Bennington Vermont Homes for Sale

293 total properties
View 216 Highland Avenue Manchester, VT MLS# 5026497
Save 216 Highland Avenue Manchester, VT MLS# 5026497
1 of 14
$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
Save 21 County Road Pownal, VT MLS# 5064470
1 of 43
$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
Save 44 Lake Road Winhall, VT MLS# 5071173
1 of 32
$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
Save 1061 Granger Hollow Road Shaftsbury, VT MLS# 5050332
1 of 36
$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
Save 102 McCormick Lane Sunderland, VT MLS# 5067994
1 of 24
$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
Save 206 Pleasant Street Bennington, VT MLS# 5041984
1 of 20
$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
Save 22 Morse Road Bennington, VT MLS# 5030488
1 of 3
$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
Save 2588 Vermont Route 11 Peru, VT MLS# 5049624
1 of 38
$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
Save 19 Deer Run Road Winhall, VT MLS# 5070813
1 of 21
$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
Save 972 VT Rte 7A Shaftsbury, VT MLS# 5050360
1 of 24
$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
Save 190-194 Cemetery Road Arlington, VT MLS# 5062213
1 of 30
$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
Save 935 Old Manchester Road Peru, VT MLS# 5062929
1 of 55
$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
Save 8570 VT Route 9 Woodford, VT MLS# 5049906
1 of 42
$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
Save 425 Main Street Bennington, VT MLS# 5070282
1 of 45
$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
Save 245 Southshire Drive Bennington, VT MLS# 5045672
1 of 41
$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
Save 636 Tunnel Street Readsboro, VT MLS# 5017912
1 of 37
$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
Save 417 Maple Hill Road Arlington, VT MLS# 5046536
1 of 34
$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
Save 1059 Bailey Hill Road Readsboro, VT MLS# 5060762
1 of 38
$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
Save 87 Grinka Farm Drive Readsboro, VT MLS# 5067519
1 of 41
$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
Save 3 Strattonwald Road Winhall, VT MLS# 5048855
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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