View 41 Pleasant Street Woodstock, VT MLS# 5056243
$2,599,000
5,993

Sq.Ft.

41 Pleasant Street

Woodstock, VT

NNEREN
Courtesy of KW VERMONT WOODSTOCK
View 41 Pleasant Street Woodstock, VT MLS# 5062350
$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 1362 Barnard Road Woodstock, VT MLS# 5066205
  • Virtual Tour
1 of 60
$2,395,000
6

Beds

3.2

Baths

3,645

Sq.Ft.

1362 Barnard Road

Woodstock, VT

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Courtesy of BRAVYNIA
The time to sell is now! THE TIME TO SELL IS NOW!
View 3 Elm Street Woodstock, VT MLS# 5045785
$2,200,000
14,205

Sq.Ft.

3 Elm Street

Woodstock, VT

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Courtesy of WETMORE REAL ESTATE
View 39 Elm Street # B Woodstock, VT MLS# 5076786
  • Recently Listed
1 of 48
$1,600,000
3

Beds

3.1

Baths

3,294

Sq.Ft.

39 Elm Street # B

Woodstock, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 1522 Barnard Road Woodstock, VT MLS# 5050043
  • Virtual Tour
1 of 49
$1,595,000
5

Beds

3.1

Baths

3,648

Sq.Ft.

1522 Barnard Road

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 458 Woodstock Road Woodstock, VT MLS# 4945749
  • Virtual Tour
1 of 43
$1,499,000

458 Woodstock Road

Woodstock, VT

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Courtesy of WETMORE REAL ESTATE
View 458 Woodstock Road Woodstock, VT MLS# 4945772
  • Virtual Tour
1 of 42
$1,499,000
Studio

Beds

0.0

Baths

458 Woodstock Road

Woodstock, VT

NNEREN
Courtesy of WETMORE REAL ESTATE
View 7 Slayton Terrace Woodstock, VT MLS# 5049535
  • Virtual Tour
1 of 41
$1,495,000
4

Beds

2.1

Baths

2,532

Sq.Ft.

7 Slayton Terrace

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 125 Shurtleff Lane Woodstock, VT MLS# 5069230
  • Virtual Tour
1 of 60
$1,300,000
4

Beds

3.2

Baths

3,195

Sq.Ft.

125 Shurtleff Lane

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 33 Mountain Avenue Woodstock, VT MLS# 5067740
  • Virtual Tour
1 of 32
$1,295,000
2

Beds

3.1

Baths

2,280

Sq.Ft.

33 Mountain Avenue

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 26 Mt Peg Road # D Woodstock, VT MLS# 5065225
  • Virtual Tour
1 of 31
$1,195,000
3

Beds

3.1

Baths

2,385

Sq.Ft.

26 Mt Peg Road # D

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 26 Mt Peg Road # A Woodstock, VT MLS# 5065227
  • Virtual Tour
1 of 32
$1,195,000
3

Beds

3.1

Baths

2,592

Sq.Ft.

26 Mt Peg Road # A

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 513 Deer Brook Way Woodstock, VT MLS# 5077012
  • Recently Listed
1 of 57
OPEN HOUSE: Friday 3/6 10:30 AM - 12:30 PM
$1,195,000
4

Beds

2.1

Baths

2,668

Sq.Ft.

513 Deer Brook Way

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 26 Mt Peg Road # C Woodstock, VT MLS# 5065228
  • Virtual Tour
1 of 28
$995,000
3

Beds

3.1

Baths

2,584

Sq.Ft.

26 Mt Peg Road # C

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 26 Mt Peg Road # B Woodstock, VT MLS# 5065230
  • Virtual Tour
1 of 31
$995,000
3

Beds

3.1

Baths

2,584

Sq.Ft.

26 Mt Peg Road # B

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 1782 Randall Road Woodstock, VT MLS# 5052613
$985,000
4

Beds

3.0

Baths

2,785

Sq.Ft.

1782 Randall Road

Woodstock, VT

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Courtesy of WADE I TREADWAY REAL ESTATE
View 509 Church Hill Woodstock, VT MLS# 5044870
$915,000
3

Beds

3.0

Baths

2,150

Sq.Ft.

509 Church Hill

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 72 Oak Ridge Way Woodstock, VT MLS# 5049347
$895,000
3

Beds

3.0

Baths

1,920

Sq.Ft.

72 Oak Ridge Way

Woodstock, VT

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Courtesy of WATSON REALTY & ASSOCIATES
View 234 Randall Road Woodstock, VT MLS# 4913852
$845,000
2

Beds

1.0

Baths

600

Sq.Ft.

234 Randall Road

Woodstock, VT

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Courtesy of WADE I TREADWAY REAL ESTATE

About Woodstock

Listings in Woodstock, VT

52

Estimated median home price

$835,000
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 0
$100K - 200K 4
$200K - 300K 4
$300K - 400K 2
$400K - 500K 4
$500K - 600K 1
$600K - 700K 6
$700K - 800K 3
$800K - 900K 5
$900K - 1M 4
$1M - Max 19

Homes for Sale by Type in Woodstock, VT

Property Type Count
Single Family 25
Townhouse 0
Condo 9
Commercial 6
Rental 1
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 3/4/2026)

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 3/4/2026”

Trends Information provided by ATTOM Data Solutions.