Windsor Vermont Homes for Sale

636 total properties
View 0 VT Route 106 Reading, VT MLS# 5071026
  • Recently Listed
Save 0 VT Route 106 Reading, VT MLS# 5071026
1 of 11
$2,200,000
Studio

Beds

0.0

Baths

0 VT Route 106

Reading, VT

NNEREN
Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 9671 VT Route 12 Barnard, VT MLS# 5043252
Save 9671 VT Route 12 Barnard, VT MLS# 5043252
1 of 49
$2,195,000
3

Beds

3.0

Baths

2,997

Sq.Ft.

9671 VT Route 12

Barnard, VT

NNEREN
Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 1300 Mountain Road Ludlow, VT MLS# 5036175
  • Virtual Tour
Save 1300 Mountain Road Ludlow, VT MLS# 5036175
1 of 29
$2,000,000
4

Beds

5.0

Baths

2,887

Sq.Ft.

1300 Mountain Road

Ludlow, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5518 VT Route 12 Barnard, VT MLS# 5052813
Save 5518 VT Route 12 Barnard, VT MLS# 5052813
1 of 38
$1,999,000
6

Beds

3.1

Baths

7,619

Sq.Ft.

5518 VT Route 12

Barnard, VT

NNEREN
Courtesy of WETMORE REAL ESTATE
View 5518 VT Route 12 Barnard, VT MLS# 5052829
Save 5518 VT Route 12 Barnard, VT MLS# 5052829
1 of 39
$1,999,000
8,363

Sq.Ft.

5518 VT Route 12

Barnard, VT

NNEREN
Courtesy of WETMORE REAL ESTATE
View 851 Riverside Park Road Woodstock, VT MLS# 5025630
  • Virtual Tour
Save 851 Riverside Park Road Woodstock, VT MLS# 5025630
1 of 60
$1,995,000
4

Beds

3.1

Baths

5,573

Sq.Ft.

851 Riverside Park Road

Woodstock, VT

NNEREN
Courtesy of HIGGERSON & COMPANY
View 611 Simmons Road Andover, VT MLS# 5049801
  • Virtual Tour
Save 611 Simmons Road Andover, VT MLS# 5049801
1 of 32
$1,995,000
2

Beds

4.0

Baths

3,514

Sq.Ft.

611 Simmons Road

Andover, VT

NNEREN
Courtesy of LANDVEST, INC/WOODSTOCK
View 2391 Music Mountain Road Stockbridge, VT MLS# 5058048
  • Virtual Tour
Save 2391 Music Mountain Road Stockbridge, VT MLS# 5058048
1 of 38
$1,995,000
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 198 Piper Hill Road Weston, VT MLS# 5058625
  • Virtual Tour
Save 198 Piper Hill Road Weston, VT MLS# 5058625
1 of 37
$1,995,000
4

Beds

2.1

Baths

3,839

Sq.Ft.

198 Piper Hill Road

Weston, VT

NNEREN
Courtesy of LANDVEST, INC/WOODSTOCK
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

NNEREN
Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 2346 Quechee Main Street Hartford, VT MLS# 5049053
  • Virtual Tour
Save 2346 Quechee Main Street Hartford, VT MLS# 5049053
1 of 32
$1,865,000
3

Beds

3.1

Baths

3,827

Sq.Ft.

2346 Quechee Main Street

Hartford, VT

NNEREN
Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
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

NNEREN
Courtesy of TPW REAL ESTATE
View 2706 East Woodstock Road Woodstock, VT MLS# 5020106
Save 2706 East Woodstock Road Woodstock, VT MLS# 5020106
1 of 60
$1,750,000
4

Beds

3.1

Baths

5,000

Sq.Ft.

2706 East Woodstock Road

Woodstock, VT

NNEREN
Courtesy of BASSETTE REAL ESTATE GROUP
View 2706 East Woodstock Road Woodstock, VT MLS# 5020107
Save 2706 East Woodstock Road Woodstock, VT MLS# 5020107
1 of 60
$1,750,000
6,000

Sq.Ft.

2706 East Woodstock Road

Woodstock, VT

NNEREN
Courtesy of BASSETTE REAL ESTATE GROUP
View 39 Elm Street # B Woodstock, VT MLS# 5047468
  • Virtual Tour
Save 39 Elm Street # B Woodstock, VT MLS# 5047468
1 of 48
$1,689,000
3

Beds

3.1

Baths

3,294

Sq.Ft.

39 Elm Street # B

Woodstock, VT

NNEREN
Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 4071 Tichenor Road # 4071 Hartford, VT MLS# 5060577
Save 4071 Tichenor Road # 4071 Hartford, VT MLS# 5060577
1 of 13
$1,675,000
5

Beds

4.1

Baths

3,837

Sq.Ft.

4071 Tichenor Road # 4071

Hartford, VT

NNEREN
Courtesy of HIGGERSON & COMPANY
View 37 Village Center Road # 1 Ludlow, VT MLS# 5064895
  • New Construction with Virtual Tour
Save 37 Village Center Road # 1 Ludlow, VT MLS# 5064895
1 of 60
$1,675,000
4

Beds

3.0

Baths

1,884

Sq.Ft.

37 Village Center Road # 1

Ludlow, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 7074 Robert Frost Lane # 7074 Hartford, VT MLS# 5060571
  • New Construction
Save 7074 Robert Frost Lane # 7074 Hartford, VT MLS# 5060571
1 of 10
$1,625,000
5

Beds

4.0

Baths

3,837

Sq.Ft.

7074 Robert Frost Lane # 7074

Hartford, VT

NNEREN
Courtesy of HIGGERSON & COMPANY
View 265 Depot Street Cavendish, VT MLS# 5002783
  • Virtual Tour
Save 265 Depot Street Cavendish, VT MLS# 5002783
1 of 40
$1,600,000
3

Beds

2.0

Baths

3,291

Sq.Ft.

265 Depot Street

Cavendish, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
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

NNEREN
Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY

Information deemed reliable but not guaranteed.

“Copyright 2025 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 12/17/2025”

Trends Information provided by ATTOM Data Solutions.