Bennington, VT Homes

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  /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
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  /32

  $300,000 Sold May 15, 2025

  • 2,272 Sq Ft
  • $132/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1970

  17 Tel Rd, Bennington, VT 05201

  Charming 4-Bedroom Ranch with Walk-Out Lower Level!Discover this well-maintained 4-bedroom, 2.5-bath ranch-style home, featuring a spacious walk-out lower level. Enjoy the modern convenience of brand-new appliances, a large deck, and a handy storage shed.A stunning sunroom addition on the lower level boasts cathedral ceilings, skylights, and a sliding glass door leading to the hot tub, creating

  Kelley Mccarthy Mahar McCarthy Real Estate

  17 Tel Rd, Bennington, VT 05201
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  /17

  Est $221,503 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  506 Jefferson Heights, Bennington, VT 05201

  506 Jefferson Heights, Bennington, VT 05201
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  /35

  $244,900

  • 2 Beds
  • 2 Baths
  • 1,554 Sq Ft

  115 Jefferson Ave, Bennington, VT 05201

  Located in a charming Bennington neighborhood, this home offers both convenience and comfort, with shopping, schools, the post office, and the hospital just a short distance away. The welcoming three-season front porch is perfect for enjoying your morning coffee or winding down after a long day. Inside, the spacious, eat-in kitchen has brand-new flooring and newer appliances, adding a fresh and

  Kelley Mccarthy Mahar McCarthy Real Estate

  115 Jefferson Ave, Bennington, VT 05201
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  /17

  $175,000 Sold May 12, 2025

  • 1,056 Sq Ft
  • $166/SF
  • 72 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  220 Division St, Bennington, VT 05201

  Cute, Comfortable and affordable. This 3 bedroom 1 and a half bath home has an in-town location with great walkability. Close to schools convenience stores and a short walk to downtown. Offers large kitchen, formal dining with built-ins, living room, first floor bedroom and half bath. Upstairs 2 more bedrooms, an office space and full bath. Outside you'll find a 3 season porch, 2 car garage/barn

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  220 Division St, Bennington, VT 05201
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  /40

  Est $245,898 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,262 Sq Ft

  504 Jefferson Heights, Bennington, VT 05201

  504 Jefferson Heights, Bennington, VT 05201
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  /7

  $175,000

  • Land
  • 15 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
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  /58

  $275,000 Sold May 08, 2025

  • 1,903 Sq Ft
  • $145/SF
  • 49 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1973

  44 Harbour Rd, Bennington, VT 05201

  Comfortable Ranch home with 3 bedrooms and 1 bath. Inside there's lots of room... whether you need a dedicated office to work from home, space to exercise or do projects, whip up a meal or bake goodies, chat around the fireplace, or watch movies by the cozy wood stove. Kitchen is original... you could give it an easy facelift by painting the cabinets and installing new counters and a vinyl

  Jenifer Prouty Hoffman Hoffman Real Estate

  44 Harbour Rd, Bennington, VT 05201
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  /38

  Est $323,997 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,488 Sq Ft

  502 Jefferson Heights, Bennington, VT 05201

  502 Jefferson Heights, Bennington, VT 05201
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  /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
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  /24

  $190,000 Sold May 07, 2025

  • 2,270 Sq Ft
  • $84/SF
  • 6 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1910

  105 County St, Bennington, VT 05201

  3 Unit located downtown. Listing Agent is related to the seller. Unit 2 is considered a 2 bedroom, columned room divider separates room from living room. Delayed showings till 03/09/2025

  Erica Hale Ridgeline Real Estate

  105 County St, Bennington, VT 05201
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  /24

  Est $301,166 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,354 Sq Ft

  15 Greenview Dr, Bennington, VT 05201

  15 Greenview Dr, Bennington, VT 05201
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  /39

  $297,500

  • 5 Beds
  • 2 Baths
  • 2,294 Sq Ft

  218 Union St, Bennington, VT 05201

  Charming Downtown Victorian - Income Opportunity Meets Timeless StyleTucked behind the classic facade of this downtown Bennington gem lies an incredible opportunity-for homeowners and investors alike. Located in the heart of downtown on a street known for both professional and residential appeal, this Victorian-style duplex offers versatility, character, and reliable income potential. Each

  Kelley Mccarthy Mahar McCarthy Real Estate

  218 Union St, Bennington, VT 05201
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  /33

  $210,000 Sold May 02, 2025

  • 1,215 Sq Ft
  • $173/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1989

  852 East Rd, Bennington, VT 05201

  Ideal location just minutes from town, with a country setting and amazing sunset views. This ranch home has nearly 1 and half acres of land with some out buildings. There is a deck overlooking the quiet rolling hill. Open concept kitchen and dining room with glass doors to the deck. Spacious living room with entry closet. 3 bedrooms with closets and a large full bathroom with double vanity. Full

  Lilli West Maple Leaf Realty

  852 East Rd, Bennington, VT 05201
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  /14

  Est $223,736 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft

  124 Pine Cir, Bennington, VT 05201

  124 Pine Cir, Bennington, VT 05201
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  /12

  $575,000

  • 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
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  /25

  $219,000 Sold Apr 29, 2025

  • 1,213 Sq Ft
  • $181/SF
  • 159 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1860

  1041 N Branch St, Bennington, VT 05201

  Charming 2-3 bedroom, 1-bath home nestled on a peaceful country lot just outside of town. First floor bedroom and bathroom, town water and sewer for convenience and versatility. Property has an oversized 2-car garage with unfinished bonus space upstairs ready to customize. This property features new flooring, updated structural repairs, and the serene beauty of a babbling brook across the

  Lori Hurley Four Corner Properties LLC

  1041 N Branch St, Bennington, VT 05201
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  /15

  Est $260,368 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft

  120 Pine Cir, Bennington, VT 05201

  120 Pine Cir, Bennington, VT 05201
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  /30

  $1,250,000

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  77 Fuller Rd W, Bennington, VT 05201

  Experience the quintessential Vermont lifestyle at the historic Nickerson-Jewett farm. Only 5 minutes to Bennington attractions and amenities and 15 minutes to Williamstown, MA. This appealing country home is located on a town maintained dead-end road. Privately nestled on 134.46 acres of scenic beauty, the charming 4 bedroom, 2.5 bath mid nineteenth century farmstead includes a well-preserved

  Jason Saphire www.HomeZu.com

  77 Fuller Rd W, Bennington, VT 05201
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  /20

  $90,000 Sold Apr 17, 2025

  • 1,520 Sq Ft
  • $59/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1903

  105 Spring St, Bennington, VT 05201

  Side-by-side duplex situated in the heart of Bennington. Great investment potential. Rent both units and generate a nice income flow, or occupy one side and rent the other to help cover the mortgage. Property could also be converted into a single-family residence. Unit 1 offers first floor living room, dining room and kitchen, bright sunroom off the back, with two bedrooms and a full bath

  Matt Waddington Hoffman Real Estate

  105 Spring St, Bennington, VT 05201
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  /38

  Est $380,766 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,592 Sq Ft

  150 Pine Cir, Bennington, VT 05201

  150 Pine Cir, Bennington, VT 05201
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  /5

  $2,500,000

  • Land
  • 0.88 Acre
  • $2,840,909 per Acre

  113 Depot St, Bennington, VT 05201

  Mixed use development site in the heart of Downtown Bennington. .88 acre site with Zoning, Preservation and Stormwater approvals for a 60,000 sq ft mixed use building with planned commercial occupancy on the first floor and three stories of residential occupancy above - 60 units total with 12 units of workforce housing.

  Paul Carroccio TPW Real Estate

  113 Depot St, Bennington, VT 05201
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  /51

  $395,000 Sold Apr 03, 2025

  • 4,992 Sq Ft
  • $79/SF
  • 5 Days On Market

  • 8 Beds
  • 4 Baths
  • Built 1915

  301 North St Unit 3, Bennington, VT 05201

  Five unit investment property in great condition. All units are 2 bedrooms, 1 bath, include kitchen appliances, laundry hookups, heat, hot water, trash removal, lawn care, plowing and parking. Close to downtown Bennington, it's a short walk to numerous dining establishments, as well as prominent employers (Vermont Veterans Home, state office complex, and several schools). Apartments are rented

  Jenifer Prouty Hoffman Hoffman Real Estate

  301 North St Unit 3, Bennington, VT 05201
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  /25

  Est $378,524 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,310 Sq Ft

  145 Pine Cir, Bennington, VT 05201

  145 Pine Cir, Bennington, VT 05201
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  /8

  $59,000

  • Land
  • 0.29 Acre
  • $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
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  /33

  $200,000 Sold Mar 14, 2025

  • 1,788 Sq Ft
  • $112/SF
  • 291 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1890

  203 Scott St, Bennington, VT 05201

  PRICE IMPROVEMENT! Exterior improvements include new siding, windows, roof and inside, electrical, plumbing and new flooring! WOW! This 4 bedroom, 1 1/2 bath in-town gem is move-in ready with modern and efficient updates. Full bathroom and laundry room conveniently located on the first floor. Spacious layout with a first-floor bonus room which could serve as a main floor bedroom or home office.

  Cassie Barbeau Mahar McCarthy Real Estate

  203 Scott St, Bennington, VT 05201
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  /39

  Est $408,185 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,276 Sq Ft

  153 Pine Cir, Bennington, VT 05201

  153 Pine Cir, Bennington, VT 05201
• 

  /2

  $49,900

  • Land
  • 11 Acres
  • $4,455 per Acre

  0 Mount Anthony Rd, Bennington, VT 05201

  A beautiful opportunity awaits on Mount Anthony Road in Bennington, Vermont—11.2 acres of wooded land nestled along a quiet, scenic dirt road. This property offers the perfect blend of seclusion and convenience, giving you the best of both worlds.Currently wooded, the land can be selectively cleared to reveal potential stunning views of the surrounding Vermont landscape. Imagine building

  Kelley Mccarthy Mahar McCarthy Real Estate

  0 Mount Anthony Rd, Bennington, VT 05201
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  /30

  $270,000 Sold Mar 07, 2025

  • 1,712 Sq Ft
  • $158/SF
  • 72 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  402 Jefferson Heights, Bennington, VT 05201

  Situated in a lovely neighborhood on a nicely landscaped lot sits this 3 bedroom 2 bath home. 1 car garage under, two paved driveways, back deck and enclosed porch, lower level family room and more! Are you looking for a place to call home? This could be it!

  Dick Thackston R.H. Thackston & Company

  402 Jefferson Heights, Bennington, VT 05201
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  /38

  Est $279,363 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,414 Sq Ft

  308 Crescent Blvd, Bennington, VT 05201

  308 Crescent Blvd, Bennington, VT 05201
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  /45

  $795,000

  • Land
  • 80 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
• 

  

  /19

  $285,000 Sold Feb 21, 2025

  • 3,960 Sq Ft
  • $72/SF
  • 191 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1880

  119 Dewey St, Bennington, VT 05201

  Discover this beautifully updated three-unit property, originally built in 1880. Featuring gorgeous hardwood floors throughout, this well-maintained building offers two units with newly renovated kitchens and one unit with an updated bathroom, providing a perfect blend of classic charm and modern convenience.Conveniently located close to downtown, you'll enjoy easy access to a variety of

  Brooke Thomson Drew Mahar McCarthy Real Estate

  119 Dewey St, Bennington, VT 05201
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  /31

  Est $221,993 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  104 Barber St, Bennington, VT 05201

  104 Barber St, Bennington, VT 05201
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  /6

  $96,906 New Construction

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  41 Audrey Ln, Bennington, VT 05201

  Welcome to 41 Audrey 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

  41 Audrey Ln, Bennington, VT 05201
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  /39

  $299,000 Sold Feb 13, 2025

  • 2,824 Sq Ft
  • $106/SF
  • 101 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1977

  152 Apple Hill Rd, Bennington, VT 05201

  This contemporary style home sits on 1.21 acres in a desirable Bennington neighborhood. Close to town yet far enough away to be out of the hustle and bustle. This home could welcome mutli-generational living as well as anyone looking for extra space. The first floor has 3 bedrooms, two of which have their own half bath. This level also has a full handi-cap accessible bathroom as well as a

  Catherine Cairns Maple Leaf Realty

  152 Apple Hill Rd, Bennington, VT 05201
• 

  

  /19

  Est $261,206 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  314 Prospect St, Bennington, VT 05201

  314 Prospect St, Bennington, VT 05201
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  /4

  $96,906 New Construction

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  29 Dustin Dr, Bennington, VT 05201

  Welcome to 29 Dustin Drive, 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

  29 Dustin Dr, Bennington, VT 05201
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  /40

  $250,000 Sold Feb 11, 2025

  • 900 Sq Ft
  • $278/SF
  • 45 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  1016 County St, Bennington, VT 05201

  Completely renovated Cottage Style 3 bed 1 bath home at the edge of town. Located on the Roaring Branch of the Walloomsac river. New heating system, public water and sewer. All new appliances. Just a short walk to the Blue Trail, and the Bennington Recreation Center, All this near public transportation, Mt Anthony Schools. Nothing left to do but move in and enjoy this beautifully renovated home.

  Edward Jones Josiah Allen Real Estate, Manchester Branch Office

  1016 County St, Bennington, VT 05201
• 

  

  /27

  Est $264,175 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,274 Sq Ft

  317 Prospect St, Bennington, VT 05201

  317 Prospect St, Bennington, VT 05201
• 

  

  /4

  $96,906 New Construction

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  10 Cassie Ln, Bennington, VT 05201

  Welcome to 10 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

  10 Cassie Ln, Bennington, VT 05201

Showing Results 121 - 160, Page 4 of 18