05201 Homes for Sale

111 total properties
View 103 Jennings Brook Drive # 103 Bennington, VT MLS# 5088382
$250,000
3

Beds

2.0

Baths

1,824

Sq.Ft.

103 Jennings Brook Drive # 103

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 123 Bradford Street Bennington, VT MLS# 5088385
$249,900
4

Beds

4.0

Baths

2,080

Sq.Ft.

123 Bradford Street

Bennington, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 99 Coolidge Avenue Bennington, VT MLS# 5088016
$219,000
3

Beds

1.0

Baths

1,047

Sq.Ft.

99 Coolidge Avenue

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 116 Northside Drive Bennington, VT MLS# 5087810
$1,400,000

116 Northside Drive

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 131 Pine Circle Bennington, VT MLS# 5087824
$419,000
4

Beds

3.0

Baths

2,119

Sq.Ft.

131 Pine Circle

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 22 Morse Road Bennington, VT MLS# 5087850
$475,000
Studio

Beds

0.0

Baths

22 Morse Road

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 1803 Harwood Hill Road Bennington, VT MLS# 5087666
$299,000
3

Beds

2.0

Baths

1,496

Sq.Ft.

1803 Harwood Hill Road

Bennington, VT

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Courtesy of FOUR CORNER PROPERTIES LLC
View 1073 Chapel Road Bennington, VT MLS# 5087361
$200,000
Studio

Beds

0.0

Baths

1073 Chapel Road

Bennington, VT

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Courtesy of PREFERRED PROPERTIES
View 425 Main Street Bennington, VT MLS# 5087015
$475,000
6

Beds

4.2

Baths

9,000

Sq.Ft.

425 Main Street

Bennington, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 425 Main Street Bennington, VT MLS# 5086748
$475,000
15,179

Sq.Ft.

425 Main Street

Bennington, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 205 County Street Bennington, VT MLS# 5086669
$235,000
5

Beds

2.0

Baths

1,860

Sq.Ft.

205 County Street

Bennington, VT

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Courtesy of PERROTT REALTY
View 302 Prospect Street Bennington, VT MLS# 5086287
$275,000
3

Beds

1.1

Baths

1,526

Sq.Ft.

302 Prospect Street

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 343 Safford Street Bennington, VT MLS# 5086322
$325,000
6

Beds

3.0

Baths

2,476

Sq.Ft.

343 Safford Street

Bennington, VT

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Courtesy of FOUR CORNER PROPERTIES LLC
View 340 Pleasant Street Bennington, VT MLS# 5085882
$215,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

340 Pleasant Street

Bennington, VT

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Courtesy of REAL BROKER LLC
View 24 Asa's Way Bennington, VT MLS# 5086022
$55,000
Studio

Beds

0.0

Baths

24 Asa's Way

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 29 Asa's Way Bennington, VT MLS# 5086024
$55,000
Studio

Beds

0.0

Baths

29 Asa's Way

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 113 South Street # 302 Bennington, VT MLS# 5086029
$300,000
1

Beds

1.1

Baths

1,120

Sq.Ft.

113 South Street # 302

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 1083 Main Street Bennington, VT MLS# 5086144
$209,900
2

Beds

1.0

Baths

1,075

Sq.Ft.

1083 Main Street

Bennington, VT

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Courtesy of KW VERMONT - BRENDA JONES REAL ESTATE GROUP
View 856 Matteson Road Bennington, VT MLS# 5085559
$579,000
3

Beds

2.0

Baths

2,501

Sq.Ft.

856 Matteson Road

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 2 Hamlin Avenue Bennington, VT MLS# 5085771
$199,900
3

Beds

2.0

Baths

1,176

Sq.Ft.

2 Hamlin Avenue

Bennington, VT

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Courtesy of FOUR CORNER PROPERTIES LLC

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 7/4/2026”

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