Homes with Parking for Sale in Bennington County, VT

130 homes

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ABOUT THIS HOME
Home with Parking for sale in Bennington County, VT:
Nestled in a picturesque Dorset, Vermont setting, this classic 1850 farmhouse offers an affordable opportunity to create the home of your dreams. Situated on a manageable quarter-acre lot, the property features a detached two-car garage, two additional outbuildings, screened in porch, enclosed three season porch and established perennial plantings with classic New England character throughout. Don't miss the new windows, fresh paint and new carpeting. Filled with warmth and historic charm, this 2 bed, 1 bath, home is ready for its next chapter. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, you'll appreciate the convenient location close to shoppin

$359,000

2 beds1 bath1,686 sq ft

712 VT Route 30, Dorset, VT 05251

Screened in porch • Fresh paint • New carpeting

$169,900

2 beds1 bath848 sq ft

302 US RTE 7, Pownal, VT 05261

Bonus sun room • Over 3 acres • Tons of parking

FLOOR PLAN

ABOUT THIS HOME
Home with Parking for sale in Bennington County, VT:
A once-in-a-generation estate, this 125 acre property offers the rare combination that you almost never find: true privacy, two residences, forest trails, cultivated grounds, and river frontage on the Battenkill. Nestled at the base of Red Mountain on a private road, with the far shore protected by parkland, the property feels like its own secluded world while remaining minutes from Manchester dining, shopping, arts and recreation. A graceful connection to the landscape invites quiet moments, easy gatherings, and a deep appreciation of the extraordinary setting. The main residence is warm and thoughtfully designed, with a light-filled layout. River-reclaimed heart pine floors, new Andersen

$1,750,000

4 beds3.5 baths3,828 sq ft

400 Spring Brook Rd, Arlington, VT 05250

Private road • 125 acre property • River frontage

VIDEO TOUR

ABOUT THIS HOME
Home with Parking for sale in Bennington County, VT:
This contemporary residence by acclaimed architect Jeff Barnes offers a versatile floor plan with abundant living options, set on 23 private acres that balance tranquility with equal proximity to Manchester Center and Dorset Village. A quick trip to Bromley Mountain and Stratton, the home is set amidst professional landscaping with sweeping Green Mountain views. The main level is designed for effortless daily living, featuring a bright kitchen with a granite island and counters, a dedicated home office with built-ins, a dining area and living room with soaring ceilings, a wet bar, an expansive deck, and a screened porch with million-dollar views. The home's three main entertaining areas inc

$1,997,000

4 beds2.5 baths4,125 sq ft

655 Squirrel Hollow Rd, East Dorset, VT 05253

Green mountain views • Stone fireplaces • Custom woodwork

3D WALKTHROUGH

ABOUT THIS HOME
Home with Parking for sale in Bennington County, VT:
Some homes simply have a way of making you slow down. Built in 1863, the original Twitchell Farmhouse is one of them. Rich in history and craftsmanship, this beautifully maintained four-bedroom, 2.5-bath home offers the warmth and authenticity that only a true Vermont farmhouse can provide. Original hardwood floors, handcrafted woodwork by a master carpenter, and thoughtful updates create a home that feels both timeless and comfortable. The country kitchen has been tastefully renovated while respecting the home's heritage, and the spacious primary bath features a generous double vanity with classic farmhouse styling. Whether it's curling up beside the fireplace on a snowy evening, enjoying

$439,000

4 beds2.5 baths1,868 sq ft

96 Twitchell Hill Rd, Shaftsbury, VT 05262

Country kitchen • Double vanity • Enclosed sunroom

Property at 66 Somerset Rd, Searsburg, VT 05363, 4 beds, 3 baths

$989,900

4 beds3 baths5,697 sq ft

66 Somerset Rd, Searsburg, VT 05363

Property at 866 E Manchester Rd, Manchester Center, VT 05255, 5 beds, 4 baths

$1,475,000

5 beds4 baths4,491 sq ft

866 E Manchester Rd, Manchester Center, VT 05255

Property at 81 Fern Hl, Dorset, VT 05251, 2 beds, 2.5 baths

$1,200,000

2 beds2.5 baths1,950 sq ft

81 Fern Hl, Dorset, VT 05251

Property at 1253 Old West Rd, Arlington, VT 05250, 2 beds, 2 baths

$399,000

2 beds2 baths1,648 sq ft

1253 Old West Rd, Arlington, VT 05250

Property at 1949 South Rd, Peru, VT 05152, 4 beds, 4 baths

$1,699,000

4 beds4 baths2,951 sq ft

1949 South Rd, Peru, VT 05152

Property at 527 Jennings Brook Dr, Bennington, VT 05201, 2 beds, 2 baths

$379,000

2 beds2 baths1,190 sq ft

527 Jennings Brook Dr, Bennington, VT 05201

Property at 50 Grouse Ln, Dorset, VT 05251, 4 beds, 4.5 baths

$1,250,000

4 beds4.5 baths5,170 sq ft

50 Grouse Ln, Dorset, VT 05251

Property at 241 High Hill Rd, Manchester Center, VT 05255, 5 beds, 3.5 baths

$2,300,000

5 beds3.5 baths3,332 sq ft

241 High Hill Rd, Manchester Center, VT 05255

Property at 1278 Harrington Rd, North Bennington, VT 05201, 3 beds, 2 baths

$595,000

3 beds2 baths2,379 sq ft

1278 Harrington Rd, North Bennington, VT 05201

Property at 84 Frost Pond Rd, Dorset, VT 05251, 5 beds, 3 baths

$1,795,000

5 beds3 baths5,287 sq ft

84 Frost Pond Rd, Dorset, VT 05251

Property at 392 Powderhorn Rd, Manchester Center, VT 05255, 4 beds, 2.5 baths

$745,000

4 beds2.5 baths2,220 sq ft

392 Powderhorn Rd, Manchester Center, VT 05255

Property at 39 Eagle Rdg, Dorset, VT 05251, 5 beds, 4.5 baths

$1,375,000

5 beds4.5 baths4,376 sq ft

39 Eagle Rdg, Dorset, VT 05251

Property at 1613 West Rd, Manchester Center, VT 05255, 5 beds, 4.5 baths

$3,250,000

5 beds4.5 baths8,156 sq ft

1613 West Rd, Manchester Center, VT 05255

Property at 525 Andrea Dr, Stamford, VT 05352, 4 beds, 2.5 baths

$1,599,000

4 beds2.5 baths5,403 sq ft

525 Andrea Dr, Stamford, VT 05352

Property at 777 McCooey Dr, Manchester, VT 05255, 3 beds, 2.5 baths

$1,575,000

3 beds2.5 baths3,264 sq ft

777 McCooey Dr, Manchester, VT 05255

Property at 569 Buck Hill Rd, Arlington, VT 05250, 5 beds, 2 baths

$250,000

5 beds2 baths2,952 sq ft

569 Buck Hill Rd, Arlington, VT 05250

Property at 298 Mad Tom Rd, East Dorset, VT 05251, 3 beds, 2 baths

$449,000

3 beds2 baths1,382 sq ft

298 Mad Tom Rd, East Dorset, VT 05251

Property at 305 Weeks St, Bennington, VT 05201, 3 beds, 1.5 baths

$205,000

3 beds1.5 baths1,632 sq ft

305 Weeks St, Bennington, VT 05201

Property at 2436 Mad Tom Rd, East Dorset, VT 05253, 4 beds, 2.5 baths

$875,000

4 beds2.5 baths2,746 sq ft

2436 Mad Tom Rd, East Dorset, VT 05253

Property at 3373 Main St, Manchester, VT 05254, 4 beds, 5.5 baths

$895,000

4 beds5.5 baths4,502 sq ft

3373 Main St, Manchester, VT 05254

Property at 560 New Ireland Rd, Manchester Center, VT 05255, 3 beds, 1.5 baths

$579,000

3 beds1.5 baths2,048 sq ft

560 New Ireland Rd, Manchester Center, VT 05255

Property at 5131 Main Rd, Stamford, VT 05352, 4 beds, 2 baths

$489,000

4 beds2 baths2,144 sq ft

5131 Main Rd, Stamford, VT 05352

Property at 100 McCarthy Acres Rd, North Bennington, VT 05257, 5 beds, 3 baths

$329,000

5 beds3 baths2,938 sq ft

100 McCarthy Acres Rd, North Bennington, VT 05257

Property at 760 W Mountain Rd, Shaftsbury, VT 05262, 3 beds, 2.5 baths

$440,000

3 beds2.5 baths2,343 sq ft

760 W Mountain Rd, Shaftsbury, VT 05262

Property at 193 Finley Dr, Bennington, VT 05201, 2 beds, 2.5 baths

$499,900

2 beds2.5 baths3,105 sq ft

193 Finley Dr, Bennington, VT 05201

Property at 543 Lower Hollow Rd, Dorset, VT 05251, 5 beds, 4.5 baths

$2,285,000

5 beds4.5 baths4,647 sq ft

543 Lower Hollow Rd, Dorset, VT 05251

Property at 23 Stonewall Ln, Dorset, VT 05251, 3 beds, 2 baths

$624,900

3 beds2 baths2,250 sq ft

23 Stonewall Ln, Dorset, VT 05251

Property at 27 Mountain View Rd, Winhall, VT 05340, 6 beds, 6.5 baths

$1,990,000

6 beds6.5 baths5,896 sq ft

27 Mountain View Rd, Winhall, VT 05340

Property at 191 Pleasant Street Ext, East Dorset, VT 05253, 3 beds, 1.5 baths

$525,000

3 beds1.5 baths1,594 sq ft

191 Pleasant Street Ext, East Dorset, VT 05253

Property at 89 Merson St, Bennington, VT 05201, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,829 sq ft

89 Merson St, Bennington, VT 05201

Property at 1268 Myers Rd, Shaftsbury, VT 05262, 4 beds, 3.5 baths

$1,495,000

4 beds3.5 baths4,023 sq ft

1268 Myers Rd, Shaftsbury, VT 05262

Property at 527 Sleighbell Ln, Manchester Center, VT 05255, 4 beds, 5.5 baths

$1,450,000

4 beds5.5 baths4,530 sq ft

527 Sleighbell Ln, Manchester Center, VT 05255

Property at 515 Buck Hill Rd, Arlington, VT 05250, 3 beds, 1 bath

$389,000

3 beds1 bath1,535 sq ft

515 Buck Hill Rd, Arlington, VT 05250

Property at 636 Dexter Rd, Shaftsbury, VT 05262, 4 beds, 3 baths

$799,000

4 beds3 baths2,462 sq ft

636 Dexter Rd, Shaftsbury, VT 05262

Property at 85 Limerick Ln, Arlington, VT 05250, 4 beds, 4 baths

$685,000

4 beds4 baths3,423 sq ft

85 Limerick Ln, Arlington, VT 05250

Property at 515 Quarry Rd, Bennington, VT 05201, 4 beds, 2 baths

$695,000

4 beds2 baths1,614 sq ft

515 Quarry Rd, Bennington, VT 05201

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Homes with Parking for Sale in Bennington County

There are currently 130 homes with parking homes for sale in Bennington County at a median listing price of $525K. 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 74 days. This map is refreshed with the newest listings in Bennington County every 15 minutes.

In the past month, 47 homes have been sold in Bennington County. In addition to houses in Bennington County, there were also 39 condos, 0 townhouses, and 17 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 Aug 26 2026 on the search page

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