17

Bennington, VT Homes for Sale with Acreage

Section Image Section Image
  • /33

    $349,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,911 Sq Ft

    21 Russett Dr, Bennington, VT 05201

    Tucked into a beautifully maintained neighborhood, 21 Russett Drive is the kind of home that feels welcoming the moment you arrive. Beautiful landscaping, a charming Dutch door, and a thoughtfully cared for yard give this property an almost secret garden feel private, inviting, and full of character.Inside, the versatility of this home truly shines. The main level offers a comfortable living

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    21 Russett Dr, Bennington, VT 05201
  • /31

    $595,000

    • Land
    • 23.62 Acres
    • $25,191 per Acre

    3213 West Rd, Bennington, VT 05201

    Some properties offer acreage, some offer breathtaking views, very few offer both along with a rich history worth preserving and a future waiting to be imagined. For generations, this rare south-facing farm has looked across the valley enjoying sunlight from dawn until dusk & panoramic views that are exceptional! More than productive farmland, it became a place where neighbors and families

    Agent Photo

    Monique Geannelis

    Mahar McCarthy Real Estate

    3213 West Rd, Bennington, VT 05201
  • /36

    $198,000

    $22K PRICE DROP
    • Land
    • 54 Acres
    • $3,667 per Acre

    399 Bard Rd, Bennington, VT 05201

    Secluded serenity meets unmatched convenience on this sprawling 54+/- wooded acres in beautiful and historic Bennington, VT! Nestled among a lush mix of hard and softwoods teeming with wildlife, the property features a charming quarter-acre pond, perfect as a future homestead centerpiece, with your home set back just beyond the pond. Good access via a paved, town-maintained road leading to level

    Curtis Trousdale Preferred Properties

    399 Bard Rd, Bennington, VT 05201
  • /53

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 4,120 Sq Ft

    1944 Monument Ave, Bennington, VT 05201

    Set on 5.63 beautiful acres in one of Bennington's most desirable locations, this exceptional 1880 historic home has been thoughtfully renovated inside and out, blending timeless character with sophisticated modern amenities. The property includes approximately 3,200 square feet in the main residence, an attached two-car garage with a second kitchen, and a separate 1,000-square-foot one-bedroom

    Kelley Mccarthy Mahar McCarthy Real Estate

    1944 Monument Ave, Bennington, VT 05201
  • /2

    $75,000

    • Land
    • 11.2 Acres
    • $6,696 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 a camp

    Kelley Mccarthy Mahar McCarthy Real Estate

    0 Mount Anthony Rd, Bennington, VT 05201
  • /54

    $460,000

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,312 Sq Ft

    498 Townline Rd, Bennington, VT 05201

    If you are seeking privacy and serenity, look no further. Your private drive will lead you to your home on the hill with no neighbors in sight. You will enjoy this peaceful spot, yet you are just 5 miles to downtown Bennington. 52+ acres that include open land perfect for kids, animals, gardens, sledding, or all of the above. The blueberry bushes are big producers. This home was built by the

    Betty McEnaney Diamond Realty

    498 Townline Rd, Bennington, VT 05201
  • /2

    $2,190,000

    • Land
    • 1.16 Acres
    • $1,887,931 per Acre

    301 Northside Dr, Bennington, VT 05201

    Prime commercial investment opportunity at 301 Northside Drive, Bennington. This 1.16-acre corner lot offers exceptional visibility on a heavily traveled road, making it well-suited for high-exposure commercial uses. Commercial zoning allows for a range of development or redevelopment options. Strategically located near major highways, providing strong regional access and long-term demand

    Paul Carroccio TPW Real Estate

    301 Northside Dr, Bennington, VT 05201
  • /60

    $695,000

    • 4 Beds
    • 2 Baths
    • 1,614 Sq Ft

    515 Quarry Rd, Bennington, VT 05201

    Peaceful, private, and completely surrounded by nature, this beautifully renovated contemporary home offers the perfect mountain retreat nestled on 14.7 acres on the side of Mt. Anthony with seasonal views and unmatched tranquility. Enjoy direct access to miles of hiking trails, abundant wildlife, and the rare protection of no future development permitted above this elevation, preserving the

    Vicki Wilson Maple Leaf Real Estate

    515 Quarry Rd, Bennington, VT 05201
  • /37

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    291 Springhill Rd, Bennington, VT 05201

    Tucked into Bennington's established Spring Hill neighborhood, this inviting 3 bedroom, 2 bath home offers nearly 2,000 square feet of comfortable living space with a setting that makes it easy to enjoy the outdoors. From the backyard, follow the grass walking trail to the community owned pond, a wonderful extension of your outdoor space and a beautiful spot to enjoy the changing Vermont Seasons.

    Faith Rhodes Maple Leaf Real Estate

    291 Springhill Rd, Bennington, VT 05201
  • /8

    $65,000

    • Land
    • 1.24 Acres
    • $52,419 per Acre

    2041 East Rd, Bennington, VT 05201

    Partial cleared 1.2 acre lot where you can listen the stream flow as you watch the abundant wild life. Perk test were positive for a inground leaching system, results available.

    Dan Mason Perrott Realty

    2041 East Rd, Bennington, VT 05201
  • /43

    $499,900

    $50K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 3,105 Sq Ft

    193 Finley Dr, Bennington, VT 05201

    Set on 3.11 peaceful acres with mountain views and a wonderful sense of privacy, 193 Finley Drive offers the rare combination of one-floor living, generous finished space, and excellent garage capacity in a convenient Bennington location. This 2-bed/3-bath home features a thoughtful main-level layout, with each bedroom offering direct access to a 3/4 bathroom. The primary bath also includes

    Jenifer Prouty Hoffman Hoffman Real Estate

    193 Finley Dr, Bennington, VT 05201
  • /30

    $595,000

    • 3 Beds
    • 2 Baths
    • 2,379 Sq Ft

    1278 Harrington Rd, Bennington, VT 05201

    Nestled on 16.96 picturesque acres, this spacious 3-4 bedroom, 2 full bath home offers the perfect blend of privacy, comfort, and breathtaking Vermont scenery. Built in 1993, the home features a bright, open-concept great room with expansive windows that capture stunning views of the surrounding landscape. The inviting living area is anchored by a beautiful fireplace, creating a warm and

    Kelley Mccarthy Mahar McCarthy Real Estate

    1278 Harrington Rd, Bennington, VT 05201
  • /37

    $539,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,376 Sq Ft

    811 Middle Pownal Rd, Bennington, VT 05201

    Thoughtfully crafted with a distinctive European-inspired character and beautifully updated throughout, this custom-built 4-bedroom, 3-bath home offers the perfect blend of quality craftsmanship, privacy, and convenience on a picturesque, landscaped lot just minutes from downtown Bennington. The bright and inviting interior features a beautifully renovated kitchen, spacious living areas with

    Jeffrey Dorman

    811 Middle Pownal Rd, Bennington, VT 05201
  • /59

    $190,000

    $20K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,200 Sq Ft

    118 Foster Dr, Bennington, VT 05201

    Invest in the potential with this unique split-level ranch and guest house. This property presents an exceptional opportunity for anyone looking to roll up their sleeves and bring a property back to life. Set on expansive acreage surrounded by peaceful woodlands, the property offers a tranquil rural setting while remaining just a short drive from town amenities.The main residence features

    Lindsey Martin Maple Leaf Real Estate

    118 Foster Dr, Bennington, VT 05201
  • /3

    $69,900

    $5K PRICE DROP
    • Land
    • 2.25 Acres
    • $31,067 per Acre

    0 Brambley Ln, Bennington, VT 05201

    Expansive 2.25-acre level lot situated on a quiet, private dead-end street. This is an amazing opportunity to build a dream home, a weekend retreat, or a spec house for investment. The property features 306 feet of road frontage, has been perc tested, and includes septic plans for a three-bedroom system. Located on the outskirt of town, but still close proximity to historic downtown Bennington

    Matt Waddington Hoffman Real Estate

    0 Brambley Ln, Bennington, VT 05201
  • /3

    $475,000

    • Land
    • 12.82 Acres
    • $37,051 per Acre

    22 Morse Rd, Bennington, VT 05201

    Positioned in the heart of Bennington’s commercial corridor on 12.82 open acres, 22 Morse Road present a prime development opportunity. Offering excellent visibility and accessibility along one of the area’s primary commercial arteries, the property is ideally situated for a variety of commercial, retail, service, mixed-use, or redevelopment possibilities. The location provides convenient access

    Paul Carroccio TPW Real Estate

    22 Morse Rd, Bennington, VT 05201
  • /60

    $180,000

    $20K PRICE DROP
    • Land
    • 58.1 Acres
    • $3,098 per Acre

    1073 Chapel Rd, Bennington, VT 05201

    Unlock the potential of this spectacular 58.1 +/- acre woodland property in historic Bennington. The groundwork for your future home or getaway is already laid with a State-approved wastewater permit in place for a three-bedroom single-family residence, allowing you the flexibility to design your build. Further simplifying your plans, the property offers the rare advantage of connecting to the

    Curtis Trousdale Preferred Properties

    1073 Chapel Rd, Bennington, VT 05201

Home Price Trends

Median Sale Price
$285,500
Median Single Family Sale Price
$292,500
Median Townhouse Sale Price
$199,000
Median 2 Bedroom Sale Price
$235,000
Median 1 Bedroom Sale Price
$116,500
Average Price Per Sq Ft
$201
Number of Homes for Sale
27
Last 12 months Home Sales
119
Months of Supply
2.70
Median List Price
$295,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
10%
How to Buy a Home How to Finance a Home How to Sell a Home