Bennington, VT Homes

• 

  

  

  /43

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft

  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

  (802) 588-8535

  277 Union St, Bennington, VT 05201
• 

  

  /2

  $1,100 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  165 Benmont Ave, Bennington, VT 05201

  Property Id: 1488761I bed 1 bath small house.The tenants pay their own utilities:heat electric etc…

  165 Benmont Ave, 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
• 

  

  

  /13

  Est $64,670 Not Listed For Sale

  231 Chapel Rd, Bennington, VT 05201

  231 Chapel Rd, Bennington, VT 05201
• 

  

  

  /34

  $349,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,354 Sq Ft

  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

  (802) 300-3742

  290 Springhill Rd, Bennington, VT 05201
• 

  

  /50

  $1,400 per month

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  9 Browning Place Unit A, Bennington, VT 05201

  PLEASE READ THIS AD CAREULLY.First floor small three bedroom- New kitchen (cabinets, countertops, appliances - fridge, stove and over the range microwave)- New bathroom, with washer dryer hookups in the bathroom- New recessed lighting- Washer / dryer hookups in bathroom- All the windows are new wood insulated windows.- The apartment will include heat, but not

  9 Browning Place Unit A, 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
• 

  

  /27

  Est $190,952 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,155 Sq Ft

  731 Main St, Bennington, VT 05201

  731 Main St, Bennington, VT 05201
• 

  

  /4

  $225,000

  • 5 Beds
  • 2 Baths
  • 1,478 Sq Ft

  32-34 Sage St, Bennington, VT 05257

  Duplex in North Bennington offering 1 way street location. decent yard and 2 - 2 bedroom units. Good investment potential in a walkable and sought location. Town water and sewer.

  

  Max Squiers

  KW Vermont - Brenda Jones Real Estate Group

  (802) 402-4994

  32-34 Sage St, Bennington, VT 05257
• 

  

  /8

  $1,250 per month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  180 Northbranch St Unit B, Woodford, VT 05201

  180 Northbranch St Unit B, Woodford, 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
• 

  

  /35

  Est $262,443 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,184 Sq Ft

  312 School St Unit 314, Bennington, VT 05201

  312 School St Unit 314, Bennington, VT 05201
• 

  

  /20

  $750,000

  • 4 Beds
  • 5 Baths
  • 6,650 Sq Ft

  338 Main St, Bennington, VT 05201

  Don't miss your opportunity to own one of the area's most prestigious properties. The "Marble Bank" is located at the intersection of US Route 7 and Vermont Route 9 and is currently the landmark Fiddlehead Gallery. This property offers unique and grand architecture to go along with its high visibility location. Downtown's redevelopment and thriving new businesses make this location even more

  

  Max Squiers

  KW Vermont - Brenda Jones Real Estate Group

  (802) 347-6655

  338 Main 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
• 

  

  /34

  Est $523,696 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,901 Sq Ft

  647 Fox Hill Rd, Bennington, VT 05201

  647 Fox Hill Rd, Bennington, VT 05201
• 

  

  /4

  $298,000

  • 4 Beds
  • 4 Baths
  • 2,080 Sq Ft

  123 Bradford St, Bennington, VT 05201

  4 unit apartment building with great rental history and income. Front and back porches and balcony. Great location. Showings to begin 6/10/2024

  

  Max Squiers

  KW Vermont - Brenda Jones Real Estate Group

  (802) 210-1728

  123 Bradford 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
• 

  

  /39

  Est $548,372 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,278 Sq Ft

  557 Fox Hill Rd, Bennington, VT 05201

  557 Fox Hill Rd, Bennington, VT 05201
• 

  

  /17

  $185,000 Under Contract

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

  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

  (802) 494-4239

  220 Division 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
• 

  

  /36

  Est $334,020 Not Listed For Sale

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

  238 Bradley Dr, Bennington, VT 05201

  238 Bradley Dr, Bennington, VT 05201
• 

  

  /24

  $39,000

  • Land
  • 7 Acres
  • $5,540 per Acre

  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
• 

  

  /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
• 

  

  /20

  Est $325,913 Not Listed For Sale

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

  306 Prospect St, Bennington, VT 05201

  306 Prospect St, Bennington, VT 05201
• 

  

  /30

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,042 Sq Ft

  221 Grandview St, Bennington, VT 05201

  Charming renovated cape with mountain views! Perched high on Grandview Street on a spacious and level lot, this beautifully renovated Cape-style home offers comfort, style, and lovely views of Mount Anthony and beyond. Step inside to a bright and welcoming first floor, where an open-concept layout easily accommodates both living and dining areas, enhanced by large windows that fill the space with

  Angela Bevin Maple Leaf Realty

  221 Grandview 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
• 

  

  /21

  Est $162,510 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
• 

  

  /47

  $299,900

  • 4 Beds
  • 2.5 Baths
  • 2,404 Sq Ft

  120 Imperial Ave, Bennington, VT 05201

  Nestled in the charming village of Bennington, Vermont, this stately 4-bedroom, 2.5-bath home blends timeless elegance with thoughtful updates. Built in 1895 and set on 0.41 acres, the property offers a rare combination of historic character and modern livability. A large Trex front deck with handicap accessible ramp to the front and kitchen doors welcomes you to the home, where you'll find

  Kelley Mccarthy Mahar McCarthy Real Estate

  120 Imperial Ave, Bennington, VT 05201
• 

  

  /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
• 

  

  /19

  Est $161,543 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
• 

  

  /46

  $285,000

  • 4 Beds
  • 1 Bath
  • 1,875 Sq Ft

  4 Pine Rd, Bennington, VT 05201

  Beautifully maintained 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. Enjoy the views

  Dan Mason Perrott Realty

  4 Pine Rd, Bennington, VT 05201
• 

  

  /35

  $252,600 Sold Feb 10, 2025

  • 1,756 Sq Ft
  • $144/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1890

  222 Bradford St, Bennington, VT 05201

  Welcome home and let your home work for you! This in-town, cozy New Englander is currently set up as a single family home with 4-5 bedrooms but could be easily converted back to a 2, 2 bedroom, multi-family as an income generating property or owner occupied residence with a rental to help with your mortgage! The property boasts a 4 car garage, which is partially rented out and also generates

  Abi Gregorio EXP Realty

  222 Bradford St, Bennington, VT 05201
• 

  

  /29

  Est $461,494 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
• 

  

  /58

  $275,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,903 Sq Ft

  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
• 

  

  /40

  $409,900 Sold Feb 04, 2025

  • 2,905 Sq Ft
  • $141/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  9 Stonehedge Dr, Bennington, VT 05201

  Experience the tranquility of a quiet residential street, yet just a short stroll to downtown shops and restaurants. Available for the first time on the market, this elegant English Tudor is a standout amongst the coveted Stonehedge neighborhood. Boasting a 40 foot chimney and extraordinary architecture, this spacious home has all you could ever want and more! Featuring a newly renovated kitchen,

  Angela Bevin Maple Leaf Realty

  9 Stonehedge Dr, Bennington, VT 05201
• 

  

  /16

  Est $227,230 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
• 

  

  /22

  $299,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,833 Sq Ft

  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
• 

  

  /32

  $195,000 Sold Jan 31, 2025

  • 1,401 Sq Ft
  • $139/SF
  • 15 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1945

  103 Evergreen Dr, Bennington, VT 05201

  Charming 3-bedroom, 1.5-bathroom home set on a generous .34-acre lot on a quiet street! Recently updated kitchen and bathroom. A spacious mudroom welcomes you as you enter. All three bedrooms are located on the second floor, while the first floor includes the living room, dining room, kitchen, a 3/4 bathroom, and a laundry room. The basement features a dedicated office space along with a

  Gabrielle Burdge Hoffman Real Estate

  103 Evergreen Dr, Bennington, VT 05201
• 

  

  /32

  Est $300,456 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
• 

  

  /32

  $299,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  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

Showing Results 1 - 40, Page 1 of 18