Charming and spacious 3-bedroom, 1-bath home situated on approximately 1.90 acres, offering warm character and generous living space. Beautiful wood floors flow throughout the home, complemented by fresh paint, making this property truly move-in ready. The expansive wrap-around porch is a standout feature, perfect for enjoying quiet mornings, relaxing afternoons, or entertaining family and friends. Blending classic charm with comfortable living spaces, this home offers a welcoming atmosphere and timeless appeal. The property also includes an older barn and shed, providing additional storage, workshop space, or hobby potential. A wonderful opportunity to own a special property with both charm and versatility.
Listed by Cassandra Ehrlich of BHG Masiello Brattleboro
SOUTHERN VERMONT!~ PRICE DROP $45,000!! Great country location with over a 1/2 acre of beautiful lawns & perennial flower. Sitting porch, large kitchen with pantry opens to dining & living room. Oak hardwood floors on 1st floor. 2nd level has 4 good sized bedrooms & 3rd level has a private loft area with 2 very nice rooms & a 1/2 bath - great office space, laundry room or meditation room. Laundry is in basement. Basement appears to be dry. Oil boiler & wood burning furnace in the basement. Lots of closets and storage. Be in for the holidays! Property being sold in ''as is'' condition. This would be a great year-round home or a super Air BnB property as it's closeness to Mass MoCA in North Adams located just 15 minutes away. Also mid between Massachusetts skiing at Jiminy Peak & 30 minutes to Mount Snow Ski Resort in Vermont. Also close to Whitingham Reservoir for boating, swimming & fishing and many other recreational areas! Easy access North into Vermont & South into Massachusetts & New York.
Listed by Colleen Zajac and Susan Colvin of Monarch Realty
Over 3 acres, a brook and lots of woods for walking. Room for a terraced garden, tons of parking and minutes to Bennington! This 2 bedroom ranch style home has a huge eat in kitchen and a lovely big living room with lots of windows. There is a bonus sun room with laundry. Owners are using an attached shed as a chicken coop! Sweet find at this affordable price!
Listed by Christine Lewis of Brattleboro Area Realty
Welcome to Peaceful Pines, your cottage in the woods near the entrance to the Green Mountain National Forest. The charming two-bedroom cottage/camp was lovingly maintained. Key updates include a completely rebuilt chimney and masonry work, a wood stove ( in addition to baseboard heat) to take the chill out of those fall and winter evenings, T11 siding, a newer roof, and a private back deck with potential views of Glastonbury Mountain and beyond. The property also features an outdoor shower, a large shed, a drilled well, and a concrete block foundation. The lot offers plenty of space for outdoor activities and relaxation on +/- .8 acres. Inside, the cozy living room is open to the kitchen and a large family room addition, providing a comfortable and inviting living space. Priced at $159,000, this property is an excellent way to break into the seasonal home market or pick up an affordable getaway in the Green Mountains. "Peaceful Pines" is conveniently located less than 10 minutes from Bennington, 10 minutes from downtown Wilmington, and 20 minutes from Mount Snow ski resort. Outdoor enthusiasts will appreciate the proximity to Somerset Reservoir, Harriman Reservoir, Deerfield River, excellent National Forest access, and Prospect Park Alpine Center. Embrace the serene lifestyle and make vacation memories while you get away from it all at Peaceful Pines! ***This property will not qualify for FHA or first-time, full-time buyer loans. Current use is seasonal. Cash or conventional loan only.
Listed by Jacki Murano of Southern Vermont Realty Group
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 with a lot of square footage.
Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group
Affordable 3-bedroom, 1.5 bath home in the desirable Battenkill River Valley offering beautiful mountain and river views and easy access to outdoor recreation. Set on approximately half an acre, this property provides the perfect balance of privacy and convenience-just minutes to town, shopping, and dining. Key features include a newer roof and furnace, adding value and peace of mind. The home offers a functional layout with abundant natural light, comfortable living spaces, and room to make it your own. This home is being sold in as is condition with contents. Needs updating. Enjoy Vermont living at its best with swimming, fishing, and canoe/kayak access to the Battenkill River just down the street. Ideal as a full-time residence, vacation home, or investment property.
Listed by Margretta Fischer of Wohler Realty Group
Opportunity awaits in this classic New England-style home conveniently located near downtown Bennington and local amenities. Offering 3 bedrooms, 1 bathroom, spacious living areas, and plenty of natural light throughout, the property features a newer roof, low-maintenance vinyl siding, covered front porch, corner lot location, and off-street parking. Inside, the home offers an eat-in kitchen, hardwood floors, large bathroom with walk-in shower, first-floor laundry, and potential for a first-floor bedroom or single-level living setup. Property is being sold as-is and water is currently turned off due to a prior freeze-related issue. Cash or rehab-style financing is likely best suited for this property. Excellent opportunity for investors, contractors, or buyers looking to build equity.
Your wait is over-an exceptional opportunity to own in the highly sought-after Woodford Lake Estates! This unique property offers direct access to the beauty of the surrounding Green Mountain National Forest and is ideally located near VAST snowmobile trails, making it a year-round haven for outdoor enthusiasts. Enjoy cross-country skiing just minutes away at Prospect Mountain, along with beach and boat rights to the lake. Set in a peaceful, nature-filled setting, this property is ready for your vision. The existing cottage requires significant foundation repair or replacement, presenting the perfect chance to restore the structure or start fresh and build your dream mountain lake retreat. A rare opportunity for investors, builders, or buyers looking to create something special in a truly desirable Vermont location. Being sold As-Is. This is a cash-only sale.
Discover quintessential Vermont along this idyllic country road embodying peace and serenity. The property features mature trees and a peaceful, quiet location. Close to Lake Shaftsbury State Park and Lake Paran as well as many hiking trails and ski areas. This would make a perfect weekend getaway, vacation rental, or full-time home. New vinyl siding, a recent metal roof, and newer furnace. Enjoy the convenience of a drive through garage and circular driveway which can easily fit five or six cars when hosting picnics in the large backyard. With high speed internet, working from home is a breeze. The flexible bonus room would make an ideal home office, playroom, guest room, or a future bedroom by adding insulation and a heat source. Wonderful neighborhood full of friendly folk. The tree lined road is perfect for walking, running, biking, and dog walking. Conveniently located halfway between Manchester and Bennington for food, friends, and shopping. It may be small, but it's full of potential!
Listed by Lisa Friedman of Great American Dream Realty
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 porch, an ample front lawn and backyard, and a spacious attached 2-car garage with workshop space too! Bennington is a great location, with many amenities, and close proximity to Manchester outlets and Albany transportation. Opportunities like this are often quickly seized and quickly profited from; be the one to win this chance today!
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, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 9, 2026 11:39 AM EDT
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