21,299

Bennington County, VT Homes

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  • /11

    $155,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,643 Sq Ft

    905 County St, Bennington, VT 05201

    Recently this home was a 2 unit (up and down). The current owner has doing work to convert it into a large single family home. Currently 4 bedrooms, 2 bathrooms and many possible room configurations. Also could easily be converted back to a 2 Unit. Many possibilities to put your finishing touches on this property with a lot of square footage.

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    905 County St, Bennington, VT 05201
  • /38

    $1,700,000

    Sold Jun 09, 2026

    2589 W Sandgate Rd, Arlington, VT 05250

    • 5 Beds
    • 3 Baths
    • 6,323 Sq Ft
    • Built 1989

    Last Sold Summary

    • 15% Below List Price
    • $269/SF
    • 261 Days On Market

    Current Estimated Value $1,367,872

    Last Listing Agent Dia Jenks LandVest, Inc/Woodstock

    2589 W Sandgate Rd, Arlington, VT 05250
    • /38

      Est $659,456

      Not Listed For Sale

      3347 West Rd, Bennington, VT 05201

      • 5 Beds
      • 3 Baths
      • 3,266 Sq Ft
      • Built 1969
      3347 West Rd, Bennington, VT 05201

      Last Sold Summary

      • 20 Days On Market

  • /18

    $249,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,020 Sq Ft

    19 Winhall Condo Rd Unit 1, Winhall, VT 05340

    OPEN HOUSE SUN 6/21 FROM 11AM - 1PM Here’s your opportunity to have your own mountain retreat just minutes from Stratton. Set at the end of a quiet road less than a mile from the Stratton Access Road, The Winhall Condos provide a peaceful, convenient setting surrounded by Vermont’s natural beauty. Owners enjoy easy access to both Stratton and Manchester and a true sense of privacy. This

    Cheyanne Pugliese

    19 Winhall Condo Rd Unit 1, Winhall, VT 05340
  • /21

    $175,000

    Sold Dec 23, 2025

    2591 Chapel Rd, Bennington, VT 05201

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Below List Price
    • $199/SF
    • 11 Days On Market

    Current Estimated Value $177,193

    Last Listing Agent Susan Bellville Bellville Realty

    2591 Chapel Rd, Bennington, VT 05201
    • /38

      Not Listed For Sale

      639 Shippee Rd, Readsboro, VT 05350

      • 2 Beds
      • 1.5 Baths
      • 1,008 Sq Ft
      • Built 2008
      639 Shippee Rd, Readsboro, VT 05350

      Last Sold Summary

      • 10 Days On Market

  • /39

    $539,000

    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft

    262 Dwyers Camp Rd, Shaftsbury, VT 05262

    Well designed and newer home on 10.085 acres in Shaftsbury, VT. Offering 3 bedrooms, including main level primary bedroom and 2 full bathrooms. Cathedral ceiling formal dining room and modern kitchen with dining area and breakfast bar. Large living room with vaulted ceiling and lots of light. Main level laundry and rear mudroom finish the first floor. Upstairs there is a wonderful loft area, 2

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    262 Dwyers Camp Rd, Shaftsbury, VT 05262
  • /55

    $762,000

    Sold Nov 03, 2025

    3221 Hapgood Pond Rd, Peru, VT 05152

    • 4 Beds
    • 4 Baths
    • 2,868 Sq Ft
    • Built 1950

    Last Sold Summary

    • 17% Above List Price
    • $266/SF
    • 6 Days On Market

    Current Estimated Value $747,541

    Last Listing Agent Jamie Wylie Stratton Real Estate

    3221 Hapgood Pond Rd, Peru, VT 05152
    • /19

      Est $369,879

      Not Listed For Sale

      1 Division Place, Bennington, VT 05201

      • 3 Beds
      • 1 Bath
      • 975 Sq Ft
      • Built 1895
      1 Division Place, Bennington, VT 05201

      Last Sold Summary

      • 44 Days On Market

  • /17

    $59,900

    $15K PRICE DROP Under Contract
    • Land
    • 2.38 Acres
    • $25,168 per Acre

    0 Sunset Hill Rd Unit B, Pownal, VT 05261

    Motivated sellers welcome you to this gorgeous 2.38+/- acre lot in Pownal, Vermont! Located on a dead end, private road, this lot is nestled on the right hand side when pulling into Sunset Hill Road. Recently flagged for easy access. Mostly level with some vegetation in a quiet neighborhood. Are you dreaming of building your own home or investing in VT real estate? You won’t want to miss this

    Terri Edgerley Edge Realty Vermont

    0 Sunset Hill Rd Unit B, Pownal, VT 05261
  • /11

    $163,000

    Sold Jul 18, 2025

    237 Church St, Pownal, VT 05261

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Built 1937

    Last Sold Summary

    • 2% Above List Price
    • $209/SF
    • 70 Days On Market

    Current Estimated Value $168,042

    Last Listing Agent Max Squiers KW Vermont - Brenda Jones Real Estate Group

    237 Church St, Pownal, VT 05261
    • /27

      Est $266,511

      Not Listed For Sale

      239 Breezy Acres Dr, Vernon, VT 05354

      • 3 Beds
      • 1.5 Baths
      • 1,941 Sq Ft
      • Built 1992
      239 Breezy Acres Dr, Vernon, VT 05354

      Last Sold Summary

      • 9 Days On Market

  • /48

    $295,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,753 Sq Ft

    166 Cardinal Ln, Bennington, VT 05201

    Discover the charm and potential of this one-of-a-kind mid-century home, offered for sale for the first time. Set on 3.20 private acres with mature, lush landscaping, this spacious property offers a peaceful and serene setting while remaining conveniently close to shopping, schools, restaurants, and the hospital. Originally built in 1964, the home has grown through multiple additions over the

    Monique Geannelis Mahar McCarthy Real Estate

    166 Cardinal Ln, Bennington, VT 05201
  • /34

    $275,000

    Sold May 22, 2026

    1808 East Rd, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1977

    Last Sold Summary

    • 6% Above List Price
    • $260/SF
    • 7 Days On Market

    Current Estimated Value $256,728

    Last Listing Agent Abi Gregorio

    1808 East Rd, Bennington, VT 05201
    • /26

      Est $376,841

      Not Listed For Sale

      183 Cross Rd, Manchester Center, VT 05255

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1980
      183 Cross Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 98 Days On Market

  • /60

    $875,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,237 Sq Ft

    1731 Three Maple Dr, Manchester Center, VT 05255

    Welcome to this beautifully maintained log home nestled on a open four-acre lot in the heart of Manchester Center. With over 3,200 square feet of thoughtfully designed living space, this 4 bedroom, 3.5 bathroom residence delivers the perfect blend of rustic charm and modern comfort. Step inside to discover a stunning great room anchored by a stone fireplace, soaring windows that flood the space

    David Citron RE/MAX Four Seasons

    1731 Three Maple Dr, Manchester Center, VT 05255
  • /17

    $140,500

    Sold Feb 24, 2026

    432 South St Unit C6, Bennington, VT 05201

    • 2 Beds
    • 1.5 Baths
    • 852 Sq Ft
    • Built 1989

    Last Sold Summary

    • 9% Below List Price
    • $165/SF
    • 181 Days On Market

    Current Estimated Value $142,987

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    432 South St Unit C6, Bennington, VT 05201
    • /21

      Est $175,033

      Not Listed For Sale

      106 Park St Unit 16, Bennington, VT 05201

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1993
      106 Park St Unit 16, Bennington, VT 05201

      Last Sold Summary

      • 76 Days On Market

  • /29

    $250,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    103 Jennings Brook Dr, Bennington, VT 05201

    Located in the desirable Jennings Brook community, this condominium offers a wonderful opportunity to add your own personal touches while enjoying a convenient Bennington location. The spacious living room features a cozy fireplace, beautiful built-ins, and abundant natural light, while the large dining room provides an ideal setting for gatherings and entertaining. The foyer is currently used as

    Kelley Mccarthy Mahar McCarthy Real Estate

    103 Jennings Brook Dr, Bennington, VT 05201
  • /50

    $640,000

    Sold Dec 22, 2025

    55 Monument Ave, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,675 Sq Ft
    • Built 1787

    Last Sold Summary

    • 2% Below List Price
    • $239/SF
    • 14 Days On Market

    Current Estimated Value $625,854

    Last Listing Agent Vicki Wilson Maple Leaf Real Estate

    55 Monument Ave, Bennington, VT 05201
    • /37

      Est $347,504

      Not Listed For Sale

      91 Mcguire St, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,418 Sq Ft
      • Built 1978
      91 Mcguire St, North Bennington, VT 05257

      Last Sold Summary

      • 5 Days On Market

  • /45

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft

    298 Mad Tom Rd, Dorset, VT 05253

    Set on over half an acre in the heart of East Dorset Village, this newly renovated three-bedroom, two-bath bungalow blends modern upgrades with cozy charm—and even includes a peaceful brook running through the property. Recent upgrades include completely new kitchen and bathrooms and fresh interior paint throughout. The open-concept layout creates a bright,connected space that’s perfect for

    David Halligan Four Seasons Sotheby's Int'l Realty

    298 Mad Tom Rd, Dorset, VT 05253
  • /6

    $262,500

    Sold Sep 30, 2025

    X Mount Aeolus Rd, Manchester, VT 05255

    • Land
    • 8.32 Acres
    • $31,550 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 88 Days On Market

    Last Listing Agent Carol O`Connor Four Seasons Sotheby's Int'l Realty

    X Mount Aeolus Rd, Manchester, VT 05255
    • /30

      Est $410,560

      Not Listed For Sale

      94 Lake Dr, North Bennington, VT 05257

      • 3 Beds
      • 1.5 Baths
      • 2,623 Sq Ft
      • Built 1979
      94 Lake Dr, North Bennington, VT 05257

      Last Sold Summary

      • 24 Days On Market

  • /43

    $269,900

    Pending
    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    86 Mill Rd, Stamford, VT 05352

    Southern, VT Stamford Country living at it's best! Turn key, charming 2-bedroom, 1-bath ranch nestled in a peaceful, picturesque setting. Well-maintained features updated kitchen, dining, hardwood floors, large living room with propane fireplace insert. Bath with walk-in shower. Fantastic sunroom & outdoor patio overlook gardens & beautiful yard. A unique backyard bunkhouse with electric & heat

    Colleen Zajac MONARCH REALTY, INC.

    86 Mill Rd, Stamford, VT 05352
  • /45

    $46,000

    Sold Oct 10, 2025

    109 County St, Bennington, VT 05201

    • 4 Beds
    • 1 Bath
    • 1,146 Sq Ft
    • Built 1900

    Last Sold Summary

    • 42% Below List Price
    • $40/SF
    • 10 Days On Market

    Current Estimated Value $134,254

    Last Listing Agent Justine Curry Maple Leaf Real Estate

    109 County St, Bennington, VT 05201
    • /38

      Est $446,995

      Not Listed For Sale

      27 Horton Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 2,082 Sq Ft
      • Built 1948
      27 Horton Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 3 Days On Market

  • /25

    $795,000

    $20K PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 2,484 Sq Ft

    263 Kestrel Ct Unit F-17, Manchester, VT 05255

    Villager Unit at Equinox on the Battenkill adjacent to the 16th hole of the Equinox Golf Course! This stunning property offers a harmonious blend of luxury and comfort in a picturesque setting. Spacious living, dining, and kitchen areas with granite countertops, stainless steel appliances, and a convenient walk-in pantry. Enjoy the wood-burning fireplace, perfect for cozy evenings. Hardwood

    Carol O`Connor Four Seasons Sotheby's Int'l Realty

    263 Kestrel Ct Unit F-17, Manchester, VT 05255
  • /4

    $45,000

    Sold Oct 06, 2025

    45 Shady Ln, Bennington, VT 05201

    • 4 Beds
    • 1 Bath
    • 1,142 Sq Ft
    • Built 1948

    Last Sold Summary

    • 25% Below List Price
    • $39/SF
    • 7 Days On Market

    Current Estimated Value $103,046

    Last Listing Agent Erika Floriani Hoffman Real Estate

    45 Shady Ln, Bennington, VT 05201
    • /37

      Est $389,751

      Not Listed For Sale

      181 Dunham Ave, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 1955
      181 Dunham Ave, North Bennington, VT 05257

      Last Sold Summary

      • 12 Days On Market

  • /14

    $237,700

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft

    117 Putnam St, Bennington, VT 05201

    This beautifully renovated 2-unit home by JDN Properties offers exceptional flexibility for buyers, allowing for a variety of living arrangements to suit your needs. Whether you choose to enjoy it as a spacious two-story single family residence with a luxurious upstairs primary suite and kitchenette, use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize

    Dan Mason Perrott Realty

    117 Putnam St, Bennington, VT 05201
  • /43

    $235,000

    Sold Dec 08, 2025

    110 S Branch St, Bennington, VT 05201

    • 6 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1928

    Last Sold Summary

    • 2% Below List Price
    • $98/SF
    • 9 Days On Market

    Current Estimated Value $232,669

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    110 S Branch St, Bennington, VT 05201
    • /40

      Est $502,032

      Not Listed For Sale

      287 Hewitt Dr, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 2,236 Sq Ft
      • Built 1974
      287 Hewitt Dr, North Bennington, VT 05257

      Last Sold Summary

      • 68 Days On Market

  • /16

    $96,906

    New Construction Under Contract
    • 2 Beds
    • 2 Baths
    • 777 Sq Ft

    41 Audrey Ln, Bennington, VT 05201

    Welcome to 41 Audrey Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

    Kate Barry EXP Realty

    41 Audrey Ln, Bennington, VT 05201
  • /42

    $252,000

    Sold Jul 25, 2025

    935 Shaftsbury Hollow Rd, North Bennington, VT 05257

    • 2 Beds
    • 1 Bath
    • 1,221 Sq Ft
    • Built 1965

    Last Sold Summary

    • 15% Below List Price
    • $206/SF
    • 41 Days On Market

    Current Estimated Value $254,301

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    935 Shaftsbury Hollow Rd, North Bennington, VT 05257
    • /29

      Est $499,120

      Not Listed For Sale

      9378 Vt Route 9, Bennington, VT 05201

      • 4 Beds
      • 3 Baths
      • 1,752 Sq Ft
      • Built 1985
      9378 Vt Route 9, Bennington, VT 05201

      Last Sold Summary

      • 6 Days On Market

  • /25

    $675,000

    Open Sun 11AM - 1PM $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,108 Sq Ft

    184 W View Estates, Manchester Center, VT 05255

    Welcome to this well maintained 3-bedroom, 2.5-bath Colonial combining classic style with comfortable modern living. From the inviting front porch to the covered rear porch, patio, and fire pit, this home offers exceptional spaces for relaxing and entertaining both indoors and outdoors. The recently updated kitchen serves as the heart of the home with tasteful finishes and excellent

    Annette Gallo Real Broker LLC

    184 W View Estates, Manchester Center, VT 05255
  • /24

    $42,000

    Sold Oct 24, 2025

    26 Asa's Way, Bennington, VT 05257

    • Land
    • 20,908 Sq Ft
    • $87,500 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 55 Days On Market

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    26 Asa's Way, Bennington, VT 05257
    • /47

      Est $406,032

      Not Listed For Sale

      201 Erbs Way, Bennington, VT 05201

      • 3 Beds
      • 3.5 Baths
      • 2,686 Sq Ft
      • Built 1974
      201 Erbs Way, Bennington, VT 05201

      Last Sold Summary

      • 7 Days On Market

  • /23

    $120,000

    Pending
    • 2 Beds
    • 1 Bath
    • 880 Sq Ft

    818 Old Depot Rd, Shaftsbury, VT 05262

    Discover quintessential Vermont along this idyllic country road embodying peace and serenity. The property features mature trees and a peaceful, quiet location. Close to Lake Shaftsbury State Park and Lake Paran as well as many hiking trails and ski areas. This would make a perfect weekend getaway, vacation rental, or full-time home. New vinyl siding, a recent metal roof, and newer furnace. Enjoy

    Lisa Friedman Great American Dream Realty

    818 Old Depot Rd, Shaftsbury, VT 05262

Showing Results 201 - 240, Page 6 of 18

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