Homes with Garages for Sale in Bennington County, VT

137 homes

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FLOOR PLAN

ABOUT THIS HOME
Home with Garage for sale in Bennington County, VT:
This charming two-story Colonial in Manchester offers a comfortable and functional layout with plenty of living space. The first floor features a kitchen with a wood burning fireplace, along with dining and living areas perfect for everyday living and entertaining. A mudroom provides convenient access to the attached garage. Upstairs, you’ll find three additional rooms offering flexibility for bedrooms, a home office, or guest space, plus a finished attic area that can be used as a bonus room, studio, or recreation space. Outside, enjoy a private yard surrounded by mature natural landscaping and a deck overlooking the peaceful setting, creating the perfect place to relax and enjoy the

$579,000

3 beds1.5 baths2,048 sq ft

Finished attic area • Private yard • Mudroom

560 New Ireland Rd, Manchester Center, VT 05255

ABOUT THIS HOME
Home with Garage for sale in Bennington County, VT:
2-Unit Multi-Family with Professional-Grade Workshop! Versatile property with high-yield setup, perfect for a contractor, carpenter, or owner-occupant. The standout feature is a professional-grade workshop fully optimized for year-round productivity with radiant heat, bright lighting, and the added convenience of an existing sink and toilet. Whether utilized for a trade, automotive enthusiast, or premium climate-controlled storage rental, this workspace provides an incredible environment for any business or hobby. Located directly above the shop are two freshly painted 1BR/1BA apartments with a remarkable decade-long track record of consistent tenancy. The property currently generates a ste

$199,900

3 beds2 baths1,176 sq ft

6,098 sq ft lot • 2 garage spots • Built 1920

2 Hamlin Ave, Bennington, VT 05201

3D WALKTHROUGH

ABOUT THIS HOME
Home with Garage for sale in Bennington County, VT:
Direct views of Stratton Mountain set the stage for this exceptional post-and-beam residence, offering a rare combination of luxury living, entertaining space, and rental flexibility. Handcrafted timber framing creates warmth and character throughout, while four fireplaces including a gas fireplace in the primary suite enhance the home's mountain atmosphere. Designed for gathering, the lower level features a full bar, game room, family room, and wood-burning fireplace, creating an ideal setting for après-ski entertaining. The primary suite serves as a private retreat with a spa-like bath, indoor sauna, hot tub, and oversized shower. Outdoor living is equally impressive. The expansive

$1,990,000

6 beds6.5 baths5,896 sq ft

1.49 acre lot • 2 garage spots • Built 2001

27 Mountain View Rd, Winhall, VT 05340

ABOUT THIS HOME
Home with Garage for sale in Bennington County, VT:
Extensively Renovated Classic Vermont Colonial This beautifully updated 1935 Vermont Colonial offers the perfect blend of classic charm and modern convenience, with thoughtful additions completed in 1972 and 2016. With nearly 3,900 square feet of living space, this spacious home features 4 bedrooms, 4.5 bathrooms, two dedicated office spaces, and a versatile third-story bonus room, ideal for a playroom, studio, or guest space. The large kitchen is the heart of the home, featuring a generous center island perfect for casual dining, cooking, or entertaining. Adjacent to the kitchen is a spacious dining area, ideal for hosting large gatherings. The family room offers a cozy yet airy atmosphere

$650,000

4 beds4.5 baths3,864 sq ft

Vermont colonial • Large kitchen • Spacious dining area

6265 VT Route 7A, Sunderland, VT 05250

FLOOR PLAN

ABOUT THIS HOME
Home with Garage for sale in Bennington County, VT:
Peaceful, private, and completely surrounded by nature, this beautifully renovated contemporary home offers the perfect mountain retreat nestled on 14.7 acres on the side of Mt. Anthony with seasonal views and unmatched tranquility. Enjoy direct access to miles of hiking trails, abundant wildlife, and the rare protection of no future development permitted above this elevation, preserving the serenity and natural beauty for years to come. The thoughtfully designed open-concept main level features a bright and inviting living area, ideal for entertaining or relaxing while taking in the surrounding landscape. The primary bedroom and an additional guest bedroom are conveniently located on the m

$695,000

4 beds2 baths1,614 sq ft

Mountain retreat • Versatile loft area • Finished lower level

515 Quarry Rd, Bennington, VT 05201

Property at 276 Wilcox Hollow Rd, Sandgate, VT 05250, 3 beds, 2.5 baths

$1,575,000

3 beds2.5 baths3,368 sq ft

276 Wilcox Hollow Rd, Sandgate, VT 05250

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 336 Kirby Hollow Rd, Dorset, VT 05251, 3 beds, 2 baths

$499,000

3 beds2 baths1,568 sq ft

336 Kirby Hollow Rd, Dorset, VT 05251

Property at 683 Water St, North Bennington, VT 05257, 3 beds, 2 baths

$319,900

3 beds2 baths1,500 sq ft

683 Water St, North Bennington, VT 05257

Property at 103 Jennings Brook Dr #103, Bennington, VT 05201, 3 beds, 2 baths

$250,000

3 beds2 baths1,824 sq ft

103 Jennings Brook Dr #103, Bennington, VT 05201

Property at 811 Middle Pownal Rd, Bennington, VT 05201, 4 beds, 2.5 baths

$539,900

4 beds2.5 baths2,376 sq ft

811 Middle Pownal Rd, Bennington, VT 05201

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 153 High Meadow Rd, Winhall, VT 05340, 4 beds, 3 baths

$1,225,000

4 beds3 baths3,357 sq ft

153 High Meadow Rd, Winhall, VT 05340

Property at 36 Beaver St, Winhall, VT 05340, 3 beds, 4 baths

$1,650,000

3 beds4 baths5,072 sq ft

36 Beaver St, Winhall, VT 05340

Property at 99 Holly's Way, West Rupert, VT 05776, 3 beds, 2 baths

$925,000

3 beds2 baths2,403 sq ft

99 Holly's Way, West Rupert, VT 05776

Property at 116-118 S Branch St, Bennington, VT 05201, 4 beds, 2 baths

$269,000

4 beds2 baths2,206 sq ft

116-118 S Branch St, Bennington, VT 05201

Property at 425 Main St, Bennington, VT 05201, 6 beds, 5 baths

$475,000

6 beds5 baths9,000 sq ft

425 Main St, Bennington, VT 05201

Property at 3039 Route 30, Dorset, VT 05251, 4 beds, 5.5 baths

$2,495,000

4 beds5.5 baths4,506 sq ft

3039 Route 30, Dorset, VT 05251

Property at 1310 Dorset Hill Rd, East Dorset, VT 05253, 4 beds, 3 baths

$1,795,000

4 beds3 baths3,370 sq ft

1310 Dorset Hill Rd, East Dorset, VT 05253

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 1677 Barnumville Rd, Manchester Center, VT 05255, 4 beds, 2.5 baths

$1,275,000

4 beds2.5 baths4,084 sq ft

1677 Barnumville Rd, Manchester Center, VT 05255

Property at 551 W Fields Rd, Manchester, VT 05254, 6 beds, 8 baths

$5,995,000

6 beds8 baths10,993 sq ft

551 W Fields Rd, Manchester, VT 05254

Property at 144 High Meadow Rd, Winhall, VT 05340, 6 beds, 5.5 baths

$1,599,000

6 beds5.5 baths5,568 sq ft

144 High Meadow Rd, Winhall, VT 05340

Property at 109 Winhall Hollow Rd, Winhall, VT 05340, 1 bath

$1,200,000

Studio1 bath950 sq ft

109 Winhall Hollow Rd, Winhall, VT 05340

Property at 2334 Morse Hill Rd, Dorset, VT 05251, 2 beds, 3.5 baths

$2,850,000

2 beds3.5 baths5,731 sq ft

2334 Morse Hill Rd, Dorset, VT 05251

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 397 Fern Hl, Dorset, VT 05251, 5 beds, 4.5 baths

$1,600,000

5 beds4.5 baths4,243 sq ft

397 Fern Hl, Dorset, VT 05251

Property at 124 S Branch St, Bennington, VT 05201, 4 beds, 2 baths

$275,000

4 beds2 baths2,022 sq ft

124 S Branch St, Bennington, VT 05201

Property at 1083 Main St, Bennington, VT 05201, 2 beds, 1 bath

$209,900

2 beds1 bath1,075 sq ft

1083 Main St, Bennington, VT 05201

Property at 515 W Fields Rd, Manchester, VT 05254, 5 beds, 5.5 baths

$3,995,000

5 beds5.5 baths6,500 sq ft

515 W Fields Rd, Manchester, VT 05254

Property at 14 A Marisa Ln, Dorset, VT 05251, 3 beds, 2.5 baths

$575,000

3 beds2.5 baths1,786 sq ft

14 A Marisa Ln, Dorset, VT 05251

Property at 6 Old Ridge Rd, Winhall, VT 05340, 5 beds, 4.5 baths

$1,100,000

5 beds4.5 baths4,453 sq ft

6 Old Ridge Rd, Winhall, VT 05340

Property at 1060 Upper Hollow Rd, Dorset, VT 05251, 5 beds, 5.5 baths

$5,600,000

5 beds5.5 baths4,674 sq ft

1060 Upper Hollow Rd, Dorset, VT 05251

Property at 393 Morse Hill Rd, East Dorset, VT 05253, 3 beds, 2 baths

$450,000

3 beds2 baths1,460 sq ft

393 Morse Hill Rd, East Dorset, VT 05253

Property at Ridge Rd Unit C-4, Bondville, VT 05340, 3 beds, 3 baths

$825,000

3 beds3 baths2,598 sq ft

Ridge Rd Unit C-4, Bondville, VT 05340

Property at 233 Squires Rd, Manchester Center, VT 05255, 2 beds, 1 bath

$1,200,000

2 beds1 bath1,056 sq ft

233 Squires Rd, Manchester Center, VT 05255

Property at 21 Jameson Flts Unit Duplex Unit B, Manchester, VT 05255, 3 beds, 2.5 baths

$595,000

3 beds2.5 baths1,368 sq ft

21 Jameson Flts Unit Duplex Unit B, Manchester, VT 05255

Property at 59 Garden Loop Rd, Winhall, VT 05340, 4 beds, 4.5 baths

$2,850,000

4 beds4.5 baths3,762 sq ft

59 Garden Loop Rd, Winhall, VT 05340

Property at 68 Green Peak Orch S, East Dorset, VT 05253, 5 beds, 5 baths

$2,950,000

5 beds5 baths6,900 sq ft

68 Green Peak Orch S, East Dorset, VT 05253

Property at 1182 1184 East Manchester Rd, Manchester Center, VT 05255, 9 beds, 8.5 baths

$4,995,000

9 beds8.5 baths7,900 sq ft

1182 1184 East Manchester Rd, Manchester Center, VT 05255

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Homes with Garages for Sale in Bennington County

There are currently 137 homes with garages for sale in Bennington County at a median listing price of $532K. 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 79 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 38 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 Thu Sep 03 2026 on the search page

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