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

118 homes

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NEW 1 HR AGO

$215,000

3 beds1.5 baths1,680 sq ft

200 Weeks St, Bennington, VT 05201

Large front porch • Paved driveway • 3 season porch

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
Discover the charm of this turnkey four-bedroom, two-full-bath village home, offering comfortable living spaces and numerous improvements over the years. An addition built in 2016 on a poured concrete foundation expands the main living space and complements the open-concept kitchen and dining area. The main level also includes a versatile bonus room ideal for a home office or hobby space, a full bath, and a dedicated laundry room. A side entrance provides convenient access to the carport built in 2022. Upstairs, you'll find four bedrooms, a second full bath, and a spacious attic offering additional storage. Improvements include replacement windows, roofing, electrical and plumbing updates,

$275,000

4 beds2 baths1,837 sq ft

93 Depot St, Readsboro, VT 05350

Turnkey home • Open-concept kitchen • Bonus room

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
Charming Vermont Chalet on 3 Pastoral Acres Backing Up to Merck Forest! Embrace the ultimate Vermont lifestyle with this versatile 1970s chalet on +/-3 pristine acres of open pasture and woods. Located on a quiet country road bordering the 3,000+ acre Merck Forest & Farmland Center, this property offers incredible privacy and direct outdoor access. Perfectly suited as a year-round home, ski getaway, or mini-farm, it features some recent updates, including a propane furnace and electric hot water heater (both under 10 years old). The home does need some TLC, including new windows and a new sliding glass door, providing a great opportunity to build equity. Property Highlights: 3-Level

$279,500

2 beds2 baths1,128 sq ft

257 Watrous Rd, Rupert, VT 05768

Quiet country road • Incredible privacy • 3 pastoral acres

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
Move-In Ready 3-Bedroom Raised Ranch with ensuite primary. Fresh paint and new flooring make this three-bedroom, two-bath Raised Ranch, located just outside of town, ready for you to move right in. Keep the fresh finishes or change the paint colors to make the home your own. The eat-in kitchen opens to the living room, creating a spacious, inviting layout that is ideal for entertaining. Sliding glass doors lead to a tiered deck with space ready for an above-ground pool. The lower level offers an office or den, an exercise room, and a workshop currently set up as a hairstyling area. A paved driveway leads to the one-car basement garage. All of this is situated on a 0.44-acre lot.

$299,000

3 beds2 baths1,618 sq ft

48 Autumn Acres Rd, Bennington, VT 05201

Ensuite primary • Tiered deck • Exercise room

ABOUT THIS HOME
Cheap Home for sale in Bennington County, VT:
The Best of Both Worlds! A Home with Room to Grow and Income Potential! Looking for a property that offers more than just a place to call home? Welcome to 224-226 Branch Street, where comfortable living meets incredible versatility! This single-family home features a spacious backyard, a back deck perfect for relaxing or entertaining, and a storage shed for all your outdoor essentials. The expansive yard offers plenty of room for gardening, recreation, pets, or simply enjoying your own outdoor space. But what truly sets this property apart is the converted barn featuring an apartment that is currently rented! Imagine the possibilities of having a separate rental space to help offset your mo

$235,000

4 beds2 baths1,298 sq ft

224-226 Branch St, Bennington, VT 05201

Spacious backyard • Rental space • Storage shed

Property at 6 Snowflake Ln, Winhall, VT 05340, 3 beds, 2 baths

$440,000

3 beds2 baths1,633 sq ft

6 Snowflake Ln, Winhall, VT 05340

Property at 228 Jepson Rd, Stamford, VT 05352, 3 beds, 1.5 baths

$269,000

3 beds1.5 baths1,600 sq ft

228 Jepson Rd, Stamford, VT 05352

Property at 29 Butternut Ln #3, Manchester, VT 05255, 1 bed, 1.5 baths

$439,000

1 bed1.5 baths1,740 sq ft

29 Butternut Ln #3, Manchester, VT 05255

Property at 319 Chester Knoll Dr, Bennington, VT 05201, 4 beds, 2 baths

$389,000

4 beds2 baths2,516 sq ft

319 Chester Knoll Dr, Bennington, VT 05201

Property at 18 Greenview Dr, Bennington, VT 05201, 4 beds, 2.5 baths

$399,900

4 beds2.5 baths2,396 sq ft

18 Greenview Dr, Bennington, VT 05201

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 3711 Main Rd, Stamford, VT 05352, 1 bed, 0.5 baths

$169,900

1 bed0.5 baths789 sq ft

3711 Main Rd, Stamford, VT 05352

Property at 432 South St Unit C3, Bennington, VT 05201, 2 beds, 1.5 baths

$154,000

2 beds1.5 baths819 sq ft

432 South St Unit C3, Bennington, VT 05201

Property at 18 Old Snow Valley Rd, Manchester Center, VT 05340, 3 beds, 2 baths

$329,500

3 beds2 baths1,040 sq ft

18 Old Snow Valley Rd, Manchester Center, VT 05340

Property at 1725 Shaftsbury Hollow Rd, Shaftsbury, VT 05262, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths2,152 sq ft

1725 Shaftsbury Hollow Rd, Shaftsbury, VT 05262

Property at 220 Gage St, Bennington, VT 05201, 2 beds, 1 bath

$165,000

2 beds1 bath810 sq ft

220 Gage St, Bennington, VT 05201

Property at 2 North St, North Bennington, VT 05257, 2 beds, 1 bath

$219,000

2 beds1 bath1,397 sq ft

2 North St, North Bennington, VT 05257

Property at 94 Canal Dr, Readsboro, VT 05350-9640, 3 beds, 2 baths

$249,900

3 beds2 baths2,695 sq ft

94 Canal Dr, Readsboro, VT 05350-9640

Property at 249 Pine Hollow Rd, Pownal, VT 05261-9583, 3 beds, 3 baths

$425,000

3 beds3 baths2,089 sq ft

249 Pine Hollow Rd, Pownal, VT 05261-9583

Property at 258 Harvest Hills Dr, North Bennington, VT 05257, 3 beds, 2 baths

$385,000

3 beds2 baths2,067 sq ft

258 Harvest Hills Dr, North Bennington, VT 05257

Property at 1032 Main St, Bennington, VT 05201, 8 beds, 2 baths

$165,000

8 beds2 baths2,334 sq ft

1032 Main St, Bennington, VT 05201

Property at 301 Beech St, Bennington, VT 05201, 2 beds, 1 bath

$165,000

2 beds1 bath462 sq ft

301 Beech St, Bennington, VT 05201

Property at 105 Hicks Ave, Bennington, VT 05201, 3 beds, 2 baths

$170,000

3 beds2 baths1,640 sq ft

105 Hicks Ave, Bennington, VT 05201

Property at 1806 Bosley Hill Rd, Readsboro, VT 05350, 3 beds, 2.5 baths

$259,000

3 beds2.5 baths1,568 sq ft

1806 Bosley Hill Rd, Readsboro, VT 05350

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

$299,000

3 beds1.5 baths1,365 sq ft

314 Chester Knoll Dr, Bennington, VT 05201

Property at 686 Route 30, Dorset, VT 05261, 4 beds, 3 baths

$320,000

4 beds3 baths2,000 sq ft

686 Route 30, Dorset, VT 05261

Property at 301 Elm St, Bennington, VT 05201, 4 beds, 1.5 baths

$250,000

4 beds1.5 baths1,458 sq ft

301 Elm St, Bennington, VT 05201

Property at 291 Spring Hill Rd, Bennington, VT 05201, 3 beds, 2 baths

$355,000

3 beds2 baths2,016 sq ft

291 Spring Hill Rd, Bennington, VT 05201

Property at 3149 W Hill Dr, Readsboro, VT 05350, 2 beds, 1 bath

$325,000

2 beds1 bath976 sq ft

3149 W Hill Dr, Readsboro, VT 05350

Property at 928 Main Rd, Stamford, VT 05253, 4 beds, 2 baths

$399,000

4 beds2 baths3,096 sq ft

928 Main Rd, Stamford, VT 05253

$275,000

— beds— baths— sq ft

88 Cedar Ln, Peru, VT 05152

Property at 4362 VT Route 11 Unit 1A, Peru, VT 05152, 2 beds, 1 bath

$325,000

2 beds1 bath720 sq ft

4362 VT Route 11 Unit 1A, Peru, VT 05152

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

$350,000

2 beds2 baths1,648 sq ft

1253 Old West Rd, Arlington, VT 05250

Property at 1141 Burgess Rd, Bennington, VT 05201, 2 beds, 1.5 baths

$330,000

2 beds1.5 baths1,750 sq ft

1141 Burgess Rd, Bennington, VT 05201

Property at 631 Oberdorf Ave, Readsboro, VT 05350, 3 beds, 2 baths

$169,000

3 beds2 baths1,248 sq ft

631 Oberdorf Ave, Readsboro, VT 05350

Property at 889 Overlea Rd, Bennington, VT 05201, 3 beds, 2 baths

$169,000

3 beds2 baths924 sq ft

889 Overlea Rd, Bennington, VT 05201

Property at 128 Bear Mountain Camp Rd, West Rupert, VT 05776, 2 beds, 1 bath

$140,000

2 beds1 bath— sq ft

128 Bear Mountain Camp Rd, West Rupert, VT 05776

Property at 2 Bromley Ln, North Bennington, VT 05257, 4 beds, 1.5 baths

$395,000

4 beds1.5 baths1,816 sq ft

2 Bromley Ln, North Bennington, VT 05257

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

$299,000

2 beds2 baths1,542 sq ft

509 Thompson Pond Rd, Pownal, VT 05261

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

$425,000

3 beds2 baths1,460 sq ft

393 Morse Hill Rd, East Dorset, VT 05253

Property at 207 Sycamore Rd, Woodford, VT 05201, 4 beds, 1 bath

$150,000

4 beds1 bath1,536 sq ft

207 Sycamore Rd, Woodford, VT 05201

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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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