42

Homes for Sale in 05201

Section Image Section Image
  • /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.

    Agent Photo

    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.

    Agent Photo

    Max Squiers

    KW Vermont - Brenda Jones Real Estate Group

    (802) 444-8271

    137 Park St, Bennington, VT 05201
  • /19

    $225,000

    • Land
    • 17 Acres
    • $13,489 per Acre

    1801 S Stream Rd, Bennington, VT 05201

    Welcome to 1801 South Stream Road a picturesque 16.68 acres of timeless Vermont charm property. This beautiful parcel features two classic Vermont red barns full of character and charm, that offer endless potential. With some repairs, they could be ideal for livestock, storage, or workshop space ready to support your vision for country living. A picturesque pond, in need of a little TLC, offers

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    (802) 317-7489

    1801 S Stream Rd, Bennington, VT 05201
  • /41

    $320,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 2 Baths
    • 2,418 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

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    (802) 327-7149

    226 North St, Bennington, VT 05201
  • /38

    $650,000

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

    359 Hickory Hill Rd, Bennington, VT 05201

    Welcome to this beautifully updated Center Hall Colonial, privately set on 2.58 wooded acres at the end of a peaceful cul-de-sac just minutes from downtown and major highways. The three bedroom, two and half bath home is truly move in ready, offering the perfect balance of comfort, style, and privacy. Step inside to an open concept main level where the kitchen flows seamlessly into the

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    (802) 633-6530

    359 Hickory Hill Rd, Bennington, VT 05201
  • /11

    $185,000

    • 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.

    Agent Photo

    Max Squiers

    KW Vermont - Brenda Jones Real Estate Group

    (802) 204-5943

    905 County St, 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

    Agent Photo

    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

    Agent Photo

    Max Squiers

    KW Vermont - Brenda Jones Real Estate Group

    (802) 210-1728

    123 Bradford St, Bennington, VT 05201
  • /33

    $355,000

    • 4 Beds
    • 2 Baths
    • 2,072 Sq Ft

    60 Knoll Crest Ln, Bennington, VT 05201

    Step into this well maintained brick and clapboard residence, perfectly nestled in a lovely neighborhood. Just minutes from the hospital and a short, pleasant walk to downtown, this home offers the best of both convenience and community.Bathed in natural light, the interior boasts an inviting and functional layout highlighted by gleaming hardwood floors and timeless character throughout.

    Moira Spivey Four Seasons Sotheby's Int'l Realty

    60 Knoll Crest Ln, Bennington, VT 05201
  • /25

    $305,000

    • 3 Beds
    • 2.5 Baths
    • 1,888 Sq Ft

    120 Albe Dr, Bennington, VT 05201

    Comfortable, convenient and close to downtown Bennington and all its amenities. Built in 2001, in a quiet neighborhood, the home features 3 bedrooms and 2.5 baths,, which includes a primary suite with its own bath. The first floor offers a spacious eat-in kitchen with washer and dryer efficiently installed in a large closet. The kitchen also has glass doors that open to private deck and a level

    Ann Greenwood Alton + Westall Real Estate Agency, LLC

    120 Albe Dr, Bennington, VT 05201
  • /47

    $389,000

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    46 Duffy Dr, Bennington, VT 05201

    A rare opportunity to own a spacious and versatile Colonial in one of Bennington’s most desirable neighborhoods. With five bedrooms, four bathrooms, and over 3,600 square feet of finished living space, this home offers incredible flexibility for multigenerational living, remote work, or extended guest stays. The fully finished walk-out lower level features its own kitchen, living area, bedroom,

    Nick Sicard EXP Realty

    46 Duffy Dr, Bennington, VT 05201
  • /41

    $524,900

    • 4 Beds
    • 2.5 Baths
    • 2,116 Sq Ft

    245 Southshire Dr, Bennington, VT 05201

    Nestled in one of Bennington’s most sought-after neighborhoods, this elegant 4-bedroom, 2.5-bath center-hall Colonial offers space, privacy, and timeless charm—all just minutes from downtown Bennington, SVMC Hospital, walking paths, and the Bennington Area Trail System (BATS).The first floor welcomes you with gleaming hardwood floors, a spacious kitchen, a formal dining room, and a

    Ann Greenwood Alton + Westall Real Estate Agency, LLC

    245 Southshire Dr, Bennington, VT 05201
  • /26

    $289,900

    • 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
  • /46

    $425,000

    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft

    4 Bank St, Bennington, VT 05201

    Across from the 5th Fairway of the Mount Anthony Country Club you’ll find this charming, meticulously maintained 3 bedroom 2 bath home. The spacious open layout, custom kitchen, and expansive deck are warm and inviting. Relax on your front porch and enjoy the scenic mountain vistas of Mount Anthony and the Bennington Monument. Fabulous, convenient location! The home began as a bungalow, the

    Margretta Fischer Wohler Realty Group

    4 Bank St, Bennington, VT 05201
  • /55

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    93 Pace Rd, Bennington, VT 05201

    Welcome Home to Your Private Woodland Retreat! ??Tucked away on a serene 2.75-acre wooded lot, this charming 3-bedroom, 1.5-bath home offers a rare blend of comfort, updates, and outdoor magic. With approximately 1,664 sq ft of living space, you’ll have plenty of room to stretch out—and three spacious decks to soak in those treetop views from every angle!? What’s New? Just about

    Harvey Roettinger RE/MAX North Professionals

    93 Pace Rd, Bennington, VT 05201
  • /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
  • /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
  • /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
  • /37

    $250,000

    • 2 Beds
    • 1.5 Baths
    • 1,259 Sq Ft

    1236 Morgan St, Bennington, VT 05201

    Charming and solid 1940s Cape with detached 2-car garage. On the outskirts of town with 0.63 acres, this property has a rural vibe, but only 1.2 miles from Main Street... enjoy both the quiet and convenience! Large rear deck overlooks the backyard and is a welcome entryway to the sunny breakfast nook and kitchen. All appliances are staying, including the washer/dryer in the basement. Dining

    Jenifer Prouty Hoffman Hoffman Real Estate

    1236 Morgan St, 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
  • /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
  • /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

    $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
  • /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

    $215,000

    • 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
  • /35

    $264,900

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /6

    $96,406 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
  • /4

    $96,406 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
  • /4

    $96,406 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
  • /3

    $96,406 New Construction

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft

    24 Cassie Ln, Bennington, VT 05201

    Welcome to 24 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

    24 Cassie Ln, Bennington, VT 05201

Showing Results 1 - 40, Page 1 of 2

How to Buy a Home How to Finance a Home How to Sell a Home