Cheap homes for sale & real estate in Bennington County, VT

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ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
Nestled on more than two acres of beautifully maintained countryside and mature forest, this renovated 1892 farmhouse blends New England charm with peaceful seclusion and easy access to local attractions. Just 15 minutes from Mass MoCA, 25 minutes from Mount Snow, and close to hiking and ATV trails, it’s perfect for outdoor enthusiast. Inside, you’ll find a warm and thoughtfully updated home with three bedrooms and two full bathrooms. The eat-in kitchen combines rustic character and modern convenience, while the living spaces feature two original brick chimney stacks—one with a wood stove that can heat the first floor, and the other venting a cozy fireplace. A detached two

$415,000

3 beds2 baths1,816 sq ft

281 Old County Ln, Readsboro, VT 05350

Renovated farmhouse • Wood stove • Eat-in kitchen

NEW 35 HRS AGO

$219,000

2 beds1 bath1,872 sq ft

17 Henry Hl, Stamford, VT 05352

1.72 acre lot • Garage • Built 1920

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
A former florist shop for 2 decades, this mixed-use property is now a blank slate ready for your vision. Zoning allows for retail, food/drink/entertainment, gallery or studio, personal or professional services, to multi-family or single-family residential. First floor and basement previously served as retail space, but with the walk-in cooler now removed, the main level feels significantly larger, brighter, and more versatile. Fresh paint, flooring, LED lighting, and a convenient half bath make it easy to imagine anything from a charming shop to a café, office suite, or creative workspace. The basement offers abundant storage with built-in shelving. Second floor features a beautifull

$295,000

1 bed1.5 baths1,680 sq ft

318 North St, Bennington, VT 05201

Fresh paint • Led lighting • Mixed-use property

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
Remarkable 3BR Birch Hill Value! Exceptional three-bedroom, two-bath end unit at Birch Hill! This well-thought-out floor plan is a true standout, providing two distinct living areas ideal for entertaining guests or relaxing after a day on the slopes. Features include an updated kitchen and dining space, two modernized baths, and a practical, renovated mudroom—essential for storing all your outdoor gear. Enjoy winter views of Stratton Mountain from in front of the fireplace, warm summer evenings and vibrant fall colors on your enlarged private deck, and appreciate the convenience of in-unit laundry. As an end unit, you benefit from extra privacy and an abundance of natural light throug

$430,000

3 beds2 baths1,215 sq ft

8 Silver Birch Rd #8, Winhall, VT 05340

Private deck • Outdoor pool • Winter views

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
Discover this quintessential Vermont ski chalet, perfectly set on a quiet dead-end road with views of Bromley Mountain from the property. Warm and inviting, the home is filled with natural wood throughout, creating the classic mountain-home atmosphere buyers love. Offering both charm and convenience, the location is ideal—just 2.5 miles to Bromley Mountain, 10 miles to Stratton, and only 8 miles to Manchester’s restaurants, shops, indoor ice rink, and year-round amenities. Whether you’re looking for a cozy retreat after a day on the slopes or a peaceful getaway surrounded by nature, this chalet delivers the perfect blend of privacy, comfort, and Vermont mountain living. Se

$359,000

3 beds1.5 baths1,144 sq ft

8 Winhall Woods Rd, Bondville, VT 05340

Vermont ski chalet • 10 miles to stratton • Quiet dead-end road

Property at 196 Granger Hollow Rd, North Bennington, VT 05257, 3 beds, 1 bath

$320,000

3 beds1 bath1,392 sq ft

196 Granger Hollow Rd, North Bennington, VT 05257

Property at 207 Silver St, Bennington, VT 05201, 4 beds, 2 baths

$299,000

4 beds2 baths2,000 sq ft

207 Silver St, Bennington, VT 05201

Property at 905 VT Route 9, Woodford, VT 05201, 3 beds, 1 bath

$239,900

3 beds1 bath960 sq ft

905 VT Route 9, Woodford, VT 05201

Property at 211 Grandview St, North Bennington, VT 05257, 3 beds, 2 baths

$294,900

3 beds2 baths1,848 sq ft

211 Grandview St, North Bennington, VT 05257

Property at 940 Gage St, Bennington, VT 05201, 3 beds, 1.5 baths

$300,000

3 beds1.5 baths1,570 sq ft

940 Gage St, Bennington, VT 05201

Property at 933 East Rd, Bennington, VT 05201, 2 beds, 1 bath

$35,300

2 beds1 bath1,302 sq ft

933 East Rd, Bennington, VT 05201

Property at 108 Baker Dr, Bennington, VT 01237, 2 beds, 2 baths

$82,900

2 beds2 baths980 sq ft

108 Baker Dr, Bennington, VT 01237

Property at 536 Mill Rd, Stamford, VT 05352

$60,000

0 beds— baths— sq ft

536 Mill Rd, Stamford, VT 05352

Property at 107 Coolidge Ave, Bennington, VT 05201, 4 beds, 2 baths

$249,900

4 beds2 baths1,702 sq ft

107 Coolidge Ave, Bennington, VT 05201

Property at 2842 Vermont Route 7A, Shaftsbury, VT 05262, 3 beds, 2 baths

$375,000

3 beds2 baths2,661 sq ft

2842 Vermont Route 7A, Shaftsbury, VT 05262

Property at 4697 Main Rd, Stamford, VT 05352, 4 beds, 2 baths

$159,900

4 beds2 baths1,596 sq ft

4697 Main Rd, Stamford, VT 05352

Property at 21 County Rd, Pownal, VT 05261, 4 beds, 2 baths

$450,000

4 beds2 baths2,884 sq ft

21 County Rd, Pownal, VT 05261

Property at 557 Beech St, Manchester Center, VT 05255, 3 beds, 1 bath

$319,000

3 beds1 bath836 sq ft

557 Beech St, Manchester Center, VT 05255

Property at 266 Robillard Rd, Stamford, VT 05352, 4 beds, 1.5 baths

$179,900

4 beds1.5 baths2,082 sq ft

266 Robillard Rd, Stamford, VT 05352

Property at 508 Barney Rd, Bennington, VT 05201, 3 beds, 1.5 baths

$294,500

3 beds1.5 baths1,934 sq ft

508 Barney Rd, Bennington, VT 05201

Property at 113 Main St, Bennington, VT 05201, 3 beds, 1 bath

$230,000

3 beds1 bath1,092 sq ft

113 Main St, Bennington, VT 05201

Property at 848 Coleville Rd, Bennington, VT 05201, 4 beds, 3 baths

$450,000

4 beds3 baths2,030 sq ft

848 Coleville Rd, Bennington, VT 05201

Property at 126 Washington Ave, Bennington, VT 05201, 6 beds, 3 baths

$415,000

6 beds3 baths5,208 sq ft

126 Washington Ave, Bennington, VT 05201

Property at 215 Maple St, Bennington, VT 05201, 4 beds, 2 baths

$194,900

4 beds2 baths1,278 sq ft

215 Maple St, Bennington, VT 05201

Property at 509 Thompson Pond Rd, Pownal, VT 05261, 2 beds, 2 baths

$349,000

2 beds2 baths1,542 sq ft

509 Thompson Pond Rd, Pownal, VT 05261

Property at 120 Village St, East Dorset, VT 05253, 4 beds, 3.5 baths

$439,500

4 beds3.5 baths3,861 sq ft

120 Village St, East Dorset, VT 05253

Property at 48 Canal Dr, Readsboro, VT 05350, 3 beds, 1 bath

$245,000

3 beds1 bath1,064 sq ft

48 Canal Dr, Readsboro, VT 05350

Property at 3530 VT Route 346, Pownal, VT 05261, 3 beds, 2.5 baths

$249,900

3 beds2.5 baths1,810 sq ft

3530 VT Route 346, Pownal, VT 05261

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

$339,000

3 beds1.5 baths1,829 sq ft

89 Merson St, Bennington, VT 05201

Property at 317 Pleasant St, Bennington, VT 05201, 5 beds, 2 baths

$215,000

5 beds2 baths2,201 sq ft

317 Pleasant St, Bennington, VT 05201

Property at 3 Kimball Hill Rd #1, Winhall, VT 05340, 3 beds, 2 baths

$375,000

3 beds2 baths1,344 sq ft

3 Kimball Hill Rd #1, Winhall, VT 05340

Property at 114 Colebrook Rd, East Arlington, VT 05252, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths2,800 sq ft

114 Colebrook Rd, East Arlington, VT 05252

Property at 100 Walsh Rd, Sandgate, VT 05250, 3 beds, 2 baths

$375,000

3 beds2 baths2,400 sq ft

100 Walsh Rd, Sandgate, VT 05250

Property at 624 Main St, Bennington, VT 05201, 2 beds, 1 bath

$269,000

2 beds1 bath2,500 sq ft

624 Main St, Bennington, VT 05201

Property at 19 Royal St, North Bennington, VT 05257, 4 beds, 1 bath

$340,000

4 beds1 bath1,680 sq ft

19 Royal St, North Bennington, VT 05257

Property at 989 Carpenter Hill Rd, Pownal, VT 05261, 3 beds, 1 bath

$365,000

3 beds1 bath1,660 sq ft

989 Carpenter Hill Rd, Pownal, VT 05261

Property at 1138 Main Rd, Stamford, VT 05352, 5 beds, 2 baths

$224,500

5 beds2 baths2,212 sq ft

1138 Main Rd, Stamford, VT 05352

Property at 51 Russell St Unit D, Arlington, VT 05250, 2 beds, 1.5 baths

$289,000

2 beds1.5 baths1,417 sq ft

51 Russell St Unit D, Arlington, VT 05250

Property at 209 Grove St, Bennington, VT 05201, 4 beds, 2 baths

$245,000

4 beds2 baths1,652 sq ft

209 Grove St, Bennington, VT 05201

Property at 3264 Route 153, West Rupert, VT 05776, 2 beds, 1 bath

$269,000

2 beds1 bath1,400 sq ft

3264 Route 153, West Rupert, VT 05776

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

$279,900

5 beds2 baths2,294 sq ft

218 Union St, Bennington, VT 05201

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Cheap Homes for Sale in Bennington County

There are currently 105 cheap homes for sale in Bennington County at a median listing price of $550K. 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 86 days. This map is refreshed with the newest listings in Bennington County every 15 minutes.

In the past month, 38 homes have been sold in Bennington County. In addition to houses in Bennington County, there were also 30 condos, 1 townhouse, and 11 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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