View 355 Greene Road Woodstock, VT MLS# 5066210
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1 of 59
$18,000,000
7

Beds

7.3

Baths

12,520

Sq.Ft.

355 Greene Road

Woodstock, VT

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Courtesy of BRAVYNIA
View 115 Eastman Road Woodstock, VT MLS# 5039451
Save 115 Eastman Road Woodstock, VT MLS# 5039451
1 of 47
$8,000,000
3

Beds

3.1

Baths

5,384

Sq.Ft.

115 Eastman Road

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 61 Academy Circle Woodstock, VT MLS# 5002873
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Save 61 Academy Circle Woodstock, VT MLS# 5002873
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$3,500,000
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 18 The Green Woodstock, VT MLS# 5056336
Save 18 The Green Woodstock, VT MLS# 5056336
1 of 42
$3,500,000
6

Beds

6.2

Baths

5,142

Sq.Ft.

18 The Green

Woodstock, VT

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View 249 Sawyer Road Woodstock, VT MLS# 5072035
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Save 249 Sawyer Road Woodstock, VT MLS# 5072035
1 of 26
$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 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 1362 Barnard Road Woodstock, VT MLS# 5066205
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$2,395,000
6

Beds

3.2

Baths

3,645

Sq.Ft.

1362 Barnard Road

Woodstock, VT

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View 3 Elm Street Woodstock, VT MLS# 5045785
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$2,200,000
14,205

Sq.Ft.

3 Elm Street

Woodstock, VT

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View 15 Central Street Woodstock, VT MLS# 5031228
Save 15 Central Street Woodstock, VT MLS# 5031228
1 of 43
$1,600,000
6,612

Sq.Ft.

15 Central Street

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 15 Central Street Woodstock, VT MLS# 5031244
Save 15 Central Street Woodstock, VT MLS# 5031244
1 of 43
$1,600,000
4

Beds

0.3

Baths

6,014

Sq.Ft.

15 Central Street

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 39 Elm Street # B Woodstock, VT MLS# 5076786
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Save 39 Elm Street # B Woodstock, VT MLS# 5076786
1 of 48
$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 1522 Barnard Road Woodstock, VT MLS# 5050043
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Save 1522 Barnard Road Woodstock, VT MLS# 5050043
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
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$1,499,000

458 Woodstock Road

Woodstock, VT

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View 458 Woodstock Road Woodstock, VT MLS# 4945772
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$1,499,000
Studio

Beds

0.0

Baths

458 Woodstock Road

Woodstock, VT

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View 7 Slayton Terrace Woodstock, VT MLS# 5049535
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1 of 41
$1,495,000
4

Beds

2.1

Baths

2,532

Sq.Ft.

7 Slayton Terrace

Woodstock, VT

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View 4946 South Road Woodstock, VT MLS# 5071895
Save 4946 South Road Woodstock, VT MLS# 5071895
1 of 46
$1,425,000
5

Beds

3.1

Baths

3,440

Sq.Ft.

4946 South Road

Woodstock, VT

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View 125 Shurtleff Lane Woodstock, VT MLS# 5069230
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Save 125 Shurtleff Lane Woodstock, VT MLS# 5069230
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
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Save 33 Mountain Avenue Woodstock, VT MLS# 5067740
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

About Woodstock

Listings in Woodstock, VT

55

Estimated median home price

$895,000
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 5
$300K - 400K 1
$400K - 500K 3
$500K - 600K 1
$600K - 700K 5
$700K - 800K 4
$800K - 900K 5
$900K - 1M 4
$1M - Max 23

Homes for Sale by Type in Woodstock, VT

Property Type Count
Single Family 29
Townhouse 0
Condo 9
Commercial 6
Rental 1
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 2/21/2026)

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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 2/21/2026”

Trends Information provided by ATTOM Data Solutions.