Windsor Vermont Homes for Sale

675 total properties
View 533 South Main Street Hartford, VT MLS# 5096911
  • Recently Listed
1 of 32
$1,650,000
8

Beds

8.0

Baths

7,226

Sq.Ft.

533 South Main Street

Hartford, VT

NNEREN
Courtesy of BEACON REALTY GROUP, LLC
View 140 Echo View Drive Plymouth, VT MLS# 5090548
  • Virtual Tour
1 of 51
$1,649,000
4

Beds

3.1

Baths

3,456

Sq.Ft.

140 Echo View Drive

Plymouth, VT

NNEREN
Courtesy of ENGEL & VOLKERS OKEMO
View 7074 Robert Frost Lane Hartford, VT MLS# 5060571
  • New Construction
1 of 13
$1,625,000
5

Beds

4.0

Baths

3,837

Sq.Ft.

7074 Robert Frost Lane

Hartford, VT

NNEREN
Courtesy of HIGGERSON & COMPANY
The time to sell is now! THE TIME TO SELL IS NOW!
View 0 VT Route 106 Reading, VT MLS# 5071026
$1,620,000
Studio

Beds

0.0

Baths

0 VT Route 106

Reading, VT

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

Beds

3.1

Baths

3,294

Sq.Ft.

39 Elm Street # B

Woodstock, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 328 Gravelin Road Weathersfield, VT MLS# 5096178
  • Recently Listed with Virtual Tour
1 of 50
$1,600,000
4

Beds

4.1

Baths

4,636

Sq.Ft.

328 Gravelin Road

Weathersfield, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 14/16 Summarsell Drive Hartland, VT MLS# 5069119
$1,576,000
Studio

Beds

0.0

Baths

9,455

Sq.Ft.

14/16 Summarsell Drive

Hartland, VT

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

Beds

4.1

Baths

3,120

Sq.Ft.

4070 Tichenor Road

Hartford, VT

NNEREN
Courtesy of HIGGERSON & COMPANY
View 7034 Hiram Atkins Byway Hartford, VT MLS# 5074189
  • New Construction
1 of 14
$1,560,000
4

Beds

4.1

Baths

3,120

Sq.Ft.

7034 Hiram Atkins Byway

Hartford, VT

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

Beds

4.0

Baths

2,752

Sq.Ft.

5677 Hendee Way

Hartford, VT

NNEREN
Courtesy of HIGGERSON & COMPANY
View 652 Tierney Road Cavendish, VT MLS# 5054888
  • Virtual Tour
1 of 60
$1,499,000
4

Beds

3.1

Baths

3,560

Sq.Ft.

652 Tierney Road

Cavendish, VT

NNEREN
Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 2391 Music Mountain Road Stockbridge, VT MLS# 5058048
$1,499,000
4

Beds

3.2

Baths

3,500

Sq.Ft.

2391 Music Mountain Road

Stockbridge, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 40 The Common Chester, VT MLS# 5078509
$1,495,000

40 The Common

Chester, VT

NNEREN
Courtesy of REAL BROKER LLC
View 3090 South Road Woodstock, VT MLS# 5089519
  • Virtual Tour
1 of 52
$1,495,000
3

Beds

3.0

Baths

2,650

Sq.Ft.

3090 South Road

Woodstock, VT

NNEREN
Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 399 Bentley Road Hartford, VT MLS# 4989182
  • New Construction with Virtual Tour
1 of 22
$1,490,950
5

Beds

3.1

Baths

2,709

Sq.Ft.

399 Bentley Road

Hartford, VT

NNEREN
Courtesy of HIGGERSON & COMPANY
View 289 Taft Family Road # 7118 Hartford, VT MLS# 5093560
  • Recently Listed
1 of 24
$1,490,950
5

Beds

3.1

Baths

2,709

Sq.Ft.

289 Taft Family Road # 7118

Hartford, VT

NNEREN
Courtesy of HIGGERSON & COMPANY
View 1302 Popple Dungeon Road Chester, VT MLS# 5087874
  • Virtual Tour
1 of 53
$1,490,000
5

Beds

5.0

Baths

5,400

Sq.Ft.

1302 Popple Dungeon Road

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 470 Bentley Road # 5443 Hartford, VT MLS# 4989217
  • New Construction
1 of 24
$1,465,950
5

Beds

3.1

Baths

2,709

Sq.Ft.

470 Bentley Road # 5443

Hartford, VT

NNEREN
Courtesy of HIGGERSON & COMPANY
View 1503 Rush Meadow Road West Windsor, VT MLS# 5093727
  • Recently Listed with Virtual Tour
1 of 44
$1,450,000
3

Beds

1.1

Baths

1,360

Sq.Ft.

1503 Rush Meadow Road

West Windsor, VT

NNEREN
Courtesy of BHHS VERANI UPPER VALLEY
View 1503 Rush Meadow Road West Windsor, VT MLS# 5096071
  • Recently Listed with Virtual Tour
1 of 48
$1,450,000
Studio

Beds

0.0

Baths

1503 Rush Meadow Road

West Windsor, VT

NNEREN
Courtesy of BHHS VERANI UPPER VALLEY

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 6/29/2026”

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