Bennington Land for Sale

Welcome to Bennington, Vermont – a hidden gem nestled in the picturesque Green Mountains. Known for its rich history, vibrant arts scene, and stunning natural landscapes, Bennington offers a unique blend of small-town charm and outdoor adventure. With its historic downtown filled with quaint shops, delightful eateries, and cultural attractions like the Bennington Museum and the Bennington Battle Monument, this city is a perfect place for those seeking both relaxation and inspiration.

If you’ve ever dreamed of owning a piece of this enchanting town, our selection of land for sale in Bennington is an opportunity you won’t want to miss. Whether you envision building your dream home surrounded by the serene beauty of nature or investing in a property that appreciates in value, our available plots cater to a variety of needs and preferences.

Imagine waking up to breathtaking views of rolling hills, lush forests, and vibrant autumn foliage right outside your window. With ample space to explore outdoor activities such as hiking, biking, and skiing, Bennington is a paradise for nature lovers. Plus, the community's warm and welcoming atmosphere makes it easy to forge lasting connections with your neighbors.

Don’t wait to turn your dreams into reality! Explore our land for sale in Bennington and discover the perfect canvas for your future. With its captivating scenery and a community that celebrates both heritage and innovation, Bennington is not just a place to live – it’s a lifestyle waiting for you to embrace.

Newest Bennington Land for Sale

$58,000

5104588 MLS

This lot in beautiful North Bennington is ready to go! Building plans have been drawn up and available to come with the property for an approx. 2200 sq ft 3 bed, 2 bath home with decks facing the mountains. This lot has the electric, water, and sewer available at the street. Beyond having school choice for the elementary it also boasts being the second highest elevation lot in the development, mountain views, and abuts fields owned by Bennington College. The parcel is one property away from paved walking paths that join into the Bennington Ninja Trail.

33 Asas Way, Bennington

$595,000

5104539 MLS

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 gathered. In 1970, the roadside farm stand sold fresh corn, tomatoes warm from the sun, potatoes, pumpkins and seasonal produce. Visitors wandered the fields to pick strawberries, while others stopped to find the day's harvest.The farm was home to beef cattle, horses and the flock of nearly sixty geese. The farm supplied local restaurants and markets with potatoes. Today, the old farm stand still watches over the fields, quietly waiting for its next chapter. Whether restored as a seasonal market, transformed into a cider tasting room with a boutique orchard, an artist's studio, or simply enjoyed as part of a beautiful country estate, the possibilities are as expansive as the landscape itself. Beyond the farm stand, the land rises gently through open meadows to what could be an exceptional homesite with panoramic south facing views. Once part of the pasture and hayfields where cattle and horses grazed, this peaceful hillside offers an extraordinary setting for a country home, where mornings begin with birdsong and evenings end with spectacular sunsets. Although it feels wonderfully private, the property is remarkably convenient. A genuine rural lifestyle with easy access to culture, travel and the city. Bennington is minutes away for shopping/restaurants, healthcare and Bennington College. Williamstown 20 min, Albany Int'l Airport & train station 45 min, Boston 3 hrs/Montreal 4 hrs.Some places are purchased, the rare ones are entrusted to their next caretaker. Come see this spectacular property for yourself, walk the land and absorb how special and unique this Vermont property is!

3213 West Rd, Bennington

$75,000

5102718 MLS

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 or home for a weekend getaway in this tranquil setting, surrounded by nature while still being close to all the amenities Bennington has to offer. Mount Anthony Road provides easy access to town, yet maintains a peaceful, rural charm. The property’s size gives you plenty of space for privacy and recreation. This land offers a unique opportunity in one of Vermont's most desirable areas. NEW WASTE WATER PERMIT!!!!

Mount Anthony Rd, Bennington

$49,000

5102053 MLS

Here is the blank slate for your Vermont home, offering beautiful views of the Green Mountains and a location that is just steps from a 160-acre wildlife preserve with numerous hiking trails, wetland viewing platforms, and abundant wildlife. This cute corner lot is mostly level, cleared, and ready to build, with town water and sewer available at the street. Bring your imagination and come and enjoy everything the Bennington area has to offer through all four season from nearby shopping and dining downtown to outdoor recreation right outside your door. This lot offers so much for so little ; it is a ready-to-build opportunity in a scenic and convenient Vermont setting.

2 Belvedere St, Bennington

$69,900

5092066 MLS

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 and its vibrant Main Street, which offers shops, restaurants, and year-round community events. It is also conveniently located just 30 minutes from Manchester, VT, and Williamstown, MA. Additionally, it is within approximately 45 minutes of several ski resorts, including Mount Snow, Stratton Mountain, Bromley Mountain, and Jiminy Peak.

Brambley Ln, Bennington

$475,000

5087850 MLS

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 to both Vermont Route 7 and Vermont Route 279, creating direct connections to Albany and New York’s Capital Region, as well as Southern Vermont and Western Massachusetts. Surrounded by established businesses, national retailers, restaurants, lodging, and employment centers, the site benefits from strong daily traffic counts and regional connectivity. With existing commercial infrastructure and a highly accessible location near the New York and Massachusetts borders, this property offers exceptional potential for investors, developers, or end users seeking a strategic foothold in the greater Bennington market.

22 Morse Rd, Bennington

$180,000

5087361 MLS

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 municipal water supply at the road. Essential utilities are right at your fingertips, with power readily available along the town-maintained, plowed Chapel Road near utility pole #25, and Xfinity providing high-speed cable internet, TV, and phone services. An existing roughed-in driveway provides a solid starting point for accessing the expansive acreage. Backing directly up to the 926-acre state-owned Bald Mountain recreational area, this woodland is an outdoor enthusiast's dream. The diverse landscape features approximately 30 acres of manageable hardwood timber and 28 acres of softwoods on the higher ground. Beech and red oak provide excellent wildlife habitat, while existing woods roads offer private trails for cross-country skiing, hiking, and ATVing with distant views of the Green Mountain National Forest. The land benefits from reduced taxes by being enrolled in Vermont's Current Use program, with six acres thoughtfully excluded to accommodate your development. Conveniently located just minutes from downtown Bennington, you have quick access to local dining, the Bennington Museum, and the historic Bennington Battle Monument. Seize the rare opportunity to craft your perfect Vermont lifestyle on this expansive woodland canvas!

1073 Chapel Rd, Bennington

$55,000

5086024 MLS

Build your dream home at 29 Asa's Way, ideally situated at the top of the hill in a desirable North Bennington neighborhood. This 0.48 acre lot offers a level, build friendly setting with beautiful mountain views, providing the perfect backdrop for your future home. Public water and sewer are available, along with underground utilities, making for a smooth and efficient building process. Located on a publicly maintained road, this property combines convenience with a peaceful, well kept neighborhood setting. Enjoy close proximity to local amenities including shopping, dining, and the hospital, while also benefiting from easy access to major routes connecting you to Albany, Boston, and New York City. Outdoor enthusiasts will appreciate nearby walking and biking trails, along with year round Vermont recreation including hiking, skiing, and exploring the natural beauty of the area. Set within the North Bennington area and served by the local elementary school, this lot offers the ideal blend of location, lifestyle, and readiness. A prime opportunity to bring your vision to life in a scenic Vermont setting.

29 Asas Way, Bennington

$55,000

5086022 MLS

Build your future in the heart of North Bennington at 24 Asa's Way. This 0.51 acre corner lot offers a rare opportunity to create a custom home in a well established neighborhood surrounded by beautifully maintained properties. With mountain views and underground utilities already in place, the setting combines natural beauty with modern convenience. Public water and sewer are available, making the lot ready for development and easy to build on. Ideally located just minutes from downtown North Bennington, you’ll enjoy close proximity to local shops, dining, and everyday amenities, along with quick access to major routes for commuting to Albany, New York City, Boston, and beyond. Situated within a desirable school choice embrace the Vermont lifestyle with nearby walking trails, scenic outdoor spaces, and a peaceful country setting, all while being conveniently close to local amenities and the area hospital. This property offers the perfect balance of quiet surroundings and accessibilities, set in a welcoming neighborhood that captures the charm and character Vermont is known for. A prime, build ready parcel bring your vision and get started.

24 Asas Way, Bennington

$135,000

5085591 MLS

Endless Possibilities Await - Approved Plans in Place! This exceptional piece of property offers exciting development potential with blueprints for storage units approved by the town - saving you time and hassle. The cleared site is ready for your vision and offers flexibility for various uses. Whether you're looking to build a single-family residence, multi-unit development (with town approval), or bring the approved storage unit project to life, this land is a rare find. Located in a desirable area with easy access, the property is being transferred in "Current Use" tax status, offering additional savings. Don't miss your chance to unlock the potential of this diamond in the rough - opportunities like this don't come around often!

M16-L02 Us Highway 202, Bennington

$997,000

5081713 MLS

Level, .53-acre lot situated in Bennington’s high-traffic Planned Commercial (PC) District. This site offers a rare opportunity to save significantly on demolition costs and move straight into the design and permitting phase for a new commercial project. This busy corridor lot is located entirely outside of the flood zone, providing a clean slate for development and a more streamlined path for financing and insurance. The property’s value is anchored by a substantial, two-story detached storage garage located on the back corner of the lot. This structure is in excellent condition, offering immediate utility for secure equipment storage, a workshop, or contractor inventory while a primary building is being constructed. With 114 feet of direct frontage on Northside Drive and high daily traffic counts, the visibility for signage and branding is exceptional. Located within the Northside Design Review District, this site ensures long-term investment protection, making it a sophisticated gateway location for your next business venture. Ground Lease option available

153 Northside Dr, Bennington

$198,000

5081020 MLS

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 Class IV gravel frontage (gravel portion is not plowed or maintained by the town – 400+/- ft). A gate is currently in place, but the town will remove or relocate upon request. Essential utilities are highly accessible: town water runs along the frontage with confirmed adequate pressure for development, while power and high-speed cable internet sit just 250 feet west. State mapping indicates favorable conditions for a wastewater system and a previous purchaser performed soils test indicating a 6-bedroom residential mound system but opted not to purchase; they wanted a home much closer to the road, where the State maps indicate a small wetland. This should be easily avoidable. Experience the best of both worlds - a secluded, off-the-beaten-path atmosphere with immediate access to the Route 7 corridor. You are just minutes from historic downtown Bennington’s shops, dining, and the iconic Bennington Battle Monument. For outdoor lovers, enjoy proximity to the Green Mountain National Forest and premier skiing at Mount Snow and Stratton. Whether dreaming of an expansive recreational haven or a brilliant investment opportunity, this versatile acreage is ready for your vision.

399 Bard Rd, Bennington

Start Your Search

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .