Windsor Vermont Homes for Sale

575 total properties
View 7 Norman Drive Ludlow, VT MLS# 5051803
  • Virtual Tour
Save 7 Norman Drive Ludlow, VT MLS# 5051803
1 of 57
$1,990,000
4

Beds

3.1

Baths

4,313

Sq.Ft.

7 Norman Drive

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 196 Cowdrey Outlook Barnard, VT MLS# 5076865
  • Recently Listed
Save 196 Cowdrey Outlook Barnard, VT MLS# 5076865
1 of 47
$1,895,000
3

Beds

1.0

Baths

1,708

Sq.Ft.

196 Cowdrey Outlook

Barnard, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 253 Main Street Norwich, VT MLS# 5074425
Save 253 Main Street Norwich, VT MLS# 5074425
1 of 60
$1,825,000
4

Beds

4.1

Baths

4,357

Sq.Ft.

253 Main Street

Norwich, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 656 Main Street Weston, VT MLS# 5023318
Save 656 Main Street Weston, VT MLS# 5023318
1 of 22
$1,774,000

656 Main Street

Weston, VT

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Courtesy of TPW REAL ESTATE
View 2391 Music Mountain Road Stockbridge, VT MLS# 5058048
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Save 2391 Music Mountain Road Stockbridge, VT MLS# 5058048
1 of 38
$1,750,000
4

Beds

3.2

Baths

3,500

Sq.Ft.

2391 Music Mountain Road

Stockbridge, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 37 Village Center Road # Blue Spruce #4 Ludlow, VT MLS# 5075298
Save 37 Village Center Road # Blue Spruce #4 Ludlow, VT MLS# 5075298
1 of 57
$1,695,000
4

Beds

4.0

Baths

2,475

Sq.Ft.

37 Village Center Road # Blue Spruce #4

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 4071 Tichenor Road # 4071 Hartford, VT MLS# 5060577
Save 4071 Tichenor Road # 4071 Hartford, VT MLS# 5060577
1 of 16
$1,675,000
5

Beds

3.0

Baths

3,837

Sq.Ft.

4071 Tichenor Road # 4071

Hartford, VT

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Courtesy of HIGGERSON & COMPANY
View 7074 Robert Frost Lane # 7074 Hartford, VT MLS# 5060571
  • New Construction
Save 7074 Robert Frost Lane # 7074 Hartford, VT MLS# 5060571
1 of 13
$1,625,000
5

Beds

4.0

Baths

3,837

Sq.Ft.

7074 Robert Frost Lane # 7074

Hartford, VT

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Courtesy of HIGGERSON & COMPANY
View 15 Central Street Woodstock, VT MLS# 5031228
Save 15 Central Street Woodstock, VT MLS# 5031228
1 of 43
$1,600,000
6,612

Sq.Ft.

15 Central Street

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 15 Central Street Woodstock, VT MLS# 5031244
Save 15 Central Street Woodstock, VT MLS# 5031244
1 of 43
$1,600,000
4

Beds

0.3

Baths

6,014

Sq.Ft.

15 Central Street

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 39 Elm Street # B Woodstock, VT MLS# 5076786
  • Recently Listed
Save 39 Elm Street # B Woodstock, VT MLS# 5076786
1 of 48
$1,600,000
3

Beds

3.1

Baths

3,294

Sq.Ft.

39 Elm Street # B

Woodstock, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 1522 Barnard Road Woodstock, VT MLS# 5050043
  • Virtual Tour
Save 1522 Barnard Road Woodstock, VT MLS# 5050043
1 of 49
$1,595,000
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 14/16 Summarsell Drive Hartland, VT MLS# 5069119
Save 14/16 Summarsell Drive Hartland, VT MLS# 5069119
1 of 41
$1,576,000
Studio

Beds

0.0

Baths

9,455

Sq.Ft.

14/16 Summarsell Drive

Hartland, VT

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Courtesy of TESLA REALTY GROUP, LLC
View 4070 Tichenor Road # 4070 Hartford, VT MLS# 5060573
  • New Construction
Save 4070 Tichenor Road # 4070 Hartford, VT MLS# 5060573
1 of 14
$1,560,000
4

Beds

4.1

Baths

3,120

Sq.Ft.

4070 Tichenor Road # 4070

Hartford, VT

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Courtesy of HIGGERSON & COMPANY
View 5677 Hendee Way # 5677 Hartford, VT MLS# 5060570
  • New Construction
Save 5677 Hendee Way # 5677 Hartford, VT MLS# 5060570
1 of 13
$1,525,500
4

Beds

4.0

Baths

2,752

Sq.Ft.

5677 Hendee Way # 5677

Hartford, VT

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Courtesy of HIGGERSON & COMPANY
View 1589 Main Street Cavendish, VT MLS# 5048760
Save 1589 Main Street Cavendish, VT MLS# 5048760
1 of 60
$1,500,000
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 458 Woodstock Road Woodstock, VT MLS# 4945749
  • Virtual Tour
Save 458 Woodstock Road Woodstock, VT MLS# 4945749
1 of 43
$1,499,000

458 Woodstock Road

Woodstock, VT

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Courtesy of WETMORE REAL ESTATE
View 458 Woodstock Road Woodstock, VT MLS# 4945772
  • Virtual Tour
Save 458 Woodstock Road Woodstock, VT MLS# 4945772
1 of 42
$1,499,000
Studio

Beds

0.0

Baths

458 Woodstock Road

Woodstock, VT

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Courtesy of WETMORE REAL ESTATE
View 51 Alpine Way # A4 Ludlow, VT MLS# 5048683
Save 51 Alpine Way # A4 Ludlow, VT MLS# 5048683
1 of 39
$1,499,000
4

Beds

3.1

Baths

2,184

Sq.Ft.

51 Alpine Way # A4

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 652 Tierney Road Cavendish, VT MLS# 5054888
  • Virtual Tour
Save 652 Tierney Road Cavendish, VT MLS# 5054888
1 of 60
$1,499,000
4

Beds

3.1

Baths

3,560

Sq.Ft.

652 Tierney Road

Cavendish, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. 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 2/28/2026”

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