20,995

Bennington, VT Homes

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  • /17

    $285,000 Sold Jul 01, 2025

    • 1,415 Sq Ft
    • $201/SF
    • 206 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1950

    263 Clough Rd, Stamford, VT 05352

    If you're looking to relocate to Southern Vermont and would enjoy a country setting with a spacious yard, this recently remodeled 2 bedroom home might be right for you! Close to town and to numerous attractions such as Mass Moca, the Clark Art and Williams College as well as dining and entertainment; outdoor activities such as skiing, snowmobiling, hiking, boating - are all nearby. This

    Duncan Honig Maple Leaf Realty

    263 Clough Rd, Stamford, VT 05352
    • /21

      Est $180,260 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft

      106 Park St Unit 16, Bennington, VT 05201

      106 Park St Unit 16, Bennington, VT 05201
  • /35

    $425,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,832 Sq Ft

    1283 Hidden Valley Rd, Shaftsbury, VT 05262

    Welcome to the one you’ve been waiting for in sought after Shaftsbury! This beautifully updated, low-maintenance Colonial offers comfort, style, and space, inside and out. Step into a freshly painted interior where thoughtful updates shine throughout. The heart of the home is the spacious kitchen, featuring all new appliances, gleaming granite countertops, and abundant cabinetry, perfect for

    Angela Bevin Maple Leaf Realty

    1283 Hidden Valley Rd, Shaftsbury, VT 05262
  • /59

    $825,000 Sold Jun 30, 2025

    • 3,240 Sq Ft
    • $255/SF
    • 41 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1975

    764 Barnumville Rd Unit 2, Manchester Center, VT 05255

    Welcome to a truly exceptional residence where refined design meets effortless comfort. This luxury condo blends sophistication and style with upscale finishes, panoramic views, and an expansive open floor plan. Fully renovated in 2018, the home features engineered hardwood on the first level, 3BR/4BA, and sun-drenched spaces framed by large windows. A striking fireplace adds warmth and charm,

    Kim Morgan-Wohler Wohler Realty Group

    764 Barnumville Rd Unit 2, Manchester Center, VT 05255
    • /19

      Est $166,488 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,056 Sq Ft

      106 Park St Unit 10, Bennington, VT 05201

      106 Park St Unit 10, Bennington, VT 05201
  • /60

    $875,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,168 Sq Ft

    368 Bowen Dr, Readsboro, VT 05350

    Discover a rare Vermont retreat offering 83 acres of open fields, sugar maples, stone walls, and total privacy. This modern timber-frame homestead blends character and sustainability: a grid-tied 4kW solar array, gravity-fed spring water, high-speed fiber internet, and 23 raised garden beds with berries and fruit trees. Step inside to wide-plank pine floors, a kitchen with a cast iron porcelain

    Nick Sicard EXP Realty

    368 Bowen Dr, Readsboro, VT 05350
  • /46

    $280,000 Sold Jun 30, 2025

    • 1,875 Sq Ft
    • $149/SF
    • 73 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1950

    4 Pine Rd, Bennington, VT 05201

    Motivated seller of this beautifully ranch home on a dead-end road boasts 4 Bedroom. Enjoy the warmth of the sunroom during the day. The living room centered in the middle of the house has plenty of space to spread out and enjoy the pellet stove insert with a brick hearth on those cool nights. Locally crafted Cushman Style cabinet in the dining area with delightful wood cabinets in the kitchen.

    Dan Mason Perrott Realty

    4 Pine Rd, Bennington, VT 05201
    • /37

      Est $395,388 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,685 Sq Ft

      91 Mcguire St, North Bennington, VT 05257

      91 Mcguire St, North Bennington, VT 05257
  • /49

    $949,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    681 Powderhorn Rd, Manchester Center, VT 05255

    Enjoy privacy and convenience in this charming New England country home, just minutes from town. An open floor plan connects the updated country kitchen to the dining area and living room which features a fireplace and beamed cathedral ceiling. A large mud room with built in storage benches and a farmhouse sink has doors to the stone patio. In the living room, french doors open to a screened

    Christiane Carroccio TPW Real Estate

    681 Powderhorn Rd, Manchester Center, VT 05255
  • /45

    $525,000 Sold Jun 30, 2025

    • 1,780 Sq Ft
    • $295/SF
    • 80 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2008

    530 Vermont 313, Arlington, VT 05250

    Welcome to this adorable 3-bedroom, 2-bath Cape home nestled in the heart of Arlington, VT, just a stone's throw from the scenic Battenkill River. This home offers a perfect blend of comfort and convenience, with a fully fenced-in yard ideal for outdoor activities and privacy. Step inside to find a cozy, move-in-ready space featuring a gas fireplace in the living room, perfect for cozy evenings.

    David Shehadi Josiah Allen Real Estate, Inc.

    530 Vermont 313, Arlington, VT 05250
    • /30

      Est $456,179 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 3,334 Sq Ft

      94 Lake Dr, North Bennington, VT 05257

      94 Lake Dr, North Bennington, VT 05257
  • /10

    $20,000

    • Land
    • 1.40 Acres
    • $14,286 per Acre

    0 Bergrucken Ln Unit 24262915, Stamford, VT 05352

    1.4 Acres of Scenic Vacant Land in Bennington County, VT Located in Alpenwald VillageLooking for the perfect spot to build your dream home or vacation retreat? This 1.4-acre lot in Bennington County, Vermont offers an incredible opportunity! Located in the exclusive Alpenwald Village community, the property boasts 115 ft of road frontage on Bergrucken Ln, providing easy access while

    Community Lands

    0 Bergrucken Ln Unit 24262915, Stamford, VT 05352
  • /23

    $775,000 Sold Jun 30, 2025

    • 5,103 Sq Ft
    • $152/SF
    • 183 Days On Market
    • 10 Beds
    • 7 Baths
    • Built 1850

    53 Elm St, Manchester Center, VT 05255

    This 7 unit multi family property located in Manchester's Depot district has been owned and managed by the same partnership group for almost 40 years. The property is fully occupied with good tenants and is in excellent condition. There are 4 apartments on the first floor, two apartments on the second floor and one on the third floor. There is plenty of off street parking both in front of the

    David Citron RE/MAX Four Seasons

    53 Elm St, Manchester Center, VT 05255
    • /38

      Est $481,687 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,082 Sq Ft

      27 Horton Hill Rd, Shaftsbury, VT 05262

      27 Horton Hill Rd, Shaftsbury, VT 05262
  • /10

    $20,000

    • Land
    • 1.20 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

    0 Oberdorf Rd Unit 24065553, Readsboro, VT 05350
  • /22

    $189,000 Sold Jun 27, 2025

    • 900 Sq Ft
    • $210/SF
    • 29 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1949

    38 Arthurs Dr, Bennington, VT 05201

    Welcome to this adorable one-level 3-bedroom, 1-bath bungalow, perfect for comfortable and efficient living. This home offers a cozy and inviting atmosphere with all living spaces on a single level-ideal for anyone seeking ease and accessibility. Inside, enjoy the warmth and character of a woodstove, perfect for creating a cozy ambiance during cooler months while helping keep energy costs low.

    Kelley Mccarthy Mahar McCarthy Real Estate

    38 Arthurs Dr, Bennington, VT 05201
    • /40

      Est $393,977 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,856 Sq Ft

      211 Grandview St, North Bennington, VT 05257

      211 Grandview St, North Bennington, VT 05257
  • /36

    $4,975,000

    • 5 Beds
    • 4 Baths
    • 5,445 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
  • /16

    $310,000 Sold Jun 27, 2025

    • 1,152 Sq Ft
    • $269/SF
    • 56 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2006

    89 Field Way, Pownal, VT 05261

    Discover your private mountain sanctuary in this charming post-and-beam home with breathtaking views of the Taconic Mountains. Stunning sunrises are visible from the primary bedroom and living area. The versatile loft offers space for a home office, reading nook, or guest accommodation. This unique property seamlessly blends its rustic charm with modern amenities, including solar panels,

    Lori Hurley Four Corner Properties LLC

    89 Field Way, Pownal, VT 05261
    • /39

      Est $250,251 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,413 Sq Ft

      61 Dunham Ave, North Bennington, VT 05257

      61 Dunham Ave, North Bennington, VT 05257
  • /24

    $970,000

    • 4 Beds
    • 3.5 Baths
    • 2,160 Sq Ft

    10 Middle Ridge Rd, Winhall, VT 05155

    Fox Chapel luxury townhome at Stratton. This four bedroom, four bathroom home is offered with the ability to skip the wait list at the Stratton Mountain Club. Renovated bathrooms and air conditioning make this the year round place to be. Prime location next to the ‘Chapel of the Snows’ and the Commons, walk to the Stratton village for ski access, dining, shopping, and resort amenities. Watch the

    Christiane Carroccio TPW Real Estate

    10 Middle Ridge Rd, Winhall, VT 05155
  • /60

    $420,000 Sold Jun 26, 2025

    • 2,753 Sq Ft
    • $153/SF
    • 31 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1952

    123 Bank St, North Bennington, VT 05257

    Modern Updated Cape! Be amazed when you step into this expansive open concept home. This property has been lovingly updated, embracing a modern style. New flooring, new roof, two new baths, new windows & doors. Plus seamless gutters. Expanded finished square footage enhances the open flow and easy living. The Great Room offers open living/ kitchen/dining with a beverage bar, fire feature and

    Margretta Fischer Wohler Realty Group

    123 Bank St, North Bennington, VT 05257
    • /40

      Est $518,181 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,042 Sq Ft

      287 Hewitt Dr, North Bennington, VT 05257

      287 Hewitt Dr, North Bennington, VT 05257
  • /32

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft

    35 Glendon Hills Rd, Bondville, VT 05340

    Discover your dream home in Glendon Hills! A truly rare opportunity, this property is the first to become available in this coveted neighborhood in over a decade. Imagine owning a private 1-acre sanctuary with your own picturesque, thriving pond. Inside, experience the joy of cooking in a well-appointed chef's kitchen and the comfort of an open-concept design centered around a charming stacked

    Robin Apps Four Seasons Sotheby's Int'l Realty

    35 Glendon Hills Rd, Bondville, VT 05340
  • /44

    $565,000 Sold Jun 26, 2025

    • 2,325 Sq Ft
    • $243/SF
    • 86 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1978

    196 Glastenview Dr, Shaftsbury, VT 05262

    Fully Renovated 4 bedroom plus office, Ranch-Rambler with stunning views.This home has undergone a complete transformation, featuring a reconfigured floor plan, new roof, siding, furnace, bathrooms, kitchen, flooring, deck, and landscaping. Enjoy open-concept living with a spacious kitchen, dining area, and living room that seamlessly flow together. Step outside onto the back deck for

    Lori Hurley Four Corner Properties LLC

    196 Glastenview Dr, Shaftsbury, VT 05262
    • /30

      Est $420,183 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,256 Sq Ft

      12 White Creek Rd, North Bennington, VT 05257

      12 White Creek Rd, North Bennington, VT 05257
  • /49

    $595,000

    • 3 Beds
    • 2 Baths
    • 2,278 Sq Ft

    199 North Rd, Shaftsbury, VT 05262

    Expansive Home with Guest House on Nearly 10 Serene Acres. Tucked away on almost 10 peaceful acres, this beautifully crafted property offers a spacious main home and a well-appointed guest house-ideal for multigenerational living, rental income, or hosting guests. The main residence impresses with its soaring cathedral ceilings in the living room, a dramatic floor-to-ceiling stone fireplace, and

    Timothy Corcoran Mahar McCarthy Real Estate

    199 North Rd, Shaftsbury, VT 05262
  • /36

    $265,000 Sold Jun 25, 2025

    • 1,512 Sq Ft
    • $175/SF
    • 57 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1991

    82 Oakes St, Bennington, VT 05201

    Charming Two-Bedroom Home in Convenient Bennington LocationWelcome to this inviting two-bedroom, one full bath home offering spacious and versatile living areas. The main floor features a large living room perfect for relaxing or entertaining, a formal dining room, and an eat-in kitchen with a door leading out to a generous deck-ideal for outdoor gatherings.The lower level boasts

    Kelley Mccarthy Mahar McCarthy Real Estate

    82 Oakes St, Bennington, VT 05201
    • /29

      Est $499,139 Not Listed For Sale

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

      9378 Vt Route 9, Bennington, VT 05201

      9378 Vt Route 9, Bennington, VT 05201
  • /55

    $1,575,000

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

    671 West Rd, Manchester Center, VT 05255

    Charming 1790 Manchester Village home with guest house and separate garage located in the heart of Manchester Village and just steps from restaurants, shops, and the Southern Vermont Arts Center. This beautifully maintained 5 bedroom, 3 1/2 bath home sits on 3.8 private acres of expansive lawn, manicured gardens, and outdoor entertaining space. The updated kitchen features a large island, a

    Katherine Zilkha Four Seasons Sotheby's Int'l Realty

    671 West Rd, Manchester Center, VT 05255
  • /22

    $43,500 Sold Jun 20, 2025

    • 938 Sq Ft
    • $46/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    35 West Rd, Bennington, VT 05201

    Lovingly cared for by a single family since it was built in 1986, this well-maintained single wide is ready to welcome its next chapter—and new owners. Conveniently located just 7 minutes from downtown Bennington and moments from the Monument Arts Center, this home offers both comfort and accessibility. Situated on the first lot in the park, you’ll enjoy stunning mountain views right from the

    Thomas Martins Maple Leaf Realty

    35 West Rd, Bennington, VT 05201
    • /16

      Est $219,602 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,005 Sq Ft

      214 Hickory Rd, Bennington, VT 05201

      214 Hickory Rd, Bennington, VT 05201
  • /43

    $749,000

    • 4 Beds
    • 2 Baths
    • 1,200 Sq Ft

    86 Benson Fuller Dr, Bondville, VT 05340

    Your Ultimate GetawayEscape to this idyllic Vermont retreat, where convenience meets relaxation. This spacious home offers everything you need for a fun-filled and carefree lifestyle, from outdoor entertaining to cozy indoor spaces.Step out onto the large deck and unwind by the gas fire pit table, or enjoy watching the friendly mini-golf matches below. In the cooler nights of winter,

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    86 Benson Fuller Dr, Bondville, VT 05340
  • /44

    $315,000 Sold Jun 20, 2025

    • 2,248 Sq Ft
    • $140/SF
    • 38 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1958

    197 Crescent Blvd, Bennington, VT 05201

    Welcome to your ideal in-town residence! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of space, comfort, and convenience—located just a few blocks from downtown dining, shops and festivals. Step through the enclosed breezeway from your attached garage to find a bright and inviting floor plan featuring a generously sized living room and formal dining room with

    Cassie Barbeau Mahar McCarthy Real Estate

    197 Crescent Blvd, Bennington, VT 05201
    • /40

      Est $416,651 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,675 Sq Ft

      1543 Vt Route 9, Woodford, VT 05201

      1543 Vt Route 9, Woodford, VT 05201
  • /40

    $645,000

    • 2 Beds
    • 2 Baths
    • 4,044 Sq Ft

    5515 Main St, Manchester, VT 05255

    Own a piece of Vermont history and enjoy the convenience of in-town living with this charming and versatile 1830s home, located right on Main Street. Zoned for mixed use (MU2), this 2 bedroom, 2 bath property with a full kitchen blends the charm of an old Vermont home with incredible work from home or business potential. Step inside to find a home full of character, enhanced by modern updates

    Katherine Zilkha Four Seasons Sotheby's Int'l Realty

    5515 Main St, Manchester, VT 05255
  • /44

    $249,000 Sold Jun 20, 2025

    • 1,366 Sq Ft
    • $182/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    16 Browning Place, Bennington, VT 05201

    This home is so new it even has a new address! Was formerly known as 328 School St. and 16 Browning Pl. The renovation took it to the studs and completely renovated. All new wiring with 200 amp electrical panel. It’s even new on the outside of the house. All new insulation and walls. All new vinyl double paned windows with screens. Brand new energy efficient on demand hot water and propane

    Lilli West Maple Leaf Realty

    16 Browning Place, Bennington, VT 05201
    • /32

      Est $312,244 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,776 Sq Ft

      14 Town Line Rd, Bennington, VT 05201

      14 Town Line Rd, Bennington, VT 05201
  • /52

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 4,032 Sq Ft

    77 Monument Ave, Bennington, VT 05201

    Located in the prestigious Village of Old Bennington, this stately 4,000+ sq. ft. center hall Colonial sits on 1.6 beautifully landscaped acres with a year-round creek and charming footbridge. Thoughtfully maintained, it features updates including electrical, plumbing, new roofing, and rebuilt chimneys. A gracious foyer welcomes you, flanked by a formal parlor with fireplace and half bath,

    Moira Spivey Four Seasons Sotheby's Int'l Realty

    77 Monument Ave, Bennington, VT 05201
  • /35

    $2,968,000 Sold Jun 20, 2025

    • 7,574 Sq Ft
    • $392/SF
    • 291 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2022

    171 High Fields Ln, Manchester, VT 05254

    AUCTION - Seller offering property via online auction. Bid online beginning Monday, May 5th with a starting bid of $2,100,000. Preview weekend begins Friday, May 2nd for this custom-built 5-bedroom, 5.5-bath estate in Southern Vermont offering luxury and privacy. Arrive via a maple-lined lane to find Vermont oak floors, custom millwork and cabinetry, and a dream kitchen with large windows,

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    171 High Fields Ln, Manchester, VT 05254

Showing Results 161 - 200, Page 5 of 18

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