$275,000 $205 per sq.ft. Village of Bennington in Town of Bennington VT Home »


Price Change! Reduced by $20,000 down 7% on May 18th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1344  |  Acres: 0.25
Listed on Thursday Apr 16, 2026
Description: This charming village home offers the perfect blend of tranquility and convenience. Situated on a spacious double lot, you'll enjoy plenty of room for outdoor activities and relaxation, all while listening to the soothing sounds of a nearby babbling brook. The home is well maintained and located at the edge of town, providing easy access to amenities yet offering a peaceful back deck. Featuring replacement windows for energy efficiency, a paved driveway, and ample yard space, this property is ideal for anyone seeking extra room to play and entertain. Sidewalks and streetlights make evening strolls safe and pleasant, and the proximity to downtown ensures you're close to shopping, dining, and public transportation. For outdoor enthusiasts, the location is unbeatable: just 10 minutes from Prospect Ski Area, 30 minutes to Mt. Snow, 45 minutes to Albany Airport, 3 hours to New York City or Boston, and 2 hours to Hartford. This home is ready for your finishing touches to make it truly your own. See Listing Details & 45 images.

Under Contract Bennington VT Home for sale $275,000 $205 per sq.ft.

$275,000 $205 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1526  |  Acres: 0.21
Listed on Thursday Apr 30, 2026
Description: Welcome to this lovely Colonial home, formerly a charming carriage house, nestled in one of Bennington's most desirable walkable neighborhoods. Offering over 1,500 square feet of inviting living space, this well maintained home features 3 bedrooms, 2 bathrooms, and a versatile bonus room perfect for a home office or potential fourth bedroom. Inside, you'll find beautiful wood floors and trim, rustic beams, and newly installed plush carpeting. The sunny interior is filled with natural light thanks to large windows that flood the home with brightness. The kitchen offers stainless steel appliances direct access to the back deck. Updated bathrooms and ample closet space blend modern convenience with the timeless charm of the home. Step outside to enjoy the beautifully landscaped yard, complete with a newly painted deck ideal for entertaining and gatherings, as well as stunning mountain views. The level, usable yard offers plenty of space for outdoor enjoyment, room for a garden, and a large paved driveway accommodates up to six vehicles. A generously sized shed offers perfect storage for your outdoor items. Additional highlights include low-maintenance vinyl siding, replacement tilt-out windows for easy cleaning, and an updated metal roof. In the basement you will find a finished rec room, laundry area and extra storage with peg wall for your tools and a sump pump. Connected to town water and sewer, this home offers added ease of maintenance. Enjoy the peace and comfort of this quiet neighborhood while being just minutes from the hospital, shopping, and vibrant downtown Bennington. An hour from Albany International Airport, close to all Southern Vermont and the tri-state area has to offer. A true gem in the heart of town--you won't want to miss this one! See Listing Details & 34 images.

Under Contract Bennington VT Home for sale $275,000 $217 per sq.ft.

$275,000 $217 per sq.ft. Bennington VT Home »

2 Beds | 3 Baths |   Total Sq. Ft. 1265  |  Acres: 0.34
Listed on Wednesday May 20, 2026
Description: Move right in or continue operating as a short-term rental--this fully furnished 2-bedroom, 2.5-bath ranch offers comfort, convenience, and flexibility all in one package. Currently used as an Airbnb, all contents are included, making this a true turnkey opportunity. Inside, you'll find recently refinished hardwood floors, and skylights that fill the home with natural light. A pellet stove for ambiance (main heat is hot water baseboard) adds warmth and character, while the central cooling system keeps the home comfortable year-round. The large heated basement offers excellent ceiling height and endless possibilities for storage, workshop space, or future finishing. Efficient Buderus boiler with multiple heating zones adds to the home's quality and functionality. Additional features include an attached 2-car garage, small rear deck for relaxing outdoors, and a peaceful stream running through the property for a tranquil setting. This property checks all the boxes. See Listing Details & 30 images.

$279,000 $198 per sq.ft. Village of North Bennington in Town of Bennington VT Home »


Price Change! Reduced by $20,000 down 7% on June 6th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1408  |  Acres: 0.25
Listed on Friday May 8, 2026
Description: Nestled in the heart of the charming North Bennington community, this lovingly maintained 3 bedroom, 1.5 bath home is ready for its next chapter. Recently refreshed with newly painted interiors, rejuvenated floors, updated electrical, a recently repointed foundation, and repointed chimney, this home blends classic character with thoughtful updates throughout. Enjoy the convenience of first floor laundry, a beautiful front porch perfect for morning coffee or evening cocktails, and a private backyard ideal for entertaining, gardening, or simply relaxing while still enjoying the benefits of in town living. Owned and cherished by the same family for many years, this property has been exceptionally cared for and offers too many updates to count. From the inviting turquoise staircase to the unique character and charm found throughout the home, every corner tells a story. Take a stroll to local coffee shops, dinner spots, and community events, or enjoy hearing music drifting from the nearby Park-McCullough concert series on summer evenings. This home offers the perfect balance of neighborhood living, privacy, and small town charm. A true North Bennington gem full of warmth, character, and uniqueness this is a must see property. Call today for your private showing. This one will not last long! See Listing Details & 33 images. Includes a Virtual Tour

$279,000 $244 per sq.ft. Village of Bennington in Town of Bennington VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 2142  |  Acres: 0.25
Listed on Thursday May 21, 2026
Description: MOVE RIGHT IN AND MAKE YOURSELF AT HOME This beautifully maintained residence is perfect for those looking for the convenience of first floor living. Featuring tastefully painted rooms, bamboo flooring and modern appliances. The kitchen includes a dedicated eating area for family dining while the living room offers a warm and cozy gathering space. Both bedrooms are generously sized with large closets and a full bath, plus a dedicated laundry area, all conveniently located on one level. The large, finished basement provides additional space, ideal for a home office, guest area or hobbies. The attached garage ensures easy access and the back deck offers a peaceful spot to relax while enjoying the soothing sounds of the Roaring Branch river. Situated in a quiet, friendly neighborhood. This house is a wonderful place to settle in and enjoy life. See Listing Details & 42 images.

Under Contract Bennington VT Home for sale $295,000 $107 per sq.ft.

$295,000 $107 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2753  |  Acres: 3.2
Listed on Friday May 15, 2026
Description: Discover the charm and potential of this one-of-a-kind mid-century home, offered for sale for the first time. Set on 3.20 private acres with mature, lush landscaping, this spacious property offers a peaceful and serene setting while remaining conveniently close to shopping, schools, restaurants, and the hospital. Originally built in 1964, the home has grown through multiple additions over the years, creating a distinctive layout filled with character and generous living space. Offering 3 bedrooms, 2 full bathrooms, multiple porches, and two sunrooms, this home provides endless possibilities for comfortable living, entertaining, or creating your own private retreat. Additional features include a Buderus furnace and a generator with its own dedicated propane tank, offering comfort and peace of mind year-round. Ready for its next chapter, the property will benefit from some TLC to restore its warmth and beauty. Whether you're looking for a full-time residence or a weekend escape, this special home presents a wonderful opportunity to make it your own. Ideally located just 3 hours from NYC and Boston, and only 45 minutes from Albany International Airport, this rare offering combines privacy, convenience, and timeless appeal. Come explore the possibilities and bring new life to a home ready to be loved again. See Listing Details & 48 images.

Under Contract Bennington VT Home for sale $299,000 $288 per sq.ft.

$299,000 $288 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1640  |  Acres: 0.66
Listed on Saturday May 2, 2026
Description: Charming Ranch in a Desirable Neighborhood! Are you looking for a 3 bedroom, 2 bath ranch with room to grow in a great neighborhood? This beautifully maintained home offers the perfect blend of comfort, style, and flexibility. Enjoy a fully renovated kitchen featuring soft close drawers and a dedicated coffee bar perfect for starting your day. Stay comfortable year round with central air, and unwind after a long day in the jetted bathtub. The lower level offers excellent versatility, including a second bathroom with laundry and additional living space. A downstairs bedroom provides the perfect option for a home office, guest space, or potential in law setup. Step outside to a spacious, fully fenced backyard ideal for pets, play, or relaxing in your own private outdoor space. Whether you're looking for easy single family living or a home with room to expand, this property adapts to your needs. Conveniently located close to shopping, dining, and the hospital, this home offers both comfort and accessibility. However you envision it, this is a place you can truly make your own. Don't miss your opportunity this one won't last long! Call today to schedule your private showing. See Listing Details & 32 images. Includes a Virtual Tour

Under Contract Bennington VT Home for sale $299,000 $242 per sq.ft.

$299,000 $242 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1496  |  Acres: 1.95
Listed on Thursday May 7, 2026
Description: Set on a spacious lot and move-in ready raised ranch offers major updates, flexible living space, and excellent value. Recent improvements include a brand-new septic system, new roof, beautifully renovated kitchen, and new deck -- giving buyers peace of mind and modern comfort from day one. The versatile lower level provides additional finished space ideal for a home office, family room, guest area, gym, or hobby space, offering flexibility to fit today's lifestyles. The raised ranch layout provides separation between living and recreation spaces while maintaining an open, functional flow upstairs. Solar panels help offset energy costs and are currently leased; the new owner may choose to continue the lease or have the system removed. Conveniently located with easy access to Manchester, this home offers a great balance of country living and accessibility to shopping, dining, recreation, and everyday amenities. Enjoy outdoor living, updated systems, and a location close to downtown Bennington and Southern Vermont attractions. See Listing Details & 15 images.

Under Contract Bennington VT Home for sale $309,900 $163 per sq.ft.

$309,900 $163 per sq.ft. Bennington VT Home »


Price Change! Reduced by $15,000 down 5% on May 29th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1900  |  Acres: 0.31
Listed on Tuesday Apr 21, 2026
Description: Bright 3 bedroom, 1 and a half bath home in Bennington. Close to the hospital and offering kitchen, formal dining room, living room, and 2 main level bedrooms. Upstairs a loft office area and another bedroom. The basement is partially finished with laundry, family room and half bath. Outside there is a great deck with a separate, heated sun room and 2 car detached garage. A must see home in a must see location. See Listing Details & 38 images.

$325,000 $225 per sq.ft. Bennington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1443  |  Acres: 0.29
Listed on Tuesday Jun 2, 2026
Description: This well-maintained ranch-style home offers the convenience of one-level living with 3 bedrooms plus a spacious primary suite. Set on a large lot, the property features two decks, providing plenty of outdoor space for entertaining, relaxing, or enjoying the backyard. An easy walk to the local golf course adds to the appeal of this desirable location. The updated kitchen boasts beautiful granite countertops and a convenient pass-through to the oversized dining room, creating an open and inviting atmosphere for gatherings. A bright and welcoming living room is filled with natural light and showcases hardwood floors throughout most of the home. Both bathrooms have been tastefully updated, complementing the home's move-in-ready condition. Recent upgrades include central air conditioning, a newer forced-air furnace, and an energy-efficient hybrid hot water heater, offering year-round comfort and efficiency. The home is also equipped with 200-amp electrical service and is wired for a generator, providing added convenience and peace of mind. With its functional floor plan, modern mechanical updates, and desirable single-level layout, this property is ready for its next owner to move in and enjoy. The large yard, two decks, updated interior, and proximity to the golf course make it an ideal place to relax, entertain, and embrace an active lifestyle. This is easy living at its best. See Listing Details & 32 images. Includes a Virtual Tour

$339,900 $227 per sq.ft. Village of North Bennington in Town of Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1500  |  Acres: 0.53
Listed on Monday Apr 20, 2026
Description: Much larger than it looks and completely redone in 2022, with the only evidence remaining of the 1934 construction being a crawlspace through a hatch in the rear of the basement. Offering 3 bedrooms and 2 bathrooms this home is very much "like new". All the systems are modern. Living room/dining room/kitchen, mud room with laundry and bedroom on the main level. Upstairs is the primary bedroom with private bathroom and an additional bedroom. Outside you'll find a large front yard that has been partially fenced, a large covered, wrapping deck for entertaining and outdoor dining and a dog fenced area. Great location across the road from a calm river. This home is larger than it appears from the road. A must see home in move in ready condition that could possibly sold furnished. See Listing Details & 43 images.

Under Contract Bennington VT Home for sale $350,000 $203 per sq.ft.

$350,000 $203 per sq.ft. Bennington VT Home »


Price Change! Reduced by $29,900 down 9% on April 29th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2530  |  Acres: 1.27
Listed on Saturday Mar 21, 2026
Description: Welcome to this charming mid-century home set on 1.27 acres, offering 4 bedrooms and 3 bathrooms. This property blends character, functionality, and unique design throughout. At the heart of the home, a beautiful open concept kitchen and living area creates the perfect space for gathering and entertaining. A stunning fireplace anchors the room, offering warmth and ambiance whether you're hosting guests, enjoying family dinners, or settling in for a cozy evening. Natural light pours through the home, highlighting the striking cathedral ceilings and gorgeous parquet hardwood floors. The inviting entryway features classic slate flooring, setting the tone for the thoughtful details found throughout. The lower level offers a truly unique bonus space with a spacious family/game room featuring a show stopping two sided fireplace, along with a convenient half bath and laundry area ideal for flexible living and entertaining. Step outside and enjoy the peaceful setting, where birdsong and nature surround you perfect for those who appreciate wildlife and the simple joy of feeding birds right from your own yard. This home offers the best of both worlds privacy and convenience. Set in a quiet location, yet just minutes to shopping, schools, and local hospitals, it's perfectly positioned for today's lifestyle. Whether you're looking to be close to town or tucked into a private neighborhood, this is the home you've been waiting for. Additional features include town water, private septic, and a spacious two-car garage with extra workspace. With its unique mid-century charm, desirable amenities, and prime location, this home is priced to sell. Don't miss your opportunity schedule your showing today before it's gone! See Listing Details & 36 images.

$359,900 $256 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1404  |  Acres: 1.4
Listed on Wednesday Jan 7, 2026
Description: Convenient one-level living meets modern style and design in this beautifully crafted ranch home, situated on a spacious 1.4-acre lot within a newer, private four-home subdivision. Relax on the impressive 52-foot farmer's porch--perfect for enjoying cool summer breezes, stunning sunsets, entertaining guests, or simply taking in the expansive yard and thoughtfully designed plantings. Inside the open floor plan showcases a stylish kitchen with stainless steel Whirlpool appliances, a walk-in pantry, farmhouse sink, and center island w/ seating, seamlessly flowing into the living room highlighted by a tray ceiling and custom built-in entertainment center. The oversized primary suite offers a private retreat with a spa-like bath, including his-and-her vanity, a glass-enclosed palisade shower, built-ins, window seat, and a generous walk-in closet. The opposite end of the home includes two additional bedrooms, a full bath, and a spacious laundry room with abundant storage. The slider leads out to the covered back deck and overlooks the private, fenced-in backyard. Additionally, the home offers low maintenance flooring, recessed lighting throughout, forced hot air heat via propane, 100 amp electrical, town water, private septic, and Vermont Weatherization including upgraded insulation. Expansion potential for a future garage adds even more value. Constructed in 2023, it is truly move-in ready and offers a wonderful opportunity to create lasting memories. This property is in close proximity to historic downtown Bennington and is just 30 minutes from Manchester VT and Williamstown MA. Additionally, it is within approximately 45 minutes of several ski resorts in Vermont (Mount Snow, Stratton Mountain, and Bromley Mountain) and Massachusetts (Jiminy Peak). See Listing Details & 26 images.

$365,000 $210 per sq.ft. Village of North Bennington in Town of Bennington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1735  |  Acres: 0.54
Listed on Wednesday Jun 25, 2025
Description: Welcome to this beautifully updated four-bedroom home, ideally located in a sought-after North Bennington neighborhood. Situated on over half an acre, this property offers the perfect balance of privacy and convenience--just steps from scenic hiking trails and close to Bennington College. Step inside to discover a freshly renovated kitchen and bathroom, complemented by new flooring throughout the home. Brand new first floor half bath and mudroom entrance recently added. The dining room features a sliding glass door that opens to a spacious back deck, perfect for outdoor dining and relaxing. A covered front porch adds classic New England charm and a welcoming touch. With a large attached garage offering plenty of storage and workspace, this home is as practical as it is inviting. Whether you're enjoying the peaceful surroundings or entertaining guests, this home provides comfort, style, and a true sense of place in a friendly, walkable neighborhood. Don't miss this North Bennington gem--schedule your showing today! See Listing Details & 45 images.

New Listing! Bennington VT Home for sale $389,000 $240 per sq.ft.

$389,000 $240 per sq.ft. Bennington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2516  |  Acres: 0
Listed on Thursday Jun 11, 2026
Description: Build Your Dream Home--Without Starting From Scratch Now is your chance to own a brand-new home and still make it your own. This beautifully designed new construction home is currently underway and offers buyers the exciting opportunity to select their own finishing touches and create a space that reflects their style and vision. Featuring 4 bedrooms and 2 full bathrooms, this thoughtfully designed floor plan offers the flexibility and convenience of one-level living--with a bedroom, full bath, laundry, kitchen, dining area, and living room all located on the main level. Love the idea of extra space? The walkout basement provides incredible future potential and may be finished for an additional price--perfect for expanding living space, creating a family room, home office, gym, or guest suite. Enjoy all the benefits of energy-efficient new construction in a location close to walking trails, shopping, healthcare, and everything Bennington has to offer. ?? New Construction ?? 4 Bedrooms | 2 Full Baths ?? Main-Level Living Option ?? First-Floor Laundry ?? Walkout Basement with Expansion Potential ?? Customize Your Finishes ?? Energy Efficient Design Don't wait until it's finished--this is your opportunity to personalize your future home and make it uniquely yours. Reach out today for details and available selections! Listing Agent is owner. See Listing Details & 15 images.

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