05091 Homes for Sale

50 total properties
View 412 Skyland Lane Woodstock, VT MLS# 5044620
  • New Construction with Virtual Tour
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
  • Virtual Tour
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 249 Sawyer Road Woodstock, VT MLS# 5072035
  • Virtual Tour
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 66 Hollow Farm Road Woodstock, VT MLS# 5091062
  • Virtual Tour
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 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 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
  • Virtual Tour
Save 114 Oak Ridge Way Woodstock, VT MLS# 5087228
1 of 60
$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
  • Virtual Tour
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 2706 East Woodstock Road Woodstock, VT MLS# 5096963
  • Recently Listed
Save 2706 East Woodstock Road Woodstock, VT MLS# 5096963
1 of 60
$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 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 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 1522 Barnard Road Woodstock, VT MLS# 5089552
Save 1522 Barnard Road Woodstock, VT MLS# 5089552
1 of 52
$1,395,000
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 2 High Street Woodstock, VT MLS# 5094456
Save 2 High Street Woodstock, VT MLS# 5094456
1 of 60
$1,199,000
3

Beds

3.0

Baths

1,950

Sq.Ft.

2 High Street

Woodstock, VT

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Courtesy of BASSETTE REAL ESTATE GROUP
View 26 Mt Peg Road # D Woodstock, VT MLS# 5065225
  • Virtual Tour
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
  • Virtual Tour
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
  • Virtual Tour
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
  • Virtual Tour
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
$865,000
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 97 Valley View Road Woodstock, VT MLS# 5082557
Save 97 Valley View Road Woodstock, VT MLS# 5082557
1 of 11
$850,000
3,600

Sq.Ft.

97 Valley View Road

Woodstock, VT

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Courtesy of WETMORE REAL ESTATE

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 6/30/2026”

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