20

Bennington, VT Homes for Sale with Garage

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  • /22

    $600,000

    • 3 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    203 Northside Dr, Bennington, VT 05201

    Welcome to 203–205 Northside Drive, a truly unique property that combines residential living with commercial potential all in one. Are you looking for the flexibility to live in an apartment while generating income from multiple rental units, or would you prefer to restore the property back into a spacious single-family residence? This property gives you both options. Currently configured with

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    (802) 471-3591

    203 Northside Dr, Bennington, VT 05201
  • /41

    $295,000

    • 5 Beds
    • 2 Baths
    • 2,418 Sq Ft

    226 North St, Bennington, VT 05201

    This beautifully detailed 1880 Victorian in Bennington's residential commercial district offers flexibility and income potential all in one. Currently operating as a successful, fully furnished Airbnb, this 5-bedroom, 2-bath property is ready for its next owner. Whether you're an investor looking for cash flow or a buyer seeking a spacious and charming single family home. The main level

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    (802) 327-7149

    226 North St, Bennington, VT 05201
  • /35

    $475,000

    • 5 Beds
    • 2.5 Baths
    • 2,104 Sq Ft

    115 Grandview St, Bennington, VT 05201

    Step into timeless elegance with this beautifully restored Victorian home, showcasing stunning woodwork and thoughtful updates throughout. This spacious residence offers five bedrooms, one being on the first floor, and two updated bathrooms blending classic character with modern comfort. A whimsical hidden quarter bath under the stairs adds both charm and function. The home’s gracious

    Cassie Barbeau Mahar McCarthy Real Estate

    115 Grandview 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
  • /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
  • /12

    $499,000

    • 6 Beds
    • 4 Baths
    • 15,179 Sq Ft

    423 Main St, Bennington, VT 05201

    Historic building in heart of downtown Bennington with solid income from existing commercial tenancy and a fantastic second floor begging to be utilized as residential space. This loft type space is approx. 8,000 sq. ft. and would be an amazing living space (or several) with varying exposure, views of mountains in the distance and of the downtown area. The building offers an abundance of indoor

    Chris Long BHG Masiello Brattleboro

    423 Main St, 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
  • /36

    $399,000

    • 5 Beds
    • 3 Baths
    • 3,118 Sq Ft

    100 McCarthy Acres, North Bennington, VT 05257

    Nearly Lakefront Living in the Heart of North Bennington!Come for the space—stay for the location! This spacious home offers over 2,500 sq. ft. of living space, including 5 bedrooms, 3 full bathrooms, a large home office in the finished basement, and a versatile 250 sq. ft. bonus room attached to one of the upstairs bedrooms. The original garage has been thoughtfully transformed into a 600

    Nicholas Charest Maple Leaf Realty

    100 McCarthy Acres, North Bennington, VT 05257
  • /30

    $339,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,829 Sq Ft

    89 Merson St, Woodford, VT 05201

    This inviting in-town home has been nearly completely renovated with only a few more touches to be brought by the new owner, blending fresh updates with classic comfort. Inside, you’ll find 3 bedrooms and a full bath, plus a bonus room that could serve as a 4th bedroom with a half-bath. An additional room with its own separate entrance is ideal for a small home business. The convenient attached

    Cassie Barbeau Mahar McCarthy Real Estate

    89 Merson St, Woodford, VT 05201
  • /54

    $84,500

    • 3 Beds
    • 2 Baths
    • 924 Sq Ft

    889 Overlea Rd, Bennington, VT 05201

    Tucked away on a private 1.27-acre lot, this single-wide mobile home offers a comfortable retreat with the space you’ve been looking for. A detached heated garage is perfect for year-round projects or storage, while a handy metal shed adds even more room for your tools and toys. The gently sloping, mostly open yard feels peaceful and easy to care for, with plenty of space to garden, play, or

    Catherine Cairns Maple Leaf Realty

    889 Overlea Rd, Bennington, VT 05201
  • /48

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft

    4 Rockwood St, Bennington, VT 05201

    Found your new home! This well maintained and updated ranch on a lovely corner lot has all of the ease of one-level living with all of the space you need. Relax on the covered side porch next to the stamped concrete patio with privacy fence for outdoor entertaining. Enjoy the sights and sounds of the peaceful brook on the wooded edge of the property. Two driveways provide ample parking for you

    Justine Curry Maple Leaf Realty

    4 Rockwood St, Bennington, VT 05201
  • /39

    $365,000

    • 3 Beds
    • 1 Bath
    • 1,660 Sq Ft

    989 Carpenter Hill Rd, Bennington, VT 05201

    Country charm meets modern comfort... Welcome to your perfect slice of paradise! This lovingly updated ranch home is nestled on a peaceful country road and sits on a generous 2.6 acre lot, offering the ideal blend of privacy, space, and style. Step inside to discover a bright, refreshed interior featuring new vinyl plank flooring, freshly painted walls in a neutral palate, and updated lighting

    Angela Bevin Maple Leaf Realty

    989 Carpenter Hill Rd, Bennington, VT 05201
  • /26

    $219,900

    • 4 Beds
    • 2 Baths
    • 1,278 Sq Ft

    215 Maple St, Bennington, VT 05201

    Enjoy the charm and comfort of this beautifully renovated home, ideally nestled in the heart of Bennington. As you arrive, you'll be greeted by a spacious front porch, perfect for relaxation, entertaining, and enjoying cool breezes. This property has undergone a complete transformation from a two-family to a stunning single-family home. It now offers convenient one-floor living. The first floor

    Matt Waddington Hoffman Real Estate

    215 Maple St, Bennington, VT 05201
  • /10

    $245,000

    • 4 Beds
    • 2 Baths
    • 1,652 Sq Ft

    209 Grove St Unit 11, Bennington, VT 05201

    Well-maintained 2-unit property offering flexibility for owner-occupants or investors. The main-level unit features 3 bedrooms, a full bath, an eat-in kitchen with new cabinets, and a laundry room with washer and dryer. The upstairs unit offers 1 bedroom, a full bath, eat-in kitchen, and a cozy living room with hardwood floors. Exterior features include a nice backyard, 2 covered parking spaces

    Julie Glover Mahar McCarthy Real Estate

    209 Grove St Unit 11, Bennington, VT 05201
  • /4

    $249,000

    • 5 Beds
    • 3 Baths
    • 2,184 Sq Ft

    137 Park St, Bennington, VT 05201

    Terrific income producing property. 2 - 1 bedroom units and a 3 bedroom unit with a garage. Close to town and modern systems. Good rental history. Is in a flood zone but owner has found a good flood insurance company.

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    137 Park St, Bennington, VT 05201
  • /31

    $135,000

    • 3 Beds
    • 1 Bath
    • 1,508 Sq Ft

    109 Evergreen Dr, Bennington, VT 05201

    House flippers and rehabbers rejoice: an excellent opportunity to put some sweat equity into this charming WWII-era gem at an accessible price. Last house on the right on a quiet dead-end road in a residential area of Bennington, this property boasts a lovely stream running along the northwest of the parcel, a cozy wood stove within, three bedrooms with more space adjoining, enclosed front

    Zachary Zupan EXP Realty

    109 Evergreen Dr, Bennington, VT 05201
  • /49

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    93 Pace Rd, Bennington, VT 05201

    Welcome Home to Your Private Woodland Retreat! ??Tucked away on a serene 2.75-acre wooded lot, this charming 3-bedroom, 1.5-bath home offers a rare blend of comfort, updates, and outdoor magic. With approximately 1,664 sq ft of living space, you’ll have plenty of room to stretch out—and three spacious decks to soak in those treetop views from every angle!? What’s New? Just about

    Harvey Roettinger RE/MAX North Professionals

    93 Pace Rd, Bennington, VT 05201
  • /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
  • /52

    $199,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    130 Morgan St, Bennington, VT 05201

    200 feet of Walloomsac River front .There is a second kitchen for a possible in-law or AB&B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities.

    Dan Mason Perrott Realty

    130 Morgan St, Bennington, VT 05201

Home Trends in Bennington, VT

Housing Trends

Median Sale Price
$256,000
Median Single Family Sale Price
$272,500
Median Townhouse Sale Price
$219,900
Median 2 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$189
Number of Homes for Sale
22
Last 12 months Home Sales
97
Months of Supply
2.70
Median List Price
$275,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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