Bennington County VT Homes for Sale

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  $425,000

  • Land
  • 3 Acres
  • $141,667 per Acre

  lot A Forest Pond Rd, Dorset, VT 05251

  Private Dorset West Road Location... private road... nearby Manchester and Dorset. Ready to build. Waste Water permit in place for 5 BR, 8 person occupancy.

  Charles Mauro Josiah Allen Real Estate, Inc.

  lot A Forest Pond Rd, Dorset, VT 05251
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  $2,850,000

  $150K PRICE DROP

  • 2 Beds
  • 3.5 Baths
  • 5,731 Sq Ft

  2334 Morse Hill Rd, Dorset, VT 05251

  Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living. If you’ve been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peaceful acres with a pond

  David Halligan Four Seasons Sotheby's Int'l Realty

  2334 Morse Hill Rd, Dorset, VT 05251
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  $499,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  336 Kirby Hollow Rd, Dorset, VT 05251

  Set in a premier Dorset country setting with sweeping 360-degree views of rolling pastures, mountains, and neighboring farmland, this charming single-level ranch offers a rare opportunity to enjoy the beauty and tranquility of Southern Vermont. The home offers over 1,568 square feet of comfortable living space, including an open-concept kitchen, dining, and living area, an office, three bedrooms,

  Britt Wohler

  336 Kirby Hollow Rd, Dorset, VT 05251
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  /52

  $595,000

  • 4 Beds
  • 2.5 Baths
  • 2,399 Sq Ft

  1131 Route 30, Dorset, VT 05251

  Making its first appearance on the market in generations, this beloved circa-1850 New Englander is filled with warmth, character, and endless potential. Situated on 1.5 picturesque acres along Route 30, midway between the charming villages of Dorset and Manchester, the property offers an exceptional setting with easy access to local shops, restaurants, hiking trails, skiing, and all the amenities

  David Shehadi Josiah Allen Real Estate, Inc.

  1131 Route 30, Dorset, VT 05251
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  /23

  $219,000

  $16K PRICE DROP

  • 1,860 Sq Ft

  205 County St, Bennington, VT 05201

  This well maintained 2-unit home 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. use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize rental income with separate 2-bedroom and 3-bedroom units, this property is designed to adapt to

  Dan Mason Perrott Realty

  205 County St, Bennington, VT 05201
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  /60

  $200,000

  • Land
  • 58.1 Acres
  • $3,442 per Acre

  1073 Chapel Rd, Bennington, VT 05201

  Unlock the potential of this spectacular 58.1 +/- acre woodland property in historic Bennington. The groundwork for your future home or getaway is already laid with a State-approved wastewater permit in place for a three-bedroom single-family residence, allowing you the flexibility to design your build. Further simplifying your plans, the property offers the rare advantage of connecting to the

  Curtis Trousdale Preferred Properties

  1073 Chapel Rd, Bennington, VT 05201
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  $379,000

  New Construction $29K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft

  527 Jennings Brook Dr, Bennington, VT 05201

  Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. Custom Kitchen with granite countertops, custom tile shower unit. The open-concept layout is highlighted by a spacious kitchen and a

  Lilli West Maple Leaf Real Estate

  527 Jennings Brook Dr, Bennington, VT 05201

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