Windsor Vermont Homes for Sale

576 total properties
View 48 Alpine Way # D-1 Ludlow, VT MLS# 5070117
  • Virtual Tour
Save 48 Alpine Way # D-1 Ludlow, VT MLS# 5070117
1 of 58
$2,950,000
5

Beds

5.1

Baths

3,460

Sq.Ft.

48 Alpine Way # D-1

Ludlow, VT

NNEREN
Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 1497 Bowman Road Barnard, VT MLS# 5071203
Save 1497 Bowman Road Barnard, VT MLS# 5071203
1 of 60
$2,895,000
5

Beds

5.4

Baths

8,249

Sq.Ft.

1497 Bowman Road

Barnard, VT

NNEREN
Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 51 East Ash Road Plymouth, VT MLS# 5025237
Save 51 East Ash Road Plymouth, VT MLS# 5025237
1 of 60
$2,750,000
7

Beds

7.3

Baths

13,410

Sq.Ft.

51 East Ash Road

Plymouth, VT

NNEREN
Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 113 North Village Road Ludlow, VT MLS# 5012032
Save 113 North Village Road Ludlow, VT MLS# 5012032
1 of 40
$2,650,000
5

Beds

5.1

Baths

6,188

Sq.Ft.

113 North Village Road

Ludlow, VT

NNEREN
Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 41 Pleasant Street Woodstock, VT MLS# 5056243
Save 41 Pleasant Street Woodstock, VT MLS# 5056243
1 of 55
$2,599,000
5,993

Sq.Ft.

41 Pleasant Street

Woodstock, VT

NNEREN
Courtesy of KW VERMONT WOODSTOCK
View 41 Pleasant Street Woodstock, VT MLS# 5062350
Save 41 Pleasant Street Woodstock, VT MLS# 5062350
1 of 54
$2,599,000
9

Beds

11.0

Baths

5,993

Sq.Ft.

41 Pleasant Street

Woodstock, VT

NNEREN
Courtesy of KW VERMONT WOODSTOCK
View 5518 Route 12 Barnard, VT MLS# 5076748
  • Recently Listed
Save 5518 Route 12 Barnard, VT MLS# 5076748
1 of 60
$2,500,000
8,363

Sq.Ft.

5518 Route 12

Barnard, VT

NNEREN
Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 2677 Hartford Avenue Hartford, VT MLS# 5063389
Save 2677 Hartford Avenue Hartford, VT MLS# 5063389
1 of 24
$2,499,999
19,673

Sq.Ft.

2677 Hartford Avenue

Hartford, VT

NNEREN
Courtesy of THE CLERKIN AGENCY, P.C.
View 254 Town Line Road Plymouth, VT MLS# 5057998
  • Virtual Tour
Save 254 Town Line Road Plymouth, VT MLS# 5057998
1 of 60
$2,499,000
4

Beds

3.1

Baths

5,079

Sq.Ft.

254 Town Line Road

Plymouth, VT

NNEREN
Courtesy of KW VERMONT-KILLINGTON
View 248 Gird Lot Road Weathersfield, VT MLS# 5044086
  • Virtual Tour
Save 248 Gird Lot Road Weathersfield, VT MLS# 5044086
1 of 59
$2,495,000
5

Beds

4.1

Baths

4,800

Sq.Ft.

248 Gird Lot Road

Weathersfield, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 16 Olcott Road Norwich, VT MLS# 5074907
  • Virtual Tour
Save 16 Olcott Road Norwich, VT MLS# 5074907
1 of 60
$2,450,000
5

Beds

4.2

Baths

5,625

Sq.Ft.

16 Olcott Road

Norwich, VT

NNEREN
Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 340 North Hartland Road Hartford, VT MLS# 5026321
Save 340 North Hartland Road Hartford, VT MLS# 5026321
1 of 16
$2,400,000
13,144

Sq.Ft.

340 North Hartland Road

Hartford, VT

NNEREN
Courtesy of THE CLERKIN AGENCY, P.C.
View 1362 Barnard Road Woodstock, VT MLS# 5066205
  • Virtual Tour
Save 1362 Barnard Road Woodstock, VT MLS# 5066205
1 of 60
$2,395,000
6

Beds

3.2

Baths

3,645

Sq.Ft.

1362 Barnard Road

Woodstock, VT

NNEREN
Courtesy of BRAVYNIA
View 134 Chester Arthur Road Hartford, VT MLS# 5053412
Save 134 Chester Arthur Road Hartford, VT MLS# 5053412
1 of 32
$2,300,000
4

Beds

4.1

Baths

3,524

Sq.Ft.

134 Chester Arthur Road

Hartford, VT

NNEREN
Courtesy of WETMORE REAL ESTATE
View 657 Town Farm Road Ludlow, VT MLS# 5045098
  • Virtual Tour
Save 657 Town Farm Road Ludlow, VT MLS# 5045098
1 of 60
$2,295,000
4

Beds

4.1

Baths

6,548

Sq.Ft.

657 Town Farm Road

Ludlow, VT

NNEREN
Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 3 Elm Street Woodstock, VT MLS# 5045785
Save 3 Elm Street Woodstock, VT MLS# 5045785
1 of 8
$2,200,000
14,205

Sq.Ft.

3 Elm Street

Woodstock, VT

NNEREN
Courtesy of WETMORE REAL ESTATE
View 0 Mountain Road Ludlow, VT MLS# 5069010
Save 0 Mountain Road Ludlow, VT MLS# 5069010
1 of 25
$2,200,000
Studio

Beds

0.0

Baths

0 Mountain Road

Ludlow, VT

NNEREN
Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 0 VT Route 106 Reading, VT MLS# 5071026
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 1300 Mountain Road Ludlow, VT MLS# 5036175
  • Virtual Tour
Save 1300 Mountain Road Ludlow, VT MLS# 5036175
1 of 27
$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
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

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”

Trends Information provided by ATTOM Data Solutions.