Bennington County, VT homes for sale & real estate

4 hours on RocketTour

$10,000 Closing Credit¹

$1,950,000

9 beds • 6 baths • 6,956 sqft

1086 W Rd, Bennington, VT 05201

#5042185, Chris DeFelice, Listing Office: Four Seasons Sotheby's Int'l Realty

7 hours on Rocket

$4,875,000

7 beds • 10 baths • 7,422 sqft

318 Spring Hill Ln, Dorset, VT 05251

#5042119, Richard Slocum, Listing Office: Four Seasons Sotheby's Int'l Realty

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1 day on Rocket

$4,501 Closing Credit¹

$379,000

4 beds • 2 baths • 1,920 sqft

84 Jasper Ln, Arlington, VT 05250

#5041998, Charles Mauro, Listing Office: Josiah Allen Real Estate, Inc.

1 day on Rocket

$1,769 Closing Credit¹

$149,000

2 beds • 1.5 baths • 1,056 sqft

195 Tunnel St, Readsboro, VT 05350

#5041934, Casey Scott, Listing Office: Southern Vermont Realty Group

1 day on Rocket

$9,441 Closing Credit¹

$795,000

3 beds • 3 baths • 3,540 sqft

764 Barnumville Rd Unit 2, Manchester, VT 05255

#5041857, Kim Morgan-Wohler, Listing Office: Wohler Realty Group

2 days on Rocket

$7,124 Closing Credit¹

$599,900

4 beds • 3.5 baths • 3,742 sqft

34 Southshire Dr, Bennington, VT 05201

#5041760, Kelley McCarthy, Listing Office: Mahar McCarthy Real Estate

2 days on Rocket

$8,847 Closing Credit¹

$745,000

3 beds • 3 baths • 3,036 sqft

482 Horton Hill Rd, Shaftsbury, VT 05262

#5041712, Katherine Zilkha, Listing Office: Four Seasons Sotheby's Int'l Realty

Room to negotiate?

Median Sold Price

$429K

Based on our April 2025 Market Report.

4 days on Rocket

$5,166 Closing Credit¹

$435,000

3 beds • 2 baths • 2,753 sqft

123 Bank St, Shaftsbury, VT 05257

#5041589, Margretta Fischer, Listing Office: Wohler Realty Group

4 days on Rocket

$10,000 Closing Credit¹

$850,000

4 beds • 2 baths • 1,908 sqft

6 Roundtree Rd, Winhall, VT 05340

#5041580, Christina Dryden, Listing Office: Berkshire Hathaway HomeServices Stratton Home

4 days on RocketTour

$8,313 Closing Credit¹

$700,000

6 beds • 4.5 baths • 4,708 sqft

21 Main St, Bennington, VT 05257

#5041572, Thomas Martins, Listing Office: Maple Leaf Realty

5 days on Rocket

$100,000

Land • 26.20 Acres

0 Magee Rd, Stamford, VT 05352

#5041480, Gary Fuls, Listing Office: RE/MAX Transitions

5 days on Rocket

$9,797 Closing Credit¹

$825,000

4 beds • 3.5 baths • 4,508 sqft

308 Mending Walls Rd, Manchester, VT 05255

#5041431, Lynn Rawson, Listing Office: Berkshire Hathaway HomeServices Stratton Home

6 days on Rocket

$10,000 Closing Credit¹

$1,525,000

5 beds • 4.5 baths • 4,219 sqft

7 Timberbrook N, Dorset, VT 05251

#5041211, Margretta Fischer, Listing Office: Wohler Realty Group

6 days on Rocket

$375,000

Land • 53 Acres

0 Rock Bottom Ln, Peru, VT 05152

#5041167, David Shehadi, Listing Office: Josiah Allen Real Estate, Inc.

6 days on Rocket

$10,000 Closing Credit¹

$1,790,000

5 beds • 5.5 baths • 6,165 sqft

75 Church St, Dorset, VT 05251

#5041172, Sunny Breen, Listing Office: Josiah Allen Real Estate, Inc.

7 days on RocketTour

$10,000 Closing Credit¹

$1,549,000

4 beds • 4 baths • 4,266 sqft

693 Longview Dr, Manchester, VT 05254

#5040839, Tara van de Velde, Listing Office: Four Seasons Sotheby's Int'l Realty

7 days on Rocket

$3,205 Closing Credit¹

$269,900

2 beds • 2 baths • 1,554 sqft

115 Jefferson Ave, Bennington, VT 05201

#5040671, Kelley McCarthy, Listing Office: Mahar McCarthy Real Estate

$389,500

Land • 8.32 Acres

X Mt Aeolus Rd, Manchester, VT 05255

#5040598, Carol O'Connor, Listing Office: Four Seasons Sotheby's Int'l Realty

$175,000

Land • 15.49 Acres

00 Silk Rd, Bennington, VT 05201

#5040464, Dave White, Listing Office: OwnerEntry.com

$10,000 Closing Credit¹

$1,369,999

4 beds • 2.5 baths • 4,620 sqft

139 Village View Rd, Manchester, VT 05255

#5040375, Marek Kovac, Listing Office: TPW Real Estate

Tour

$5,047 Closing Credit¹

$425,000

3 beds • 1.5 baths • 1,832 sqft

1283 Hidden Valley Rd, Shaftsbury, VT 05262

#5040354, Angela Bevin, Listing Office: Maple Leaf Realty

$8,313 Closing Credit¹

$700,000

4 beds • 2 baths • 2,222 sqft

762 Houran Rd, Bennington, VT 05201

#5040331, Adrienne Sherwood, Listing Office: Four Seasons Sotheby's Int'l Realty

$2,374 Closing Credit¹

$199,900

3 beds • 1.5 baths • 1,632 sqft

305 Weeks St, Bennington, VT 05201

#5040201, Matt Waddington, Listing Office: Hoffman Real Estate

$575,000

Land • 12 Acres

TBD Tower Rd, Dorset, VT 05251

#5040147, R. Diedrich August, Listing Office: Wohler Realty Group

$225,000

Land • 0.09 Acres

6967 Main St, Readsboro, VT 05350

#5040183, Cassandra Ehrlich, Listing Office: BHG Masiello Brattleboro

$1,899 Closing Credit¹

$159,900

2 beds • 1 bath • 780 sqft

237 Church St, Pownal, VT 05261

#5039927, Max Squiers, Listing Office: KW Vermont - Brenda Jones Real Estate Group

$2,838 Closing Credit¹

$239,000

2 beds • 2 baths • 2,004 sqft

322 Burgess Rd, Bennington, VT 05201

#5039769, Vicki Wilson, Listing Office: Maple Leaf Realty

$10,000 Closing Credit¹

$995,000

4 beds • 5.5 baths • 4,213 sqft

262 Powderhorn Rd, Manchester, VT 05255

#5039551, Andrea Kaplan, Listing Office: Four Seasons Sotheby's Int'l Realty

$2,363 Closing Credit¹

$199,000

3 beds • 2 baths • 1,600 sqft

130 Morgan St, Bennington, VT 05201

#5039510, Dan Mason, Listing Office: Perrott Realty

Tour

$10,000 Closing Credit¹

$1,150,000

4 beds • 3.5 baths • 3,274 sqft

152 Bonnet St, Manchester, VT 05255

#5039248, Hayleyanne Van Der Kar, Listing Office: Four Seasons Sotheby's Int'l Realty

$3,384 Closing Credit¹

$285,000

3 beds • 2 baths • 1,332 sqft

18 Stratton W Rd, Winhall, VT 05340

#5039231, Derek Greene, Listing Office: Derek Greene

$25,000

Land • 1.66 Acres

LOT92 Aplendorf, Readsboro, VT 05350

#246204, Christine Girard, Listing Office: STEEPLEVIEW REALTY - N. ADAMS

$3,669 Closing Credit¹

$309,000

3 beds • 2 baths • 1,794 sqft

313 Tunnel St, Readsboro, VT 05350

#5038836, Flex Realty Group, Listing Office: Flex Realty

$10,000 Closing Credit¹

$1,800,000

5 beds • 4.5 baths • 3,436 sqft

59 Church St, Dorset, VT 05251

#5038734, R. Diedrich August, Listing Office: Wohler Realty Group

$7,422 Closing Credit¹

$625,000

3 beds • 3 baths • 3,173 sqft

5529 Vt Route 7a, Shaftsbury, VT 05262

#5038709, Laura Beckwith, Listing Office: Josiah Allen Real Estate, Inc.

$10,000 Closing Credit¹

$1,550,000

5 beds • 3 baths • 4,342 sqft

93 Hard Farm Rd, Manchester, VT 05255

#5038385, Lawrence Zupan, Listing Office: EXP Realty

Tour

$10,000 Closing Credit¹

$970,000

6 beds • 7 baths • 5,764 sqft

24 Vt Route 11, Landgrove, VT 05148

#5038367, Nancy Jensen, Listing Office: Four Seasons Sotheby's Int'l Realty

$10,000 Closing Credit¹

$1,995,000

3 beds • 3 baths • 5,228 sqft

2167 Myers Rd, Shaftsbury, VT 05262

#5038209, Kelley McCarthy, Listing Office: Mahar McCarthy Real Estate

$3,432 Closing Credit¹

$289,000

3 beds • 2 baths • 1,740 sqft

65 Mountain View Dr, Shaftsbury, VT 05262

#5038134, Dan Mason, Listing Office: Perrott Realty

$3,551 Closing Credit¹

$299,000

5 beds • 2.5 baths • 2,735 sqft

30 River Rd, Arlington, VT 05250

#5038131, Dan Mason, Listing Office: Perrott Realty

Bennington County, VT Real Estate Market Overview

There are 132 homes for sale in Bennington County, VT. The following market insights reflect all property types in the Bennington County, VT real estate market. Between March 2025 and April 2025, Bennington County, VT real estate market has seen an increase in the number of listings by 9.8%. Listings spent 0 days on the market in April 2025, and had a median list price of $429,000 during the same period. In April 2025 more than 11 listings in Bennington County, VT were sold above the asking price. During the same period more than 4 listings were sold at asking price, while more than 12 were sold below.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Bennington County, VT

Overview

Bennington County is located in Vermont. There are roughly 36,939 residents, living in 15,364 households. The average temperature for Bennington County this time of the year is low of 42F and high of 65F. On average, Bennington County gets about 4.58 inches of precipitation in May. Most residents are home owners (72%), have a post secondary degree (50%) and are single, no kids (43%).

Data provided by Home Junction

Schools near Bennington County, VT

Elementary Schools

Sunderland Elementary School
98 Bear Ridge Rd
Public District PK-6
Pownal Elementary School
94 Schoolhouse Rd
Public District PK-6
Fisher Elementary School
504 E Arlington Rd
Public District PK-5

Middle Schools

Flood Brook School
91 VT Route 11
Public District PK-8
Manchester Elementary/Middle School
80 Memorial Ave
Public District PK-8
Dorset Elementary School
130 School Dr
Public District PK-8

High Schools

Arlington Memorial School
529 E Arlington Rd
Public District 6-12
Twin Valley Middle High School
4299 VT Route 100
Public District 6-12
Mt. Anthony Senior Uhsd #14
301 Park Street Ext
Public District 9-12

Data provided by Great Schools

Homes for sale in Bennington County, VT

Bennington County, VT Real Estate Market Overview

What is it like to live in Bennington County, VT

Overview

Explore popular home types in Bennington County, VT

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Schools near Bennington County, VT

Housing market reports in Bennington County

Homes for sale near Bennington County, VT

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