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Bennington, VT
Map
386 Properties Available

386 Properties Available

The average price in the selected areas has remained stable. Learn more
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  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
527 Sleighbell LN, Manchester, VT 05255
1/39
Open Tue 11AM-1PM

$1,575,000

4 Beds6 Baths4,530 SqFt

527 Sleighbell LN, Manchester, VT 05255

Listed by David A Halligan of Four Seasons Sotheby's Int'l Realty

PrimeMLS
298 Mad Tom RD, Dorset, VT 05251
1/45
Open Tue 10AM-11:30AM

$495,000

3 Beds2 Baths1,382 SqFt

298 Mad Tom RD, Dorset, VT 05251

Listed by David A Halligan of Four Seasons Sotheby's Int'l Realty

PrimeMLS
67 Valley Pass, Manchester, VT 05255
1/26
Open Wed 10AM-12PM

$549,000

4 Beds3 Baths2,688 SqFt

67 Valley Pass, Manchester, VT 05255

Listed by Sara Buckley of Josiah Allen Real Estate, Inc.

PrimeMLS
E1 Rock Ridge RD, Winhall, VT 05340
1/40
Open Sun 12PM-2PM

$899,000

4 Beds3 Baths3,252 SqFt

E1 Rock Ridge RD, Winhall, VT 05340

Listed by Christine C Chovan of The Haven Group

PrimeMLS
1060 Upper Hollow RD, Dorset, VT 05251
1/60
Open Thu 12PM-2PM

$5,600,000

5 Beds6 Baths4,674 SqFt

1060 Upper Hollow RD, Dorset, VT 05251

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

PrimeMLS
105 Albe RD, Bennington, VT 05201
1/37
New

$315,000

3 Beds2 Baths1,729 SqFt

105 Albe RD, Bennington, VT 05201

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

PrimeMLS
256 Union ST, Bennington, VT 12090
1/29
New

$149,900

3 Beds1 Bath1,232 SqFt

256 Union ST, Bennington, VT 12090

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

PrimeMLS
26 Knoll Crest LN, Bennington, VT 05201
1/31
New

$274,900

3 Beds1 Bath1,210 SqFt

26 Knoll Crest LN, Bennington, VT 05201

Listed by Matt Waddington of Hoffman Real Estate Matt@HoffmanVTRealEstate.com

PrimeMLS
55 Uphill RD, Landgrove, VT 05148
1/39
New

$795,000

3 Beds3 Baths2,716 SqFt

55 Uphill RD, Landgrove, VT 05148

Listed by Brian Gehlich of RE/MAX Four Seasons Cell: 917-538-5913

PrimeMLS
515 Quarry RD, Bennington, VT 05201
1/54
New

$695,000

4 Beds2 Baths1,614 SqFt

515 Quarry RD, Bennington, VT 05201

Listed by Vicki R Wilson of Maple Leaf Real Estate

PrimeMLS
166 Cardinal LN, Bennington, VT 05201
1/48
New

$295,000

3 Beds2 Baths2,753 SqFt

166 Cardinal LN, Bennington, VT 05201

Listed by Monique Geannelis of Mahar McCarthy Real Estate

PrimeMLS
178 High Meadow RD, Winhall, VT 05340
1/59
New

$899,000

5 Beds5 Baths4,000 SqFt

178 High Meadow RD, Winhall, VT 05340

Listed by Terry Hill of Berkshire Hathaway HomeServices Stratton Home

PrimeMLS
848 Mad Tom RD, Dorset, VT 05253
1/59
New

$689,000

3 Beds3 Baths2,400 SqFt

848 Mad Tom RD, Dorset, VT 05253

Listed by Erin McCormick of KW Vermont Cell: 802-989-2390

PrimeMLS
32 Aspen LN, Winhall, VT 05340
1/32
New

$449,000

4 Beds3 Baths1,460 SqFt

32 Aspen LN, Winhall, VT 05340

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

PrimeMLS
104 Johnny Cake Hill LN, Readsboro, VT 05350
1/35
New

$409,000

3 Beds3 Baths1,696 SqFt

104 Johnny Cake Hill LN, Readsboro, VT 05350

Listed by Monica Sumner of BHG Masiello Brattleboro

PrimeMLS
886 Hidden Valley RD, Shaftsbury, VT 05262
1/45
New

$299,900

5 Beds3 Baths2,716 SqFt

886 Hidden Valley RD, Shaftsbury, VT 05262

Listed by Julie H Glover of Mahar McCarthy Real Estate

PrimeMLS
36 Falcons Bluff RD #C-2, Manchester, VT 05254
1/25
New

$5,500

3 Beds4 Baths2,660 SqFt

36 Falcons Bluff RD #C-2, Manchester, VT 05254

Listed by Kristin Comeau of TPW Real Estate

PrimeMLS
1677 Barnumville RD, Manchester, VT 05255
1/46
New

$1,275,000

4 Beds3 Baths4,084 SqFt

1677 Barnumville RD, Manchester, VT 05255

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

PrimeMLS
971 South Stream RD, Bennington, VT 05201
1/41
New

$550,000

5 Beds2 Baths1,974 SqFt

971 South Stream RD, Bennington, VT 05201

Listed by Brooke L Thomson Drew of Mahar McCarthy Real Estate

PrimeMLS
176 Glen AVE, Readsboro, VT 05350-9798
1/18
New

$195,000

3 Beds1 Bath1,590 SqFt

176 Glen AVE, Readsboro, VT 05350-9798

Listed by Cassandra Ehrlich of BHG Masiello Brattleboro

PrimeMLS
302 US RTE 7, Pownal, VT 05261
1/11
New

$179,900

2 Beds1 Bath848 SqFt

302 US RTE 7, Pownal, VT 05261

Listed by Christine M Lewis of Brattleboro Area Realty

PrimeMLS
23 Pageant ST, Bennington, VT 05201
1/59
New

$399,900

4 Beds2 Baths1,896 SqFt

23 Pageant ST, Bennington, VT 05201

Listed by Vicki R Wilson of Maple Leaf Real Estate

PrimeMLS
10 Cass TER, Manchester, VT 05255
1/32
New

$350,000

2 Beds2 Baths1,196 SqFt

10 Cass TER, Manchester, VT 05255

Listed by Kelley M McCarthy of Mahar McCarthy Real Estate

PrimeMLS
103 Jennings Brook DR #103, Bennington, VT 05201
1/29
New

$299,900

3 Beds2 Baths1,824 SqFt

103 Jennings Brook DR #103, Bennington, VT 05201

Listed by Kelley M McCarthy of Mahar McCarthy Real Estate

PrimeMLS
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KellerWilliams_Realty_Success_Logo_GRY-rev-WTransparents
Keller Williams Success

Tim Desmarais License ID: 9514123

+1(603) 765-1965 timdesmarais5@gmail.com

101 Broadway rd #21 Dracut MA 01826

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KellerWilliams_Realty_Success_Logo_GRY-rev-WTransparents
Keller Williams Success

Tim Desmarais License ID: 9514123

+1(603) 765-1965 timdesmarais5@gmail.com

101 Broadway rd #21 Dracut MA 01826

    • Home
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Get Cash Offer
    • BLOGS
      About
      1. About Us
      2. Contact Us
      3. Reviews
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot

Get My App

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

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

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.