Bennington County, VT homes for sale & real estate

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905 County St, Bennington, VT 05201
905 County St, Bennington, VT 05201
905 County St, Bennington, VT 05201
ABOUT THIS HOME
Bennington County, VT Homes for Sale
Recently this home was a 2 unit (up and down). The current owner has doing work to convert it into a large single family home. Currently 4 bedrooms, 2 bathrooms and many possible room configurations. Also could easily be converted back to a 2 Unit. Many possibilities to put your finishing touches on this property.

$185,000

4 beds2 baths2,643 sq ft

905 County St, Bennington, VT 05201

5,227 sq ft lot • Somewhat walkable

366 Clough Rd, Stamford, VT 05352
366 Clough Rd, Stamford, VT 05352
366 Clough Rd, Stamford, VT 05352
ABOUT THIS HOME
Bennington County, VT Homes for Sale
Southern Vermont country home, right over the border of Berkshire County, MA. Centrally located between major ski areas in Vermont and MA this home is also just a short drive to all cultural attractions in Berkshire County (MassMoCA, The Clark, Hancock Shaker Village). Bordering the North Branch of the Hoosic River, the property offers river frontage and expansive views of the beautiful Green Mountains. Just off Scenic Route 8/100, this 4 bed/2 bath spacious expanded cape has been tastefully updated and refreshed! New carpets, window glass, paint, refrigerator and stove highlight this move-in ready home. The 24X30 (30X30 w/ covered patio) 2 story barn/workshop, built in 2008 is fully insula

$379,900

4 beds2 baths1,906 sq ft

366 Clough Rd, Stamford, VT 05352

1.7 acre lot • 2 garage spots • Car-dependent

69 Upper Taylor Hill Rd Unit D, Winhall, VT 05340
69 Upper Taylor Hill Rd Unit D, Winhall, VT 05340
69 Upper Taylor Hill Rd Unit D, Winhall, VT 05340
ABOUT THIS HOME
Bennington County, VT Homes for Sale
This extraordinary Stratton Mountain Retreat, just minutes to the slopes, offers glorious long range views and a very private setting. This impressive home was masterfully constructed in 2009 and includes a separate barn, 11.55 acres of land, 2 covered porches, a built in barbecue and an outdoor fireplace, hot tub and fire pit. The main level of the home features a Gourmet Kitchen, grand Great Room with stone fireplace, Dining area, Library, walk in refrigerated Wine Pantry for over 900 bottles, walk in Pantry, Laundry Room, large Mudroom , and a large Primary Suite with a fireplace, private porch, and walk in closet. The Lower Level has a impressive Family/Game Room with fireplace, a Pool

$2,950,000

8 beds8.5 baths6,471 sq ft

69 Upper Taylor Hill Rd Unit D, Winhall, VT 05340

11.55 acre lot • 3 garage spots • Car-dependent

543 Lower Hollow Rd, Dorset, VT 05251
543 Lower Hollow Rd, Dorset, VT 05251
543 Lower Hollow Rd, Dorset, VT 05251

$2,285,000

5 beds4.5 baths4,647 sq ft

543 Lower Hollow Rd, Dorset, VT 05251

4.6 acre lot • 3 garage spots • Car-dependent

72 McKee Rd, Sunderland, VT 05250
72 McKee Rd, Sunderland, VT 05250
72 McKee Rd, Sunderland, VT 05250
ABOUT THIS HOME
Bennington County, VT Homes for Sale
This charming 1985 Cape Cod style home, situated on 2.4 acres, is now available. The first floor features a kitchen with a cathedral ceiling, a comfortable living room, and two bedrooms. Upstairs, you will find an additional two bedrooms and a bathroom. The home also includes a full unfinished basement, offering potential for future expansion or storage. The barn could be used as a workshop or a studio. The property offers a nice large yard and a longer driveway, providing ample privacy for you to enjoy your own country home. Please note that all measurements are approximate, and the property is being sold in "AS IS" condition.

$399,000

4 beds2 baths1,368 sq ft

72 McKee Rd, Sunderland, VT 05250

2.04 acre lot • Car-dependent

Property at 2001 Depot St, Manchester, VT 05255, 6 beds, 7 baths

$1,700,000

6 beds7 baths5,400 sq ft

2001 Depot St, Manchester, VT 05255

Property at 143 Nichols Rd, Peru, VT 05152, 8 beds, 6 baths

$880,000

8 beds6 baths4,326 sq ft

143 Nichols Rd, Peru, VT 05152

Property at 46 Willows Way #5, Peru, VT 05152, 3 beds, 3.5 baths

$419,000

3 beds3.5 baths1,730 sq ft

46 Willows Way #5, Peru, VT 05152

Property at 927 Water St, Bennington, VT 05257, 5 beds, 4 baths

$398,900

5 beds4 baths3,400 sq ft

927 Water St, Bennington, VT 05257

Property at 200 Depot St, Bennington, VT 05201, 7 beds, 4 baths

$269,000

7 beds4 baths4,417 sq ft

200 Depot St, Bennington, VT 05201

Property at 1086 West Rd, Bennington, VT 05201, 9 beds, 6 baths

$1,950,000

9 beds6 baths6,956 sq ft

1086 West Rd, Bennington, VT 05201

Property at 318 Spring Hill Ln, Dorset, VT 05251, 7 beds, 10 baths

$4,875,000

7 beds10 baths7,422 sq ft

318 Spring Hill Ln, Dorset, VT 05251

Property at 34 Southshire Dr, Bennington, VT 05201, 4 beds, 3.5 baths

$599,900

4 beds3.5 baths3,742 sq ft

34 Southshire Dr, Bennington, VT 05201

Property at 6 Roundtree Rd, Winhall, VT 05340, 4 beds, 2 baths

$825,000

4 beds2 baths1,908 sq ft

6 Roundtree Rd, Winhall, VT 05340

Property at 308 Mending Walls Rd, Manchester, VT 05255, 4 beds, 3.5 baths

$799,000

4 beds3.5 baths4,508 sq ft

308 Mending Walls Rd, Manchester, VT 05255

Property at 693 Longview Dr, Manchester, VT 05254, 4 beds, 4 baths

$1,449,000

4 beds4 baths4,266 sq ft

693 Longview Dr, Manchester, VT 05254

Property at 115 Jefferson Ave, Bennington, VT 05201, 2 beds, 2 baths

$264,900

2 beds2 baths1,554 sq ft

115 Jefferson Ave, Bennington, VT 05201

Property at 139 Village View Rd, Manchester, VT 05255, 4 beds, 2.5 baths

$1,274,999

4 beds2.5 baths4,620 sq ft

139 Village View Rd, Manchester, VT 05255

Property at 6967 Main St, Readsboro, VT 05350, 6 beds, 2 baths

$225,000

6 beds2 baths2,116 sq ft

6967 Main St, Readsboro, VT 05350

Property at 262 Powderhorn Rd, Manchester, VT 05255, 4 beds, 5.5 baths

$995,000

4 beds5.5 baths4,213 sq ft

262 Powderhorn Rd, Manchester, VT 05255

Property at 130 Morgan St, Bennington, VT 05201, 3 beds, 2 baths

$199,000

3 beds2 baths1,600 sq ft

130 Morgan St, Bennington, VT 05201

Property at 924 Henderson Rd, Williamstown, MA 01267, 4 beds, 2 baths

$1,400,000

4 beds2 baths3,507 sq ft

924 Henderson Rd, Williamstown, MA 01267

Property at 6 Deep Woods Rd, Winhall, VT 05340, 3 beds, 1.5 baths

$370,000

3 beds1.5 baths1,116 sq ft

6 Deep Woods Rd, Winhall, VT 05340

Property at 152 Bonnet St, Manchester, VT 05255, 4 beds, 3.5 baths

$1,150,000

4 beds3.5 baths3,274 sq ft

152 Bonnet St, Manchester, VT 05255

Property at 313 Tunnel St, Readsboro, VT 05350, 3 beds, 2 baths

$285,000

3 beds2 baths1,794 sq ft

313 Tunnel St, Readsboro, VT 05350

Property at 59 Church St, Dorset, VT 05251, 5 beds, 4.5 baths

$1,800,000

5 beds4.5 baths3,436 sq ft

59 Church St, Dorset, VT 05251

Property at 93 Hard Farm Rd, Manchester, VT 05255, 5 beds, 3 baths

$1,550,000

5 beds3 baths4,342 sq ft

93 Hard Farm Rd, Manchester, VT 05255

Property at 24 VT Route 11, Landgrove, VT 05148, 6 beds, 7 baths

$970,000

6 beds7 baths5,764 sq ft

24 VT Route 11, Landgrove, VT 05148

Property at 2167 Myers Rd, Shaftsbury, VT 05262, 3 beds, 3 baths

$1,995,000

3 beds3 baths5,228 sq ft

2167 Myers Rd, Shaftsbury, VT 05262

Property at 30 River Rd, Arlington, VT 05250, 5 beds, 2.5 baths

$299,000

5 beds2.5 baths2,735 sq ft

30 River Rd, Arlington, VT 05250

Property at 516 Oberdorf Rd, Readsboro, VT 05350, 2 beds, 2 baths

$310,000

2 beds2 baths1,624 sq ft

516 Oberdorf Rd, Readsboro, VT 05350

Property at 120 Imperial Ave, Bennington, VT 05201, 4 beds, 2.5 baths

$299,900

4 beds2.5 baths2,404 sq ft

120 Imperial Ave, Bennington, VT 05201

Property at 142 Mt Aeolus Rd, Manchester, VT 05255, 2 beds, 2 baths

$695,000

2 beds2 baths3,478 sq ft

142 Mt Aeolus Rd, Manchester, VT 05255

Property at 3360 Dorset West Rd, Dorset, VT 05251, 4 beds, 5 baths

$1,275,000

4 beds5 baths3,610 sq ft

3360 Dorset West Rd, Dorset, VT 05251

Property at 67 Bourn Brook Rd #55, Manchester, VT 05255, 1 bed, 1 bath

$215,000

1 bed1 bath644 sq ft

67 Bourn Brook Rd #55, Manchester, VT 05255

Property at 50 Stratton View Rd, Winhall, VT 05340, 6 beds, 5 baths

$1,100,000

6 beds5 baths5,298 sq ft

50 Stratton View Rd, Winhall, VT 05340

Property at 759 Stratton Mountain Access Rd #339, Stratton, VT 05155, 3 beds, 3 baths

$1,050,000

3 beds3 baths1,501 sq ft

759 Stratton Mountain Access Rd #339, Stratton, VT 05155

Property at 376 Windward Hl, Dorset, VT 05251, 4 beds, 4.5 baths

$2,375,000

4 beds4.5 baths5,696 sq ft

376 Windward Hl, Dorset, VT 05251

Property at 218 Union St, Bennington, VT 05201, 5 beds, 2 baths

$297,500

5 beds2 baths2,294 sq ft

218 Union St, Bennington, VT 05201

Property at 761 Stratton Mountain Access Rd #240, Stratton, VT 05155, 2 beds, 2 baths

$635,000

2 beds2 baths916 sq ft

761 Stratton Mountain Access Rd #240, Stratton, VT 05155

Property at 423-425 Main St, Bennington, VT 05201, 6 beds, 4 baths

$575,000

6 beds4 baths15,179 sq ft

423-425 Main St, Bennington, VT 05201

Viewing page 3 of 6

Average home prices near Bennington County, VT

Cities

Wilmington homes for sale
$587,500
Manchester homes for sale
$1,195,000
Stratton Mountain homes for sale
$850,000
Arlington homes for sale
$599,000
Bennington homes for sale
$279,000
Manchester Center homes for sale
$649,500
Chimney Hill homes for sale
$442,000
Dorset homes for sale
$1,582,500
North Bennington homes for sale
$496,950

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)

$401,000

-32.4% YoY | May 2025

1 year
3 year
5 year

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

Location

Data

May 2025

Growth

% YoY

Bennington County, VT

$401,000

-32.4%

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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Bennington homes for sale
$279,000
Barre homes for sale
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Copyright 2025 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 Sun Jul 06 2025 on the search page

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