller National Historical Park. World-class recreational amenities in the area include skiing, hiking, fishing, and golf.
Today, Woodstock continues to honor its history and sense of place through a strong connection to conservation and the farm-to-table movement. Local artisans of all kinds add to a culture that celebrates a combination of historic American charm, outdoor recreation, boutique shopping, fine dining, and a thriving year-round community. Woodstock area real estate includes charming homes on compact lots in the village, and farms and larger parcels outside of town. Select the Property Search tab to explore Woodstock VT real estate and find current homes for sale; and on the HT Blog here.
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Mortgage calculator source: iHomefinder. Schools info source: GreatSchools. WalkScore source: WalkScore. Line Graph details: iHomefinder. Market Report Source: iHomefinder with data from PrimeMLS, Inc.
Woodstock, VT 05091
4 Beds
1 | 3 Baths
5,573 SqFt
Listing No. 5025630
Property Type: House
Virtual Tour
(60)
Woodstock, VT 05071
3 Beds
3 | 1 Baths
5,384 SqFt
Listing No. 5039451
Property Type: House
Virtual Tour
(47)
Woodstock, VT 05091
3 Beds
1 | 4 Baths
3,865 SqFt
Listing No. 5018393
Property Type: House
Virtual Tour
(54)
Woodstock, VT 05071
6 Beds
2 | 4 Baths
5,433 SqFt
Listing No. 5002873
Property Type: House
Virtual Tour
(40)
Woodstock, VT 05071
5 Beds
3 | 1 Baths
3,502 SqFt
Listing No. 5028924
Property Type: House
Virtual Tour
(40)
Woodstock, VT 05091
3 Beds
2 | 1 Baths
5,422 SqFt
Listing No. 5043416
Property Type: House
(59)
Woodstock, VT 05091
3 Beds
1 | 2 Baths
2,688 SqFt
Listing No. 5033342
Property Type: House
Virtual Tour
(57)
Woodstock, VT 05091
5 Beds
3 | 2 Baths
4,214 SqFt
Listing No. 5031704
Property Type: House
Virtual Tour
(35)
Woodstock, VT 05091
4 Beds
2 | 2 Baths
5,000 SqFt
Listing No. 5020106
Property Type: House
(60)
Woodstock, VT 05091
4 Beds
0 | 3 Baths
6,014 SqFt
Listing No. 5031244
Property Type: House
Virtual Tour
(43)
Woodstock, VT 05091
5 Beds
2 | 2 Baths
3,953 SqFt
Listing No. 5038647
Property Type: House
(52)
Woodstock, VT 05091
2 Beds
0 | 3 Baths
2,176 SqFt
Listing No. 5042622
Property Type: House
Virtual Tour
(37)
Listing No.
5025630
Listing No.
5039451
Listing No.
5018393
Listing No.
5002873
Listing No.
5028924
Listing No.
5043416
Listing No.
5033342
Listing No.
5031704
Listing No.
5020106
Listing No.
5031244
Listing No.
5038647
VIRTUAL TOUR
(60)
$2,450,000
4
4 Beds
1 | 3
1 | 3 Baths
5,573 SqFt
5,573 SqFt
5025630
Listing No. 5025630
House
Property Type: House
VIRTUAL TOUR
(60)
VIRTUAL TOUR
(47)
$8,000,000
3
3 Beds
3 | 1
3 | 1 Baths
5,384 SqFt
5,384 SqFt
5039451
Listing No. 5039451
House
Property Type: House
VIRTUAL TOUR
(47)
VIRTUAL TOUR
(54)
$3,750,000
3
3 Beds
1 | 4
1 | 4 Baths
3,865 SqFt
3,865 SqFt
5018393
Listing No. 5018393
House
Property Type: House
VIRTUAL TOUR
(54)
VIRTUAL TOUR
(40)
$3,500,000
6
6 Beds
2 | 4
2 | 4 Baths
5,433 SqFt
5,433 SqFt
5002873
Listing No. 5002873
House
Property Type: House
VIRTUAL TOUR
(40)
VIRTUAL TOUR
(40)
$2,250,000
5
5 Beds
3 | 1
3 | 1 Baths
3,502 SqFt
3,502 SqFt
5028924
Listing No. 5028924
House
Property Type: House
VIRTUAL TOUR
(40)
(59)
$2,200,000
3
3 Beds
2 | 1
2 | 1 Baths
5,422 SqFt
5,422 SqFt
5043416
Listing No. 5043416
House
Property Type: House
(59)
VIRTUAL TOUR
(57)
$1,995,000
3
3 Beds
1 | 2
1 | 2 Baths
2,688 SqFt
2,688 SqFt
5033342
Listing No. 5033342
House
Property Type: House
VIRTUAL TOUR
(57)
VIRTUAL TOUR
(35)
$1,895,000
5
5 Beds
3 | 2
3 | 2 Baths
4,214 SqFt
4,214 SqFt
5031704
Listing No. 5031704
House
Property Type: House
VIRTUAL TOUR
(35)
(60)
$1,850,000
4
4 Beds
2 | 2
2 | 2 Baths
5,000 SqFt
5,000 SqFt
5020106
Listing No. 5020106
House
Property Type: House
(60)
VIRTUAL TOUR
(43)
$1,550,000
4
4 Beds
0 | 3
0 | 3 Baths
6,014 SqFt
6,014 SqFt
5031244
Listing No. 5031244
House
Property Type: House
VIRTUAL TOUR
(43)
(52)
$1,390,000
5
5 Beds
2 | 2
2 | 2 Baths
3,953 SqFt
3,953 SqFt
5038647
Listing No. 5038647
House
Property Type: House
(52)
VIRTUAL TOUR
(37)
$995,000
2
2 Beds
0 | 3
0 | 3 Baths
2,176 SqFt
2,176 SqFt
5042622
Listing No. 5042622
House
Property Type: House
VIRTUAL TOUR
(37)

Mortgage calculator source: iHomefinder. Schools info source: GreatSchools. WalkScore source: WalkScore. Line Graph details: iHomefinder. Market Report Source: iHomefinder with data from PrimeMLS, Inc.