21,172

Bennington County, VT Homes

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    • /40

      Est $3,016,069 Not Listed For Sale

      440 Marcia Ln, Dorset, VT 05251

      • 5 Beds
      • 7.5 Baths
      • 8,700 Sq Ft
      • Built 2004
      440 Marcia Ln, Dorset, VT 05251

      Last Sold Summary

      • 12% Above List Price
      • $310/SF
      • 254 Days On Market

      Last Sold Price $2,700,000

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • /15

    $115,000

    • Land
    • 2.9 Acres
    • $39,655 per Acre

    Lot 3 Route 11 30, Winhall, VT 05340

    Spectacular West and Southerly Views over Manchester Valley and boasts a bird's eye view across to the Equinox Mountain!Located on the Manchester side of Winhall, this property is at the end of a private lane offering privacy... engineered and offering VT Waste Water and Potable Water Supply Permit: WW-2-3614, design for 3 BR single family residence. Bordered by the Green Mountain Nat'l

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 808-6197

    Lot 3 Route 11 30, Winhall, VT 05340
  • /60

    $899,000 Sold Dec 12, 2025

    92 Coventry Ln, Manchester Center, VT 05255

    • 4 Beds
    • 2.5 Baths
    • 3,215 Sq Ft
    • Built 1972

    Last Sold Summary

    • 18% Below List Price
    • $280/SF
    • 101 Days On Market

    Current Estimated Value $913,703

    Last Listing Agent Kristin Comeau TPW Real Estate

    92 Coventry Ln, Manchester Center, VT 05255
    • /22

      Not Listed For Sale

      16 Clark Rd, Rupert, VT 05776

      • 4 Beds
      • 4 Baths
      • 2,708 Sq Ft
      • Built 1989
      16 Clark Rd, Rupert, VT 05776

      Last Sold Summary

      • $240/SF
      • 19 Days On Market

      Last Sold Price $649,000

      Last Listing Agent Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  • /43

    $375,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    100 Walsh Rd, Arlington, VT 05250

    Tucked away in the picturesque Vermont Hamlet of Sandgate, home to just 480 residents, this property provides the perfect escape from the bustle of city life. Here, you can enjoy the warmth of a close-knit community, stunning natural surroundings, and easy access to local amenities. Sitting on a generous 1.5-acre lot, the property offers ample space for outdoor recreation and the peaceful

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 521-2780

    100 Walsh Rd, Arlington, VT 05250
  • /57

    $1,575,000 Sold Oct 21, 2025

    671 West Rd, Manchester Center, VT 05255

    • 5 Beds
    • 3.5 Baths
    • 4,785 Sq Ft
    • Built 1790

    Last Sold Summary

    • $329/SF
    • 8 Days On Market

    Last Listing Agent Katherine Zilkha Four Seasons Sotheby's Int'l Realty

    671 West Rd, Manchester Center, VT 05255
    • /31

      Not Listed For Sale

      12 Stratton Rd W Unit 12, Winhall, VT 05340

      • 5 Beds
      • 2 Baths
      • 1,888 Sq Ft
      • Built 1968
      12 Stratton Rd W Unit 12, Winhall, VT 05340

      Last Sold Summary

      • $201/SF
      • 5 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  • /60

    $2,495,000 Pending

    • 4 Beds
    • 7.5 Baths
    • 8,586 Sq Ft

    384 Riverbend Dr, Manchestr Ctr, VT 05255

    Exceptionally mostly furnished, this residence is a "Stand Out" Ramsey Gourd, architect designed, coveted River Road Colonial accommodating 4,450 SF main level (8,585 SF on three floors) drenched in south facing light tying indoor - outdoor living to ideal mountain view perspectives. The East Mountains create the back drop for the elegantly laid out open concept that seamlessly transitions from

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 214-8628

    384 Riverbend Dr, Manchestr Ctr, VT 05255
  • /41

    $248,000 Sold Mar 06, 2026

    1160 Bergrucken Ln, Readsboro, VT 05350

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $304/SF
    • 11 Days On Market

    Current Estimated Value $246,797

    Last Listing Agent Morriah Adams BHG Masiello Brattleboro

    1160 Bergrucken Ln, Readsboro, VT 05350
    • /36

      Est $799,475 Not Listed For Sale

      469 Laclair Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 3.5 Baths
      • 3,104 Sq Ft
      • Built 2011
      469 Laclair Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 10% Above List Price
      • $234/SF
      • 3 Days On Market

      Last Sold Price $725,000

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

  • /28

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,337 Sq Ft

    78 Carbonti Cir, Arlington, VT 05250

    Enjoy effortless one-level living in this wonderful Arlington home, offering 3 bedrooms, 2 bathrooms, and a bright, modern layout. Set in a lovely neighborhood, the home welcomes you with a west-facing living room window that frames beautiful mountain views. Two bedrooms are tucked into the northeast corner of the home, while the spacious primary suite—with its own full bathroom—sits privately on

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    78 Carbonti Cir, Arlington, VT 05250
  • /2

    $610,000 Sold Sep 19, 2025

    139 Little John Dr, Manchester Center, VT 05255

    • 4 Beds
    • 2 Baths
    • 2,142 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Below List Price
    • $285/SF
    • 0 Days On Market

    Current Estimated Value $635,367

    Last Listing Agent David Shehadi Josiah Allen Real Estate, Inc.

    139 Little John Dr, Manchester Center, VT 05255
    • /28

      Not Listed For Sale

      27 Mountain View Rd, Winhall, VT 05360

      • 6 Beds
      • 6.5 Baths
      • 5,896 Sq Ft
      • Built 2000
      27 Mountain View Rd, Winhall, VT 05360

      Last Sold Summary

      • $195/SF
      • 22 Days On Market

      Last Sold Price $1,150,000

      Last Listing Agent Andrew King Stratton Real Estate

  • /28

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 2,363 Sq Ft

    43 Middle Ridge Rd Unit 415, Winhall, VT 05155

    Perfect for the large family! Four bedrooms, Three and a Half Baths, plus a Loft! In highly desirable Rising Bear Lodge, Top Floor, Corner location! Easy walking distance to the Slopes, (Shuttle also available), the Commons' Skating Pond, and the Village Shops and Restaurants. Other amenities include a year round heated Pool, outdoor hot tubs, and a cedar sauna---all comfortably accessible by the

    Edwin Kevil Stratton Real Estate

    43 Middle Ridge Rd Unit 415, Winhall, VT 05155
  • /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 $284,779

    Last Listing Agent Robert Sabol Wohler Realty Group

    51 Russell St Unit D, Arlington, VT 05250
    • /40

      Est $233,429 Not Listed For Sale

      112 County Rd, Stamford, VT 05352

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1972
      112 County Rd, Stamford, VT 05352

      Last Sold Summary

      • 5% Below List Price
      • $255/SF
      • 5 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /10

    $20,000

    • Land
    • 1.2 Acres
    • $16,667 per Acre

    0 Oberdorf Rd Unit 24065553, Readsboro, VT 05350

    1.2 Acres of Scenic Land for Sale in Bennington County, VTEscape to the beauty of Bennington County, Vermont, with this stunning 1.2-acre parcel of vacant land. Offering 350 ft of road frontage on Oberdorf Rd, this lot provides easy access and is nestled within the private Alpenwald Village, a peaceful community ideal for your dream home or vacation retreat. Surrounded by nature, this

    Community Lands Community Lands

    0 Oberdorf Rd Unit 24065553, Readsboro, VT 05350
  • /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 $409,148

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    882 East Rd, Bennington, VT 05201
    • /31

      Not Listed For Sale

      6 Black Birch Rd, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,215 Sq Ft
      • Built 1968
      6 Black Birch Rd, Winhall, VT 05340

      Last Sold Summary

      • $278/SF
      • 8 Days On Market

      Last Sold Price $338,000

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • /38

    $4,975,000

    • 5 Beds
    • 4 Baths
    • 6,998 Sq Ft

    527 Benson Rd, Manchester Center, VT 05255

    Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould

    Story Jenks LandVest, Inc/Woodstock

    527 Benson Rd, 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
    • /40

      Est $461,376 Not Listed For Sale

      68 Willows Way Unit 4, Peru, VT 05152

      • 3 Beds
      • 3.5 Baths
      • 1,010 Sq Ft
      • Built 1984
      68 Willows Way Unit 4, Peru, VT 05152

      Last Sold Summary

      • 18% Below List Price
      • $556/SF
      • 116 Days On Market

      Last Sold Price $562,000

      Last Listing Agent Dylan Gage Bromley Real Estate

  • /60

    $220,000 Pending

    • Land
    • 54 Acres
    • $4,074 per Acre

    399 Bard Rd, Bennington, VT 05201

    Escape to your own private sanctuary on this sprawling 54+/- acre wooded retreat in beautiful Bennington, VT. Nestled among a lush mix of hard and softwoods teeming with wildlife, the property features a charming quarter-acre pond situated entirely within its southeastern boundary, perfect as a future homestead centerpiece. Enjoy easy access via a paved, town-maintained road leading to level

    Curtis Trousdale Preferred Properties

    399 Bard Rd, Bennington, VT 05201
  • /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
    • /40

      Est $397,000 Not Listed For Sale

      214 Pleasant St, Arlington, VT 05250

      • 4 Beds
      • 2 Baths
      • 1,890 Sq Ft
      • Built 1890
      214 Pleasant St, Arlington, VT 05250

      Last Sold Summary

      • 17% Above List Price
      • $180/SF
      • 17 Days On Market

      Last Sold Price $339,500

      Last Listing Agent Lilli West Maple Leaf Realty

  • /36

    $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
  • /35

    $165,000 Sold Aug 18, 2025

    250 Magee Rd, Stamford, VT 05352

    • 4 Beds
    • 1 Bath
    • 952 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Below List Price
    • $173/SF
    • 179 Days On Market

    Current Estimated Value $164,686

    Last Listing Agent Susan Colvin MONARCH REALTY, INC.

    250 Magee Rd, Stamford, VT 05352
    • /9

      Not Listed For Sale

      78 Heartwellville View Rd, Readsboro, VT 05350

      78 Heartwellville View Rd, Readsboro, VT 05350

      Last Sold Summary

      • 167 Days On Market

      Last Sold Price $8,000

      Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

  • /25

    $775,000 Under Contract

    • 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
  • /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 $485,993

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

    245 Southshire Dr, Bennington, VT 05201
    • /8

      Not Listed For Sale

      79 Heartwellville View Rd, Readsboro, VT 05350

      79 Heartwellville View Rd, Readsboro, VT 05350

      Last Sold Summary

      • 167 Days On Market

      Last Sold Price $8,000

      Last Listing Agent Jennifer Hovey-Densmore Deerfield Valley Real Estate

  • /39

    $735,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,091 Sq Ft

    5 Wall St, Bondville, VT 05340

    While temperatures outside may be freezing, step inside and take in the incredible views of Stratton while basking in sunlight from the living room of this Vermont home. Located just one mile from the base of the Stratton Access Road and only 20 minutes from Manchester, the setting offers exceptional convenience while remaining peacefully tucked away in the private woods of Winhall. The main

    Cheyanne Pugliese

    5 Wall St, Bondville, VT 05340
  • /40

    $185,000 Sold Jul 25, 2025

    305 Grove St, Bennington, VT 05201

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Above List Price
    • $231/SF
    • 28 Days On Market

    Current Estimated Value $182,957

    Last Listing Agent Justine Curry Maple Leaf Realty

    305 Grove St, Bennington, VT 05201
    • /39

      Est $355,104 Not Listed For Sale

      744 Dunlap Farm Rd, Arlington, VT 05250

      • 3 Beds
      • 2 Baths
      • 1,306 Sq Ft
      • Built 1985
      744 Dunlap Farm Rd, Arlington, VT 05250

      Last Sold Summary

      • 4% Above List Price
      • $260/SF
      • 89 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Monique Geannelis Mahar McCarthy Real Estate

  • /58

    $1,495,000 Under Contract

    • 7 Beds
    • 5.5 Baths
    • 6,392 Sq Ft

    16 West Rd, Bennington, VT 05201

    Elegant and stately, this distinguished 1910 home is beautifully set in the heart of Old Bennington, Vermont. Thoughtful renovations began in 2000, carefully preserving the home’s historic character while enhancing comfort and functionality throughout. Offering over 6,000 square feet of gracious living space, the residence features seven bedrooms, six baths, and six fireplaces, with timeless

    Kelley Mccarthy Mahar McCarthy Real Estate

    16 West Rd, 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 $201,701

    Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

    111 Hicks Ave, Bennington, VT 05201
    • /27

      Est $183,989 Not Listed For Sale

      731 Main St, Bennington, VT 05201

      • 2 Beds
      • 1.5 Baths
      • 1,155 Sq Ft
      • Built 1900
      731 Main St, Bennington, VT 05201

      Last Sold Summary

      • 9% Above List Price
      • $146/SF
      • 7 Days On Market

      Last Sold Price $169,000

      Last Listing Agent Dana Haley Real Broker LLC

  • /22

    $725,000 Under Contract

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

    201 Owls Head Hill Ln, Dorset, VT 05251

    Welcome to this beautiful Colonial set in the heart of Dorset, offering the perfect blend of privacy and convenience just minutes from town. Nestled on 2.2 acres, this light-filled home is designed for both everyday comfort and effortless entertaining. The first floor features an open-concept kitchen, dining, and living area—ideal for gatherings—enhanced by oversized windows that flood the space

    Annette Gallo Real Broker LLC

    201 Owls Head Hill Ln, Dorset, VT 05251
  • /48

    $650,000 Sold May 06, 2025

    1516 W Mountain Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 2.5 Baths
    • 1,738 Sq Ft
    • Built 1979

    Last Sold Summary

    • 7% Below List Price
    • $374/SF
    • 192 Days On Market

    Current Estimated Value $649,790

    Last Listing Agent Margretta Fischer Wohler Realty Group

    1516 W Mountain Rd, Shaftsbury, VT 05262
    • /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

      • $130/SF
      • 139 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Justine Curry Maple Leaf Realty

Showing Results 121 - 160, Page 4 of 18

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