Windsor Vermont Homes for Sale

673 total properties
View 650 Francis Road Barnard, VT MLS# 5066208
  • Virtual Tour
Save 650 Francis Road Barnard, VT MLS# 5066208
1 of 60
$29,000,000
2

Beds

4.3

Baths

9,950

Sq.Ft.

650 Francis Road

Barnard, VT

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Courtesy of BRAVYNIA
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
  • 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 3800 Weston Andover Road Andover, VT MLS# 5089880
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Save 3800 Weston Andover Road Andover, VT MLS# 5089880
1 of 41
$5,150,000
8

Beds

7.1

Baths

10,062

Sq.Ft.

3800 Weston Andover Road

Andover, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 62 Moon Shadow Drive Ludlow, VT MLS# 5095734
  • Recently Listed
Save 62 Moon Shadow Drive Ludlow, VT MLS# 5095734
1 of 59
$4,999,000
5

Beds

4.1

Baths

9,170

Sq.Ft.

62 Moon Shadow Drive

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 924 Okemo Ridge Road # S 11 Ludlow, VT MLS# 5076511
Save 924 Okemo Ridge Road # S 11 Ludlow, VT MLS# 5076511
1 of 60
$4,775,000
7

Beds

6.1

Baths

6,624

Sq.Ft.

924 Okemo Ridge Road # S 11

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 85 Pallottas Hill Ludlow, VT MLS# 5063615
Save 85 Pallottas Hill Ludlow, VT MLS# 5063615
1 of 28
$4,500,000
Studio

Beds

0.0

Baths

85 Pallottas Hill

Ludlow, VT

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Courtesy of DIAMOND REALTY
View 85 Pallottas Hill Road Ludlow, VT MLS# 5063616
Save 85 Pallottas Hill Road Ludlow, VT MLS# 5063616
1 of 42
$4,500,000
4

Beds

2.0

Baths

3,150

Sq.Ft.

85 Pallottas Hill Road

Ludlow, VT

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Courtesy of DIAMOND REALTY
View 112 Snowbridge Road # L3 Ludlow, VT MLS# 5092980
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Save 112 Snowbridge Road # L3 Ludlow, VT MLS# 5092980
1 of 60
$4,450,000
5

Beds

6.0

Baths

7,901

Sq.Ft.

112 Snowbridge Road # L3

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 170 VT Route 100 Bridgewater, VT MLS# 5056089
Save 170 VT Route 100 Bridgewater, VT MLS# 5056089
1 of 39
$4,200,000
8,841

Sq.Ft.

170 VT Route 100

Bridgewater, VT

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Courtesy of KW VERMONT-KILLINGTON
View 5893 Stage Road Barnard, VT MLS# 5080290
Save 5893 Stage Road Barnard, VT MLS# 5080290
1 of 41
$3,750,000
7

Beds

7.2

Baths

9,615

Sq.Ft.

5893 Stage Road

Barnard, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 348 Turtle Hill Road Ludlow, VT MLS# 5095560
  • Recently Listed with Virtual Tour
Save 348 Turtle Hill Road Ludlow, VT MLS# 5095560
1 of 56
$3,650,000
5

Beds

4.0

Baths

5,181

Sq.Ft.

348 Turtle Hill Road

Ludlow, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 58 Lakeshore Drive Ludlow, VT MLS# 5095708
  • Recently Listed with Virtual Tour
Save 58 Lakeshore Drive Ludlow, VT MLS# 5095708
1 of 30
$3,500,000
4

Beds

3.0

Baths

2,571

Sq.Ft.

58 Lakeshore Drive

Ludlow, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 5685 VT Route 12 Barnard, VT MLS# 5089848
Save 5685 VT Route 12 Barnard, VT MLS# 5089848
1 of 57
$3,495,000
5

Beds

5.1

Baths

8,122

Sq.Ft.

5685 VT Route 12

Barnard, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
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
View 207 Willey Hill Road Norwich, VT MLS# 5079993
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Save 207 Willey Hill Road Norwich, VT MLS# 5079993
1 of 60
$3,275,000
4

Beds

4.1

Baths

4,708

Sq.Ft.

207 Willey Hill Road

Norwich, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 191 Moon Shadow Drive # M19 Ludlow, VT MLS# 5077313
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Save 191 Moon Shadow Drive # M19 Ludlow, VT MLS# 5077313
1 of 60
$3,250,000
5

Beds

6.1

Baths

5,728

Sq.Ft.

191 Moon Shadow Drive # M19

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 166 Jewett Road West Windsor, VT MLS# 5083683
Save 166 Jewett Road West Windsor, VT MLS# 5083683
1 of 60
$3,250,000
5

Beds

3.2

Baths

3,212

Sq.Ft.

166 Jewett Road

West Windsor, VT

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Courtesy of DARK HORSE REALTY
View 12 Archibald Lane Ludlow, VT MLS# 5086588
  • Virtual Tour
Save 12 Archibald Lane Ludlow, VT MLS# 5086588
1 of 60
$3,200,000
4

Beds

4.1

Baths

4,058

Sq.Ft.

12 Archibald Lane

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.

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 6/29/2026”

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