Homes with Parking for Sale in Bennington County, VT

149 homes

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NEW 4 HRS AGO

ABOUT THIS HOME
Home with Parking for sale in Bennington County, VT:
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 6 HRS AGO

ABOUT THIS HOME
Home with Parking for sale in Bennington County, VT:
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
Home with Parking for sale in Bennington County, VT:
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
Home with Parking for sale in Bennington County, VT:
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
Home with Parking for sale in Bennington County, VT:
"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 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 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 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 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 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 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 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 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 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 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

Property at 314 Chester Knoll Dr, Bennington, VT 05201, 3 beds, 1.5 baths

$315,000

3 beds1.5 baths1,365 sq ft

314 Chester Knoll Dr, Bennington, VT 05201

Property at 6 Dwyers Camp Rd, Shaftsbury, VT 05262, 3 beds, 2 baths

$489,000

3 beds2 baths1,671 sq ft

6 Dwyers Camp Rd, Shaftsbury, VT 05262

Property at 327 Vermont Route 313 W, Arlington, VT 05250, 3 beds, 2 baths

$225,000

3 beds2 baths1,490 sq ft

327 Vermont Route 313 W, Arlington, VT 05250

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

$229,900

4 beds1.5 baths2,104 sq ft

1955 VT Route 100, Readsboro, VT 05350

Property at 145 White Farm Ln, Shaftsbury, VT 05262, 4 beds, 4 baths

$849,900

4 beds4 baths3,974 sq ft

145 White Farm Ln, Shaftsbury, VT 05262

Property at 232 Powderhorn Rd, Manchester Center, VT 05255, 3 beds, 2.5 baths

$835,000

3 beds2.5 baths2,780 sq ft

232 Powderhorn Rd, Manchester Center, VT 05255

Property at 20 W Branch Rd, Winhall, VT 05340, 4 beds, 4 baths

$1,050,000

4 beds4 baths2,380 sq ft

20 W Branch Rd, Winhall, VT 05340

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

$565,000

4 beds2.5 baths2,399 sq ft

1131 Route 30, Dorset, VT 05251

Property at 325 Twin Willows Ln, Dorset, VT 05251, 4 beds, 5 baths

$4,200,000

4 beds5 baths7,833 sq ft

325 Twin Willows Ln, Dorset, VT 05251

Property at 456 Lower Hollow Rd #1, Dorset, VT 05251, 3 beds, 3 baths

$725,000

3 beds3 baths2,106 sq ft

456 Lower Hollow Rd #1, Dorset, VT 05251

Property at 33 Burnt Hill Rd, Winhall, VT 05340, 3 beds, 2 baths

$599,000

3 beds2 baths1,890 sq ft

33 Burnt Hill Rd, Winhall, VT 05340

Property at 262 Timber Trail Rd, Shaftsbury, VT 05262, 3 beds, 3 baths

$685,000

3 beds3 baths3,153 sq ft

262 Timber Trail Rd, Shaftsbury, VT 05262

Property at 1111 Old Depot Rd, Shaftsbury, VT 05262, 4 beds, 2 baths

$350,000

4 beds2 baths1,593 sq ft

1111 Old Depot Rd, Shaftsbury, VT 05262

Property at 7 Woodrock Rd, Winhall, VT 05340, 3 beds, 2 baths

$749,000

3 beds2 baths976 sq ft

7 Woodrock Rd, Winhall, VT 05340

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

$399,900

3 beds2.5 baths2,760 sq ft

87 B Hill Rd, Pownal, VT 05261

Property at 93 Elizabeth Ct, Sunderland, VT 05250, 5 beds, 4.5 baths

$1,815,000

5 beds4.5 baths5,588 sq ft

93 Elizabeth Ct, Sunderland, VT 05250

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Homes with Parking for Sale in Bennington County

There are currently 149 homes with parking homes for sale in Bennington County at a median listing price of $579K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Bennington County stay on the market for 83 days. This map is refreshed with the newest listings in Bennington County every 15 minutes.

In the past month, 48 homes have been sold in Bennington County. In addition to houses in Bennington County, there were also 36 condos, 0 townhouses, and 13 multi-family units for sale in Bennington County last month. Find your dream home in Bennington County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Bennington County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Bennington County. If you're looking to sell your home in the Bennington County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Bennington County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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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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