Bennington Vermont Homes for Sale

293 total properties
View 216 Highland Avenue Manchester, VT MLS# 5026497
$450,000
12,852

Sq.Ft.

216 Highland Avenue

Manchester, VT

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Courtesy of WOHLER REALTY GROUP
View 21 County Road Pownal, VT MLS# 5064470
$450,000
4

Beds

2.0

Baths

2,884

Sq.Ft.

21 County Road

Pownal, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 44 Lake Road Winhall, VT MLS# 5071173
$450,000
5

Beds

3.0

Baths

2,303

Sq.Ft.

44 Lake Road

Winhall, 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 1061 Granger Hollow Road Shaftsbury, VT MLS# 5050332
$460,000
3

Beds

2.0

Baths

2,108

Sq.Ft.

1061 Granger Hollow Road

Shaftsbury, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 102 McCormick Lane Sunderland, VT MLS# 5067994
$471,000
3

Beds

2.0

Baths

1,357

Sq.Ft.

102 McCormick Lane

Sunderland, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, MANCHESTER BRANCH OFFICE
View 206 Pleasant Street Bennington, VT MLS# 5041984
$474,000
6,200

Sq.Ft.

206 Pleasant Street

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 22 Morse Road Bennington, VT MLS# 5030488
$475,000
Studio

Beds

0.0

Baths

22 Morse Road

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 2588 Vermont Route 11 Peru, VT MLS# 5049624
$485,000
4

Beds

3.0

Baths

2,073

Sq.Ft.

2588 Vermont Route 11

Peru, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 19 Deer Run Road Winhall, VT MLS# 5070813
$485,000
3

Beds

2.0

Baths

2,298

Sq.Ft.

19 Deer Run Road

Winhall, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 972 VT Rte 7A Shaftsbury, VT MLS# 5050360
$495,000
5,878

Sq.Ft.

972 VT Rte 7A

Shaftsbury, VT

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Courtesy of TPW REAL ESTATE
View 190-194 Cemetery Road Arlington, VT MLS# 5062213
$495,000
7

Beds

4.0

Baths

2,494

Sq.Ft.

190-194 Cemetery Road

Arlington, VT

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Courtesy of WOHLER REALTY GROUP
View 935 Old Manchester Road Peru, VT MLS# 5062929
$495,000
2

Beds

1.0

Baths

1,344

Sq.Ft.

935 Old Manchester Road

Peru, VT

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Courtesy of WOHLER REALTY GROUP
View 8570 VT Route 9 Woodford, VT MLS# 5049906
$499,000
3,874

Sq.Ft.

8570 VT Route 9

Woodford, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 425 Main Street Bennington, VT MLS# 5070282
$499,000
15,179

Sq.Ft.

425 Main Street

Bennington, VT

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Courtesy of MAPLE LEAF REALTY
View 245 Southshire Drive Bennington, VT MLS# 5045672
$499,900
4

Beds

2.1

Baths

2,116

Sq.Ft.

245 Southshire Drive

Bennington, VT

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Courtesy of ALTON + WESTALL REAL ESTATE AGENCY, LLC
View 636 Tunnel Street Readsboro, VT MLS# 5017912
$499,999
4

Beds

3.0

Baths

3,504

Sq.Ft.

636 Tunnel Street

Readsboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 417 Maple Hill Road Arlington, VT MLS# 5046536
$500,000
1

Beds

0.0

Baths

300

Sq.Ft.

417 Maple Hill Road

Arlington, VT

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Courtesy of WOHLER REALTY GROUP
View 1059 Bailey Hill Road Readsboro, VT MLS# 5060762
$502,900
3

Beds

1.0

Baths

2,400

Sq.Ft.

1059 Bailey Hill Road

Readsboro, VT

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Courtesy of KW VERMONT
View 87 Grinka Farm Drive Readsboro, VT MLS# 5067519
$520,000
4

Beds

2.1

Baths

2,120

Sq.Ft.

87 Grinka Farm Drive

Readsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 3 Strattonwald Road Winhall, VT MLS# 5048855
  • Virtual Tour
1 of 33
$525,000
3

Beds

1.0

Baths

1,344

Sq.Ft.

3 Strattonwald Road

Winhall, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

Information deemed reliable but not guaranteed.

“Copyright 2025 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 12/23/2025”

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