Windsor Vermont Homes for Sale

790 total properties
View 156 Main Street Ludlow, VT MLS# 5085830
Save 156 Main Street Ludlow, VT MLS# 5085830
1 of 59
$1,550,000
10

Beds

8.0

Baths

7,566

Sq.Ft.

156 Main Street

Ludlow, VT

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Courtesy of TPW REAL ESTATE
View 1300 Mountain Road Ludlow, VT MLS# 5098579
Save 1300 Mountain Road Ludlow, VT MLS# 5098579
1 of 27
$1,500,000
4

Beds

5.0

Baths

2,887

Sq.Ft.

1300 Mountain Road

Ludlow, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 817 Gulf Road Barnard, VT MLS# 5099760
Save 817 Gulf Road Barnard, VT MLS# 5099760
1 of 53
$1,500,000
6

Beds

6.0

Baths

6,240

Sq.Ft.

817 Gulf Road

Barnard, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 45 Trailside Road Ludlow, VT MLS# 5108128
Save 45 Trailside Road Ludlow, VT MLS# 5108128
1 of 60
$1,499,000
4

Beds

4.1

Baths

5,971

Sq.Ft.

45 Trailside Road

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 694 Quechee Main Street Hartford, VT MLS# 5112013
  • Recently Listed with Virtual Tour
Save 694 Quechee Main Street Hartford, VT MLS# 5112013
1 of 60
$1,499,000
10,036

Sq.Ft.

694 Quechee Main Street

Hartford, VT

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Courtesy of DOLAN REAL ESTATE
View 399 Bentley Road Hartford, VT MLS# 4989182
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Save 399 Bentley Road Hartford, VT MLS# 4989182
1 of 58
OPEN HOUSE: Saturday 10/3 12:00 PM - 3:00 PM
$1,490,950
5

Beds

3.1

Baths

3,358

Sq.Ft.

399 Bentley Road

Hartford, VT

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Courtesy of HIGGERSON & COMPANY
View 140 Echo View Drive Plymouth, VT MLS# 5090548
  • Virtual Tour
Save 140 Echo View Drive Plymouth, VT MLS# 5090548
1 of 47
$1,475,000
4

Beds

3.1

Baths

3,456

Sq.Ft.

140 Echo View Drive

Plymouth, VT

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Courtesy of ENGEL & VOLKERS OKEMO
View 1503 Rush Meadow Road West Windsor, VT MLS# 5093727
  • Virtual Tour
Save 1503 Rush Meadow Road West Windsor, VT MLS# 5093727
1 of 44
$1,450,000
3

Beds

1.1

Baths

1,360

Sq.Ft.

1503 Rush Meadow Road

West Windsor, VT

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Courtesy of BHHS VERANI UPPER VALLEY
View 1503 Rush Meadow Road West Windsor, VT MLS# 5096071
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Save 1503 Rush Meadow Road West Windsor, VT MLS# 5096071
1 of 48
$1,450,000
0.0

Baths

1503 Rush Meadow Road

West Windsor, VT

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Courtesy of BHHS VERANI UPPER VALLEY
View 144 Lodge Road # Unit #1 Ludlow, VT MLS# 5098168
  • Virtual Tour
Save 144 Lodge Road # Unit #1 Ludlow, VT MLS# 5098168
1 of 57
$1,450,000
3

Beds

3.0

Baths

1,836

Sq.Ft.

144 Lodge Road # Unit #1

Ludlow, VT

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Courtesy of DIAMOND REALTY
View 1589 Main Street Cavendish, VT MLS# 5048760
Save 1589 Main Street Cavendish, VT MLS# 5048760
1 of 60
$1,400,000
10

Beds

8.4

Baths

7,153

Sq.Ft.

1589 Main Street

Cavendish, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 610 Route 100 Plymouth, VT MLS# 5093857
Save 610 Route 100 Plymouth, VT MLS# 5093857
1 of 40
$1,400,000
0.0

Baths

610 Route 100

Plymouth, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 81 Town Farm Road Ludlow, VT MLS# 5096704
  • Virtual Tour
Save 81 Town Farm Road Ludlow, VT MLS# 5096704
1 of 60
$1,400,000
5

Beds

4.1

Baths

3,224

Sq.Ft.

81 Town Farm Road

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 1589 Main Street Cavendish, VT MLS# 5102799
Save 1589 Main Street Cavendish, VT MLS# 5102799
1 of 56
$1,400,000
5,500

Sq.Ft.

1589 Main Street

Cavendish, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 145 The Plateau Windsor, VT MLS# 5095057
  • Virtual Tour
Save 145 The Plateau Windsor, VT MLS# 5095057
1 of 50
$1,399,000
4

Beds

3.1

Baths

4,000

Sq.Ft.

145 The Plateau

Windsor, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
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 58
$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 2615 North Road Barnard, VT MLS# 5104362
  • Virtual Tour
Save 2615 North Road Barnard, VT MLS# 5104362
1 of 60
$1,395,000
5

Beds

5.1

Baths

3,521

Sq.Ft.

2615 North Road

Barnard, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 2033 South Road Woodstock, VT MLS# 5110412
  • Recently Listed with Virtual Tour
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 9671 VT Rt 12 Barnard, VT MLS# 5112028
  • Recently Listed
Save 9671 VT Rt 12 Barnard, VT MLS# 5112028
1 of 37
$1,395,000
0.0

Baths

9671 VT Rt 12

Barnard, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP

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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