Bennington County, VT homes for sale & real estate

267 homes

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NEW 2 HRS AGO

ABOUT THIS HOME
Bennington County, VT Homes for Sale
Modern Four-Season Home with Exceptional Views & Workshop Space. Built in 2022, this modern home offers easy one-floor living, beautiful four-season views, and a convenient location close to Manchester’s amenities. The bright, open and airy main level features 3 bedrooms and 2 bathrooms, with comfortable living spaces designed to take full advantage of the surrounding views. The open and inviting kitchen is the heart of the home, featuring a large center island, quartz countertops, and stainless-steel appliances perfect for entertaining family and friends or simply enjoying the pleasure of cooking at home. The modern bathrooms are thoughtfully designed with step-in showers and w

$989,000

3 beds2 baths1,680 sq ft

3542 North Rd, Sunderland, VT 05250

Workshop space • Quartz countertops • Large center island

NEW 5 HRS AGO

ABOUT THIS HOME
Bennington County, VT Homes for Sale
Set among sun-dappled woodlands along a peaceful country road, this distinctive post-and-beam home captures the charm of a Vermont sugar shack with the warmth of a classic ski-country retreat. This furnished three bedroom, two bath home offers 1,416 sq ft of inviting living space, thoughtfully designed for both full-time living and memorable getaways. Inside, the vaulted Great Room immediately draws you in with soaring ceilings, warm wood floors, exposed beams, and a dramatic stone fireplace with hearth and wood-storage nook, the ideal gathering place after a day on the slopes or a summer hike. The open kitchen features a breakfast bar and custom stained-glass bar cabinet, creating an invit

$595,000

3 beds2 baths1,416 sq ft

23 Loop Rd #10, Bondville, VT 05340

Vaulted great room • Screened porch • Post-and-beam home

NEW 9 HRS AGO

$159,900

3 beds1 bath1,534 sq ft

493 Main Rd, Stamford, VT 05352

1.1 acre lot • Built 1895

ABOUT THIS HOME
Bennington County, VT Homes for Sale
200 feet of Walloomsac River front . There is a second kitchen for a possible in-law or AB & B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities. Showings start 8/18/2026

$179,000

3 beds2 baths1,600 sq ft

130 Morgan St, Bennington, VT 05201

Rv parking • Second kitchen • Replacement windows

NEW 34 HRS AGO

ABOUT THIS HOME
Bennington County, VT Homes for Sale
There is something special about a home with character, and this charming 3BR property has it in abundance! Set in an established neighborhood within sight of the Mt. Anthony Country Club, this inviting home offers the warmth and craftsmanship of an earlier era combined with the comforts buyers are looking for. From the moment you arrive, the covered front porch welcomes you home. With generous space for rocking chairs or outdoor seating, it's the perfect place to enjoy your morning coffee, unwind after a long day, or simply take in the peaceful surroundings. Step inside and you'll immediately notice the beautiful hardwood floors and natural wood trim that carry throughout the main living s

$325,000

3 beds1 bath1,248 sq ft

51 Pageant St, Bennington, VT 05201

Covered front porch • Enclosed back porch • Natural wood trim

Property at 72 Benson Fuller Rd, Winhall, VT 05340, 4 beds, 3 baths

$765,000

4 beds3 baths2,322 sq ft

72 Benson Fuller Rd, Winhall, VT 05340

Property at 16B Bromley Knolls Rd Unit B, Winhall, VT 05340, 3 beds, 2 baths

$399,000

3 beds2 baths1,225 sq ft

16B Bromley Knolls Rd Unit B, Winhall, VT 05340

Property at 21 Russett Dr, Bennington, VT 05201, 3 beds, 2 baths

$375,000

3 beds2 baths1,911 sq ft

21 Russett Dr, Bennington, VT 05201

Property at 390 Smith Dr, Readsboro, VT 05350, 2 beds, 2 baths

$349,000

2 beds2 baths1,808 sq ft

390 Smith Dr, Readsboro, VT 05350

Property at 1180 North Rd, East Arlington, VT 05250, 4 beds, 2.5 baths

$489,000

4 beds2.5 baths2,240 sq ft

1180 North Rd, East Arlington, VT 05250

Property at 286 Green Mountain Rd, Manchester Center, VT 05255, 4 beds, 3 baths

$535,000

4 beds3 baths1,974 sq ft

286 Green Mountain Rd, Manchester Center, VT 05255

Property at 2 W Road Park, Bennington, VT 05201, 3 beds, 1.5 baths

$49,900

3 beds1.5 baths924 sq ft

2 W Road Park, Bennington, VT 05201

Property at 1944 Monument Ave, Bennington, VT 05201, 3 beds, 2.5 baths

$1,695,000

3 beds2.5 baths4,120 sq ft

1944 Monument Ave, Bennington, VT 05201

Property at 928 Main Rd, Stamford, VT 05352, 4 beds, 2 baths

$449,000

4 beds2 baths3,096 sq ft

928 Main Rd, Stamford, VT 05352

Property at 1955 VT Route 100, Readsboro, VT 05350, 4 beds, 1.5 baths

$239,900

4 beds1.5 baths2,104 sq ft

1955 VT Route 100, Readsboro, VT 05350

Property at 212 Taconic Rd, Manchester, VT 05254, 5 beds, 4 baths

$1,600,000

5 beds4 baths4,700 sq ft

212 Taconic Rd, Manchester, VT 05254

Property at 112 Aldrich Rd, Peru, VT 05152, 3 beds, 2 baths

$350,000

3 beds2 baths1,056 sq ft

112 Aldrich Rd, Peru, VT 05152

Property at 291 Spring Hill Rd, Bennington, VT 05201, 3 beds, 2 baths

$375,000

3 beds2 baths2,016 sq ft

291 Spring Hill Rd, Bennington, VT 05201

Property at 1131 Route 30, Dorset, VT 05251, 4 beds, 2.5 baths

$595,000

4 beds2.5 baths2,399 sq ft

1131 Route 30, Dorset, VT 05251

Property at 32 Benson Fuller Dr, Winhall, VT 05340, 4 beds, 3.5 baths

$849,000

4 beds3.5 baths2,878 sq ft

32 Benson Fuller Dr, Winhall, VT 05340

Property at 78 Bonnet St, Manchester Center, VT 05255, 4 beds, 4 baths

$1,100,000

4 beds4 baths5,164 sq ft

78 Bonnet St, Manchester Center, VT 05255

Property at 1625 Barnumville Rd, Manchester Center, VT 05255, 3 beds, 2 baths

$550,000

3 beds2 baths2,009 sq ft

1625 Barnumville Rd, Manchester Center, VT 05255

Property at 3269 Route 30, Dorset, VT 05251, 4 beds, 3 baths

$1,125,000

4 beds3 baths2,614 sq ft

3269 Route 30, Dorset, VT 05251

Property at 11 Founders Hill Rd, Winhall, VT 05155, 6 beds, 3.5 baths

$1,200,000

6 beds3.5 baths4,017 sq ft

11 Founders Hill Rd, Winhall, VT 05155

Property at 1039 Berwal Rd, Arlington, VT 05262-9100, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths3,394 sq ft

1039 Berwal Rd, Arlington, VT 05262-9100

Property at 123 Nichols Rd, Peru, VT 05152, 6 beds, 5.5 baths

$3,500,000

6 beds5.5 baths3,690 sq ft

123 Nichols Rd, Peru, VT 05152

Property at 159 Winhall Hollow Rd, Winhall, VT 05340, 7 beds, 9.5 baths

$5,575,000

7 beds9.5 baths9,915 sq ft

159 Winhall Hollow Rd, Winhall, VT 05340

Property at 37 Brookside Rd, Manchester Center, VT 05255, 3 beds, 2 baths

$469,000

3 beds2 baths1,188 sq ft

37 Brookside Rd, Manchester Center, VT 05255

Property at 232 Depot St, Bennington, VT 05201, 3 beds, 1 bath

$189,900

3 beds1 bath1,206 sq ft

232 Depot St, Bennington, VT 05201

Property at 134 Fox Hill Rd, Shaftsbury, VT 05257, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths1,580 sq ft

134 Fox Hill Rd, Shaftsbury, VT 05257

Property at 84 Overlook Rd, East Dorset, VT 05253, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths2,035 sq ft

84 Overlook Rd, East Dorset, VT 05253

Property at 6 Sunset Ridge Rd, Winhall, VT 05340, 5 beds, 3.5 baths

$2,350,000

5 beds3.5 baths4,752 sq ft

6 Sunset Ridge Rd, Winhall, VT 05340

Property at 2734 Mad Tom Rd, East Dorset, VT 05253, 2 beds, 2 baths

$799,000

2 beds2 baths1,420 sq ft

2734 Mad Tom Rd, East Dorset, VT 05253

Property at 6365 Vermont Rte 7a, Arlington, VT 05250, 4 beds, 3 baths

$598,000

4 beds3 baths— sq ft

6365 Vermont Rte 7a, Arlington, VT 05250

Property at 87 B Hill Rd, Pownal, VT 05261, 3 beds, 2.5 baths

$425,000

3 beds2.5 baths2,760 sq ft

87 B Hill Rd, Pownal, VT 05261

Property at 903 Gage St, Bennington, VT 05201, 3 beds, 2 baths

$232,500

3 beds2 baths1,582 sq ft

903 Gage St, Bennington, VT 05201

Property at 631 Oberdorf Ave, Readsboro, VT 05350, 3 beds, 2 baths

$169,000

3 beds2 baths1,248 sq ft

631 Oberdorf Ave, Readsboro, VT 05350

Property at 207 Sycamore Rd, Woodford, VT 05201, 4 beds, 1 bath

$150,000

4 beds1 bath1,536 sq ft

207 Sycamore Rd, Woodford, VT 05201

Property at 1996 N Pownal Rd, Pownal, VT 05260, 3 beds, 2.5 baths

$1,200,000

3 beds2.5 baths2,911 sq ft

1996 N Pownal Rd, Pownal, VT 05260

Property at 889 Overlea Rd, Bennington, VT 05201, 3 beds, 2 baths

$169,000

3 beds2 baths924 sq ft

889 Overlea Rd, Bennington, VT 05201

Property at 87 Grinka Farm Dr, Readsboro, VT 05350, 4 beds, 2.5 baths

$524,900

4 beds2.5 baths2,120 sq ft

87 Grinka Farm Dr, Readsboro, VT 05350

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Average home prices near Bennington County, VT

Cities

Jamaica homes for sale
$470,000
Wilmington homes for sale
$444,500
Manchester homes for sale
$1,375,000
East Dorset homes for sale
$525,000
Stratton Mountain homes for sale
$915,000
Arlington homes for sale
$389,000
Bennington homes for sale
$231,250
Manchester Center homes for sale
$625,000
Chimney Hill homes for sale
$465,900
Dorset homes for sale
$1,125,000
South Shaftsbury homes for sale
$439,000
North Bennington homes for sale
$357,500

Counties

Bennington County, VT real estate trends

All Home Types trends in Bennington County, VT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$383,319

+10.3% YoY | Jun 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2026

Growth

% YoY

Bennington County, VT

$383,319

+10.3%

See more Bennington County, VT market insights

More to explore in Bennington County, VT

How to buy a house in Bennington County, VT

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Popular Markets in Vermont

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$759,000
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Waterbury homes for sale
$419,000
Ludlow homes for sale
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Shelburne homes for sale
$825,000
Manchester homes for sale
$1,375,000
Waitsfield homes for sale
$736,500
Middlebury homes for sale
$499,000
Bennington homes for sale
$240,750
Norwich homes for sale
$1,210,000

Copyright 2026 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Wed Aug 19 2026 on the search page

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