05201 Homes for Sale

102 total properties
View 4 Stonehedge Drive Bennington, VT MLS# 5082188
  • Virtual Tour
1 of 37
$525,000
3

Beds

3.0

Baths

3,182

Sq.Ft.

4 Stonehedge Drive

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 425 Main Street Bennington, VT MLS# 5086748
  • Recently Listed
1 of 27
$499,000
15,179

Sq.Ft.

425 Main Street

Bennington, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 425 Main Street Bennington, VT MLS# 5087015
  • Recently Listed
1 of 19
$499,000
6

Beds

4.2

Baths

9,000

Sq.Ft.

425 Main Street

Bennington, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
The time to sell is now! THE TIME TO SELL IS NOW!
View 8570 Vermont Route 9 Woodford, VT MLS# 5084516
$489,900
7,874

Sq.Ft.

8570 Vermont Route 9

Woodford, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 33 Transport Drive Bennington, VT MLS# 5077867
$475,000
3,200

Sq.Ft.

33 Transport Drive

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 22 Morse Road Bennington, VT MLS# 5087850
  • Recently Listed
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 320 Dewey Street Bennington, VT MLS# 5084120
$450,000

320 Dewey Street

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 712 Main Street Bennington, VT MLS# 5083128
$435,000
3,024

Sq.Ft.

712 Main Street

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 131 Pine Circle Bennington, VT MLS# 5087824
  • Recently Listed
1 of 60
$429,000
3

Beds

3.0

Baths

2,119

Sq.Ft.

131 Pine Circle

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 23 Pageant Street Bennington, VT MLS# 5088223
  • Recently Listed
1 of 59
$399,900
4

Beds

2.0

Baths

1,896

Sq.Ft.

23 Pageant Street

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 126 Washington Avenue Bennington, VT MLS# 5064429
$399,000
5,208

Sq.Ft.

126 Washington Avenue

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 126 Washington Avenue Bennington, VT MLS# 5064754
$399,000
6

Beds

3.0

Baths

5,208

Sq.Ft.

126 Washington Avenue

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 307 North Street Bennington, VT MLS# 5077752
$395,000
Studio

Beds

0.0

Baths

4,646

Sq.Ft.

307 North Street

Bennington, VT

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Courtesy of EXP REALTY
View 307 North Street Bennington, VT MLS# 5077756
$395,000

307 North Street

Bennington, VT

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Courtesy of EXP REALTY
View 231 Washington Avenue Bennington, VT MLS# 5084174
$395,000
3

Beds

2.0

Baths

1,556

Sq.Ft.

231 Washington Avenue

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 695 Dermody Road Bennington, VT MLS# 5081523
  • Virtual Tour
1 of 36
$375,000
3

Beds

1.1

Baths

1,748

Sq.Ft.

695 Dermody Road

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 38 Oak Ridge Lane Bennington, VT MLS# 5073481
$359,900
3

Beds

2.0

Baths

1,404

Sq.Ft.

38 Oak Ridge Lane

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 149 Jewett Drive Bennington, VT MLS# 5077814
$355,000
4

Beds

2.0

Baths

2,108

Sq.Ft.

149 Jewett Drive

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 93 Russett Drive Bennington, VT MLS# 5080194
$350,000
4

Beds

2.1

Baths

2,530

Sq.Ft.

93 Russett Drive

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 523 Jennings Brook Drive Bennington, VT MLS# 5080506
$350,000
2

Beds

2.0

Baths

1,190

Sq.Ft.

523 Jennings Brook Drive

Bennington, VT

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Courtesy of MAPLE LEAF 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 5/15/2026”

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