Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Bennington, VT Homes for Sale | Realty.com
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Commercial

60 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search

Homes for Sale in Bennington, VT

Homes for Sale in Bennington, VT

Hide Map
24 of 60 Listings
Map

Homes for Sale in Bennington, VT

24 of 60 Listings

Your local brokerage

JW

John White

Realty.com

Lic. #81.0094848

Call John
  1. 13 Hunt Street — photo28Active

    $299,900

    3 bd · 2 ba · 1,174 sqft

    13 Hunt Street, Bennington, VT

    Max Squiers · KW Vermont - Brenda Jones Real Estate Group

  2. 309 Chester Knoll Drive — photo31Active

    $349,000

    3 bd · 2 ba · 1,745 sqft

    309 Chester Knoll Drive, Bennington, VT

    Angela Bevin · Maple Leaf Real Estate

  3. 200 Weeks Street — photo18Active

    $215,000

    3 bd · 2 ba · 1,680 sqft

    200 Weeks Street, Bennington, VT

    Max Squiers · KW Vermont - Brenda Jones Real Estate Group

  4. 48 Autumn Acres Road — photo56Active

    $299,000

    3 bd · 2 ba · 1,618 sqft

    48 Autumn Acres Road, Bennington, VT

    Dan Mason · Perrott Realty

  5. 319 Chester Knoll Drive — photo33Active

    $389,000

    4 bd · 2 ba · 2,516 sqft

    319 Chester Knoll Drive, Bennington, VT

    Lillian West · Maple Leaf Real Estate

  6. 55 McIntosh Lane — photo36Active

    $480,000

    4 bd · 3 ba · 3,120 sqft

    55 McIntosh Lane, Bennington, VT

    Beatrice O'Connell · Maple Leaf Real Estate

  7. 432 South Street — photo15Active

    $154,000

    2 bd · 2 ba · 819 sqft

    432 South Street, Bennington, VT

    Vicki Wilson · Maple Leaf Real Estate

  8. 110 Coulter Street — photoPrice Reduced48Active

    $315,000

    3 bd · 2 ba · 1,563 sqft

    110 Coulter Street, Bennington, VT

    Will Paquin · Maple Leaf Real Estate

  9. 2100 Monument Avenue — photo55Active

    $975,000

    4 bd · 3 ba · 3,326 sqft

    2100 Monument Avenue, Bennington, VT

    Moira Spivey · Four Seasons Sotheby's Int'l Realty

  10. 370 Southshire Drive — photo40Active

    $695,000

    4 bd · 4 ba · 5,769 sqft

    370 Southshire Drive, Bennington, VT

    Lillian West · Maple Leaf Real Estate

  11. 2 North Street — photoPrice Reduced57Active

    $199,000

    2 bd · 1 ba · 1,397 sqft

    2 North Street, Bennington, VT

    Justine Curry · Maple Leaf Real Estate

  12. 18 Greenview Drive — photoPrice Reduced52Active

    $399,900

    4 bd · 3 ba · 2,396 sqft

    18 Greenview Drive, Bennington, VT

    Julie Glover · Mahar McCarthy Real Estate

  13. 314 Chester Knoll Drive — photoPrice Reduced36Active

    $299,000

    3 bd · 2 ba · 1,365 sqft

    314 Chester Knoll Drive, Bennington, VT

    Faith Rhodes · Maple Leaf Real Estate

  14. 220 Gage Street — photoPrice Reduced39Active

    $165,000

    2 bd · 1 ba · 810 sqft

    220 Gage Street, Bennington, VT

    Justine Curry · Maple Leaf Real Estate

  15. 2 Bromley Lane — photo31Active

    $395,000

    4 bd · 2 ba · 1,816 sqft

    2 Bromley Lane, Bennington, VT

    Allison Pacelli · Pacelli Zepka Corporation

  16. 301 Beech Street — photoPrice Reduced39Active

    $165,000

    2 bd · 1 ba · 462 sqft

    301 Beech Street, Bennington, VT

    Floyd Amidon · Maple Leaf Real Estate

  17. 1141 Burgess Road — photoPrice Reduced50Active

    $315,000

    2 bd · 2 ba · 1,750 sqft

    1141 Burgess Road, Bennington, VT

    Kate Barry · EXP Realty

  18. 1944 Monument Avenue — photo53Active

    $1,695,000

    3 bd · 3 ba · 4,120 sqft

    1944 Monument Avenue, Bennington, VT

    Kelley M McCarthy · Mahar McCarthy Real Estate

  19. 130 Morgan Street — photo52Active

    $179,000

    3 bd · 2 ba · 1,600 sqft

    130 Morgan Street, Bennington, VT

    Dan Mason · Perrott Realty

  20. 291 Spring Hill Road — photoPrice Reduced43Active

    $355,000

    3 bd · 2 ba · 2,016 sqft

    291 Spring Hill Road, Bennington, VT

    Faith Rhodes · Maple Leaf Real Estate

  21. 432 South Street — photoPrice Reduced15Active

    $162,500

    2 bd · 2 ba · 819 sqft

    432 South Street, Bennington, VT

    Colt Hazell · Flex Realty

  22. 60 Tori Lane — photoPrice Reduced21Active

    $132,900

    2 bd · 1 ba · 784 sqft

    60 Tori Lane, Bennington, VT

    Max Squiers · KW Vermont - Brenda Jones Real Estate Group

  23. 127 Dewey Street — photoPrice Reduced50Active

    $140,000

    5 bd · 2 ba · 1,575 sqft

    127 Dewey Street, Bennington, VT

    Lindsey Martin · Maple Leaf Real Estate

  24. 107 Lyons Street — photo4Active

    $80,000

    4 bd · 2 ba · 1,465 sqft

    107 Lyons Street, Bennington, VT

    Max Squiers · KW Vermont - Brenda Jones Real Estate Group

123
Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

PrimeMLS
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
  • Your local brokerage

    JW

    John White

    Realty.com

    Lic. #81.0094848

    Call John

    Bennington, VT community profile

    Area
    100 sq. mi.

    Source: HJN community data

    Bennington housing market

    October 2026 · This period is still settling

    Bennington 12-month median sale price trend

    Selling at 96.8% of asking price

    Buyers here are paying below asking. MLS · 10 sales · as of Oct 26, 2026

    Homes that sold · County records, as of Oct 16, 2026

    Median sale price
    $112,050$51,000–$197,425 typical range
    Price per sq. ft.
    $57
    Sales
    10
    Paid in cash
    100.0%

    Homes on the market · MLS, as of Oct 18, 2026–Oct 26, 2026

    Median list price
    $299,000
    Homes for sale
    49
    Median days on market
    47 days

    Price trend · Assessor repeat sales, as of Oct 31, 2026

    Year-over-year
    -70.5%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,436 sq. ft.