Bennington County, VT homes for sale & real estate

7 hours on Rocket

$3,266 Closing Credit¹

$275,000

3 beds • 1.5 baths • 1,560 sqft

148 Valley View Dr, Pownal, VT 05261

#5038484, Brooke Thomson Drew, Listing Office: Mahar McCarthy Real Estate

7 hours on Rocket

$3,503 Closing Credit¹

$295,000

3 beds • 1.5 baths • 1,042 sqft

221 Grandview St, Bennington, VT 05201

#5038475, Angela Bevin, Listing Office: Maple Leaf Realty

Save big

You could save thousands when you partner with Rocket Homes℠ and Rocket Mortgage®

1 day on Rocket

$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

1 day on RocketTour

$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

2 days on Rocket

$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

2 days on Rocket

$3,147 Closing Credit¹

$265,000

2 beds • 1 bath • 1,512 sqft

82 Oakes St, Bennington, VT 05201

#5038192, Kelley McCarthy, Listing Office: Mahar McCarthy Real Estate

2 days on Rocket

$10,000 Closing Credit¹

$875,000

4 beds • 3.5 baths • 3,002 sqft

2844 Main St, Manchester, VT 05254

#5038167, David Halligan, Listing Office: Four Seasons Sotheby's Int'l Realty

Room to negotiate?

Median Sold Price

$455K

Based on our March 2025 Market Report.

3 days on Rocket

$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 days on Rocket

$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

4 days on RocketTour

$8,609 Closing Credit¹

$725,000

3 beds • 2.5 baths • 2,432 sqft

327 Deer Meadow Rd, Manchester, VT 05255

#5038050, Elizabeth Romano, Listing Office: Josiah Allen Real Estate, Inc.

4 days on Rocket

$6,234 Closing Credit¹

$525,000

3 beds • 2 baths • 3,104 sqft

1450 King Hill Rd, Readsboro, VT 05350

#5038047, Melissa Nebelski, Listing Office: Skihome Realty

5 days on Rocket

$6,531 Closing Credit¹

$550,000

3 beds • 2.5 baths • 1,872 sqft

764 Barnumville Rd Unit # 1, Manchester, VT 05255

#5037873, Lisa Sullivan, Listing Office: Four Seasons Sotheby's Int'l Realty

6 days on Rocket

$3,681 Closing Credit¹

$310,000

2 beds • 2 baths • 1,624 sqft

516 Oberdorf Rd, Readsboro, VT 05350

#5037700, Lindsey Martin, Listing Office: Maple Leaf Realty

6 days on Rocket

$35,000

Land • 1.70 Acres

159 Oberdorf Rd, Readsboro, VT 05350

#5037699, Lindsey Martin, Listing Office: Maple Leaf Realty

7 days on Rocket

$3,561 Closing Credit¹

$299,900

4 beds • 2.5 baths • 2,404 sqft

120 Imperial Ave, Bennington, VT 05201

#5037465, Kelley McCarthy, Listing Office: Mahar McCarthy Real Estate

$180,000

Land • 37 Acres

2793 Rupert Rd, Sandgate, VT 05250

#5037283, Faith Rhodes, Listing Office: Maple Leaf Realty

$9,441 Closing Credit¹

$795,000

2 beds • 2 baths • 3,478 sqft

142 Mt Aeolus Rd, Manchester, VT 05255

#5037250, Andrea Kaplan, Listing Office: Four Seasons Sotheby's Int'l Realty

$10,000 Closing Credit¹

$1,375,000

4 beds • 5 baths • 3,610 sqft

3360 Dorset W Rd, Dorset, VT 05251

#5037159, David Halligan, Listing Office: Four Seasons Sotheby's Int'l Realty

$135,000

Land • 5.02 Acres

0- Stratton View Rd, Winhall, VT 05340

#5037001, Michael England, Listing Office: Michael England Real Estate

$10,000 Closing Credit¹

$1,100,000

6 beds • 5 baths • 5,298 sqft

50 Stratton View Rd, Winhall, VT 05340

#5036982, Michael England, Listing Office: Michael England Real Estate

$120,000

Land • 0.15 Acres

0 Vt Route 30, Wells, VT 05774

#5029355, Nancy Liberatore, Listing Office: Lakes & Homes Real Estate

$4,000,000

Land • 136.40 Acres

15 Wind Hill Rd, Manchester, VT 05255

#5036805, Christiane Carroccio, Listing Office: TPW Real Estate

$3,384 Closing Credit¹

$285,000

4 beds • 1 bath • 1,875 sqft

4 Pine Rd, Bennington, VT 05201

#5036792, Dan Mason, Listing Office: Perrott Realty

$1,746 Closing Credit¹

$147,000

2 beds • 1.5 baths • 819 sqft

432 S St Unit C7, Bennington, VT 05201

#5036712, Abi Gregorio, Listing Office: EXP Realty

$3,551 Closing Credit¹

$299,000

4 beds • 2 baths • 1,602 sqft

224 Sycamore Ln, Shaftsbury, VT 05252

#5036489, Catherine Cairns, Listing Office: Maple Leaf Realty

Tour

$3,266 Closing Credit¹

$275,000

3 beds • 2 baths • 1,422 sqft

277 Union St, Bennington, VT 05201

#5036442, Vicki Wilson, Listing Office: Maple Leaf Realty

$214,000

Land • 47 Acres

TBD Myers Rd, Shaftsbury, VT 05262

#5036314, Carol O'Connor, Listing Office: Four Seasons Sotheby's Int'l Realty

$10,000 Closing Credit¹

$2,375,000

4 beds • 4.5 baths • 5,696 sqft

376 Windward Hl, Dorset, VT 05251

#5036105, Andrea Kaplan, Listing Office: Four Seasons Sotheby's Int'l Realty

$297,500

Land • 0.07 Acres

218 Union St, Bennington, VT 05201

#5035696, Kelley McCarthy, Listing Office: Mahar McCarthy Real Estate

$2,126 Closing Credit¹

$179,000

3 beds • 2 baths • 1,582 sqft

903 Gage St, Bennington, VT 05201

#5035158, Andrea Thackston, Listing Office: R.H. Thackston & Company/Bellows Falls

Tour

$8,039 Closing Credit¹

$677,000

4 beds • 3 baths • 2,560 sqft

3 Stratton Ridge Rd, Winhall, VT 05340

#5034966, Margaret McMahon, Listing Office: Four Seasons Sotheby's Int'l Realty

$5,166 Closing Credit¹

$435,000

3 beds • 2.5 baths • 1,608 sqft

181 Riverside Townhouses Rd Unit 19, Manchester, VT 05255

#5034937, Jamie Luke, Listing Office: TPW Real Estate

$4,453 Closing Credit¹

$375,000

2 beds • 2 baths • 1,693 sqft

200 Carlen St, Manchester, VT 05255

#5034605, Hayleyanne Van Der Kar, Listing Office: Four Seasons Sotheby's Int'l Realty

$6,828 Closing Credit¹

$575,000

6 beds • 4 baths • 15,179 sqft

423-425 Main St, Bennington, VT 05201

#5034534, Chris Long, Listing Office: BHG Masiello Brattleboro

$3,907 Closing Credit¹

$329,000

2 beds • 1.5 baths • 1,152 sqft

89 Field Way, Pownal, VT 05261

#5034412, Lori Hurley, Listing Office: Four Corner Properties LLC

$10,000 Closing Credit¹

$1,475,000

4 beds • 2.5 baths • 4,634 sqft

1677 Barnumville Rd, Manchester, VT 05255

#5034246, R. Diedrich August, Listing Office: Wohler Realty Group

$2,909 Closing Credit¹

$245,000

3 beds • 2 baths • 1,416 sqft

130 Beech St, Bennington, VT 05201

#5033953, Justine Curry, Listing Office: Maple Leaf Realty

$225,000

Land • 0.37 Acres

32-34 Sage St, Bennington, VT 05257

#5033843, Max Squiers, Listing Office: KW Vermont - Brenda Jones Real Estate Group

$10,000 Closing Credit¹

$1,200,000

3 beds • 3.5 baths • 4,054 sqft

4 Garden Loop Rd, Winhall, VT 05340

#5033684, Lucy Ferrada, Listing Office: Heney Realtors - Element Real Estate (Montpelier)

$9,488 Closing Credit¹

$799,000

4 beds • 3 baths • 3,676 sqft

5 Stratton Ridge Rd, Winhall, VT 05340

#5033484, Carrie Mathews, Listing Office: Winhall Real Estate

Bennington County, VT Real Estate Market Overview

Browse 121 homes for sale in Bennington County, VT. View properties, photos, nearby real estate with school and housing market information. Between February 2025 and March 2025, Bennington County, VT real estate market has seen decrease in the number of listings by 8.8%. The median list price of listings available in March 2025 was $455,000, while the average time on the real estate market was 0 days. Over 4 listings were sold over their listed price in March 2025 in Bennington County, VT. In the same period over 11 listings were sold below the listed price and 4 listings were sold for the listed price.

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 31F and high of 53F. On average, Bennington County gets about 3.98 inches of precipitation in April. 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

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Schools near Bennington County, VT

Housing market reports in Bennington County

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