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Explore Similar Homes Within 2 Miles of Old Bennington, VT

  • /21

    $120,000

    • Land
    • 20 Acres
    • $6,000 per Acre

    1319 Vail Rd, Bennington, VT 05201

    Discover an exceptional opportunity to build your dream home on this prime 20-acre parcel located in the desirable west end of Bennington. This expansive property offers a perfect blend of privacy and convenience, ready for immediate development.Key features of this remarkable land include an established driveway providing easy access to your future homesite, and a completed perk test

    Lilli West Maple Leaf Realty

    1319 Vail Rd, Bennington, VT 05201
  • /10

    $1,950,000

    • Land
    • 7 Acres
    • $278,571 per Acre

    720 N Branch St, Bennington, VT 05201

    Discover the potential at 720 & 702 North Branch Street—a rare 7-acre offering in a prime Bennington location. With level land, generous frontage, and easy access, this property is perfectly positioned for residential or mixed-use development, with municipal water and sewer available at the street.The sale includes a well-maintained duplex at 702 North Branch, featuring a 3-bedroom unit

    Paul Carroccio TPW Real Estate

    720 N Branch St, Bennington, VT 05201
  • /41

    $499,900

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

    245 Southshire Dr, Bennington, VT 05201

    Nestled in one of Bennington's most sought-after neighborhoods, this elegant 4-bedroom, 2.5-bath center-hall Colonial offers space, privacy, and timeless charm--all just minutes from downtown Bennington, SVMC Hospital, walking paths, and the Bennington Area Trail System(BATS). The first floor welcomes you with gleaming hardwood floors, a spacious kitchen, a formal dining room, and a gracious

    Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

    245 Southshire Dr, Bennington, VT 05201
  • /42

    $795,000

    • 5 Beds
    • 1.5 Baths
    • 2,450 Sq Ft

    126 Fox Hill Rd, Bennington, VT 05201

    Welcome to this stunning 1850s home, perfectly sited on 2.72 acres with breathtaking mountain views. With 5 bedrooms, 2 full baths, and over three decades of loving ownership, this property offers the perfect blend of historic charm and modern updates in a peaceful, scenic setting.Inside, you'll find spacious, light-filled rooms enhanced by large windows and a calming palette of neutral

    Kelley Mccarthy Mahar McCarthy Real Estate

    126 Fox Hill Rd, Bennington, VT 05201
  • /50

    $374,900

    • 5 Beds
    • 4 Baths
    • 3,400 Sq Ft

    927 Water St, North Bennington, VT 05257

    Stately North Bennington Colonial with In-Law Suite & Barn on 2.6 Acres.Step into timeless elegance in this beautifully crafted colonial-style home located in the heart of charming North Bennington. Offering 5 spacious bedrooms and 4 bathrooms, this home features a flexible floor plan that includes a private in-law suite, formal living and dining rooms, a welcoming foyer, and both front and

    Brenda Jones KW Vermont - Brenda Jones Real Estate Group

    927 Water St, North Bennington, VT 05257
  • /42

    $1,950,000

    • 9 Beds
    • 7 Baths
    • 6,956 Sq Ft

    1086 West Rd, Bennington, VT 05201

    Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral fields and the distant Taconic Mountain Range. The timeless and beautifully proportioned interiors feature extensive molding, solid oak flooring, eight fireplaces, nine bedrooms, seven baths, country kitchen and adjoining

    Chris DeFelice Four Seasons Sotheby's Int'l Realty

    1086 West Rd, Bennington, VT 05201
  • /48

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 3,742 Sq Ft

    34 Southshire Dr, Bennington, VT 05201

    Expansive Ranch on 2.4 Acres in Desirable Southshire Neighborhood – Bennington, VermontSet on a generous 2.4-acre lot in the sought-after Southshire neighborhood, this spacious ranch offers comfortable living with scenic privacy and versatile space. The main level features a well-appointed kitchen that opens to a cozy family room complete with a fireplace and built-in bookshelves, all

    Kelley Mccarthy Mahar McCarthy Real Estate

    34 Southshire Dr, Bennington, VT 05201
  • /7

    $175,000

    • Land
    • 15.49 Acres
    • $11,298 per Acre

    00 Silk Rd, Bennington, VT 05201

    Fifteen and a half level, mowed acres, suitable for a home build, agriculture, or a small subdivision.Passing over the iconic Silk Road Covered Bridge crossing the Walloomsac River, on the right you'll find this flat, cleared parcel ready for farming or development. With over 500 feet of road frontage, plenty of acreage, and the beautiful river across the street, the possibilities here

    David White OwnerEntry.com

    00 Silk Rd, Bennington, VT 05201
  • /20

    $139,000

    • 1 Bed
    • 704 Sq Ft

    5412, Bennington, VT 05201

    Escape to your own private retreat on the side of Mount Anthony! This classic A-frame camp sits on 25 acres of secluded land, offering the perfect setting for hunting, outdoor adventure, or a peaceful off-grid getaway. Accessed by a gated, well-maintained gravel road, the property provides both privacy and convenience—tucked away in nature yet only about 10 minutes to downtown Bennington. While

    Jeffrey Dorman

    5412, Bennington, VT 05201
  • /45

    $795,000

    • Land
    • 79.65 Acres
    • $9,981 per Acre

    0 Rd, Bennington, VT 05201

    Take a look at an incredible development opportunity located in the heart of Bennington. These two adjacent parcels of land, one situated off Fillmore Street encompassing 31.19 acres and the other off Gore Road spanning 48.46 acres, together offer over 75 acres of prime, buildable terrain.Notably, the property is bordered by two existing housing developments to the east (East St, West St and

    Lilli West Maple Leaf Realty

    0 Rd, Bennington, VT 05201
  • /47

    $625,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    682 Fox Hill Rd, Bennington, VT 05201

    Soak up the mountain view from a brand new custom built home. Desirable neighborhood with paved town maintained roads. Just outside of Old Bennington and close to SVMC hospital, downtown restaurants and theaters. An easy commute to Bennington College, 22 minute drive to Williamstown, MA or an hour to Albany Int'l Airport. Nestled at the base of Mount Anthony, hikers will appreciate direct

    Jenifer Prouty Hoffman Hoffman Real Estate

    682 Fox Hill Rd, Bennington, VT 05201
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