Bennington, VT

MLS - Better Homes and Gardens Real Estate - The Masiello Group

74Results

View all of the current listings for sale below. Contact Better Homes & Gardens Real Estate The Masiello Group to learn more about a property or to schedule a showing. Tip! Create an account to save your favorite listings and be notified when similar properties hit the market. 

Newest
425 Main Street Bennington VT 05201

$475,000

Bennington, VT

425 Main Street

  • 6 Beds
  • 6 Baths
  • 0.28 Acres
  • 9,000 SqFt
  • 107 Days on Market
MLS#: 5087015

$475,000

Bennington, VT

425 Main Street

  • 1900 Year Built
  • 0.28 Acres
  • 15,179 SqFt
  • 109 Days on Market
MLS#: 5086748
New Listing

$325,000

Bennington, VT

51 Pageant Street

  • 3 Beds
  • 1 Bath
  • 0.34 Acres
  • 1,248 SqFt
  • 3 Days on Market
MLS#: 5105313
New Listing

$1,695,000

Bennington, VT

1944 Monument Avenue

  • 3 Beds
  • 3 Baths
  • 5.63 Acres
  • 4,120 SqFt
  • 5 Days on Market
MLS#: 5105174
New Listing
33 Asa's Way Bennington VT 05257

$58,000

Bennington, VT

33 Asa's Way

  • Land
  • 0.48 Acres
  • 8 Days on Market
MLS#: 5104588
New Listing

$595,000

Bennington, VT

3213 West Road

  • Land
  • 23.62 Acres
  • 8 Days on Market
MLS#: 5104539
New Listing

$375,000

Bennington, VT

21 Russett Drive

  • 3 Beds
  • 2 Baths
  • 1.16 Acre
  • 1,911 SqFt
  • 9 Days on Market
MLS#: 5104474
New Listing

$179,000

Bennington, VT

130 Morgan Street

  • 3 Beds
  • 2 Baths
  • 0.21 Acres
  • 1,600 SqFt
  • 9 Days on Market
MLS#: 5104457
New Listing

$375,000

Bennington, VT

291 Spring Hill Road

  • 3 Beds
  • 2 Baths
  • 1.6 Acre
  • 2,016 SqFt
  • 9 Days on Market
MLS#: 5104363
New Listing

$189,900

Bennington, VT

232 Depot Street

  • 3 Beds
  • 1 Bath
  • 0.09 Acres
  • 1,206 SqFt
  • 15 Days on Market
MLS#: 5103372
New Listing

$1,400

Bennington, VT

136 North Street

    MLS#: 5103118
    New Listing

    $349,000

    Bennington, VT

    710 Main Street

    • 4 Baths
    • 0.16 Acres
    • 3,637 SqFt
    • 17 Days on Market
    MLS#: 5102985
    Broker Reciprocity 

    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 August 19, 2026 10:23 PM EDT