Windsor Vermont Homes for Sale

790 total properties
View 808 Whitcomb Hill Road Stockbridge, VT MLS# 5110662
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Save 808 Whitcomb Hill Road Stockbridge, VT MLS# 5110662
1 of 26
$850,000
3

Beds

2.0

Baths

1,561

Sq.Ft.

808 Whitcomb Hill Road

Stockbridge, VT

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Courtesy of CENTURY 21 THE ONE
View 1166 Route 100 Weston, VT MLS# 5110473
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Save 1166 Route 100 Weston, VT MLS# 5110473
1 of 26
$750,000
3

Beds

4.0

Baths

5,461

Sq.Ft.

1166 Route 100

Weston, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 240 Qtr. I I Jackson Gore Inn Ludlow, VT MLS# 5110556
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Save 240 Qtr. I I Jackson Gore Inn Ludlow, VT MLS# 5110556
1 of 28
$55,000
1.0

Baths

390

Sq.Ft.

240 Qtr. I I Jackson Gore Inn

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 240 Qtr. I V Jackson Gore Inn Ludlow, VT MLS# 5110559
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Save 240 Qtr. I V Jackson Gore Inn Ludlow, VT MLS# 5110559
1 of 28
$52,000
1.0

Baths

390

Sq.Ft.

240 Qtr. I V Jackson Gore Inn

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 2 Old Wheeler Camp Road Weathersfield, VT MLS# 5110569
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Save 2 Old Wheeler Camp Road Weathersfield, VT MLS# 5110569
1 of 15
$150,000
3

Beds

1.0

Baths

1,269

Sq.Ft.

2 Old Wheeler Camp Road

Weathersfield, VT

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Courtesy of COLDWELL BANKER LIFESTYLES - HANOVER
View 0 Wright Reservoir Road Hartford, VT MLS# 5110584
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Save 0 Wright Reservoir Road Hartford, VT MLS# 5110584
1 of 5
$150,000
0.0

Baths

0 Wright Reservoir Road

Hartford, VT

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Courtesy of THE CLERKIN AGENCY, P.C.
View 672 Giddings Street Springfield, VT MLS# 5110595
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Save 672 Giddings Street Springfield, VT MLS# 5110595
1 of 23
$125,000
2

Beds

1.0

Baths

868

Sq.Ft.

672 Giddings Street

Springfield, VT

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Courtesy of BUFFUM REALTY
View 3537 Popple Dungeon Road Chester, VT MLS# 5110600
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Save 3537 Popple Dungeon Road Chester, VT MLS# 5110600
1 of 22
$249,900
2

Beds

1.0

Baths

930

Sq.Ft.

3537 Popple Dungeon Road

Chester, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 7 Lilliesville Road Stockbridge, VT MLS# 5110609
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Save 7 Lilliesville Road Stockbridge, VT MLS# 5110609
1 of 49
$635,000
3

Beds

2.0

Baths

1,771

Sq.Ft.

7 Lilliesville Road

Stockbridge, VT

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Courtesy of KILLINGTON PICO REALTY
View 2949 Route 131 Cavendish, VT MLS# 5110657
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Save 2949 Route 131 Cavendish, VT MLS# 5110657
1 of 39
$329,500
2

Beds

1.0

Baths

1,052

Sq.Ft.

2949 Route 131

Cavendish, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 220 Missing Link Road Springfield, VT MLS# 5110222
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Save 220 Missing Link Road Springfield, VT MLS# 5110222
1 of 38
$549,000
3

Beds

2.1

Baths

1,788

Sq.Ft.

220 Missing Link Road

Springfield, VT

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Courtesy of AMERICAN DREAM REAL ESTATE ASSOCIATES, L
View 133 Colonial Drive # 405 Hartford, VT MLS# 5110266
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Save 133 Colonial Drive # 405 Hartford, VT MLS# 5110266
1 of 26
$239,500
2

Beds

1.0

Baths

968

Sq.Ft.

133 Colonial Drive # 405

Hartford, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 350 Bixby Road Ludlow, VT MLS# 5110410
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Save 350 Bixby Road Ludlow, VT MLS# 5110410
1 of 41
$585,000
3

Beds

3.0

Baths

3,093

Sq.Ft.

350 Bixby Road

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 2033 South Road Woodstock, VT MLS# 5110412
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Save 2033 South Road Woodstock, VT MLS# 5110412
1 of 55
$1,395,000
4

Beds

3.0

Baths

3,306

Sq.Ft.

2033 South Road

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 23 Biscuit Hollow Road Woodstock, VT MLS# 5110580
Save 23 Biscuit Hollow Road Woodstock, VT MLS# 5110580
1 of 54
$449,000
3

Beds

1.0

Baths

1,242

Sq.Ft.

23 Biscuit Hollow Road

Woodstock, VT

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Courtesy of KW VERMONT WOODSTOCK
View 80 Bear Ridge Road Ludlow, VT MLS# 5110051
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Save 80 Bear Ridge Road Ludlow, VT MLS# 5110051
1 of 60
OPEN HOUSE: Saturday 10/3 10:00 AM - 1:00 PM
$1,200,000
5

Beds

5.1

Baths

3,944

Sq.Ft.

80 Bear Ridge Road

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 0 Bear Ridge Road Ludlow, VT MLS# 5110052
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Save 0 Bear Ridge Road Ludlow, VT MLS# 5110052
1 of 12
$125,000
0.0

Baths

0 Bear Ridge Road

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 270/272 Qtr. I I Jackson Gore Inn Ludlow, VT MLS# 5110078
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Save 270/272 Qtr. I I Jackson Gore Inn Ludlow, VT MLS# 5110078
1 of 20
$105,000
2

Beds

3.0

Baths

1,190

Sq.Ft.

270/272 Qtr. I I Jackson Gore Inn

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 5556 W Woodstock Road Woodstock, VT MLS# 5110107
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Save 5556 W Woodstock Road Woodstock, VT MLS# 5110107
1 of 17
$250,000
3

Beds

1.0

Baths

903

Sq.Ft.

5556 W Woodstock Road

Woodstock, VT

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Courtesy of KW VERMONT WOODSTOCK
View 494 Eastman Road Sharon, VT MLS# 5110125
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Save 494 Eastman Road Sharon, VT MLS# 5110125
1 of 46
$375,000
3

Beds

1.2

Baths

1,968

Sq.Ft.

494 Eastman Road

Sharon, VT

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Courtesy of KW COASTAL AND LAKES & MOUNTAINS REALTY/HANOVER

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 10/2/2026”

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