Homes for Sale near Village School of No.Bennington

• 

  

  

  /46

  $895,000

  • 5 Beds
  • 2 Baths
  • 2,424 Sq Ft

  2 Cold Spring Rd, North Bennington, VT 05257

  Welcome to 2 Cold Spring Road a cherished homestead steeped in history, beauty, and Vermont tradition. This 1785 Center Hall Colonial has been in the same family for generations and is now ready for its next chapter. With five spacious bedrooms, two full baths, and a classic layout that captures the warmth of country living, this property offers timeless charm with endless potential.Set on

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 810-8434

  2 Cold Spring Rd, North Bennington, VT 05257
• 

  

  

  /60

  $1,950,000

  • 4 Beds
  • 3.5 Baths
  • 3,333 Sq Ft

  1268 Myers Rd, Shaftsbury, VT 05262

  Welcome to your paradise! This exquisite 30 acre estate offers extreme privacy, a custom home with architectural details throughout, a modern 1 BR guest apartment, a 2 car garage, top notch equestrian facilities, a trout and koi pond, and the list goes on and on. The winding driveway leads to a world away, as it opens to view of the exclusive estate in all of it's glory. The 3 Bedroom, 4000SF

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 441-6014

  1268 Myers Rd, Shaftsbury, VT 05262
• 

  

  /2

  $225,000

  • 6 Beds
  • 2 Baths
  • 2,112 Sq Ft

  303-305 Gage St, Bennington, VT 05201

  Low maintenance duplex in Bennington. Offering good rental history and income. 2 -3 bedroom units, newer systems, vinyl siding and more. Walking distance to town. schools and recreation.

  

  Max Squiers

  KW Vermont - Brenda Jones Real Estate Group

  (802) 471-3314

  303-305 Gage St, Bennington, VT 05201
• 

  

  

  /4

  $249,000

  • 5 Beds
  • 3 Baths
  • 2,184 Sq Ft

  137 Park St, Bennington, VT 05201

  Terrific income producing property. 2 - 1 bedroom units and a 3 bedroom unit with a garage. Close to town and modern systems. Good rental history. Is in a flood zone but owner has found a good flood insurance company.

  

  Max Squiers

  KW Vermont - Brenda Jones Real Estate Group

  (802) 444-8271

  137 Park St, Bennington, VT 05201
• 

  

  

  /41

  $295,000

  • 5 Beds
  • 2 Baths
  • 1,588 Sq Ft

  226 North St, Bennington, VT 05201

  This beautifully detailed 1880 Victorian in Bennington's residential commercial district offers flexibility and income potential all in one. Currently operating as a successful, fully furnished Airbnb, this 5-bedroom, 2-bath property is ready for its next owner. Whether you're an investor looking for cash flow or a buyer seeking a spacious and charming single family home. The main level

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 327-7149

  226 North St, Bennington, VT 05201
• 

  

  /13

  $199,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2017 East Rd, Shaftsbury, VT 05262

  3 bedroom 2 bath, double wide on 1.49 acres in Shaftsbury. Offering good location, large yard, and convenient travel to town. Living room with new pellet stove, kitchen with modern appliances including newer stove and dining area. Outside a 2 car detached garage, storage sheds and front and rear porches. New carpet.

  

  Max Squiers

  KW Vermont - Brenda Jones Real Estate Group

  (802) 798-5968

  2017 East Rd, Shaftsbury, VT 05262
• 

  

  /11

  $179,900

  • 4 Beds
  • 2 Baths
  • 2,643 Sq Ft

  905 County St, Bennington, VT 05201

  Recently this home was a 2 unit (up and down). The current owner has doing work to convert it into a large single family home. Currently 4 bedrooms, 2 bathrooms and many possible room configurations. Also could easily be converted back to a 2 Unit. Many possibilities to put your finishing touches on this property.

  

  Max Squiers

  KW Vermont - Brenda Jones Real Estate Group

  (802) 204-5943

  905 County St, Bennington, VT 05201
• 

  

  /4

  $199,900

  • 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
• 

  

  /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
• 

  

  /4

  $279,000

  • 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
• 

  

  /39

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft

  139 Mckinley St, Bennington, VT 05201

  Welcome to 139 McKinley Street in Bennington! This charming 1920 New Englander blends character and convenience in a great village location. Inside, you'll find a first-floor primary bedroom with laundry and a half bath downstairs, a cozy living room with a beautiful woodstove, and hardwood floors upstairs with easy care laminate throughout the main level.A standout feature is the

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (607) 437-6795

  139 Mckinley St, Bennington, VT 05201
• 

  

  /16

  $145,000

  • 3 Beds
  • 1.5 Baths
  • 1,485 Sq Ft

  755 Main St, Bennington, VT 05201

  Many possibilities with this property located on Main Street in Bennington. Zoned village commercial but currently a 3 bedroom 1 and a half bath home. Nice kitchen, dining room, living room, main level primary with half bath, main level laundry and more. Needs some TLC. Won't qualify for first time homebuyer programs.

  

  Max Squiers

  KW Vermont - Brenda Jones Real Estate Group

  (802) 444-8936

  755 Main St, Bennington, VT 05201
• 

  

  /72

  $339,000

  • 4 Beds
  • 2 Baths
  • 2,203 Sq Ft

  167 Burgess Rd, Hoosick Falls, NY 12090

  Step back in time as you arrive at this countryside paradise offering majestic views of Vermont's Green Mountains. This mini farm retains original charm showcasing rare original woodwork, hardwood floors a built-in pass-through and a classic rocking chair front porch with breathtaking views that stretch for miles. Outside, the rolling pastures prime farmland amazes you, and you will also find a

  Richard Tinkham Berkshire Hathaway Home Services Blake

  167 Burgess Rd, Hoosick Falls, NY 12090
• 

  

  /34

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  374 Overlea Rd, North Bennington, VT 05257

  A stunning three bedroom, two bath home on a wooded lot with mountain views and bordered on several sides by serene farm pastures! Just a few minutes from downtown Bennington and even closer to the village of North Bennington! Tons of natural light inside that compliments the updated kitchen and open dining / living room areas. First floor includes enclosed rear sun porch/mudroom, laundry and

  Gregory Cutler Four Seasons Sotheby's Int'l Realty

  374 Overlea Rd, North Bennington, VT 05257
• 

  

  /18

  $389,900

  • 4 Beds
  • 2.5 Baths
  • 2,229 Sq Ft

  2842 Vermont Route 7a, Shaftsbury, VT 05262

  Elegant Country Estate with Panoramic Mountain Views – Shaftsbury, VT.Welcome to 2842 VT-7A — an exceptional single-level luxury residence set on over 5 private, landscaped acres in the tranquil hills of Shaftsbury. This custom-designed ranch-style home blends timeless Vermont charm with modern comfort, offering 2,229± sq ft of refined interior space, thoughtfully crafted for both relaxed

  Derek Greene Derek Greene

  2842 Vermont Route 7a, Shaftsbury, VT 05262
• 

  

  /49

  $595,000

  • 3 Beds
  • 2 Baths
  • 2,278 Sq Ft

  199 North Rd, Shaftsbury, VT 05262

  Expansive Home with Guest House on Nearly 10 Serene Acres. Tucked away on almost 10 peaceful acres, this beautifully crafted property offers a spacious main home and a well-appointed guest house-ideal for multigenerational living, rental income, or hosting guests. The main residence impresses with its soaring cathedral ceilings in the living room, a dramatic floor-to-ceiling stone fireplace, and

  Timothy Corcoran Mahar McCarthy Real Estate

  199 North Rd, Shaftsbury, VT 05262
• 

  

  /53

  $399,000

  • 5 Beds
  • 3 Baths
  • 2,568 Sq Ft

  100 McCarthy Acres, North Bennington, VT 05257

  Almost lake front! Come for the space, stay for the location! This 2,500+ sq. ft. home offers five bedrooms, three full bathrooms, a large home office in the finished basement, and an additional 250 sq. ft. bonus room off one of the upstairs bedrooms. The owners converted the original garage into a 600 sq. ft. primary bedroom (heated and cooled with an efficient mini-split and separated into a

  Nicholas Charest Maple Leaf Realty

  100 McCarthy Acres, North Bennington, VT 05257
• 

  

  /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
• 

  

  /41

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,682 Sq Ft

  23 Robinson Ave, Bennington, VT 05201

  Nestled on a quiet street just moments from the golf course, this beautiful two-story brick home offers timeless charm and modern updates. The inviting front porch and lush perennial gardens set the tone for this well-loved property, which also features a fenced-in yard, a small outbuilding, a brand-new shed, and a peaceful backyard water feature. Inside, you'll find 3 bedrooms and 1.5 baths with

  Kelley Mccarthy Mahar McCarthy Real Estate

  23 Robinson Ave, Bennington, VT 05201
• 

  

  /59

  $679,000 Open Thu 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 3,637 Sq Ft

  272 Oak Hill Rd, Shaftsbury, VT 05262

  Built in 2001, this stunning contemporary home sits on just under 8 peaceful acres and offers a perfect blend of space, light, and comfort. The grand two-story living room features soaring ceilings and a cozy pellet stove, creating an impressive focal point. The first floor offers a spacious primary suite for ultimate convenience, along with a dedicated home office—perfect for remote work or

  Faith Rhodes Maple Leaf Realty

  272 Oak Hill Rd, Shaftsbury, VT 05262
• 

  

  /26

  $339,900

  • 3 Beds
  • 2 Baths
  • 1,636 Sq Ft

  556 Cottrell Rd, Hoosick Falls, NY 12090

  This newly renovated split level home is a Fannie Mae Homepath property which features 3 spacious bedrooms, 2 full bathrooms, open combo kitchen/dining room with vaulted ceilings, laundry room, utility room, instant hot water, open floor plan, large yard, with all new roof, siding and windows. Located across the street from the Walloomsac River.

  Daniel Card A 1 R E O Services LLC

  556 Cottrell Rd, Hoosick Falls, NY 12090
• 

  

  /45

  $355,000

  • 4 Beds
  • 1 Bath
  • 1,680 Sq Ft

  19 Royal St, North Bennington, VT 05257

  Charming North Bennington Home in a Desirable Neighborhood.Welcome to this beautifully updated four-bedroom home, ideally located in a sought-after North Bennington neighborhood. Situated on over half an acre, this property offers the perfect balance of privacy and convenience—just steps from scenic hiking trails and close to Bennington College.Step inside to discover a freshly

  Lindsey Martin Maple Leaf Realty

  19 Royal St, North Bennington, VT 05257
• 

  

  /50

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,941 Sq Ft

  97 Buck Hill Rd, Shaftsbury, VT 05262

  Two homes on 4.67 acres in Shaftsbury, VT! This village home offers a rare opportunity indeed by including a separate 2 bedroom ranch home as well. The main home is a charming New England farmhouse with 3 bedrooms and 2 bathrooms, living room, formal dining room, kitchen, main level laundry and so much more. The accessory dwelling unit offers 2 bedrooms, 1 bathroom, eat-in kitchen and living

  Brenda Jones KW Vermont - Brenda Jones Real Estate Group

  97 Buck Hill Rd, Shaftsbury, VT 05262
• 

  

  /50

  $398,900

  • 5 Beds
  • 4 Baths
  • 3,400 Sq Ft

  927 Water St, North Bennington, VT 05257

  Stately North Bennington Colonial with In-Law Suite & Barn on 2.6 Acres.Step into timeless elegance in this beautifully crafted colonial-style home located in the heart of charming North Bennington. Offering 5 spacious bedrooms and 4 bathrooms, this home features a flexible floor plan that includes a private in-law suite, formal living and dining rooms, a welcoming foyer, and both front and

  Brenda Jones KW Vermont - Brenda Jones Real Estate Group

  927 Water St, North Bennington, VT 05257
• 

  

  /48

  $685,000

  • 3 Beds
  • 2.5 Baths
  • 1,738 Sq Ft

  1516 W Mountain Rd, Shaftsbury, VT 05262

  Discover your dream retreat in this immaculate 3-bedroom, 3-bath, single level home, nestled on over 4 acres of breathtaking landscape. Enjoy expansive mountain views of the Taconic range, Bennington Monument, and Mount Graylock. Relax on the spacious deck or in the screened-in porch, soaking in the stunning vistas. This updated one-level home, features hardwood floors throughout and an open

  Margretta Fischer Wohler Realty Group

  1516 W Mountain Rd, Shaftsbury, VT 05262
• 

  

  /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
• 

  

  /52

  $429,000

  • 4 Beds
  • 2 Baths
  • 2,368 Sq Ft

  263 Elm St, North Bennington, VT 05257

  Fabulous Four Bedroom Farmhouse. Updated kitchen with new stainless steel appliances. Take in the mountain view through your newer windows over the new stainless steel sink and subway tile backsplash. Natural light floods this spacious home. The first-floor primary bedroom has a private walk-out deck overlooking the large level backyard. The generous living room opens up to a dining area just off

  Margretta Fischer Wohler Realty Group

  263 Elm St, North Bennington, VT 05257
• 

  

  /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
• 

  

  /14

  $43,000

  • Land
  • 0.48 Acre
  • $89,583 per Acre

  26 Asa's Way, Bennington, VT 05257

  Walking trails, a paved road, underground utilities, and water/sewer at the street, what more could you ask for? Situated high on Asa's Way, almost a half acre of slightly sloping and level lot is ready to build on. Over 200 feet of road frontage allows for many home designs; from a hillside house that maximizes the southerly sun, to a modern bungalow perched on a flat landing, bring your ideas!

  Angela Bevin Maple Leaf Realty

  26 Asa's Way, Bennington, VT 05257
• 

  

  /14

  $199,000

  • 2 Beds
  • 1 Bath
  • 1,390 Sq Ft

  1081 County Route 68, White Creek, NY 12057

  Charming brick 1,390+/- ranch home located in hamlet of White Creek, NY. This two-bedroom one bath ranch is located on a flat one-acre lot. Home has many nice features stone fireplace hardwood floors newer kitchen large full bathroom with laundry and even a two-car garage. You can be in Bennington VT; Hoosick Falls or Cambridge NY in 10 minutes, you can be in Manchester VT; Williamstown MA; Troy,

  Richard Tinkham Berkshire Hathaway Home Services Blake

  1081 County Route 68, White Creek, NY 12057
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /7

  $75,000

  • Land
  • 9 Acres
  • $8,641 per Acre

  5 White Creek Rd, Hoosick, NY 12057

  Discover the perfect blend of nature and convenience with this stunning 8.68 parcel of land in White Creek, NY. This property offers a unique opportunity to create your dream home or retreat in a country setting. Electric available at the road with 624' road frontage on White creek road and 933' on Andrew Rd. A beautiful creek meanders through the property, providing a tranquil and picturesque

  Renee Elie Berkshire Hathaway Home Services Blake

  5 White Creek Rd, Hoosick, NY 12057
• 

  

  /21

  $299,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

Showing Results 1 - 40, Page 1 of 2