View 39 Elm Street # B Woodstock, VT MLS# 5076786
Save 39 Elm Street # B Woodstock, VT MLS# 5076786
1 of 54
$1,600,000
3

Beds

3.1

Baths

3,294

Sq.Ft.

39 Elm Street # B

Woodstock, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 2706 East Woodstock Road Woodstock, VT MLS# 5096963
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Save 2706 East Woodstock Road Woodstock, VT MLS# 5096963
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$1,695,000
4

Beds

3.1

Baths

4,800

Sq.Ft.

2706 East Woodstock Road

Woodstock, VT

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Courtesy of BASSETTE REAL ESTATE GROUP
View 2706 East Woodstock Road Woodstock, VT MLS# 5096978
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$1,695,000
5,000

Sq.Ft.

2706 East Woodstock Road

Woodstock, VT

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Courtesy of BASSETTE REAL ESTATE GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 2394 Fletcher Hill Road Woodstock, VT MLS# 5084536
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Save 2394 Fletcher Hill Road Woodstock, VT MLS# 5084536
1 of 33
$1,895,000
2

Beds

2.1

Baths

2,944

Sq.Ft.

2394 Fletcher Hill Road

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 473 Kendall Road Woodstock, VT MLS# 5095556
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Save 473 Kendall Road Woodstock, VT MLS# 5095556
1 of 60
$2,225,000
4

Beds

3.0

Baths

3,867

Sq.Ft.

473 Kendall Road

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 114 Oak Ridge Way Woodstock, VT MLS# 5087228
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$2,500,000
4

Beds

3.1

Baths

5,127

Sq.Ft.

114 Oak Ridge Way

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 41 Pleasant Street Woodstock, VT MLS# 5056243
Save 41 Pleasant Street Woodstock, VT MLS# 5056243
1 of 55
$2,599,000
5,993

Sq.Ft.

41 Pleasant Street

Woodstock, VT

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Courtesy of KW VERMONT WOODSTOCK
View 41 Pleasant Street Woodstock, VT MLS# 5062350
Save 41 Pleasant Street Woodstock, VT MLS# 5062350
1 of 54
$2,599,000
9

Beds

11.0

Baths

5,993

Sq.Ft.

41 Pleasant Street

Woodstock, VT

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Courtesy of KW VERMONT WOODSTOCK
View 61 Academy Circle Woodstock, VT MLS# 5002873
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Save 61 Academy Circle Woodstock, VT MLS# 5002873
1 of 40
$2,950,000
6

Beds

4.2

Baths

5,433

Sq.Ft.

61 Academy Circle

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 5798 South Road Woodstock, VT MLS# 5094600
Save 5798 South Road Woodstock, VT MLS# 5094600
1 of 58
$2,950,000
8

Beds

5.3

Baths

6,200

Sq.Ft.

5798 South Road

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 18 The Green Woodstock, VT MLS# 5096089
Save 18 The Green Woodstock, VT MLS# 5096089
1 of 38
$2,999,000
6

Beds

6.2

Baths

5,142

Sq.Ft.

18 The Green

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 66 Hollow Farm Road Woodstock, VT MLS# 5091062
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Save 66 Hollow Farm Road Woodstock, VT MLS# 5091062
1 of 58
$3,100,000
5

Beds

3.1

Baths

4,843

Sq.Ft.

66 Hollow Farm Road

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 249 Sawyer Road Woodstock, VT MLS# 5072035
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Save 249 Sawyer Road Woodstock, VT MLS# 5072035
1 of 21
$3,300,000
3

Beds

4.1

Baths

3,682

Sq.Ft.

249 Sawyer Road

Woodstock, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 2358 Long Hill Road Woodstock, VT MLS# 5089158
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Save 2358 Long Hill Road Woodstock, VT MLS# 5089158
1 of 51
$6,673,000
5

Beds

3.1

Baths

4,165

Sq.Ft.

2358 Long Hill Road

Woodstock, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 412 Skyland Lane Woodstock, VT MLS# 5044620
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Save 412 Skyland Lane Woodstock, VT MLS# 5044620
1 of 48
$6,750,000
4

Beds

4.1

Baths

5,087

Sq.Ft.

412 Skyland Lane

Woodstock, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 355 Greene Road Woodstock, VT MLS# 5066210
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Save 355 Greene Road Woodstock, VT MLS# 5066210
1 of 59
$14,900,000
7

Beds

7.3

Baths

12,520

Sq.Ft.

355 Greene Road

Woodstock, VT

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Courtesy of BRAVYNIA

About Woodstock

Listings in Woodstock, VT

55

Estimated median home price

$845,000
Woodstock VT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Woodstock, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Woodstock, VT.

Homes for Sale by Price in Woodstock, VT

Price Count
$0 - 100K 2
$100K - 200K 1
$200K - 300K 0
$300K - 400K 7
$400K - 500K 2
$500K - 600K 4
$600K - 700K 6
$700K - 800K 5
$800K - 900K 4
$900K - 1M 3
$1M - Max 21

Homes for Sale by Type in Woodstock, VT

Property Type Count
Single Family 27
Townhouse 0
Condo 7
Commercial 7
Rental 2
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 7/5/2026)

Find Properties in Woodstock, VT

Woodstock, VT Information

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Information deemed reliable but not guaranteed.

“Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 7/6/2026”

Trends Information provided by ATTOM Data Solutions.