Windsor Vermont Homes for Sale

790 total properties
View 26 The Green Woodstock, VT MLS# 5107880
  • Virtual Tour
Save 26 The Green Woodstock, VT MLS# 5107880
1 of 28
$2,485,000
4

Beds

4.1

Baths

4,864

Sq.Ft.

26 The Green

Woodstock, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 243 Thompson Road Stockbridge, VT MLS# 5107947
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Save 243 Thompson Road Stockbridge, VT MLS# 5107947
1 of 21
$105,000
2

Beds

0.0

Baths

664

Sq.Ft.

243 Thompson Road

Stockbridge, VT

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Courtesy of KILLINGTON PICO REALTY
View 189 Dutton District Road Springfield, VT MLS# 5107639
Save 189 Dutton District Road Springfield, VT MLS# 5107639
1 of 34
$299,000
3

Beds

2.0

Baths

1,215

Sq.Ft.

189 Dutton District Road

Springfield, VT

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Courtesy of C.G. SHEPHERD REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 105 Upper Round Top Extension Plymouth, VT MLS# 5107650
Save 105 Upper Round Top Extension Plymouth, VT MLS# 5107650
1 of 38
$499,000
4

Beds

2.0

Baths

1,680

Sq.Ft.

105 Upper Round Top Extension

Plymouth, VT

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Courtesy of KW VERMONT-KILLINGTON
View 283 Latham Works Lane Hartford, VT MLS# 5107674
Save 283 Latham Works Lane Hartford, VT MLS# 5107674
1 of 25
$625,000
4

Beds

4.0

Baths

2,037

Sq.Ft.

283 Latham Works Lane

Hartford, VT

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Courtesy of BHHS VERANI UPPER VALLEY
View 100 Kettlebrook Road # E4 Ludlow, VT MLS# 5107692
Save 100 Kettlebrook Road # E4 Ludlow, VT MLS# 5107692
1 of 20
$639,900
2

Beds

2.0

Baths

1,349

Sq.Ft.

100 Kettlebrook Road # E4

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 11 Maple Street Springfield, VT MLS# 5107693
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Save 11 Maple Street Springfield, VT MLS# 5107693
1 of 35
$419,000
4

Beds

2.0

Baths

3,197

Sq.Ft.

11 Maple Street

Springfield, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 233 Brothers Road Hartland, VT MLS# 5107719
Save 233 Brothers Road Hartland, VT MLS# 5107719
1 of 52
$839,000
3

Beds

3.1

Baths

3,592

Sq.Ft.

233 Brothers Road

Hartland, VT

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Courtesy of BHHS VERANI UPPER VALLEY
View 894 East Ash Road # L9 Plymouth, VT MLS# 5107751
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Save 894 East Ash Road # L9 Plymouth, VT MLS# 5107751
1 of 27
$300,000
2

Beds

2.0

Baths

994

Sq.Ft.

894 East Ash Road # L9

Plymouth, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 40 Carousel Court Hartford, VT MLS# 5107771
Save 40 Carousel Court Hartford, VT MLS# 5107771
1 of 40
$565,000
3

Beds

2.0

Baths

2,508

Sq.Ft.

40 Carousel Court

Hartford, VT

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Courtesy of DAVE WALTHOUR REAL ESTATE
View 178 Bethel Mountain Road Rochester, VT MLS# 5107424
Save 178 Bethel Mountain Road Rochester, VT MLS# 5107424
1 of 31
$249,000
4

Beds

1.0

Baths

1,454

Sq.Ft.

178 Bethel Mountain Road

Rochester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 253 Old Quechee Road # 4A Hartford, VT MLS# 5107542
Save 253 Old Quechee Road # 4A Hartford, VT MLS# 5107542
1 of 24
$290,000
2

Beds

1.1

Baths

1,063

Sq.Ft.

253 Old Quechee Road # 4A

Hartford, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 86 Brownsville Road Hartland, VT MLS# 5107769
Save 86 Brownsville Road Hartland, VT MLS# 5107769
1 of 52
$379,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

86 Brownsville Road

Hartland, VT

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Courtesy of THE CLERKIN AGENCY, P.C.
View 406 Rush Meadow Road West Windsor, VT MLS# 5107410
Save 406 Rush Meadow Road West Windsor, VT MLS# 5107410
1 of 22
$429,000
3

Beds

1.1

Baths

1,560

Sq.Ft.

406 Rush Meadow Road

West Windsor, VT

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Courtesy of BHHS VERANI UPPER VALLEY
View 74 Moses Pond Road Weston, VT MLS# 5107376
Save 74 Moses Pond Road Weston, VT MLS# 5107376
1 of 58
$645,000
3

Beds

1.0

Baths

2,304

Sq.Ft.

74 Moses Pond Road

Weston, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 904 Austin Hill Road Rochester, VT MLS# 5107118
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Save 904 Austin Hill Road Rochester, VT MLS# 5107118
1 of 40
$533,000
1

Beds

1.0

Baths

748

Sq.Ft.

904 Austin Hill Road

Rochester, VT

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Courtesy of KELLEY REAL ESTATE, INC.
View 50 Ry-Kris Lane Hartford, VT MLS# 5107176
Save 50 Ry-Kris Lane Hartford, VT MLS# 5107176
1 of 47
$499,000
3

Beds

1.1

Baths

1,326

Sq.Ft.

50 Ry-Kris Lane

Hartford, VT

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Courtesy of HALL COLLINS REAL ESTATE GROUP
View 110 Main Street Ludlow, VT MLS# 5107225
Save 110 Main Street Ludlow, VT MLS# 5107225
1 of 11
$850,000
0.0

Baths

3,382

Sq.Ft.

110 Main Street

Ludlow, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 184 Dutton District Road Springfield, VT MLS# 5107313
Save 184 Dutton District Road Springfield, VT MLS# 5107313
1 of 12
$349,000
3

Beds

1.0

Baths

1,620

Sq.Ft.

184 Dutton District Road

Springfield, VT

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Courtesy of HOUSING SOLUTIONS RE, LLC
View 192 Vermont Route 100 Weston, VT MLS# 5106920
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Save 192 Vermont Route 100 Weston, VT MLS# 5106920
1 of 50
$895,000
3

Beds

3.0

Baths

3,086

Sq.Ft.

192 Vermont Route 100

Weston, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

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 10/2/2026”

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