Windsor Vermont Homes for Sale

568 total properties
View 21704 Maxham Meadow Way # E & F Woodstock, VT MLS# 5077939
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Save 21704 Maxham Meadow Way # E & F Woodstock, VT MLS# 5077939
1 of 27
$420,000
1,924

Sq.Ft.

21704 Maxham Meadow Way # E & F

Woodstock, VT

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Courtesy of WETMORE REAL ESTATE
View 1787 Route 100 North Ludlow, VT MLS# 5077953
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Save 1787 Route 100 North Ludlow, VT MLS# 5077953
1 of 47
$550,000
3

Beds

3.1

Baths

2,727

Sq.Ft.

1787 Route 100 North

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 295 Taft Family Road Hartford, VT MLS# 5077826
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Save 295 Taft Family Road Hartford, VT MLS# 5077826
1 of 25
$395,000
3

Beds

2.0

Baths

1,752

Sq.Ft.

295 Taft Family Road

Hartford, VT

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Courtesy of COLDWELL BANKER LIFESTYLES - QUECHEE
The time to sell is now! THE TIME TO SELL IS NOW!
View 7471 US Route 4 Bridgewater, VT MLS# 5077806
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Save 7471 US Route 4 Bridgewater, VT MLS# 5077806
1 of 27
$485,000
4

Beds

4.0

Baths

2,977

Sq.Ft.

7471 US Route 4

Bridgewater, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 62 Moon Shadow Drive # M4 & M5 Ludlow, VT MLS# 5077809
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Save 62 Moon Shadow Drive # M4 & M5 Ludlow, VT MLS# 5077809
1 of 60
$4,999,000
5

Beds

4.1

Baths

9,170

Sq.Ft.

62 Moon Shadow Drive # M4 & M5

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 24 Freeman Road # A1 Cavendish, VT MLS# 5077810
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Save 24 Freeman Road # A1 Cavendish, VT MLS# 5077810
1 of 59
$599,000
3

Beds

3.1

Baths

2,023

Sq.Ft.

24 Freeman Road # A1

Cavendish, VT

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Courtesy of DIAMOND REALTY
View 7471 US Route 4 Bridgewater, VT MLS# 5077812
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Save 7471 US Route 4 Bridgewater, VT MLS# 5077812
1 of 26
$485,000
4

Beds

4.0

Baths

2,977

Sq.Ft.

7471 US Route 4

Bridgewater, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 85 Townhouse Way # 14 Woodstock, VT MLS# 5077683
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Save 85 Townhouse Way # 14 Woodstock, VT MLS# 5077683
1 of 26
$495,000
2

Beds

3.0

Baths

2,091

Sq.Ft.

85 Townhouse Way # 14

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 62 Okemo Trailside Extension # 9C Ludlow, VT MLS# 5077761
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Save 62 Okemo Trailside Extension # 9C Ludlow, VT MLS# 5077761
1 of 32
$614,000
3

Beds

2.0

Baths

1,250

Sq.Ft.

62 Okemo Trailside Extension # 9C

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 11 Deer Path Lane Ludlow, VT MLS# 5077767
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Save 11 Deer Path Lane Ludlow, VT MLS# 5077767
1 of 60
$1,145,000
4

Beds

3.0

Baths

3,162

Sq.Ft.

11 Deer Path Lane

Ludlow, VT

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Courtesy of DIAMOND REALTY
View 64 County Road Springfield, VT MLS# 5077778
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Save 64 County Road Springfield, VT MLS# 5077778
1 of 43
$250,000
3

Beds

1.0

Baths

980

Sq.Ft.

64 County Road

Springfield, VT

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Courtesy of KELLER WILLIAMS REALTY METRO-KEENE
View 118 Shippee Lane Sharon, VT MLS# 5077643
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Save 118 Shippee Lane Sharon, VT MLS# 5077643
1 of 11
$900,000

118 Shippee Lane

Sharon, VT

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Courtesy of BASSETTE REAL ESTATE GROUP
View 119 Advent Hill Road Hartland, VT MLS# 5077715
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Save 119 Advent Hill Road Hartland, VT MLS# 5077715
1 of 33
$195,000
Studio

Beds

0.0

Baths

119 Advent Hill Road

Hartland, VT

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Courtesy of BASSETTE REAL ESTATE GROUP
View 713 South Hill Road Ludlow, VT MLS# 5077491
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Save 713 South Hill Road Ludlow, VT MLS# 5077491
1 of 18
$284,500
Studio

Beds

0.0

Baths

713 South Hill Road

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 51 High Street Ludlow, VT MLS# 5077517
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Save 51 High Street Ludlow, VT MLS# 5077517
1 of 44
$749,000
5

Beds

2.1

Baths

2,018

Sq.Ft.

51 High Street

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 178 Church Street Bethel, VT MLS# 5077710
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Save 178 Church Street Bethel, VT MLS# 5077710
1 of 20
$75,000
Studio

Beds

0.0

Baths

178 Church Street

Bethel, VT

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Courtesy of BHHS VERMONT REALTY GROUP/MONTPELIER
View 66 Duttonsville School Drive Cavendish, VT MLS# 5077747
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Save 66 Duttonsville School Drive Cavendish, VT MLS# 5077747
1 of 57
$699,000
Studio

Beds

2.0

Baths

5,104

Sq.Ft.

66 Duttonsville School Drive

Cavendish, VT

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Courtesy of ENGEL & VOLKERS OKEMO
View 66 Duttonsville School Drive Cavendish, VT MLS# 5077754
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Save 66 Duttonsville School Drive Cavendish, VT MLS# 5077754
1 of 56
$699,000
6,212

Sq.Ft.

66 Duttonsville School Drive

Cavendish, VT

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Courtesy of ENGEL & VOLKERS OKEMO
View 82 Day Break Drive # J-102 Ludlow, VT MLS# 5077382
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Save 82 Day Break Drive # J-102 Ludlow, VT MLS# 5077382
1 of 39
$695,000
2

Beds

2.1

Baths

1,156

Sq.Ft.

82 Day Break Drive # J-102

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 726 East Ash Road Plymouth, VT MLS# 5077431
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Save 726 East Ash Road Plymouth, VT MLS# 5077431
1 of 60
$999,000
6

Beds

7.1

Baths

5,588

Sq.Ft.

726 East Ash Road

Plymouth, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

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 3/3/2026”

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