54

Homes for Sale near Hiland Hall School

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  • /30

    $300,000

    $25K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,120 Sq Ft

    113 South St Unit 302, Bennington, VT 05201

    Whether you’re seeking a full-time downtown lifestyle, a lock-and-leave home base for travel, or you’re ready to make the leap from renting to owning, this is the kind of property that checks every box—location, character, and simplicity. Offered publicly for the first time, Unit 302 is filled with natural light from tall windows that frame the energy of downtown Bennington. Soaring ceilings,

    Jenifer Prouty Hoffman Hoffman Real Estate

    113 South St Unit 302, Bennington, VT 05201
  • /8

    $65,000

    • Land
    • 1.24 Acres
    • $52,419 per Acre

    2041 East Rd, Bennington, VT 05201

    Partial cleared 1.2 acre lot where you can listen the stream flow as you watch the abundant wild life. Perk test were positive for a inground leaching system, results available.

    Dan Mason Perrott Realty

    2041 East Rd, Bennington, VT 05201
  • /33

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    254 Union St, Bennington, VT 05201

    Welcome to this well-maintained, solid income-producing two-family home located in the heart of town—just steps from shops, dining, and downtown events. Perfect for owner-occupants or savvy investors, this property combines classic charm with modern efficiency and low operating costs. Each two-bedroom unit features spacious, light-filled living areas, eat-in kitchen and comfortable bedrooms.

    Cassie Barbeau Mahar McCarthy Real Estate

    254 Union St, Bennington, VT 05201
  • /30

    $209,000

    $10K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,127 Sq Ft

    20 Sage St, North Bennington, VT 05257

    Charming home in the heart of the Village of North Bennington, set on a beautiful village lot and offering solid bones with great potential. This well-maintained property features 4 bedrooms and a 3/4 bath, along with a first-floor bonus room. Wood floors lie beneath the carpet, ready to be revealed. Laundry hookups are in place for added convenience. Some updates are needed, providing an

    Abi Gregorio

    20 Sage St, North Bennington, VT 05257
  • /8

    $59,000

    • Land
    • 12,632 Sq Ft
    • $203,448 per Acre

    420 Burgess Rd, Bennington, VT 05201

    Level building lot with town sewer and water at the edge of town.Possible owner financing.

    Dan Mason Perrott Realty

    420 Burgess 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 on the

    Paul Carroccio TPW Real Estate

    720 N Branch St, Bennington, VT 05201
  • /60

    $269,000

    • 3 Beds
    • 1.5 Baths
    • 1,934 Sq Ft

    508 Barney Rd, Bennington, VT 05201

    WOW CHECK OUT THIS Country Cutie on the edge of town. The home has been updated while keeping the period Charm. Large level nicely landscaped yard enclosed by hedges. The lager living room has a fireplace with insert and lots of built-ins. The walkout basement has a large room that has been used as a bedroom with a stone fireplace and a half bath in the heated workshop area.The septic was

    Dan Mason Perrott Realty

    508 Barney Rd, Bennington, VT 05201
  • /3

    $475,000

    • Land
    • 12.82 Acres
    • $37,051 per Acre

    22 Morse Rd, Bennington, VT 05201

    Positioned in the heart of Bennington’s commercial corridor on 12.82 open acres, 22 Morse Road present a prime development opportunity. Offering excellent visibility and accessibility along one of the area’s primary commercial arteries, the property is ideally situated for a variety of commercial, retail, service, mixed-use, or redevelopment possibilities. The location provides convenient access

    Paul Carroccio TPW Real Estate

    22 Morse Rd, Bennington, VT 05201
  • /32

    $275,000

    • 1,680 Sq Ft

    318 North St, Bennington, VT 05201

    Versatile mixed-use property with strong potential as a duplex or owner-occupied investment in a highly visible downtown North Street location. Currently configured with a beautifully renovated 1-bedroom, 1-bath apartment on the second floor and a spacious first-floor commercial unit, this property offers multiple paths for income and future use. Zoning supports multi-family, single-family, and a

    Jenifer Prouty Hoffman Hoffman Real Estate

    318 North St, Bennington, VT 05201
  • /16

    $96,406

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

    32 Cassie Ln, Bennington, VT 05201

    Welcome to 32 Cassie 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

    32 Cassie Ln, Bennington, VT 05201
  • /29

    $149,900

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft

    256 Union St, Bennington, VT 05201

    Opportunity awaits in this classic New England-style home conveniently located near downtown Bennington and local amenities. Offering 3 bedrooms, 1 bathroom, spacious living areas, and plenty of natural light throughout, the property features a newer roof, low-maintenance vinyl siding, covered front porch, corner lot location, and off-street parking. Inside, the home offers an eat-in kitchen,

    Jeffrey Dorman

    256 Union St, Bennington, VT 05201
  • /39

    $359,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    38 Oak Ridge Ln, Bennington, VT 05201

    Convenient one-level living meets modern style and design in this beautifully crafted ranch home, situated on a spacious 1.4-acre lot within a newer, private four-home subdivision. Relax on the impressive 52-foot farmer’s porch—perfect for enjoying cool summer breezes, stunning sunsets, entertaining guests, or simply taking in the expansive yard and thoughtfully designed plantings. Inside the

    Matt Waddington Hoffman Real Estate

    38 Oak Ridge Ln, Bennington, VT 05201
  • /53

    $225,000

    • 3 Beds
    • 1 Bath
    • 1,047 Sq Ft

    99 Coolidge Ave, Bennington, VT 05201

    This cute 3-bedroom, 1-bath cape offers comfortable in-town living with a fully fenced yard and recently renovated kitchen and bath. The laundry hookups are on the first floor which adds everyday convenience. Enjoy morning coffee or evening relaxation in the enclosed 3-season porch with outdoor fenced space perfect for pets, play, or gardening. The upstairs bedroom features unique built-ins that

    Catherine Cairns Maple Leaf Realty

    99 Coolidge Ave, Bennington, VT 05201
  • /23

    $235,000

    • 5 Beds
    • 2 Baths
    • 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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