05201 Homes for Sale

70 total properties
View 230 School Street Bennington, VT MLS# 5058163
Save 230 School Street Bennington, VT MLS# 5058163
1 of 21
$2,950,000
75,000

Sq.Ft.

230 School Street

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 301 Northside Drive Bennington, VT MLS# 5072776
Save 301 Northside Drive Bennington, VT MLS# 5072776
1 of 1
$2,190,000
Studio

Beds

0.0

Baths

301 Northside Drive

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 720 North Branch Street Bennington, VT MLS# 5047411
Save 720 North Branch Street Bennington, VT MLS# 5047411
1 of 10
$1,950,000
Studio

Beds

0.0

Baths

720 North Branch Street

Bennington, VT

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Courtesy of TPW REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1086 West Road Bennington, VT MLS# 5074314
  • Virtual Tour
Save 1086 West Road Bennington, VT MLS# 5074314
1 of 58
$1,950,000
9

Beds

5.2

Baths

6,956

Sq.Ft.

1086 West Road

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 226-228 Northside Drive Bennington, VT MLS# 5074956
Save 226-228 Northside Drive Bennington, VT MLS# 5074956
1 of 25
$1,925,000
5,972

Sq.Ft.

226-228 Northside Drive

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 16 West Road Bennington, VT MLS# 5075253
  • Virtual Tour
Save 16 West Road Bennington, VT MLS# 5075253
1 of 58
$1,495,000
7

Beds

5.1

Baths

6,392

Sq.Ft.

16 West Road

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 126 Elm Street Bennington, VT MLS# 5042623
Save 126 Elm Street Bennington, VT MLS# 5042623
1 of 25
$1,299,000
7,126

Sq.Ft.

126 Elm Street

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 124 Elm Street Bennington, VT MLS# 5029040
  • Virtual Tour
Save 124 Elm Street Bennington, VT MLS# 5029040
1 of 44
$1,250,000
9,252

Sq.Ft.

124 Elm Street

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 124 Elm Street Bennington, VT MLS# 5072098
Save 124 Elm Street Bennington, VT MLS# 5072098
1 of 25
$975,000
Studio

Beds

0.0

Baths

8,888

Sq.Ft.

124 Elm Street

Bennington, VT

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Courtesy of TPW REAL ESTATE
View 736 Main Street Bennington, VT MLS# 5060023
Save 736 Main Street Bennington, VT MLS# 5060023
1 of 54
$825,000
12,868

Sq.Ft.

736 Main Street

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
View 134 Monument Avenue Bennington, VT MLS# 5065403
Save 134 Monument Avenue Bennington, VT MLS# 5065403
1 of 40
$695,000
3

Beds

2.1

Baths

2,868

Sq.Ft.

134 Monument Avenue

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 58 Mount Anthony Road Bennington, VT MLS# 5067086
  • Virtual Tour
Save 58 Mount Anthony Road Bennington, VT MLS# 5067086
1 of 53
$649,000
3

Beds

2.1

Baths

2,715

Sq.Ft.

58 Mount Anthony Road

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 682 Fox Hill Road Bennington, VT MLS# 5061356
Save 682 Fox Hill Road Bennington, VT MLS# 5061356
1 of 47
$625,000
3

Beds

2.0

Baths

1,416

Sq.Ft.

682 Fox Hill Road

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 125 North Street Bennington, VT MLS# 5036917
Save 125 North Street Bennington, VT MLS# 5036917
1 of 30
$599,000
3,725

Sq.Ft.

125 North Street

Bennington, VT

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Courtesy of HARSCH ASSOCIATES
View 203-205 Northside Drive Bennington, VT MLS# 5039813
Save 203-205 Northside Drive Bennington, VT MLS# 5039813
1 of 22
$575,000
3,698

Sq.Ft.

203-205 Northside Drive

Bennington, VT

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Courtesy of MAHAR MCCARTHY REAL ESTATE
View 704 Fox Hill Road Bennington, VT MLS# 5061361
Save 704 Fox Hill Road Bennington, VT MLS# 5061361
1 of 35
$575,000
3

Beds

2.0

Baths

1,535

Sq.Ft.

704 Fox Hill Road

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 706 Jefferson Heights Bennington, VT MLS# 5078093
Save 706 Jefferson Heights Bennington, VT MLS# 5078093
1 of 47
$525,000
5

Beds

4.0

Baths

2,244

Sq.Ft.

706 Jefferson Heights

Bennington, VT

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Courtesy of HOFFMAN REAL ESTATE
View 33 Transport Drive Bennington, VT MLS# 5077867
Save 33 Transport Drive Bennington, VT MLS# 5077867
1 of 46
$499,900
3,200

Sq.Ft.

33 Transport Drive

Bennington, VT

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Courtesy of MAPLE LEAF REAL ESTATE
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 32 Cortland Lane Bennington, VT MLS# 5079776
Save 32 Cortland Lane Bennington, VT MLS# 5079776
1 of 44
$450,000
3

Beds

2.1

Baths

2,152

Sq.Ft.

32 Cortland Lane

Bennington, VT

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Courtesy of HOFFMAN 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 3/27/2026”

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