5,249

Bennington, VT Homes

Section Image
    • /32

      Est $226,255 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,262 Sq Ft

      402 South St, Bennington, VT 05201

      402 South St, Bennington, VT 05201
  • /20

    $260,000 Sold Jul 14, 2025

    • 1,080 Sq Ft
    • $241/SF
    • 54 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    42 Center St, Bennington, VT 05201

    Charming and cozy 2-Bedroom, 2-Bath Ranch with expansion potential in a quiet, sought-after neighborhood just minutes from downtown and local amenities. With its inviting single-level layout, beautiful hardwood floors, and spacious great room, this home offers comfortable living with timeless appeal.The full walk-out basement adds incredible potential—already partially finished with a

    Faith Rhodes Maple Leaf Realty

    42 Center St, Bennington, VT 05201
    • /19

      Est $323,506 Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 2,452 Sq Ft

      314 South St, Bennington, VT 05201

      314 South St, Bennington, VT 05201
  • /38

    $291,065 Sold Jul 11, 2025

    • 1,736 Sq Ft
    • $168/SF
    • 66 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1946

    121 Fillmore St, Bennington, VT 05201

    Welcome to this newly renovated Cape nestled in a desirable downtown Bennington neighborhood. This spacious home offers four bedrooms and two full bathrooms, including a first floor primary suite for added comfort and convenience.The brand new galley kitchen features gorgeous cabinetry, tile flooring, and energy efficient appliances perfect for modern living. A dedicated dining room

    Brooke Thomson Drew Mahar McCarthy Real Estate

    121 Fillmore St, Bennington, VT 05201
    • /38

      Est $158,188 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,301 Sq Ft

      314 Weeks St, Bennington, VT 05201

      314 Weeks St, Bennington, VT 05201
  • /24

    $35,000 Sold Jul 11, 2025

    • Land
    • 7.04 Acres
    • $4,972 per Acre
    • 100 Days On Market

    170 Gore Rd, Bennington, VT 05201

    7.04 +/- Acres of beautiful open woodland, gently sloping and surrounded by stone walls. A perfect spot for a little get-a-way, camping, tenting, hunting but with future potential for a home. Access is via a deeded 50’ ROW off a paved town road. This ROW is about 800’ long. It would likely be simple to create a parking area and walk or ATV out to the property for recreational purposes. In

    Curtis Trousdale Preferred Properties

    170 Gore Rd, Bennington, VT 05201
    • /34

      Est $381,252 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,138 Sq Ft

      103 Francis St, Bennington, VT 05201

      103 Francis St, Bennington, VT 05201
  • /38

    $217,000 Sold Jul 10, 2025

    • 1,416 Sq Ft
    • $153/SF
    • 103 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    130 Beech St, Bennington, VT 05201

    Step into timeless elegance with this charming 1940 American Foursquare home. Many gorgeous features have been preserved from the elegant crystal light fixture to the stunning original woodwork. Each detail speaks to the skilled artisanship of the era. The classic design offers spacious living and a welcoming atmosphere, perfect for both every day life and entertaining. The main floor boasts a

    Justine Curry Maple Leaf Realty

    130 Beech St, Bennington, VT 05201
    • /13

      Est $338,327 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,380 Sq Ft

      111 Prospect St, Bennington, VT 05201

      111 Prospect St, Bennington, VT 05201
  • /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
    • /38

      Est $313,884 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,080 Sq Ft

      127 Jefferson Ave, Bennington, VT 05201

      127 Jefferson Ave, Bennington, VT 05201
  • /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
    • /28

      Est $302,070 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft

      105 Merson St, Bennington, VT 05201

      105 Merson St, Bennington, VT 05201
  • /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
    • /40

      Est $387,098 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,890 Sq Ft

      211 Weeks St, Bennington, VT 05201

      211 Weeks St, Bennington, VT 05201
  • /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
    • /14

      Est $228,998 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,210 Sq Ft

      26 Knoll Crest Ln, Bennington, VT 05201

      26 Knoll Crest Ln, Bennington, VT 05201
  • /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
    • /27

      Est $427,733 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,900 Sq Ft

      10 Stonehedge Dr, Bennington, VT 05201

      10 Stonehedge Dr, Bennington, VT 05201
  • /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
    • /23

      Est $255,792 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft

      220 Dewey St, Bennington, VT 05201

      220 Dewey St, Bennington, VT 05201
  • /47

    $160,000 Sold Jun 18, 2025

    • 2,094 Sq Ft
    • $76/SF
    • 39 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1900

    136 Mccall St, Bennington, VT 05201

    Investment opportunity! Three units with strong rental history. Recent renovation of the main foyer with fresh paint and new vinyl plank flooring. The two-story front section features original details including natural woodwork, large windows, and winding staircase. Concrete basement is set up for shared laundry (coin-op washer does not work, new dryer) and all utilities (oil tank, Weil

    Jenifer Prouty Hoffman Hoffman Real Estate

    136 Mccall St, Bennington, VT 05201
    • /39

      Est $314,998 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,260 Sq Ft

      662 Burgess Rd, Bennington, VT 05201

      662 Burgess Rd, Bennington, VT 05201
  • /32

    $322,000 Sold Jun 12, 2025

    • 2,308 Sq Ft
    • $140/SF
    • 212 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1892

    106 Putnam St, Bennington, VT 05201

    Location, location! Just two blocks from the SVMC healthcare campus, this spacious home is ideally situated on Putnam Street in a beloved Village Residential neighborhood. This four-bedroom, three-bath home is currently configured with an in-law suite/apartment on the second floor with exterior access. The permitted second-floor apartment offers versatility with one bathroom and a

    Kristin Comeau TPW Real Estate

    106 Putnam St, Bennington, VT 05201
    • /23

      Est $176,279 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft

      102 Oakes St, Bennington, VT 05201

      102 Oakes St, Bennington, VT 05201
  • /51

    $197,000 Sold Jun 11, 2025

    • 1,876 Sq Ft
    • $105/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    306 Beech St, Bennington, VT 05201

    This lovely, manufactured home sits on .36 acres nestled in quiet area of Bennington. Just a short walk to Main St and where you will find plenty of shopping and dining options. You are just a few steps to the Beech Street field that can be used for outdoor fun and play. Close to South Stream where you will find swimming holes and good fishing. The home sits back off Beech St at the end of a

    Floyd Amidon Maple Leaf Realty

    306 Beech St, Bennington, VT 05201
    • /10

      Est $179,398 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,380 Sq Ft

      107 Oakes St, Bennington, VT 05201

      107 Oakes St, Bennington, VT 05201
  • /34

    $335,000 Sold Jun 09, 2025

    • 2,354 Sq Ft
    • $142/SF
    • 208 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    290 Springhill Rd, Bennington, VT 05201

    Contemporary style 3BR/2BA home in a lovely residential neighborhood not far from downtown Bennington! Kitchen has been updated with granite counters and stainless appliances and opens onto sunny dining area. Living room includes brick hearth with woodstove and shiplap ceiling, there is first floor laundry and a three-quarter bath as well as an expansive family room with lots of natural light.

    Vicki Wilson Maple Leaf Realty

    290 Springhill Rd, Bennington, VT 05201
    • /19

      Est $213,402 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,404 Sq Ft

      97 Burgess Rd, Bennington, VT 05201

      97 Burgess Rd, Bennington, VT 05201
  • /38

    $243,000 Sold Jun 09, 2025

    • 1,476 Sq Ft
    • $165/SF
    • 217 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1915

    111 Lyons St, Bennington, VT 05201

    Classic Bennington home on a quiet street with a beautiful yard and a detached barn/garage. First floor kitchen with dining area, laundry room, and a full bath, plus a living room and family room that could also be a first floor bedroom. Upstairs there are three bedrooms and a play room with a storage closet. Enjoy your morning coffee on the covered porch, and take a walk to downtown shops.

    Lilli West Maple Leaf Realty

    111 Lyons St, Bennington, VT 05201
    • /38

      Est $356,654 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,784 Sq Ft

      8 Center St, Bennington, VT 05201

      8 Center St, Bennington, VT 05201
  • /48

    $239,900 Sold Jun 06, 2025

    • 1,444 Sq Ft
    • $166/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1910

    213 Maple St, Bennington, VT 05201

    Welcome to this beautiful 3bed/2bath property nestled in the heart of Bennington, offering all the charm of yesteryear. A spacious front porch, perfect for relaxation and enjoying cool breezes, greets you upon arrival. The private backyard is a haven of tranquility, featuring an artful and curated oasis of mature perennials, ideal for entertaining, and includes a fully fenced yard, making it a

    Matt Waddington Hoffman Real Estate

    213 Maple St, Bennington, VT 05201
    • /30

      Est $185,961 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,124 Sq Ft

      426 Burgess Rd, Bennington, VT 05201

      426 Burgess Rd, Bennington, VT 05201
  • /43

    $265,000 Sold Jun 06, 2025

    • 1,422 Sq Ft
    • $186/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    277 Union St, Bennington, VT 05201

    Enchanting, delightful, magical... this lovely c. 1920 village home is all of that and more! 3BR/2BA home has beautiful hardwood floors and a cook's kitchen with Corian countertops and not one but two pantries! Dining room, living room with electric fireplace, office/study that could also be a first floor bedroom and updated 3/4 bath round out the first floor. Upstairs there is the primary

    Vicki Wilson Maple Leaf Realty

    277 Union St, Bennington, VT 05201
    • /36

      Est $246,623 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,684 Sq Ft

      508 Burgess Rd, Bennington, VT 05201

      508 Burgess Rd, Bennington, VT 05201
  • /60

    $315,000 Sold Jun 06, 2025

    • 1,969 Sq Ft
    • $160/SF
    • 29 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1920

    818 Main St, Bennington, VT 05201

    Struggling with housing affordability? This could be the solution! Originally built as a single family home in 1920, but currently arranged as 3 units, so you can take over all the space, or rent some and enjoy the cash flow! Two apartments have great tenants who are moving this summer, so both the upstairs and downstairs will be available soon. Third unit known as "The Octopus Garden" is an

    Jenifer Prouty Hoffman Hoffman Real Estate

    818 Main St, Bennington, VT 05201
    • /40

      Est $235,425 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,368 Sq Ft

      957 Gage St, Bennington, VT 05201

      957 Gage St, Bennington, VT 05201
  • /38

    $215,000 Sold Jun 06, 2025

    • 1,271 Sq Ft
    • $169/SF
    • 81 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1880

    230 Beech St, Bennington, VT 05201

    Charming 1880s home with 3 bedrooms and 2 full baths. Highly desirable "one floor living" with the kitchen, dining, living room, primary suite and laundry all on the main level. Two bedrooms are upstairs, which has lower ceilings. Both bathrooms have tiled floors, pedestal sinks, and fiberglass tub/shower units. Kitchen has warm maple cabinets, soft green laminate countertops and tin-look

    Jenifer Prouty Hoffman Hoffman Real Estate

    230 Beech St, Bennington, VT 05201
    • /3

      Est $187,591 Not Listed For Sale

      • Studio
      • 2,334 Sq Ft

      1032 Main St, Bennington, VT 05201

      1032 Main St, Bennington, VT 05201
  • /19

    $141,000 Sold Jun 03, 2025

    • 819 Sq Ft
    • $172/SF
    • 46 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1989

    432 South St Unit C7, Bennington, VT 05201

    Welcome to easy living at Nathaniel Court! This clean and bright 2BR, 1.5-BA ground-level, end unit is ready to welcome you home. Tucked at the edge of this well-kept community, you’ll love the extra privacy, natural light, and comfortable layout. Just minutes from downtown Bennington’s shops, restaurants, and cultural spots—plus close access to local parks, healthcare, and everything else you

    Abi Gregorio

    432 South St Unit C7, Bennington, VT 05201

Showing Results 201 - 240, Page 6 of 18

How to Buy a Home How to Finance a Home How to Sell a Home