Bennington, VT Homes

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  /42

  $325,000 Sold Jun 03, 2025

  • 3,230 Sq Ft
  • $101/SF
  • 52 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1900

  209 Washington Ave, Bennington, VT 05201

  Gracious Victorian Lady in need of a new forever owner. Built as a doctor’s home and clinic, now two completed upstairs apartments, ready for a third, with office space and handicapped access downstairs. Beautiful, mature maples and a shady lawn with room to build a stand-alone studio or accessory dwelling. On Washington Avenue, two blocks to downtown. Perfect for a counselor, physiotherapist,

  Wendy Larson Hooscik Realty

  209 Washington Ave, Bennington, VT 05201
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  /21

  Est $256,245 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,241 Sq Ft

  107 Fillmore St, Bennington, VT 05201

  107 Fillmore St, Bennington, VT 05201
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  /38

  $193,800 Sold May 30, 2025

  • 1,008 Sq Ft
  • $192/SF
  • 31 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1915

  134 Imperial Ave, Bennington, VT 05201

  Perched high on Imperial Avenue, this delightful Cape-style home is brimming with character, charm, and endless potential. Gorgeous wood floors and abundant natural light set the tone for a warm, inviting space that’s ready for your personal touch. The main level offers a comfortable flow between the living room, dining area, and kitchen—all boasting sweeping views of downtown Bennington and the

  Angela Bevin Maple Leaf Realty

  134 Imperial Ave, Bennington, VT 05201
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  /28

  Est $194,142 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 806 Sq Ft

  87 Oakes St, Bennington, VT 05201

  87 Oakes St, Bennington, VT 05201
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  /28

  $213,200 Sold May 30, 2025

  • 1,872 Sq Ft
  • $114/SF
  • 50 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1920

  1004 Main St, Bennington, VT 05201

  Triplex located downtown. Barney brook runs through the property, land includes yard across the brook from the property. Property is located in a flood zone. Flood map shows only one corner of the building in flood zone. There is no indication that the property has flooded in the past. Listing agent is related to the seller.

  Erica Hale Ridgeline Real Estate

  1004 Main St, Bennington, VT 05201
• 

  

  /18

  Est $187,925 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 948 Sq Ft

  4 Gage Place, Bennington, VT 05201

  4 Gage Place, Bennington, VT 05201
• 

  

  /22

  $289,000 Sold May 30, 2025

  • 1,833 Sq Ft
  • $158/SF
  • 93 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  214 Prospect St, Bennington, VT 05201

  Beautiful in-town, 3-bedroom, 2-bathroom home is completely turn-key and ready to be your Vermont home! Perfectly situated in a sought-after neighborhood near the hospital, shops, and Bennington's many Main Street parades and festivals, it offers just the ideal blend of convenience and charm. So many recent upgrades and renovations, including a brand-new roof, furnace, significant tree removal

  Lori Hurley Four Corner Properties LLC

  214 Prospect St, Bennington, VT 05201
• 

  

  /37

  Est $244,780 Not Listed For Sale

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

  125 Beech St, Bennington, VT 05201

  125 Beech St, Bennington, VT 05201
• 

  

  /18

  $155,000 Sold May 23, 2025

  • 819 Sq Ft
  • $189/SF
  • 170 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1989

  432 South St Unit A11, Bennington, VT 05201

  This beautiful two-bedroom, one-and-a-half-bath condominium offers comfortable one-level living in the desirable Nathaniel Court community. With numerous updates, this home is move-in ready and perfect for anyone seeking modern amenities in a serene setting.Enjoy the convenience of being within walking distance to downtown Bennington, with its charming shops, restaurants, and cultural

  Kelley Mccarthy Mahar McCarthy Real Estate

  432 South St Unit A11, Bennington, VT 05201
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  /36

  Est $252,497 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,531 Sq Ft

  120 Beech St, Bennington, VT 05201

  120 Beech St, Bennington, VT 05201
• 

  

  /46

  $800,000 Sold May 21, 2025

  • 3,560 Sq Ft
  • $225/SF
  • 34 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1790

  1 Monument Ave, Bennington, VT 05201

  This beautifully restored Old Bennington 4-bedroom Colonial, originally built in 1790 by Captain David Robinson, Jr., grandson of the founder of Bennington, seamlessly blends rich history with modern luxury. Located in the heart of the historic district, the home boasts breathtaking views of the Bennington Battle Monument, Mount Anthony, and the surrounding mountains. Meticulously updated, the

  Kelley Mccarthy Mahar McCarthy Real Estate

  1 Monument Ave, Bennington, VT 05201
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  /40

  Est $220,341 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,240 Sq Ft

  210 Beech St, Bennington, VT 05201

  210 Beech St, Bennington, VT 05201
• 

  

  /45

  $750,500 Sold May 20, 2025

  • 2,576 Sq Ft
  • $291/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2015

  688 Rice Ln, Bennington, VT 05201

  Imagine sitting on your wraparound porch or second story deck looking out over 16 protected acres, your own pond and a view of the White Rocks. Now, imagine going inside to your custom kitchen with cherry cabinets, granite counters and a large butcher block island. The open plan continues throughout the first floor living area with one of two fireplaces, half bath, laundry and a tiled mudroom.

  Cassie Barbeau Mahar McCarthy Real Estate

  688 Rice Ln, Bennington, VT 05201
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  /33

  Est $239,420 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,620 Sq Ft

  112 Rollin St, Bennington, VT 05201

  112 Rollin St, Bennington, VT 05201
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  /34

  $175,000 Sold May 16, 2025

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

  • 2 Beds
  • 1.5 Baths
  • Built 1993

  106 Park St Unit 8, Bennington, VT 05201

  Bright and sunny with gleaming floors, this second floor flat is absolutely turnkey! 2BR/2BA with dedicated laundry room, open kitchen/living/dining opens onto a covered balcony with room for outdoor seating and taking in the mountain views. Brand new boiler, assigned parking. Walking distance to all things downtown Bennington. Well managed COA offers peace of mind, this is a great

  Vicki Wilson Maple Leaf Realty

  106 Park St Unit 8, Bennington, VT 05201
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  /10

  Not Listed For Sale

  • 12 Beds
  • 4 Baths
  • 5,400 Sq Ft

  129 Webb St, Bennington, VT 05201

  129 Webb St, Bennington, VT 05201
• 

  

  /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

  Kelley Mccarthy Mahar McCarthy Real Estate

  17 Tel Rd, Bennington, VT 05201
• 

  

  /23

  Not Listed For Sale

  • 7 Beds
  • 4 Baths
  • 4,264 Sq Ft

  133 Webb St, Bennington, VT 05201

  133 Webb St, Bennington, VT 05201
• 

  

  /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 $251,316 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  111 Safford St, Bennington, VT 05201

  111 Safford St, 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
• 

  

  /29

  Est $185,888 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  809 Gage St, Bennington, VT 05201

  809 Gage St, Bennington, VT 05201
• 

  

  /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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  /8

  Est $188,733 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft

  104 Safford St, Bennington, VT 05201

  104 Safford St, Bennington, VT 05201
• 

  

  /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
• 

  

  /31

  Est $197,201 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft

  515 Gage St, Bennington, VT 05201

  515 Gage St, Bennington, VT 05201
• 

  

  /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
• 

  

  /36

  Est $255,122 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,669 Sq Ft

  212 Grove St, Bennington, VT 05201

  212 Grove St, Bennington, VT 05201
• 

  

  /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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  /21

  Est $250,116 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  610 Gage St, Bennington, VT 05201

  610 Gage St, Bennington, VT 05201
• 

  

  /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
• 

  

  /18

  Est $230,048 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,508 Sq Ft

  311 Safford St, Bennington, VT 05201

  311 Safford St, Bennington, VT 05201
• 

  

  /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
• 

  

  /19

  Est $185,126 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,172 Sq Ft

  332 Safford St, Bennington, VT 05201

  332 Safford St, Bennington, VT 05201
• 

  

  /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
• 

  

  /35

  Est $322,786 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,828 Sq Ft

  502 Gage St, Bennington, VT 05201

  502 Gage St, 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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  /38

  Est $253,772 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  227 Division St, Bennington, VT 05201

  227 Division St, Bennington, VT 05201
• 

  

  /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
• 

  

  /15

  Est $147,741 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,220 Sq Ft

  210 Division St, Bennington, VT 05201

  210 Division St, Bennington, VT 05201

Showing Results 241 - 280, Page 7 of 18