23

Bennington County VT Homes under $300,000

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
  • /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
  • /31

    $270,000

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft

    473 South Rd, East Arlington, VT 05252

    This is an exceptional opportunity at this price point as a starter home for individuals or young families. This quaint craftsman home sits in the town of Sunderland and is the ideal location situated between Manchester and Bennington, Vermont. It is a 2.5 mile drive to the village of Arlington. This location boasts School Choice for families, to include Burr and Burton Academy. A mudroom

    Robert Sabol Wohler Realty Group

    473 South Rd, East Arlington, VT 05252
  • /34

    $289,900

    • 3 Beds
    • 2.5 Baths
    • 1,810 Sq Ft

    3530 Vt Route 346, Pownal, VT 05261

    This historic house, built in 1880, is nestled in the quiet village of North Pownal. It is situated on a large, level lot and offers the timeless charm of yesteryear. The first floor features a roomy kitchen with Kenmore Plus Stainless-Steel appliances, an open-concept living room and dining room, an updated bathroom, and a convenient first-floor laundry room. The back porch has been partially

    Matt Waddington Hoffman Real Estate

    3530 Vt Route 346, Pownal, VT 05261
  • /26

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    2899 W Sandgate Rd, Arlington, VT 05250

    Nestled in the green mountains, come enjoy this three-bedroom, two-bath colonial on half an acre. Take in the beautiful meadow and mountain views from the spacious deck. Listen to the sounds of birds and the babbling brook in this lovely private location. The sunny level lot offers plenty of garden space and a generous shed for all your gardening needs. The first floor offers a spacious open

    Margretta Fischer Wohler Realty Group

    2899 W Sandgate Rd, Arlington, VT 05250
  • /26

    $289,900 Open Sun 11AM - 1PM

    • 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
  • /39

    $299,000

    • 5 Beds
    • 2.5 Baths
    • 2,735 Sq Ft

    30 River Rd, Arlington, VT 05250

    300 feet of Batthenkill River front this 3 bedroom 2 bath Colonial with a 2 bed 1 bath in-law wing with an idyllic sound of the River. Enjoy the custom built fire pit to the sound of the river in the evenings and kayaking by day. The 1.5 acre lot has plenty room for gardening or just to spread out a bit. Come see what Southern VT has to offer.

    Dan Mason Perrott Realty

    30 River Rd, Arlington, VT 05250
  • /47

    $275,000

    • 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
  • /2

    $259,500

    • Land
    • 18 Acres
    • $14,744 per Acre

    188 Cedar Ln, Peru, VT 05152

    Tucked away in the heart of the Green Mountains, this stunning 17.60-acre parcel in picturesque Peru, Vermont, is a rare opportunity to create your dream retreat. The land is richly wooded, offering a serene natural setting filled with mature trees and gently rolling terrain that promises a spectacular display of fall foliage—an ever-changing canvas of vibrant reds, oranges, and golds each

    Joe Castaluccio Winhall Real Estate

    188 Cedar Ln, Peru, VT 05152
  • /21

    $249,000

    • Land
    • 3.42 Acres
    • $72,807 per Acre

    0 Havoc Hill, Dorset, VT 05253

    Tranquility and Adventure Await on Havoc Hill. Discover 3.42 plus private, wooded acres nestled atop storied Havoc Hill in charming East Dorset, Vermont. Known for its rugged beauty and historic ties to early Vermont logging and farming communities, Havoc Hill offers a rare opportunity to own land rich in character and natural serenity. Set off the picturesque Mad Tom Road, this secluded parcel

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    0 Havoc Hill, Dorset, VT 05253
  • /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
  • /35

    $244,900 Open Sun 11AM - 1PM

    • 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
  • /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
  • /4

    $225,000

    • Land
    • 1.99 Acres
    • $113,065 per Acre

    00 Margeaux Ln, Stratton, VT 05155

    This beautiful 1.99-acre parcel, nestled in the woods, offers the perfect setting to build the home of your dreams. With a 5-bedroom septic permit already in place, you’ll be ready to start construction right away. Access is easy via a right-of-way from Margeaux Lane, providing both privacy and convenience. Located just minutes from the Sun Bowl at Stratton. It is close to everything Stratton

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    00 Margeaux Ln, Stratton, VT 05155
  • /7

    $242,000

    • Land
    • 5 Acres
    • $45,234 per Acre

    01 Old Depot Rd, West Arlingtn, VT 05250

    This 5+ acre open field lot features big sky views of both the Taconic and Green Mountains. Overlooking a privately maintained pond, this property is just down the road from one of Southern Vermont's most charming farms. Comes with an approved wastewater permit for a 4 bedroom home.

    Paul Carroccio TPW Real Estate

    01 Old Depot Rd, West Arlingtn, VT 05250
  • /20

    $215,000

    • Land
    • 4.46 Acres
    • $48,206 per Acre

    OA E Manchester Rd, Manchester, VT 05255

    Very desirable lot off East Manchester Road with several building possibilities. Gently sloping, preliminary septic permit in place and access to all Manchester has to offer.

    Peter Pierce EXP Realty

    OA E Manchester Rd, Manchester, VT 05255
  • /26

    $210,000

    • 3 Beds
    • 1 Bath
    • 1,660 Sq Ft

    207 West Rd Unit N, Arlington, VT 05250

    Charming Antique Farmhouse on 10.9 acres with a large red barn on a quiet town-maintained road needs TLC and finish work. Featuring four bedrooms, one bath, an open kitchen/ dining with solid deck off kitchen. Large fireplace in living room. The current owners have worked hard to make needed updates, including a newer water heater, some new plumbing, removed old plaster and gutted all the

    Margretta Fischer Wohler Realty Group

    207 West Rd Unit N, Arlington, VT 05250
  • /21

    $235,000

    • Land
    • 1.30 Acres
    • $180,769 per Acre

    80 the Hollow Rd, Winhall, VT 05340

    We can build it for you. Nestled in the heart of the picturesque **High Meadow at Stratton**, this captivating lot awaits your vision. Embrace the opportunity to own one of the last available parcels in this highly sought-after neighborhood, where extraordinary living blends seamlessly with the tranquility of the Vermont mountains. Enjoy breathtaking views of the iconic **Stratton ski

    Jacek / Realtor Mikolajczyk BHHS Verani Upper Valley

    80 the Hollow Rd, Winhall, VT 05340
  • /15

    $298,500

    • Land
    • 3.70 Acres
    • $80,676 per Acre

    69 Benson Fuller Dr Unit 29, Winhall, VT 05340

    High dry and spectacular views of the Equinox Mountain range and Bromley Mountain! Oversized building lot with lots of privacy. Approved septic system for a 5 bedroom house!

    Andrea Linkin-Butler Stratton Buyer Brokerage

    69 Benson Fuller Dr Unit 29, Winhall, VT 05340
  • /5

    $219,000

    • Land
    • 55 Acres
    • $3,982 per Acre

    0 Andrea Dr Unit 239393, Stamford, VT 05352

    55 acres of pristine sloping woodlands. Build your dream house here. Two very private adjacent lots on gravel road with timber value. Although not part of the Alpenwald development the road is plowed and maintained by the Association for $750/year ($350 per lot). Exceptional opportunity to own a piece of Vermont. Convenient to skiing, hiking, reservoir and 10 minutes to MASS MoCA and restaurants

    Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

    0 Andrea Dr Unit 239393, Stamford, VT 05352
  • /4

    $225,000

    • 6 Beds
    • 1.5 Baths
    • 2,082 Sq Ft

    266 Robillard Rd, Stamford, VT 05352

    Colleen Zajac Monarch Realty

    266 Robillard Rd, Stamford, VT 05352
How to Buy a Home How to Finance a Home How to Sell a Home