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Bennington, VT
Map
412 Properties Available

412 Properties Available

The average price in the selected areas has remained stable. Learn more
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65 Lower Taylor Hill RD, Winhall, VT 05340
1/60
Open Sun 1PM-3PM

$1,100,000

3 Beds4 Baths2,745 SqFt

65 Lower Taylor Hill RD, Winhall, VT 05340

Listed by Bob Maisey of Berkshire Hathaway HomeServices Stratton Home

PrimeMLS
59 Garden Loop RD, Winhall, VT 05340
1/55
Open Sat 2PM-4PM

$2,950,000

4 Beds5 Baths3,762 SqFt

59 Garden Loop RD, Winhall, VT 05340

Listed by Terry Hill of Berkshire Hathaway HomeServices Stratton Home

PrimeMLS
109 Winhall Hollow RD, Winhall, VT 05340
1/31
Open Fri 12:30PM-2PM

$1,200,000

1 Bath950 SqFt

109 Winhall Hollow RD, Winhall, VT 05340

Listed by Margaret McMahon of Four Seasons Sotheby's Int'l Realty

PrimeMLS
415 County ST, Bennington, VT 05201
1/15
New

$169,000

2 Beds1 Bath806 SqFt

415 County ST, Bennington, VT 05201

Listed by Lori Hurley of Four Corner Properties LLC

PrimeMLS
12 Stratton Ridge RD, Winhall, VT 05340
1/38
New

$775,000

4 Beds4 Baths3,520 SqFt

12 Stratton Ridge RD, Winhall, VT 05340

Listed by Carrie Mathews of Winhall Real Estate

PrimeMLS
777 McCooey DR, Manchester, VT 05255
1/26
New

$1,575,000

3 Beds3 Baths3,264 SqFt

777 McCooey DR, Manchester, VT 05255

Listed by Carol O'Connor of Four Seasons Sotheby's Int'l Realty

PrimeMLS
111 Harmony LN, Dorset, VT 05255
1/20
New

$595,000

5 Beds3 Baths2,500 SqFt

111 Harmony LN, Dorset, VT 05255

Listed by Andy Reed of Four Seasons Sotheby's Int'l Realty

PrimeMLS
420 Gore RD, Bennington, VT 05201
1/18
New

$219,900

3 Beds2 Baths1,372 SqFt

420 Gore RD, Bennington, VT 05201

Listed by Kelley M McCarthy of Mahar McCarthy Real Estate

PrimeMLS
127 Dewey ST, Bennington, VT 05201
1/50
New

$160,000

5 Beds2 Baths1,575 SqFt

127 Dewey ST, Bennington, VT 05201

Listed by Lindsey Martin of Maple Leaf Real Estate

PrimeMLS
2994 VT Route 7A, Arlington, VT 05250
1/33
New

$250,000

3 Beds1 Bath1,965 SqFt

2994 VT Route 7A, Arlington, VT 05250

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

PrimeMLS
11 Stratton View RD, Winhall, VT 05340
1/49
New
3D

$675,000

3 Beds2 Baths2,204 SqFt

11 Stratton View RD, Winhall, VT 05340

Listed by Cheyanne Pugliese of The Haven Group

PrimeMLS
47 Vermont Route 11, Landgrove, VT 05148
1/34
New

$325,000

2 Beds2 Baths1,662 SqFt

47 Vermont Route 11, Landgrove, VT 05148

Listed by Claudia Harris of Mary Mitchell Miller Real Estate Cell: 802-379-0347

PrimeMLS
209 Depot ST, Bennington, VT 05201
1/37
Under Contract

$189,000

4 Beds2 Baths1,840 SqFt

209 Depot ST, Bennington, VT 05201

Listed by Monique Geannelis of Mahar McCarthy Real Estate

PrimeMLS
432 South ST #C10, Bennington, VT 05201
1/14
New

$139,900

2 Beds2 Baths948 SqFt

432 South ST #C10, Bennington, VT 05201

Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group Phone: 802-442-3344

PrimeMLS
109 County ST, Bennington, VT 05201
1/37
New

$289,000

4 Beds2 Baths1,146 SqFt

109 County ST, Bennington, VT 05201

Listed by Angela Bevin of Maple Leaf Real Estate

PrimeMLS
107 Lyons ST, Bennington, VT 05201
1/4
New

$80,000

2 Beds2 Baths1,465 SqFt

107 Lyons ST, Bennington, VT 05201

Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group Phone: 802-442-3344

PrimeMLS
2236 River RD, Manchester, VT 05255
1/42
New

$3,900,000

5 Beds7 Baths11,736 SqFt

2236 River RD, Manchester, VT 05255

Listed by Carol O'Connor of Four Seasons Sotheby's Int'l Realty

PrimeMLS
2436 Mad Tom RD, Dorset, VT 05253
1/34
New

$875,000

4 Beds3 Baths2,746 SqFt

2436 Mad Tom RD, Dorset, VT 05253

Listed by Greg Cutler of Four Seasons Sotheby's Int'l Realty

PrimeMLS
107 Jefferson AVE, Bennington, VT 05201
1/28
New

$225,000

3 Beds2 Baths1,608 SqFt

107 Jefferson AVE, Bennington, VT 05201

Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group Phone: 802-442-3344

PrimeMLS
78 Stoney Fields RD, Manchester, VT 05255
1/41
New

$25,000

4 Beds3 Baths2,844 SqFt

78 Stoney Fields RD, Manchester, VT 05255

Listed by Elizabeth Romano of Josiah Allen Real Estate, Inc.

PrimeMLS
55 Murray Hill Woods RD #49, Manchester, VT 05255
1/57
New

$4,000

3 Beds3 Baths1,906 SqFt

55 Murray Hill Woods RD #49, Manchester, VT 05255

Listed by Elizabeth Romano of Josiah Allen Real Estate, Inc.

PrimeMLS
85 Sylvan Ridge RD #In Law Apartment, Winhall, VT 05340
1/14
New

$1,800

1 Bed1 Bath900 SqFt

85 Sylvan Ridge RD #In Law Apartment, Winhall, VT 05340

Listed by Robin Apps of Four Seasons Sotheby's Int'l Realty

PrimeMLS
59 Barrows HTS, Dorset, VT 05251
1/60
Active

$2,275,000

2 Beds3 Baths3,504 SqFt

59 Barrows HTS, Dorset, VT 05251

Listed by Sunny Breen of Josiah Allen Real Estate, Inc.

PrimeMLS
227 Birchstone LN, Dorset, VT 05253
1/53
Active

$1,100,000

3 Beds3 Baths2,797 SqFt

227 Birchstone LN, Dorset, VT 05253

Listed by Christiane Carroccio of TPW Real Estate

PrimeMLS
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eXp Realty Color
eXp Realty

Chris Cassidy

+1(978) 590-7326 chris@chriscassidyrealestate.com

License ID: 9013586

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      Sell
      1. Sell My Home
      2. Home Valuation
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      About
      1. Contact Us
      Market Snapshot
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.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

eXp Realty Color
eXp Realty

Chris Cassidy

+1(978) 590-7326 chris@chriscassidyrealestate.com

License ID: 9013586

Get My App

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Lynnfield Listings
      4. Wakefield Listings
      5. Reading Listings
      6. Beverly Listings
      7. Danvers Listings
      8. Peabody Listings
      9. Ipswich Listings
      10. Rowley Listings
      11. Topsfield Listings
      12. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Calculator
      About
      1. Contact Us
      Market Snapshot
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.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility