Bennington County, VT homes for sale & real estate

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NEW 5 HRS AGO

ABOUT THIS HOME
Bennington County, VT Homes for Sale
A classic Vermont setting, mountain views, and a home designed for comfortable living come together in this inviting Manchester property. Set on a level, beautifully usable lot, the home offers a peaceful retreat while keeping Bromley, Magic, and Stratton close at hand. The kitchen and dining areas are filled with natural light, with large windows bringing the surrounding mountains into view. From here, the home opens into a generous living room where a brick fireplace, soaring cathedral ceiling, and expansive windows create a warm gathering place for quiet mornings, après-ski evenings, and time with family and friends. A loft overlooking the dining area adds a charming touch and off

$639,000

3 beds2 baths1,832 sq ft

197 Bromley Brook Rd, Manchester Center, VT 05255

Brick fireplace • Expansive windows • Level lot

NEW 7 HRS AGO

ABOUT THIS HOME
Bennington County, VT Homes for Sale
Cute farmhouse situated on 0.75 acre in Shaftsbury. Offering 2 bedrooms with additional living spaces of a downstairs den and an upstairs loft area. Living room, formal dining room with woodstove, and well laid out kitchen. Large 2 car garage with extra storage space, shed, root cellar, circular driveway and plenty of yard space.

$275,000

2 beds1 bath1,140 sq ft

187 White Creek Rd, North Bennington, VT 05257

Upstairs loft • Large garage • Extra storage

FLOOR PLAN

ABOUT THIS HOME
Bennington County, VT Homes for Sale
Nestled upon a private hilltop just above the town of Dorset, your sprawling country retreat awaits. Set on 28.61 acres with sweeping mountain views, this enchanting Vermont property offers an impressive combination of luxury, amenities, and beautifully maintained grounds. Perfect for multigenerational living, the entertainer or a growing family; the compound includes a five-bedroom main residence with an attached two car garage, a separate newly renovated guest house with an attached two car garage, an in-ground pool and pool house, a hot tub, a tennis court, an additional freestanding two car garage with storage, extensive stonework and patios, specimen plantings and raised garden beds .

$6,250,000

6 beds7.5 baths10,739 sq ft

300 Nims Rd, Dorset, VT 05251

In-ground pool • Hot tub • Pool house

COMING SOON

ABOUT THIS HOME
Bennington County, VT Homes for Sale
This is your opportunity to own a newly renovated home in the heart of historic Manchester Village, where thoughtful design meets the ease of in-town living. Walk to shops, restaurants, Burr and Burton Academy, the Southern Vermont Arts Center, and the Equinox Preserve, then come home to something new, serene, and inviting. French oak floors, custom white oak shelving and built-ins, and interior railings handcrafted by an exceptional local blacksmith lend warmth and character. A Jøtul gas fireplace invites you to settle in, while the kitchen pairs timeless soapstone countertops with the best of modern conveniences, including a Wolf range and a Sub-Zero refrigerator. Renovated bathroo

$1,350,000

3 beds3.5 baths2,170 sq ft

326 West Rd, Manchester Center, VT 05254

Wolf range • French oak floors • Jøtul gas fireplace

ABOUT THIS HOME
Bennington County, VT Homes for Sale
"Creek Side Charm" Escape to your own secluded retreat! Step into an open, light filled layout where warm wood interiors and cozy living spaces invite you to relax! A classic barn with an oversized two car garage, with a bonus space above for extra storage, potential. .. A perfect "get-away" for those seeking comfort, serenity and nature at their doorstep! Minutes to skiing, hiking and in the heart of Beloved Peru! Truly. .. .Happiness is a destination to Moss Brook!

$695,000

4 beds2.5 baths1,816 sq ft

628 Moss Brook Rd, Peru, VT 05152

Secluded retreat • Minutes to hiking • Bonus space above

Property at 143 Mattison Rd, Pownal, VT 05261, 3 beds, 2 baths

$369,900

3 beds2 baths2,556 sq ft

143 Mattison Rd, Pownal, VT 05261

Property at 78 Astrachan Dr, Bennington, VT 05201, 3 beds, 2 baths

$425,000

3 beds2 baths1,788 sq ft

78 Astrachan Dr, Bennington, VT 05201

Property at 444 Barnumville Rd, Manchester Center, VT 05255, 1 bed, 1.5 baths

$629,000

1 bed1.5 baths1,574 sq ft

444 Barnumville Rd, Manchester Center, VT 05255

Property at 235 Birch Grv, Arlington, VT 05250, 3 beds, 3.5 baths

$795,000

3 beds3.5 baths4,204 sq ft

235 Birch Grv, Arlington, VT 05250

Property at 448 Village Gln, Manchester, VT 05254, 4 beds, 3.5 baths

$999,000

4 beds3.5 baths3,658 sq ft

448 Village Gln, Manchester, VT 05254

Property at 284 Elm St Unit A&B, Manchester Center, VT 05255, 6 beds, 7 baths

$895,000

6 beds7 baths4,608 sq ft

284 Elm St Unit A&B, Manchester Center, VT 05255

Property at 6 Jamie Ln, Winhall, VT 05340, 3 beds, 3.5 baths

$745,000

3 beds3.5 baths3,600 sq ft

6 Jamie Ln, Winhall, VT 05340

Property at 432 South St Unit B3, Bennington, VT 05201, 2 beds, 1.5 baths

$145,000

2 beds1.5 baths819 sq ft

432 South St Unit B3, Bennington, VT 05201

Property at 60 W Ridge Rd, Winhall, VT 05340, 4 beds, 4 baths

$2,950,000

4 beds4 baths3,621 sq ft

60 W Ridge Rd, Winhall, VT 05340

Property at 400 Spring Brook Rd, Arlington, VT 05250, 4 beds, 3.5 baths

$1,375,000

4 beds3.5 baths3,828 sq ft

400 Spring Brook Rd, Arlington, VT 05250

Property at 456 Equinox on the Battenkill Rd Unit H-7, Manchester Center, VT 05254, 3 beds, 3.5 baths

$875,000

3 beds3.5 baths2,692 sq ft

456 Equinox on the Battenkill Rd Unit H-7, Manchester Center, VT 05254

Property at 1112 Main Rd, Stamford, VT 05352, 3 beds, 2 baths

$279,500

3 beds2 baths1,747 sq ft

1112 Main Rd, Stamford, VT 05352

Property at 257 Watrous Rd, Rupert, VT 05768, 2 beds, 2 baths

$279,500

2 beds2 baths1,128 sq ft

257 Watrous Rd, Rupert, VT 05768

Property at 15 Nearing Rd, Winhall, VT 05340, 3 beds, 3.5 baths

$799,000

3 beds3.5 baths2,366 sq ft

15 Nearing Rd, Winhall, VT 05340

Property at 1725 Shaftsbury Hollow Rd, Shaftsbury, VT 05262, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths2,152 sq ft

1725 Shaftsbury Hollow Rd, Shaftsbury, VT 05262

Property at 165 High Meadow Rd, Winhall, VT 05340, 4 beds, 4.5 baths

$2,250,000

4 beds4.5 baths3,034 sq ft

165 High Meadow Rd, Winhall, VT 05340

Property at 370 Southshire Dr, Bennington, VT 05201, 4 beds, 3.5 baths

$695,000

4 beds3.5 baths5,769 sq ft

370 Southshire Dr, Bennington, VT 05201

Property at 6 Snowflake Ln, Winhall, VT 05340, 3 beds, 2 baths

$475,000

3 beds2 baths1,633 sq ft

6 Snowflake Ln, Winhall, VT 05340

Property at 2100 Monument Ave, Bennington, VT 05201, 4 beds, 3 baths

$975,000

4 beds3 baths3,326 sq ft

2100 Monument Ave, Bennington, VT 05201

Property at 363 Alden Rd #9, Sunderland, VT 05250, 3 beds, 2.5 baths

$1,075,000

3 beds2.5 baths1,536 sq ft

363 Alden Rd #9, Sunderland, VT 05250

Property at 128 Burgess Rd, Bennington, VT 05201, 2 beds, 1 bath

$165,000

2 beds1 bath840 sq ft

128 Burgess Rd, Bennington, VT 05201

Property at 4378 Route 30, Dorset, VT 05251, 2 beds, 1.5 baths

$349,900

2 beds1.5 baths1,122 sq ft

4378 Route 30, Dorset, VT 05251

Property at 81 Pond View Rd, Winhall, VT 05340, 3 beds, 3 baths

$700,000

3 beds3 baths1,650 sq ft

81 Pond View Rd, Winhall, VT 05340

Property at 2 North St, North Bennington, VT 05257, 2 beds, 1 bath

$219,000

2 beds1 bath1,397 sq ft

2 North St, North Bennington, VT 05257

Property at 45 Benson Fuller Dr, Winhall, VT 05340, 4 beds, 3 baths

$899,000

4 beds3 baths2,421 sq ft

45 Benson Fuller Dr, Winhall, VT 05340

Property at 220 Gage St, Bennington, VT 05201, 2 beds, 1 bath

$165,000

2 beds1 bath810 sq ft

220 Gage St, Bennington, VT 05201

Property at 844 E Manchester Rd, Manchester Center, VT 05255, 4 beds, 4 baths

$1,075,000

4 beds4 baths3,982 sq ft

844 E Manchester Rd, Manchester Center, VT 05255

Property at 259 Beechnut Dr, Peru, VT 05152, 4 beds, 3 baths

$975,000

4 beds3 baths3,548 sq ft

259 Beechnut Dr, Peru, VT 05152

Property at 176 Glen Ave, Readsboro, VT 05350, 3 beds, 1 bath

$185,000

3 beds1 bath1,590 sq ft

176 Glen Ave, Readsboro, VT 05350

Property at 29 Butternut Ln #3, Manchester, VT 05255, 1 bed, 1.5 baths

$475,000

1 bed1.5 baths1,740 sq ft

29 Butternut Ln #3, Manchester, VT 05255

Property at 57 Pearl Buck Dr, Winhall, VT 05340, 3 beds, 2 baths

$695,000

3 beds2 baths2,000 sq ft

57 Pearl Buck Dr, Winhall, VT 05340

Property at 180 High Meadow Rd, Winhall, VT 05340, 5 beds, 4 baths

$1,500,000

5 beds4 baths4,173 sq ft

180 High Meadow Rd, Winhall, VT 05340

Property at 110 Coulter St, Bennington, VT 05201, 3 beds, 1.5 baths

$329,000

3 beds1.5 baths1,563 sq ft

110 Coulter St, Bennington, VT 05201

Property at 209 Jack Cross Rd, Shaftsbury, VT 05262, 4 beds, 3.5 baths

$1,990,000

4 beds3.5 baths3,844 sq ft

209 Jack Cross Rd, Shaftsbury, VT 05262

Property at 505 Benedict Hollow Rd, Arlington, VT 05250, 2 beds, 2 baths

$519,000

2 beds2 baths930 sq ft

505 Benedict Hollow Rd, Arlington, VT 05250

Property at 18 Greenview Dr, Bennington, VT 05201, 4 beds, 2.5 baths

$449,900

4 beds2.5 baths2,396 sq ft

18 Greenview Dr, Bennington, VT 05201

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Average home prices near Bennington County, VT

Cities

Jamaica homes for sale
$425,000
Wilmington homes for sale
$347,000
Manchester homes for sale
$995,000
East Dorset homes for sale
$525,000
Stratton Mountain homes for sale
$915,000
Arlington homes for sale
$685,000
Bennington homes for sale
$255,000
Manchester Center homes for sale
$662,000
Chimney Hill homes for sale
$444,000
Dorset homes for sale
$872,500
North Bennington homes for sale
$319,900

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)

$408,632

+3.5% YoY | Aug 2026

1 year
3 year
5 year

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

Location

Data

Aug 2026

Growth

% YoY

Bennington County, VT

$408,632

+3.5%

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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$255,000
Norwich homes for sale
$849,000

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 Oct 07 2026 on the search page

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