Windsor Vermont Homes for Sale

675 total properties
View 1497 Bowman Road Barnard, VT MLS# 5085971
  • Virtual Tour
Save 1497 Bowman Road Barnard, VT MLS# 5085971
1 of 60
$2,350,000
5

Beds

5.4

Baths

7,322

Sq.Ft.

1497 Bowman Road

Barnard, VT

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Courtesy of HIGGERSON & COMPANY
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

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Courtesy of WETMORE REAL ESTATE
View 55 Cherry Hill Springfield, VT MLS# 5090495
Save 55 Cherry Hill Springfield, VT MLS# 5090495
1 of 60
$2,300,000
6

Beds

4.0

Baths

8,656

Sq.Ft.

55 Cherry Hill

Springfield, VT

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Courtesy of WINHALL REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 248 Gird Lot Road Weathersfield, VT MLS# 5044086
  • Virtual Tour
Save 248 Gird Lot Road Weathersfield, VT MLS# 5044086
1 of 52
$2,295,000
5

Beds

4.1

Baths

4,800

Sq.Ft.

248 Gird Lot Road

Weathersfield, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 254 Town Line Road Plymouth, VT MLS# 5095474
  • Recently Listed
Save 254 Town Line Road Plymouth, VT MLS# 5095474
1 of 60
$2,250,000
4

Beds

3.1

Baths

5,079

Sq.Ft.

254 Town Line Road

Plymouth, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 473 Kendall Road Woodstock, VT MLS# 5095556
  • Recently Listed with Virtual Tour
Save 473 Kendall Road Woodstock, VT MLS# 5095556
1 of 60
$2,225,000
4

Beds

3.0

Baths

3,867

Sq.Ft.

473 Kendall Road

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 16 Olcott Road Norwich, VT MLS# 5074907
  • Virtual Tour
Save 16 Olcott Road Norwich, VT MLS# 5074907
1 of 60
$2,195,000
5

Beds

4.2

Baths

5,625

Sq.Ft.

16 Olcott Road

Norwich, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 9671 VT Route 12 Barnard, VT MLS# 5086468
Save 9671 VT Route 12 Barnard, VT MLS# 5086468
1 of 49
$2,195,000
3

Beds

3.0

Baths

2,997

Sq.Ft.

9671 VT Route 12

Barnard, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 1702 North Puckerbrush Road Reading, VT MLS# 5090750
Save 1702 North Puckerbrush Road Reading, VT MLS# 5090750
1 of 55
$2,195,000
5

Beds

3.2

Baths

7,374

Sq.Ft.

1702 North Puckerbrush Road

Reading, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 2394 Fletcher Hill Road Woodstock, VT MLS# 5084536
  • Virtual Tour
Save 2394 Fletcher Hill Road Woodstock, VT MLS# 5084536
1 of 33
$1,895,000
2

Beds

2.1

Baths

2,944

Sq.Ft.

2394 Fletcher Hill Road

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 240 Douglas Road Norwich, VT MLS# 5083890
Save 240 Douglas Road Norwich, VT MLS# 5083890
1 of 60
$1,845,000
3

Beds

4.1

Baths

5,136

Sq.Ft.

240 Douglas Road

Norwich, VT

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Courtesy of COLDWELL BANKER LIFESTYLES - HANOVER
View 245 Turnpike Road Sharon, VT MLS# 5095575
  • Recently Listed with Virtual Tour
Save 245 Turnpike Road Sharon, VT MLS# 5095575
1 of 35
$1,800,000
4

Beds

3.1

Baths

3,718

Sq.Ft.

245 Turnpike Road

Sharon, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 11 Fishing Access Road Ludlow, VT MLS# 5092477
  • Virtual Tour
Save 11 Fishing Access Road Ludlow, VT MLS# 5092477
1 of 51
$1,790,000
3

Beds

3.0

Baths

2,623

Sq.Ft.

11 Fishing Access Road

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 775 East Lake Road Ludlow, VT MLS# 5091068
  • Virtual Tour
Save 775 East Lake Road Ludlow, VT MLS# 5091068
1 of 33
$1,695,000
5

Beds

3.0

Baths

3,459

Sq.Ft.

775 East Lake Road

Ludlow, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 2706 East Woodstock Road Woodstock, VT MLS# 5096963
  • Recently Listed
Save 2706 East Woodstock Road Woodstock, VT MLS# 5096963
1 of 60
$1,695,000
4

Beds

3.1

Baths

4,800

Sq.Ft.

2706 East Woodstock Road

Woodstock, VT

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Courtesy of BASSETTE REAL ESTATE GROUP
View 2706 East Woodstock Road Woodstock, VT MLS# 5096978
  • Recently Listed
Save 2706 East Woodstock Road Woodstock, VT MLS# 5096978
1 of 60
$1,695,000
5,000

Sq.Ft.

2706 East Woodstock Road

Woodstock, VT

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Courtesy of BASSETTE REAL ESTATE GROUP
View 156 Main Street Ludlow, VT MLS# 5082810
Save 156 Main Street Ludlow, VT MLS# 5082810
1 of 60
$1,690,000
11,409

Sq.Ft.

156 Main Street

Ludlow, VT

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Courtesy of TPW REAL ESTATE
View 156 Main Street Ludlow, VT MLS# 5085830
Save 156 Main Street Ludlow, VT MLS# 5085830
1 of 59
$1,690,000
10

Beds

8.0

Baths

7,566

Sq.Ft.

156 Main Street

Ludlow, VT

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Courtesy of TPW REAL ESTATE
View 4071 Tichenor Road Hartford, VT MLS# 5060577
Save 4071 Tichenor Road Hartford, VT MLS# 5060577
1 of 16
$1,675,000
5

Beds

3.0

Baths

3,837

Sq.Ft.

4071 Tichenor Road

Hartford, VT

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Courtesy of HIGGERSON & COMPANY
View 196 Cowdrey Outlook Barnard, VT MLS# 5076865
Save 196 Cowdrey Outlook Barnard, VT MLS# 5076865
1 of 47
$1,650,000
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

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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