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
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 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

4.2

Baths

4,843

Sq.Ft.

66 Hollow Farm Road

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
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 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 114 Oak Ridge Way Woodstock, VT MLS# 5087228
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Save 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 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 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 3090 South Road Woodstock, VT MLS# 5089519
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Save 3090 South Road Woodstock, VT MLS# 5089519
1 of 52
$1,495,000
3

Beds

3.0

Baths

2,650

Sq.Ft.

3090 South Road

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 1522 Barnard Road Woodstock, VT MLS# 5089552
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1 of 52
$1,495,000
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 15 Central Street Woodstock, VT MLS# 5086522
Save 15 Central Street Woodstock, VT MLS# 5086522
1 of 44
$1,395,000
6,612

Sq.Ft.

15 Central Street

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 26 Mt Peg Road # D Woodstock, VT MLS# 5065225
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Save 26 Mt Peg Road # D Woodstock, VT MLS# 5065225
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
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Save 26 Mt Peg Road # A Woodstock, VT MLS# 5065227
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 26 Mt Peg Road # C Woodstock, VT MLS# 5065228
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Save 26 Mt Peg Road # C Woodstock, VT MLS# 5065228
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
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Save 26 Mt Peg Road # B Woodstock, VT MLS# 5065230
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
Save 1782 Randall Road Woodstock, VT MLS# 5052613
1 of 37
$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 51 River Street Woodstock, VT MLS# 5084320
Save 51 River Street Woodstock, VT MLS# 5084320
1 of 38
$895,000
4

Beds

1.1

Baths

1,580

Sq.Ft.

51 River Street

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY

About Woodstock

Listings in Woodstock, VT

53

Estimated median home price

$779,000
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 2
$200K - 300K 4
$300K - 400K 6
$400K - 500K 1
$500K - 600K 5
$600K - 700K 3
$700K - 800K 5
$800K - 900K 6
$900K - 1M 3
$1M - Max 16

Homes for Sale by Type in Woodstock, VT

Property Type Count
Single Family 23
Townhouse 0
Condo 11
Commercial 7
Rental 3
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 2
Farms 0

(Data as of 6/3/2026)

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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 6/4/2026”

Trends Information provided by ATTOM Data Solutions.