20,611

Bennington County, VT Homes

Section Image
    • /40

      Not Listed For Sale

      740 Vt Route 9, Woodford, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,648 Sq Ft
      • Built 1993
      740 Vt Route 9, Woodford, VT 05201

      Last Sold Summary

      • 139 Days On Market

      Last Listing Agent Justine Curry Maple Leaf Real Estate

  • /39

    $479,000

    $60K PRICE DROP
    • 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
  • /39

    $289,000

    Sold Apr 14, 2026

    51 Russell St Unit D, Arlington, VT 05250

    • 2 Beds
    • 1.5 Baths
    • 1,417 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $204/SF
    • 148 Days On Market

    Current Estimated Value $328,149

    Last Listing Agent Robert Sabol Wohler Realty Group

    51 Russell St Unit D, Arlington, VT 05250
    • /36

      Est $438,057

      Not Listed For Sale

      21 Birches Way, Peru, VT 05152

      • 3 Beds
      • 2 Baths
      • 1,275 Sq Ft
      • Built 1975
      21 Birches Way, Peru, VT 05152

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Moira Spivey Four Seasons Sotheby's Int'l Realty

  • /10

    $105,000

    $4K PRICE DROP
    • Land
    • 30.8 Acres
    • $3,409 per Acre

    0 Old Gale Hill Rd Unit 5099471, Shaftsbury, VT 05262

    30 acres of Vermont Heaven located on a private road just 20 minutes from the center of Shaftsbury . There is a mix of hardwoods, evergreens and wet lands around the pond. this is suitable for a dry camp. A slice paradise to get away to in the Green Mountains just steps away from the National Forest.

    Dan Mason Perrott Realty

    0 Old Gale Hill Rd Unit 5099471, Shaftsbury, VT 05262
  • /41

    $410,000

    Sold Oct 17, 2025

    882 East Rd, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 1,792 Sq Ft
    • Built 2002

    Last Sold Summary

    • 3% Above List Price
    • $229/SF
    • 14 Days On Market

    Current Estimated Value $428,718

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    882 East Rd, Bennington, VT 05201
    • /11

      Not Listed For Sale

      117 Elm St, Manchester Center, VT 05255

      • 12 Beds
      • 6 Baths
      • 3,682 Sq Ft
      • Built 1850
      117 Elm St, Manchester Center, VT 05255

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent David Citron RE/MAX Four Seasons

  • /30

    $649,000

    • 13 Beds
    • 11.5 Baths
    • 5,572 Sq Ft

    5549 Main St, Manchester Center, VT 05255

    This historic 10-unit inn operation presents a unique opportunity to acquire and reposition a property with deep roots in Manchester Center's hospitality history. Originally known as the 1878 Carriage House, the property has long served as lodging for visitors to one of Southern Vermont's premier four-season destinations.Located on Main Street in Manchester Center, the property offers an

    Colt Hazell Flex Realty

    5549 Main St, Manchester Center, VT 05255
  • /19

    $89,499

    Sold Jan 21, 2026

    64 Ethans Way, Bennington, VT 05201

    • 2 Beds
    • 1 Bath
    • 746 Sq Ft
    • Built 2024

    Last Sold Summary

    • $120/SF
    • 238 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    64 Ethans Way, Bennington, VT 05201
    • /23

      Not Listed For Sale

      53 Elm St, Manchester Center, VT 05255

      • 10 Beds
      • 7 Baths
      • 5,103 Sq Ft
      • Built 1850
      53 Elm St, Manchester Center, VT 05255

      Last Sold Summary

      • 183 Days On Market

      Last Listing Agent David Citron RE/MAX Four Seasons

  • /29

    $250,000

    $50K PRICE DROP Under Contract
    • 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
  • /22

    $675,000

    Sold May 01, 2026

    201 Owls Head Hill Ln, Dorset, VT 05251

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2005

    Last Sold Summary

    • 13% Below List Price
    • $281/SF
    • 34 Days On Market

    Current Estimated Value $415,149

    Last Listing Agent Annette Gallo Real Broker LLC

    201 Owls Head Hill Ln, Dorset, VT 05251
    • /60

      Est $327,769

      Not Listed For Sale

      818 Main St, Bennington, VT 05201

      • 4 Beds
      • 3 Baths
      • 1,969 Sq Ft
      • Built 1920
      818 Main St, Bennington, VT 05201

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /45

    $449,000

    $46K PRICE DROP Under Contract
    • 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
  • /28

    $716,845

    Sold Jun 26, 2026

    21 Burnt Hill Rd, Winhall, VT 05341

    • 4 Beds
    • 2 Baths
    • 2,055 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $349/SF
    • 11 Days On Market

    Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    21 Burnt Hill Rd, Winhall, VT 05341
    • /18

      Est $218,179

      Not Listed For Sale

      9 Palmer Dr, Pownal, VT 05261

      • 1 Bed
      • 1 Bath
      • 1,012 Sq Ft
      • Built 1850
      9 Palmer Dr, Pownal, VT 05261

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Melissa Nebelski Real Broker LLC

  • /21

    $300,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    112 Aldrich Rd, Peru, VT 05152

    Opportunity awaits in this three-bedroom, two-bath home set in a peaceful Vermont location near Bromley Mountain, Hapgood Pond, and the Catamount Trail. The single-level floor plan offers a comfortable living room with a brick fireplace, a separate dining area, and plenty of natural light. A new roof provides an important recent improvement, while the interior is ready for updates and a new

    Christine Chovan

    112 Aldrich Rd, Peru, VT 05152
  • /23

    $545,000

    Sold Aug 07, 2026

    144 Oak Knoll Rd, Arlington, VT 05250

    • 3 Beds
    • 2 Baths
    • 1,715 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Below List Price
    • $318/SF
    • 4 Days On Market

    Current Estimated Value $501,354

    Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

    144 Oak Knoll Rd, Arlington, VT 05250
    • /79

      Est $537,670

      Not Listed For Sale

      460 Sparrow Dr, Stamford, VT 05352

      • 4 Beds
      • 3 Baths
      • 3,721 Sq Ft
      • Built 1988
      460 Sparrow Dr, Stamford, VT 05352

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Colleen Zajac MONARCH REALTY, INC.

  • /21

    $475,000

    • 1 Bed
    • 1.5 Baths
    • 1,740 Sq Ft

    29 Butternut Ln Unit 3, Manchester, VT 05254

    Possibilities abound in this perfectly turnkey living space atop a garage and workspace. Built in 2018, this property features over 800 square feet of living space above, with a large entry mudroom on the first floor.As you arrive upstairs, the space opens into an inviting living area filled with warm natural light. Just off the living area, you step into a beautiful custom kitchen with all

    Tom Deck Josiah Allen Real Estate, Inc.

    29 Butternut Ln Unit 3, Manchester, VT 05254
  • /15

    $380,000

    Sold Oct 15, 2025

    0 Tower Rd Unit 28, Dorset, VT 05251

    • Land
    • 16 Acres
    • $23,750 per Acre

    Last Sold Summary

    • 1% Below List Price
    • 0 Days On Market

    Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.

    0 Tower Rd Unit 28, Dorset, VT 05251
    • /29

      Est $503,319

      Not Listed For Sale

      117 Nottingham Park, Manchester Center, VT 05255

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft
      • Built 1972
      117 Nottingham Park, Manchester Center, VT 05255

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

  • /28

    $209,900

    $15K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    107 Jefferson Ave, Bennington, VT 05201

    Terrific in town location for this 3 bedroom, 2 bathroom home in Bennington. Offering living room, large kitchen, formal dining room and office/study. Covered porch and patio. Privacy bushes and yard. Property is being sold "as-is".

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    107 Jefferson Ave, Bennington, VT 05201
  • /60

    $410,000

    Sold Aug 28, 2026

    358 Birch Grove, Arlington, VT 05250

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Below List Price
    • $223/SF
    • 98 Days On Market

    Current Estimated Value $412,642

    Last Listing Agent Justine Curry Maple Leaf Real Estate

    358 Birch Grove, Arlington, VT 05250
    • /12

      Est $382,048

      Not Listed For Sale

      454 NW Hill Rd, Pownal, VT 05261

      • 3 Beds
      • 2 Baths
      • 1,901 Sq Ft
      • Built 1880
      454 NW Hill Rd, Pownal, VT 05261

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

  • /50

    $140,000

    $20K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,575 Sq Ft

    127 Dewey St, Bennington, VT 05201

    Opportunity awaits with this spacious property offering incredible potential for investors, renovators, or buyers looking to create their dream home. Currently configured as a single family residence, this home features 5 bedrooms and 2 bathrooms. At one point it was a 2 unit home and could potentially be again.Inside, you'll find generous living space ready for your vision and updates. A

    Lindsey Martin Maple Leaf Real Estate

    127 Dewey St, Bennington, VT 05201
  • /29

    $410,000

    Sold Jul 31, 2026

    2121 North Rd, Arlington, VT 05250

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • Built 1973

    Last Sold Summary

    • 9% Below List Price
    • $214/SF
    • 22 Days On Market

    Current Estimated Value $442,150

    Last Listing Agent Matt Waddington Hoffman Real Estate

    2121 North Rd, Arlington, VT 05250
    • /35

      Est $281,465

      Not Listed For Sale

      312 School St Unit 314, Bennington, VT 05201

      • 4 Beds
      • 2 Baths
      • 2,184 Sq Ft
      • Built 1908
      312 School St Unit 314, Bennington, VT 05201

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Angela Bevin Maple Leaf Real Estate

  • /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
  • /41

    $480,000

    Sold Dec 22, 2025

    245 Southshire Dr, Bennington, VT 05201

    • 4 Beds
    • 2.5 Baths
    • 2,116 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Below List Price
    • $227/SF
    • 145 Days On Market

    Current Estimated Value $520,140

    Last Listing Agent Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

    245 Southshire Dr, Bennington, VT 05201
    • /34

      Est $502,568

      Not Listed For Sale

      647 Fox Hill Rd, Bennington, VT 05201

      • 4 Beds
      • 2.5 Baths
      • 1,901 Sq Ft
      • Built 2008
      647 Fox Hill Rd, Bennington, VT 05201

      Last Sold Summary

      • 133 Days On Market

      Last Listing Agent Erika Floriani Hoffman Real Estate

  • /22

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    3 Kimball Hill Rd Unit 1, Winhall, VT 05340

    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

    Robin Apps Four Seasons Sotheby's Int'l Realty

    3 Kimball Hill Rd Unit 1, Winhall, VT 05340
  • /44

    $781,000

    Sold Aug 03, 2026

    74 Pond View Rd, Winhall, VT 05340

    • 4 Beds
    • 4.5 Baths
    • 2,980 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $262/SF
    • 43 Days On Market

    Current Estimated Value $810,683

    Last Listing Agent Christine Chovan

    74 Pond View Rd, Winhall, VT 05340
    • /39

      Est $596,956

      Not Listed For Sale

      557 Fox Hill Rd, Bennington, VT 05201

      • 4 Beds
      • 3.5 Baths
      • 2,336 Sq Ft
      • Built 2009
      557 Fox Hill Rd, Bennington, VT 05201

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /15

    $162,500

    $7K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 819 Sq Ft

    432 South St Unit A11, Bennington, VT 05201

    Enjoy easy first-floor, one-level living in this two-bedroom, one-and-a-half-bath condominium in Bennington’s Nathaniel Court community. The comfortable layout features an open living and dining area, a functional brand-new stainless steel kitchen appliances, laminate flooring, and plenty of natural light throughout. Both bedrooms offer inviting spaces, while the in-unit washer and dryer add

    Colt Hazell Flex Realty

    432 South St Unit A11, Bennington, VT 05201
  • /15

    $199,900

    Sold Jan 16, 2026

    111 Hicks Ave, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1936

    Last Sold Summary

    • $160/SF
    • 13 Days On Market

    Current Estimated Value $211,952

    Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

    111 Hicks Ave, Bennington, VT 05201
    • /38

      Est $691,855

      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

      Last Listing Agent Margretta Fischer Wohler Realty Group

  • /57

    $219,000

    • 2 Beds
    • 1 Bath
    • 1,397 Sq Ft

    2 North St, North Bennington, VT 05257

    As the old saying goes... LOCATION, LOCATION, LOCATION! Situated on a large corner lot in the desirable village of North Bennington, this one level home is brimming with potential. There is plenty of space inside and several rooms that can be configured to fit your needs. The great room has a vaulted ceiling and a slider to an enclosed porch that overlooks a private backyard. The kitchen with

    Justine Curry Maple Leaf Real Estate

    2 North St, North Bennington, VT 05257
  • /51

    $434,000

    Sold Feb 27, 2026

    12 Stratton West Rd Unit 12, Winhall, VT 05340

    • 5 Beds
    • 2 Baths
    • 1,888 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Below List Price
    • $230/SF
    • 6 Days On Market

    Last Listing Agent Robert Sabol Wohler Realty Group

    12 Stratton West Rd Unit 12, Winhall, VT 05340
    • /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

      Last Listing Agent Monique White Deerfield Valley Real Estate

Showing Results 161 - 200, Page 5 of 18

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