Windsor Vermont Homes for Sale

703 total properties
View 4945 South Road Woodstock, VT MLS# 5111700
Save 4945 South Road Woodstock, VT MLS# 5111700
1 of 60
$2,175,000
5

Beds

3.1

Baths

3,502

Sq.Ft.

4945 South Road

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 306 Meoki Way Woodstock, VT MLS# 5111035
  • Virtual Tour
Save 306 Meoki Way Woodstock, VT MLS# 5111035
1 of 37
$2,095,000
4

Beds

4.1

Baths

3,774

Sq.Ft.

306 Meoki Way

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 226 Hoey Road Cavendish, VT MLS# 5108457
  • Virtual Tour
Save 226 Hoey Road Cavendish, VT MLS# 5108457
1 of 42
$1,995,000
4

Beds

4.1

Baths

3,860

Sq.Ft.

226 Hoey Road

Cavendish, 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 218 N Puckerbrush Road Reading, VT MLS# 5112470
Save 218 N Puckerbrush Road Reading, VT MLS# 5112470
1 of 52
$1,990,000
4

Beds

4.0

Baths

4,448

Sq.Ft.

218 N Puckerbrush Road

Reading, VT

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Courtesy of DARK HORSE REALTY
View 5518 Route 12 Barnard, VT MLS# 5076748
  • Virtual Tour
Save 5518 Route 12 Barnard, VT MLS# 5076748
1 of 60
$1,950,000
8,363

Sq.Ft.

5518 Route 12

Barnard, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 5518 Route 12 Barnard, VT MLS# 5084167
  • Virtual Tour
Save 5518 Route 12 Barnard, VT MLS# 5084167
1 of 48
$1,950,000
6

Beds

3.1

Baths

7,019

Sq.Ft.

5518 Route 12

Barnard, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 93 Godfrey Road Ludlow, VT MLS# 5105363
  • Virtual Tour
Save 93 Godfrey Road Ludlow, VT MLS# 5105363
1 of 52
$1,850,000
5

Beds

5.0

Baths

4,965

Sq.Ft.

93 Godfrey Road

Ludlow, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 284 Elm Hill Springfield, VT MLS# 5105822
Save 284 Elm Hill Springfield, VT MLS# 5105822
1 of 60
$1,800,000
0.0

Baths

284 Elm Hill

Springfield, VT

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Courtesy of EXP REALTY
View 18 Pleasant Street Woodstock, VT MLS# 5113873
  • Virtual Tour
Save 18 Pleasant Street Woodstock, VT MLS# 5113873
1 of 37
$1,750,000
5

Beds

2.1

Baths

3,294

Sq.Ft.

18 Pleasant Street

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 34 Ridgeview Road # W1 Ludlow, VT MLS# 5112948
Save 34 Ridgeview Road # W1 Ludlow, VT MLS# 5112948
1 of 55
$1,700,000
4

Beds

3.1

Baths

2,393

Sq.Ft.

34 Ridgeview Road # W1

Ludlow, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 2394 Fletcher Hill Road Woodstock, VT MLS# 5084536
  • Virtual Tour
Save 2394 Fletcher Hill Road Woodstock, VT MLS# 5084536
1 of 33
$1,695,000
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 37 Village Center Road # Blue Spruce #4 Ludlow, VT MLS# 5101573
Save 37 Village Center Road # Blue Spruce #4 Ludlow, VT MLS# 5101573
1 of 57
$1,650,000
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 343 Auger Hole Road West Windsor, VT MLS# 5116495
  • Recently Listed
Save 343 Auger Hole Road West Windsor, VT MLS# 5116495
1 of 60
$1,650,000
3

Beds

2.1

Baths

4,144

Sq.Ft.

343 Auger Hole Road

West Windsor, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 2706 East Woodstock Road Woodstock, VT MLS# 5096963
Save 2706 East Woodstock Road Woodstock, VT MLS# 5096963
1 of 60
$1,645,000
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
Save 2706 East Woodstock Road Woodstock, VT MLS# 5096978
1 of 60
$1,645,000
5,000

Sq.Ft.

2706 East Woodstock Road

Woodstock, VT

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Courtesy of BASSETTE REAL ESTATE GROUP
View 0 VT Route 106 Reading, VT MLS# 5071026
Save 0 VT Route 106 Reading, VT MLS# 5071026
1 of 11
$1,620,000
0.0

Baths

0 VT Route 106

Reading, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 196 Cowdrey Outlook Barnard, VT MLS# 5076865
Save 196 Cowdrey Outlook Barnard, VT MLS# 5076865
1 of 47
$1,595,000
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 45 Pleasant Street Woodstock, VT MLS# 5115063
Save 45 Pleasant Street Woodstock, VT MLS# 5115063
1 of 55
$1,595,000
5

Beds

5.1

Baths

3,154

Sq.Ft.

45 Pleasant Street

Woodstock, VT

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Courtesy of COVERED BRIDGE RE
View 45 Pleasant Street Woodstock, VT MLS# 5115064
Save 45 Pleasant Street Woodstock, VT MLS# 5115064
1 of 53
$1,595,000
3,154

Sq.Ft.

45 Pleasant Street

Woodstock, VT

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Courtesy of COVERED BRIDGE RE
View 1089 Union Village Road Norwich, VT MLS# 5106432
Save 1089 Union Village Road Norwich, VT MLS# 5106432
1 of 60
$1,590,000
3

Beds

3.0

Baths

3,150

Sq.Ft.

1089 Union Village Road

Norwich, VT

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Courtesy of RE/MAX GROUP ONE REALTORS

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 11/15/2026”

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