Bennington Vermont Homes for Sale

402 total properties
View 272 Lewis Bend Manchester, VT MLS# 5109874
  • Virtual Tour
Save 272 Lewis Bend Manchester, VT MLS# 5109874
1 of 50
$1,675,000
3

Beds

4.1

Baths

3,434

Sq.Ft.

272 Lewis Bend

Manchester, VT

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Courtesy of TPW REAL ESTATE
View 36 Beaver Street Winhall, VT MLS# 5097749
  • Virtual Tour
Save 36 Beaver Street Winhall, VT MLS# 5097749
1 of 60
$1,650,000
3

Beds

4.0

Baths

5,072

Sq.Ft.

36 Beaver Street

Winhall, VT

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Courtesy of STRATTON REAL ESTATE
View 397 Fern Hill Dorset, VT MLS# 5081618
Save 397 Fern Hill Dorset, VT MLS# 5081618
1 of 60
$1,600,000
5

Beds

4.1

Baths

4,243

Sq.Ft.

397 Fern Hill

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 212 Taconic Road Manchester, VT MLS# 5104124
Save 212 Taconic Road Manchester, VT MLS# 5104124
1 of 37
$1,600,000
5

Beds

3.2

Baths

4,200

Sq.Ft.

212 Taconic Road

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 144 High Meadow Road Winhall, VT MLS# 5098800
  • Virtual Tour
Save 144 High Meadow Road Winhall, VT MLS# 5098800
1 of 46
$1,599,000
6

Beds

5.1

Baths

5,568

Sq.Ft.

144 High Meadow Road

Winhall, VT

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Courtesy of WOHLER REALTY GROUP
View 276 Wilcox Hollow Road Sandgate, VT MLS# 5073964
Save 276 Wilcox Hollow Road Sandgate, VT MLS# 5073964
1 of 58
$1,575,000
3

Beds

2.1

Baths

3,368

Sq.Ft.

276 Wilcox Hollow Road

Sandgate, VT

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Courtesy of WOHLER REALTY GROUP
View 500 Nims Road # Lot #2 Dorset, VT MLS# 5049329
Save 500 Nims Road # Lot #2 Dorset, VT MLS# 5049329
1 of 47
$1,500,000
0.0

Baths

500 Nims Road # Lot #2

Dorset, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 3568 Main Street Manchester, VT MLS# 5061491
Save 3568 Main Street Manchester, VT MLS# 5061491
1 of 8
$1,500,000
14,940

Sq.Ft.

3568 Main Street

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 400 Spring Brook Road Arlington, VT MLS# 5098420
Save 400 Spring Brook Road Arlington, VT MLS# 5098420
1 of 60
$1,500,000
4

Beds

3.1

Baths

3,828

Sq.Ft.

400 Spring Brook Road

Arlington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 180 High Meadow Road Winhall, VT MLS# 5111779
  • Recently Listed
Save 180 High Meadow Road Winhall, VT MLS# 5111779
1 of 34
$1,500,000
5

Beds

4.0

Baths

4,173

Sq.Ft.

180 High Meadow Road

Winhall, VT

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Courtesy of 42 NORTH LP
View 3888-3904 VT Route 7A Arlington, VT MLS# 5046390
  • Virtual Tour
Save 3888-3904 VT Route 7A Arlington, VT MLS# 5046390
1 of 60
$1,495,000
14,861

Sq.Ft.

3888-3904 VT Route 7A

Arlington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 3888-3904 VT Route 7A Arlington, VT MLS# 5046479
  • Virtual Tour
Save 3888-3904 VT Route 7A Arlington, VT MLS# 5046479
1 of 60
$1,495,000
17

Beds

18.2

Baths

14,861

Sq.Ft.

3888-3904 VT Route 7A

Arlington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 1268 Myers Road Shaftsbury, VT MLS# 5089684
Save 1268 Myers Road Shaftsbury, VT MLS# 5089684
1 of 60
$1,495,000
4

Beds

3.1

Baths

4,023

Sq.Ft.

1268 Myers Road

Shaftsbury, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 20 Blackberry Lane Peru, VT MLS# 5097802
Save 20 Blackberry Lane Peru, VT MLS# 5097802
1 of 60
$1,495,000
5

Beds

5.0

Baths

5,029

Sq.Ft.

20 Blackberry Lane

Peru, VT

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Courtesy of BROMLEY REAL ESTATE
View 866 East Manchester Road Manchester, VT MLS# 5099980
Save 866 East Manchester Road Manchester, VT MLS# 5099980
1 of 55
$1,475,000
5

Beds

4.0

Baths

4,491

Sq.Ft.

866 East Manchester Road

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 557 Bennett Hill Road Shaftsbury, VT MLS# 5077720
  • Virtual Tour
Save 557 Bennett Hill Road Shaftsbury, VT MLS# 5077720
1 of 60
$1,450,000
6

Beds

5.1

Baths

4,864

Sq.Ft.

557 Bennett Hill Road

Shaftsbury, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 527 Sleighbell Lane Manchester, VT MLS# 5089425
Save 527 Sleighbell Lane Manchester, VT MLS# 5089425
1 of 39
$1,450,000
4

Beds

5.1

Baths

4,530

Sq.Ft.

527 Sleighbell Lane

Manchester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 601 Riverbend Drive Manchester, VT MLS# 5107271
Save 601 Riverbend Drive Manchester, VT MLS# 5107271
1 of 54
$1,450,000
4

Beds

3.1

Baths

3,551

Sq.Ft.

601 Riverbend Drive

Manchester, VT

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Courtesy of TPW REAL ESTATE
View B Prospect Street Manchester, VT MLS# 5094369
Save B Prospect Street Manchester, VT MLS# 5094369
1 of 22
$1,425,000
0.0

Baths

B Prospect Street

Manchester, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 116 Northside Drive Bennington, VT MLS# 5087810
Save 116 Northside Drive Bennington, VT MLS# 5087810
1 of 3
$1,400,000

116 Northside Drive

Bennington, VT

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Courtesy of TPW REAL ESTATE

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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