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

118 homes

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ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
200 feet of Walloomsac River front . There is a second kitchen for a possible in-law or AB & B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities. Showings start 8/18/2026

$179,000

3 beds2 baths1,600 sq ft

130 Morgan St, Bennington, VT 05201

Rv parking • Second kitchen • Replacement windows

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
Discover cozy mountain living in this charming Alpenwald chalet, where rustic character meets thoughtful modern updates. Nestled among the trees, this inviting retreat has a bright, open floor plan filled with natural light from expansive windows and sliding glass doors. Recently remodeled, the kitchen and both full bathrooms bring a fresh, updated feel, while a comfortable bar area adds the perfect touch for entertaining or unwinding after a day on the slopes. Offered mostly furnished and accommodating 8+ guests, this home is ideal for a full-time residence, vacation getaway, or income-producing rental. Featuring 4 bedrooms, 2 baths and 2,030 square feet. Step outside to the expansive wrap

$299,000

4 beds2 baths2,030 sq ft

773 Oberdorf Rd, Readsboro, VT 05350

Modern comfort • Mountain serenity • Inviting retreat

FOR SALE BY OWNER

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
Your backyard borders U. S. National Forrest. Your front yard enjoys seasonal views of Bromley Mountain (more with clearing). You are 4 miles from Bromley Mountain and approximately 10 miles from Manchester and Stratton Mountain. 1.1 acres. Previously permitted for 4-bedroom single-family home.

$169,000

— beds— baths— sq ft

1 Rogues Ridge Rd, Winhall, VT 05340

Listed 45 days

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
Bring your imagination to this over 1500 sq. ft. 5 bedroom, New England farmhouse and let it go wild! Level one acre lot with attached shed and small outbuilding for animals or projects. And the sunsets-- oh the sunsets! Relax on your open porch and take in the breathtaking beauty of the western sky as the day winds down. Very easy main route access, close to downtown and Stamford Elementary school. Stamford Golf & Country Club is around the corner, and skiing is a short drive away! Just 10 minutes to North Adams, and under 30 minutes to Whitingham, VT. Perfect location, and perfect price to turn this into the home you've been waiting for.

$159,900

5 beds1 bath1,593 sq ft

493 Main Rd, Stamford, VT 05352

One acre lot • Close to downtown • 1 acre lot

VIDEO TOUR

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping. Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can easily flex to accommodate extra guests. Cozy up by the wood-burning fireplace after a day on the slopes or soak up the sun on the inviting deck. This isn't just a home; it's a gateway to the best of Vermont. Septic system is being replaced and completion date in early October.

$425,000

3 beds2 baths1,344 sq ft

3 Kimball Hill Rd #1, Winhall, VT 05340

Inviting deck • Home office • 1.03 acre lot

Property at 712 VT Route 30, Dorset, VT 05251, 2 beds, 1 bath

$325,000

2 beds1 bath1,686 sq ft

712 VT Route 30, Dorset, VT 05251

Property at 0 Signal Hill Rd, Winhall, VT 05340

$169,000

— beds— baths— sq ft

0 Signal Hill Rd, Winhall, VT 05340

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

$379,000

3 beds1 bath1,535 sq ft

515 Buck Hill Rd, Arlington, VT 05250

Property at 14 Bromley Knolls Rd, Winhall, VT 05340, 6 beds, 4 baths

$124,990

6 beds4 baths1,224 sq ft

14 Bromley Knolls Rd, Winhall, VT 05340

Property at 262 Union St, Bennington, VT 05201, 3 beds, 1.5 baths

$289,000

3 beds1.5 baths1,411 sq ft

262 Union St, Bennington, VT 05201

Property at 710 Main St, Bennington, VT 05201, 8 beds, 4 baths

$349,000

8 beds4 baths3,637 sq ft

710 Main St, Bennington, VT 05201

Property at 107 Lyons St, Bennington, VT 05201, 4 beds, 2 baths

$80,000

4 beds2 baths1,465 sq ft

107 Lyons St, Bennington, VT 05201

Property at 16B Bromley Knolls Rd Unit B, Winhall, VT 05340, 3 beds, 2 baths

$399,000

3 beds2 baths1,225 sq ft

16B Bromley Knolls Rd Unit B, Winhall, VT 05340

Property at 1580 Main Rd, Stamford, VT 05352, 2 beds, 1 bath

$359,000

2 beds1 bath1,276 sq ft

1580 Main Rd, Stamford, VT 05352

Property at 7066 Main St, Readsboro, VT 05350, 3 beds, 2 baths

$199,900

3 beds2 baths1,718 sq ft

7066 Main St, Readsboro, VT 05350

Property at 302 US RTE 7, Pownal, VT 05261, 2 beds, 1 bath

$169,900

2 beds1 bath848 sq ft

302 US RTE 7, Pownal, VT 05261

Property at 127 Dewey St, Bennington, VT 05201, 5 beds, 2 baths

$140,000

5 beds2 baths1,575 sq ft

127 Dewey St, Bennington, VT 05201

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 8 West St, North Bennington, VT 05257, 3 beds, 1.5 baths

$249,000

3 beds1.5 baths1,408 sq ft

8 West St, North Bennington, VT 05257

Property at 2 Hamlin Ave, Bennington, VT 05201, 3 beds, 2 baths

$199,900

3 beds2 baths1,176 sq ft

2 Hamlin Ave, Bennington, VT 05201

Property at 110 Short St, Bennington, VT 05201, 6 beds, 4 baths

$350,000

6 beds4 baths2,586 sq ft

110 Short St, Bennington, VT 05201

Property at 3310 VT Route 346, Pownal, VT 05261, 2 beds, 2 baths

$429,000

2 beds2 baths6,686 sq ft

3310 VT Route 346, Pownal, VT 05261

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

$259,000

4 beds2 baths2,206 sq ft

116-118 S Branch St, Bennington, VT 05201

Property at 446 Highland Ave, Manchester Center, VT 05255, 3 beds, 1 bath

$379,000

3 beds1 bath1,663 sq ft

446 Highland Ave, Manchester Center, VT 05255

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

$375,000

2 beds2 baths1,190 sq ft

527 Jennings Brook Dr, Bennington, VT 05201

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

$269,000

4 beds2 baths2,022 sq ft

124 S Branch St, Bennington, VT 05201

Property at Post Dr, Pownal, VT 05261, 3 beds, 2 baths

$95,999

3 beds2 baths1,001 sq ft

Post Dr, Pownal, VT 05261

Listing provided by Zillow

Property at 432 South St Unit A11, Bennington, VT 05201, 2 beds, 1.5 baths

$162,500

2 beds1.5 baths819 sq ft

432 South St Unit A11, Bennington, VT 05201

Property at 340 Pleasant St, Bennington, VT 05201, 3 beds, 2 baths

$179,000

3 beds2 baths1,300 sq ft

340 Pleasant St, Bennington, VT 05201

Property at 1675 Route 9, Searsburg, VT 05363, 2 beds, 1 bath

$159,000

2 beds1 bath760 sq ft

1675 Route 9, Searsburg, VT 05363

Property at Post Dr #2, Pownal, VT 05261, 2 beds, 2 baths

$89,999

2 beds2 baths1,001 sq ft

Post Dr #2, Pownal, VT 05261

Listing provided by Zillow

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 14 Vaughn Farm Rd #1, Manchester Center, VT 05255, 3 beds, 2.5 baths

$449,000

3 beds2.5 baths1,848 sq ft

14 Vaughn Farm Rd #1, Manchester Center, VT 05255

Property at 318 North St, Bennington, VT 05201

$265,000

— beds— baths1,680 sq ft

318 North St, 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 120 Village St, East Dorset, VT 05253, 4 beds, 3.5 baths

$434,500

4 beds3.5 baths3,861 sq ft

120 Village St, East Dorset, VT 05253

Property at Oberhugel Rd Lot 354, Stamford, VT 05352

$30,000

Land1.00 acre (lot)

Oberhugel Rd Lot 354, Stamford, VT 05352

Property at 0 White Rd, Readsboro, VT 05350

$280,000

Land80.00 acres (lot)

0 White Rd, Readsboro, VT 05350

$280,000

Land80.00 acres (lot)

0 White Rd, Readsboro, VT 05350

Property at 390 Fairview St, Bennington, VT 05201

$95,000

Land9.68 acres (lot)

390 Fairview St, Bennington, VT 05201

Property at 0 Route 153, Rupert, VT 05768

$55,000

Land7.10 acres (lot)

0 Route 153, Rupert, VT 05768

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Cheap Homes for Sale in Bennington County

There are currently 118 cheap homes for sale in Bennington County at a median listing price of $544K. 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 38 condos, 0 townhouses, and 12 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 Mon Oct 26 2026 on the search page

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