Windsor Vermont Homes for Sale

645 total properties
View 650 Francis Road Barnard, VT MLS# 5066208
  • Virtual Tour
Save 650 Francis Road Barnard, VT MLS# 5066208
1 of 60
$39,000,000
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
$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 3147 Mount Hunger Road Barnard, VT MLS# 5048304
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Save 3147 Mount Hunger Road Barnard, VT MLS# 5048304
1 of 42
$15,000,000
5

Beds

7.3

Baths

9,679

Sq.Ft.

3147 Mount Hunger Road

Barnard, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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
  • 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 37 Maxham Road South Pomfret, VT MLS# 5057129
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Save 37 Maxham Road South Pomfret, VT MLS# 5057129
1 of 43
$6,100,000
6

Beds

4.2

Baths

8,264

Sq.Ft.

37 Maxham Road

South Pomfret, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 3800 Weston Andover Road Andover, VT MLS# 5015743
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Save 3800 Weston Andover Road Andover, VT MLS# 5015743
1 of 41
$5,950,000
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 85 Pallottas Hill Ludlow, VT MLS# 5063615
Save 85 Pallottas Hill Ludlow, VT MLS# 5063615
1 of 28
$5,500,000
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
$5,500,000
4

Beds

2.0

Baths

3,150

Sq.Ft.

85 Pallottas Hill Road

Ludlow, VT

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Courtesy of DIAMOND REALTY
View 5893 Stage Road Barnard, VT MLS# 5041063
Save 5893 Stage Road Barnard, VT MLS# 5041063
1 of 48
$4,900,000
7

Beds

7.2

Baths

9,464

Sq.Ft.

5893 Stage Road

Barnard, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 476 Salt Ash Road Plymouth, VT MLS# 5047809
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Save 476 Salt Ash Road Plymouth, VT MLS# 5047809
1 of 60
$4,850,000
5

Beds

6.0

Baths

9,153

Sq.Ft.

476 Salt Ash Road

Plymouth, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 170 VT Route 100 Bridgewater, VT MLS# 5056089
Save 170 VT Route 100 Bridgewater, VT MLS# 5056089
1 of 41
$4,200,000
8,841

Sq.Ft.

170 VT Route 100

Bridgewater, VT

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Courtesy of KW VERMONT-KILLINGTON
View 5685 VT Route 12 Barnard, VT MLS# 5042800
Save 5685 VT Route 12 Barnard, VT MLS# 5042800
1 of 33
$3,945,000
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 348 Turtle Hill Road Ludlow, VT MLS# 5049540
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Save 348 Turtle Hill Road Ludlow, VT MLS# 5049540
1 of 60
$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 61 Academy Circle Woodstock, VT MLS# 5002873
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Save 61 Academy Circle Woodstock, VT MLS# 5002873
1 of 40
$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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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 2769 Cloudland Road South Pomfret, VT MLS# 5064364
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Save 2769 Cloudland Road South Pomfret, VT MLS# 5064364
1 of 56
$3,400,000
4

Beds

3.1

Baths

3,485

Sq.Ft.

2769 Cloudland Road

South Pomfret, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 400 Ruusunen Road Springfield, VT MLS# 5009236
  • Virtual Tour
Save 400 Ruusunen Road Springfield, VT MLS# 5009236
1 of 60
$3,350,000
6

Beds

4.1

Baths

5,657

Sq.Ft.

400 Ruusunen Road

Springfield, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 48 Alpine Way # D-1 Ludlow, VT MLS# 5070117
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Save 48 Alpine Way # D-1 Ludlow, VT MLS# 5070117
1 of 60
$3,150,000
5

Beds

5.1

Baths

3,460

Sq.Ft.

48 Alpine Way # D-1

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 165 Moon Shadow Drive # M-15 Ludlow, VT MLS# 5051212
Save 165 Moon Shadow Drive # M-15 Ludlow, VT MLS# 5051212
1 of 56
$3,100,000
5

Beds

4.1

Baths

7,634

Sq.Ft.

165 Moon Shadow Drive # M-15

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES

Information deemed reliable but not guaranteed.

“Copyright 2025 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 12/15/2025”

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