Mike Quail Team Gibson Sotheby's International Realty
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
    4. Mortgage Calculator
    5. Affordability Calculator
    6. Recent Listings
  • Sell
    1. Home Valuation
    2. Sell My Home
  • Services
  • About
    1. About Me
    2. My Resume
    3. Contact Us
    4. Reviews
    5. Client Survey
  • Market Snapshot
  • Partner Lender
  • MORE
    1. My Homes
    2. My Tours
    3. My Favorites
    4. My Searches
  • Sign In
  • Register
Filters Reset
1 Filter
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Reset
1 Filter
1 Filter Applied

Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Days On Site
Advanced
Less Than
Days
Unit Level

SqFt
Switch to Acre
Sqft
Sqft
Lot Size
Switch to Acre
Sqft
Sqft
Price per Sqft
Monthly HOA Fee
Year Built
Stories
Num of Units
Acres
Full Bathrooms
Half Bathrooms
Frontage
Tax Amount
Num Of Pets
Land Lease Fee
Keyword
Maintenance Fee
Assessed Value

Fireplace Number

Parking Space
Garage Space

Open House
Has Picture
New
Hot
Virtual Tour
3D Tour
Price Reduced
Save Search (2)
Save your search to get Alerts
69 Properties
Map

69 Properties Available In Bennington

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
VT >Bennington >
Market Insights
301 Northside DR, Bennington, VT 05201
Active

$2,190,000

301 Northside DR, Bennington, VT 05201

1.16 Acres

Listed by Paul William Carroccio of TPW Real Estate

PrimeMLS
226-228 Northside DR, Bennington, VT 05201
Active

$1,925,000

226-228 Northside DR, Bennington, VT 05201

2.3 Acres Lot

Listed by Jenifer Hoffman of Hoffman Real Estate Jenifer@HoffmanVTRealEstate.com

PrimeMLS
1944 Monument AVE, Bennington, VT 05201
New

$1,695,000

1944 Monument AVE, Bennington, VT 05201

3 Beds3 Baths4,120 SqFt

Listed by Kelley M McCarthy of Mahar McCarthy Real Estate

PrimeMLS
116 Northside DR, Bennington, VT 05201
Active

$1,400,000

116 Northside DR, Bennington, VT 05201

0.67 Acres Lot

Listed by Paul William Carroccio of TPW Real Estate

PrimeMLS
126 Elm ST, Bennington, VT 05201
Active

$1,299,000

126 Elm ST, Bennington, VT 05201

Listed by Paul William Carroccio of TPW Real Estate

PrimeMLS
153 Northside DR, Bennington, VT 05201
Active

$997,000

153 Northside DR, Bennington, VT 05201

0.53 Acres

Listed by Lori Hurley of Four Corner Properties LLC

PrimeMLS
310 Main ST, Bennington, VT 05201
Active

$995,000

310 Main ST, Bennington, VT 05201

0.32 Acres Lot

Listed by Paul William Carroccio of TPW Real Estate

PrimeMLS
1030 Water ST, Bennington, VT 05257
Active

$975,000

1030 Water ST, Bennington, VT 05257

44,193 SqFt

Listed by Marek Kovac of TPW Real Estate

PrimeMLS
124 Elm ST, Bennington, VT 05201
Price Dropped by $275K

$950,000

124 Elm ST, Bennington, VT 05201

6,388 SqFt

Listed by Marek Kovac of TPW Real Estate

PrimeMLS
736 Main ST, Bennington, VT 05201
Active

$875,000

736 Main ST, Bennington, VT 05201

12,868 SqFt

Listed by Lillian West of Maple Leaf Real Estate

PrimeMLS
515 Quarry RD, Bennington, VT 05201
Active

$695,000

515 Quarry RD, Bennington, VT 05201

4 Beds2 Baths1,614 SqFt

Listed by Vicki R Wilson of Maple Leaf Real Estate

PrimeMLS
1278 Harrington RD, Bennington, VT 05201
Active

$595,000

1278 Harrington RD, Bennington, VT 05201

3 Beds2 Baths2,379 SqFt

Listed by Kelley M McCarthy of Mahar McCarthy Real Estate

PrimeMLS
3213 West RD, Bennington, VT 05201
Active

$595,000

3213 West RD, Bennington, VT 05201

23.62 Acres

Listed by Monique Geannelis of Mahar McCarthy Real Estate

PrimeMLS
81 Honeysuckle LN, Bennington, VT 05257
Price Dropped by $55K

$595,000

81 Honeysuckle LN, Bennington, VT 05257

5 Beds3 Baths5,524 SqFt

Listed by Kelley M McCarthy of Mahar McCarthy Real Estate

PrimeMLS
125 North ST, Bennington, VT 05201
Active

$590,000

125 North ST, Bennington, VT 05201

5,227 Sqft Lot

Listed by Paul Harsch of Harsch Associates

PrimeMLS
811 Middle Pownal RD, Bennington, VT 05201
Price Dropped by $10K

$539,900

811 Middle Pownal RD, Bennington, VT 05201

4 Beds3 Baths2,376 SqFt

Listed by Jeffrey Dorman of eXp Realty Phone: 518-810-7757

PrimeMLS
193 Finley DR, Bennington, VT 05201
Price Dropped by $50K

$499,900

193 Finley DR, Bennington, VT 05201

2 Beds3 Baths3,105 SqFt

Listed by Jenifer Hoffman of Hoffman Real Estate Jenifer@HoffmanVTRealEstate.com

PrimeMLS
204 South ST, Bennington, VT 05201
Active

$499,000

204 South ST, Bennington, VT 05201

7,840 Sqft Lot

Listed by Paul William Carroccio of TPW Real Estate

PrimeMLS
498 Town Line RD, Bennington, VT 05201
Price Dropped by $15K

$480,000

498 Town Line RD, Bennington, VT 05201

4 Beds3 Baths3,312 SqFt

Listed by Betty McEnaney of Diamond Realty

PrimeMLS
22 Morse RD, Bennington, VT 05201
Active

$475,000

22 Morse RD, Bennington, VT 05201

12.82 Acres

Listed by Paul William Carroccio of TPW Real Estate

PrimeMLS
425 Main ST, Bennington, VT 05201
Price Dropped by $24K

$475,000

425 Main ST, Bennington, VT 05201

15,179 SqFt

Listed by Chris Long of BHG Masiello Brattleboro

PrimeMLS
320 Dewey ST, Bennington, VT 05201
Active

$450,000

320 Dewey ST, Bennington, VT 05201

1,620 SqFt

Listed by Angela Bevin of Maple Leaf Real Estate

PrimeMLS
33 Transport DR, Bennington, VT 05201
Price Dropped by $25K

$450,000

33 Transport DR, Bennington, VT 05201

3,200 SqFt

Listed by Floyd Amidon of Maple Leaf Real Estate

PrimeMLS
712 Main ST, Bennington, VT 05201
Price Dropped by $10K

$425,000

712 Main ST, Bennington, VT 05201

Listed by Will Paquin of Maple Leaf Real Estate

PrimeMLS
  • 1
  • 2
  • 3

explore listings in Bennington

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Mortgage Calculator
      5. Affordability Calculator
      6. Recent Listings
      Sell
      1. Home Valuation
      2. Sell My Home
      Services
      About
      1. About Me
      2. My Resume
      3. Contact Us
      4. Reviews
      5. Client Survey
      Market Snapshot
      Partner Lender
Gibson Sotheby's International Realty

Mike Quail License ID: 9539367

+1(978) 406-9294 mike@thequailgroup.com

21 Central St Manchester MA 01944

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Mortgage Calculator
      5. Affordability Calculator
      6. Recent Listings
      Sell
      1. Home Valuation
      2. Sell My Home
      Services
      About
      1. About Me
      2. My Resume
      3. Contact Us
      4. Reviews
      5. Client Survey
      Market Snapshot
      Partner Lender
Gibson Sotheby's International Realty

Mike Quail License ID: 9539367

+1(978) 406-9294 mike@thequailgroup.com

21 Central St Manchester MA 01944

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.