Bennington, VT Homes in ZIP Code 05201

• 

  

  

  /40

  Est $284,916 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,313 Sq Ft

  14 Center St, Bennington, VT 05201

  14 Center St, Bennington, VT 05201
• 

  

  

  /21

  $299,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,365 Sq Ft

  339 Chester Knoll Dr, Bennington, VT 05201

  A completely renovated gem in a fantastic location awaits its new owner. This beautifully restored cape-style home in Bennington's desirable Chester Knoll community offers a stunning and worry-free living experience. Adhering to the newest Vermont energy codes, this energy-efficient home boasts an Energy Star propane heating system for optimal comfort and savings.Chester Knoll provides an

  Lori Hurley Four Corner Properties LLC

  339 Chester Knoll Dr, 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
• 

  

  

  /40

  Est $298,946 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  38 Center St, Bennington, VT 05201

  38 Center St, Bennington, VT 05201
• 

  

  

  /26

  $289,900 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,576 Sq Ft

  519 South St, Bennington, VT 05201

  Welcome to this beautifully maintained 3-bedroom, 1.25-bath home nestled on a corner lot in Bennington. This inviting property blends classic charm with thoughtful updates, offering comfort and style both inside and out.Step into the spacious kitchen featuring stunning wood cabinetry, granite countertops, and a functional island with a bar sink-perfect for entertaining or everyday living. The

  Kelley Mccarthy Mahar McCarthy Real Estate

  519 South St, 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
• 

  

  /18

  Est $253,162 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  118 Tel Rd, Bennington, VT 05201

  118 Tel Rd, Bennington, VT 05201
• 

  

  /18

  $155,000

  • 2 Beds
  • 1.5 Baths
  • 852 Sq Ft

  432 South St Unit C6, Bennington, VT 05201

  A fresh perspective on easy living! Welcome to this beautifully maintained 2BR/1.5 BA second-floor condo in Nathanial Court offering the perfect blend of comfort, convenience, and low-maintenance living. Step into a bright and airy open floor plan, where large windows flood the space with natural light. The tidy kitchen boasts ample cabinet space, sleek stainless steel appliances, and a clean

  Angela Bevin Maple Leaf Realty

  432 South St Unit C6, 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
• 

  

  /38

  Est $287,457 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,802 Sq Ft

  116 Rutter Rd, Bennington, VT 05201

  116 Rutter 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
• 

  

  /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
• 

  

  /26

  Est $254,429 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,760 Sq Ft

  107 Rutter Rd, Bennington, VT 05201

  107 Rutter Rd, Bennington, VT 05201
• 

  

  /19

  $219,500

  • 3 Beds
  • 1 Bath
  • 1,254 Sq Ft

  14 Robinson Ave, Bennington, VT 05201

  Discover this lovely three-bedroom, one-bathroom home featuring 1,254 square feet of finished space, all set on a .24-acre lot. Recent upgrades roughly in the last ten years include blown-in insulation, roof, furnace, and updated kitchen and flooring, making this home both comfortable and stylish. Perfect for families or anyone looking for a cozy place. Minutes from Mt. Anthony Country Club,

  Timothy Corcoran Mahar McCarthy Real Estate

  14 Robinson Ave, Bennington, VT 05201
• 

  

  /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 Maple Leaf Realty

  209 Washington Ave, Bennington, VT 05201
• 

  

  /38

  Est $234,370 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  5 Tel Rd, Bennington, VT 05201

  5 Tel Rd, Bennington, VT 05201
• 

  

  /9

  $1,950,000

  • Land
  • 7 Acres
  • $278,571 per Acre

  720 N Branch St, Bennington, VT 05201

  Prime redevelopment opportunity in Bennington. 720 North Branch Street offers 6 acres of level land with frontage and easy access—ideal for residential or mixed-use development. Included in the sale is 702 North Branch Street, a two-unit duplex with a 3-bedroom apartment on the first floor and a 2-bedroom unit upstairs. Recent improvements include a new boiler, oil tank, and hot water heater.

  Paul Carroccio TPW Real Estate

  720 N Branch St, Bennington, VT 05201
• 

  

  /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
• 

  

  /40

  Est $236,827 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  316 Beech St, Bennington, VT 05201

  316 Beech St, Bennington, VT 05201
• 

  

  /44

  $100,000

  • 5 Beds
  • 1 Bath
  • 1,952 Sq Ft

  273 Union St, Bennington, VT 05201

  This village property has great bones and potential!! First floor includes generously sized kitchen, formal dining room and living room as well as a small office offering the opportunity to expand the full bath to include laundry. The second floor includes four bedrooms including a primary that has a sitting area/dressing room/nursery, whatever suits your needs. Separate barn that while

  Catherine Cairns Maple Leaf Realty

  273 Union St, Bennington, VT 05201
• 

  

  /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
• 

  

  /17

  Est $175,183 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,709 Sq Ft

  224 Beech St, Bennington, VT 05201

  224 Beech St, Bennington, VT 05201
• 

  

  /31

  $150,000

  • 3 Beds
  • 1 Bath
  • 1,508 Sq Ft

  109 Evergreen Dr, Bennington, VT 05201

  House flippers and rehabbers rejoice: an excellent opportunity to put some sweat equity into this charming WWII-era gem at an accessible price. Last house on the right on a quiet dead-end road in a residential area of Bennington, this property boasts a lovely stream running along the northwest of the parcel, a cozy wood stove within, three bedrooms with more space adjoining, enclosed front

  Zachary Zupan EXP Realty

  109 Evergreen Dr, 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
• 

  

  /35

  Est $218,652 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,680 Sq Ft

  218 Beech St, Bennington, VT 05201

  218 Beech St, Bennington, VT 05201
• 

  

  /22

  $139,000

  • 4 Beds
  • 1 Bath
  • 1,262 Sq Ft

  101 Morgan St, Bennington, VT 05201

  Motivated seller.!!! Move in asd add your finishing touches to this Antique House located in Downtown on a generous corner. This 2 story, 4 bedroom, 1 bath Bennington home has great character featuring a Dutch front door, enclosed front porch, and beautiful bay window. Property has an eat-in kitchen, dinning room, laundry room with washer and dryer, living room, basement, and den! Enjoy being

  Dan Mason Perrott Realty

  101 Morgan 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
• 

  

  /40

  Est $163,462 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 989 Sq Ft

  239 Beech St, Bennington, VT 05201

  239 Beech St, Bennington, VT 05201
• 

  

  /32

  $175,000

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

  106 Park St Unit 1, Bennington, VT 05201

  Welcome to Unit #1 at Norton Potters, a quaint and quiet townhouse community nestled in a lovely neighborhood setting. This end-unit two-bedroom home is full of character and natural light, offering a peaceful retreat with a deck that overlooks a serene stream.The main level features a spacious living room, dining area, kitchen with a generous pantry, a convenient half bath, and laundry

  Faith Rhodes Maple Leaf Realty

  106 Park St Unit 1, 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
• 

  

  /19

  Est $138,802 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,062 Sq Ft

  235 Beech St, Bennington, VT 05201

  235 Beech St, Bennington, VT 05201
• 

  

  /58

  $269,000

  • 7 Beds
  • 4 Baths
  • 4,417 Sq Ft

  200 Depot St, Bennington, VT 05201

  Own a piece of Bennington history! Alex Drysdale House, c. 1850. The grocery store (formerly 138 River Street) operated under the name "A. Drysdale & Son" and was built in 1876. Today this historic property is set up as a four-unit with great income potential. It currently houses three apartments: a freshly renovated four bedroom (used as an Airbnb), three bedroom, and efficiency, along with the

  Justine Curry Maple Leaf Realty

  200 Depot 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
• 

  

  /37

  Est $344,388 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,714 Sq Ft

  163 Morgan St, Bennington, VT 05201

  163 Morgan St, Bennington, VT 05201
• 

  

  /57

  $200,000

  • 3 Beds
  • 1 Bath
  • 1,416 Sq Ft

  100 Webb St, Bennington, VT 05201

  Enchanted Historic Home with Storybook Charm – A Hidden Gem Near Downtown!Step into a fairytale in this one-of-a-kind, lovingly maintained home — a true magical retreat nestled just minutes from downtown. Owned and cherished by the same family since 1951, this architectural treasure blends old-world artistry with everyday comfort.From the moment you arrive, you're greeted by the

  Lindsey Martin Maple Leaf Realty

  100 Webb St, Bennington, VT 05201
• 

  

  /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
• 

  

  /30

  Est $199,753 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,603 Sq Ft

  101 Coulter St, Bennington, VT 05201

  101 Coulter St, Bennington, VT 05201
• 

  

  /42

  $1,950,000

  • 9 Beds
  • 7 Baths
  • 6,956 Sq Ft

  1086 West Rd, Bennington, VT 05201

  Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral fields and the distant Taconic Mountain Range. The timeless and beautifully proportioned interiors feature extensive molding, solid oak flooring, eight fireplaces, nine bedrooms, seven baths, country kitchen and adjoining

  Chris DeFelice Four Seasons Sotheby's Int'l Realty

  1086 West Rd, 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 tub, creating

  Kelley Mccarthy Mahar McCarthy Real Estate

  17 Tel Rd, Bennington, VT 05201
• 

  

  /6

  Est $208,766 Not Listed For Sale

  • 3 Beds

  240 Grandview St, Bennington, VT 05201

  240 Grandview St, Bennington, VT 05201

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