$265,000 $157 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1688  |  Acres: 0.26
Listed on Saturday Jul 11, 2026
Description: Welcome to this 3 bedroom, 1.5-bath Cape style home located in a planned commercial zone. Offering 1,688 square feet of well-designed living space on a manageable 0.26-acre lot, this inviting residence is perfect for comfortable family living. Offers beautiful hardwood floors gracing the upstairs bedrooms, as well as the spacious living and dining rooms--ideal for gathering with loved ones. The sunroom provides a bright and tranquil spot to relax or enjoy morning coffee, while the two-car garage ensures plenty of space for vehicles and storage. See Listing Details & 28 images.

$269,000 $200 per sq.ft. Village of Bennington in Town of Bennington VT Home »


Price Change! Reduced by $26,000 down 10% on July 27th 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 $248 per sq.ft.

$275,000 $248 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1302  |  Acres: 1.84
Listed on Friday Jul 17, 2026
Description: Tucked into a private wooded setting on the outskirts of town, this distinctive 3-bedroom, 1.5-bath Adirondack-inspired chalet blends rustic character, flexible living space, and an exceptional connection to the outdoors. Its steep roofline, front balcony, exposed beams, and metal roof give the home memorable architectural presence, while the peaceful surroundings create a true retreat from the everyday. Inside, hardwood floors and dark ceiling beams add warmth and character to the main living and dining area, where a propane stove set against a brick hearth creates a cozy focal point. Brand-new windows throughout bring in abundant natural light, complemented by new French doors that open directly to the deck. The efficient kitchen offers generous cabinetry and slate-finish appliances, all included. An adjacent unfinished mudroom provides an opportunity to create a convenient entry and additional storage. A main-level bedroom and full bath offer the flexibility of one-floor living, comfortable guest accommodations, or work-from-home space. Upstairs, two bedrooms feature dramatic cathedral ceilings and exposed beams. One opens to a private covered balcony overlooking the yard and woods... an inviting place to enjoy morning coffee, read, or simply take in the quiet surroundings. A half bath completes the upper level. The basement adds valuable versatility with a laundry room, finished bonus room, workshop, and utility room. The detached 1-car garage provides even more space for a vehicle, tools, equipment, or recreational gear. Outside, there is plenty of room to enjoy every season, including a spacious deck, fire pit, private backyard, multiple woodland trails, and a charming screened outbuilding for bug-free relaxation, dining, or summer gatherings. Full of personality and surrounded by nature, this wonderfully distinctive Vermont home offers space to live, work, gather, and unwind. See Listing Details & 46 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

$299,000 $163 per sq.ft. Bennington VT Home »


Price Change! Reduced by $26,000 down 9% on July 14th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1829  |  Acres: 0.93
Listed on Wednesday Jun 17, 2026
Description: Welcome to 89 Merson Street! This charming Cape style home offers 3 bedrooms, 1 full bathroom and a half bathroom, and nearly an acre of land on a quiet in town street. Inside, you'll find beautifully refinished hardwood floors, an updated kitchen, a spacious family room with a fireplace, and a new Weil-McLain boiler installed in February 2026. What truly sets this property apart is its incredible versatility. The bonus space presents endless possibilities for a home based business, professional office, hobby space, expanded living area, or potential in-law accommodations. Whether you're looking for room to grow, work from home, or create a space tailored to your lifestyle, this home offers the flexibility to make it happen. The generous lot and rear garage access provide additional opportunities for future improvements. Buyers may appreciate the potential to enhance accessibility and functionality with a redesigned driveway configuration, such as a circular drive, while maximizing the usefulness of the garage space and expansive yard. Enjoy the convenience of being just minutes from downtown Bennington's shops, restaurants, coffee houses, and local attractions, while still enjoying the privacy of a large lot. With easy access to area hiking trails, ski resorts, and major routes to Boston and New York, this property combines location, character, and opportunity in one exceptional package. See Listing Details & 38 images.

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

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

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.

$319,900 $213 per sq.ft. Village of North Bennington in Town of Bennington VT Home »


Price Change! Reduced by $20,000 down 6% on July 10th 2026
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 $335,000 $237 per sq.ft.

$335,000 $237 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1414  |  Acres: 0.28
Listed on Tuesday Jul 21, 2026
Description: Welcome home to this meticulously maintained 3 bedroom, 1.5 bath ranch, perfectly nestled in a highly desirable neighborhood. Offering over 1,400 square feet of single level living space, this home combines classic charm, everyday comfort, and an unbeatable location. Rich hardwood floors flow throughout most of the home creating a warm and inviting atmosphere from the moment you step inside. The spacious layout offers comfortable living areas filled with natural light, generous-sized bedrooms, and a floor plan designed for effortless everyday living and easy entertaining. A charming breezeway connects the home to the attached one-car garage, providing a practical transition space that's perfect in every season while adding timeless New England character. Outside, the yard offers room to garden, play, or simply relax and enjoy the peaceful surroundings. Location is everything, and this home delivers. Tucked into an established neighborhood known for its welcoming feel, you'll be just minutes from downtown, where you can enjoy local shops, restaurants, community events, and everyday conveniences. Nearby walking trails offer the perfect setting for morning jogs, leisurely evening strolls, or weekends spent enjoying the outdoors. Whether you're buying your first home, looking to simplify with one-level living, or searching for a property in a neighborhood you'll love for years to come, this home offers the perfect blend of comfort, convenience, and lasting appeal. Don't miss your opportunity to make this exceptional ranch your own! See Listing Details & 38 images.

Under Contract New Listing! Village of North Bennington in Town of Bennington VT Home for sale $365,000 $230 per sq.ft.

$365,000 $230 per sq.ft. Village of North Bennington in Town of Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1588  |  Acres: 0.14
Listed on Friday Jul 24, 2026
Description: Located in the heart of the charming North Bennington Village, this beautifully renovated home offers the perfect blend of classic character and modern convenience. Completely renovated interior in 2022, including a new roof, this move-in-ready home features three bedrooms and two beautifully updated bathrooms, with the added convenience of a first-floor bedroom and main-level laundry. The spacious kitchen is designed for both everyday living and entertaining, featuring a gas range, pantry, and ample cabinetry. The flexible living and dining area is highlighted by a cozy fireplace, while gleaming hardwood floors run throughout the home. An enclosed front porch serves as the perfect mudroom or welcoming entry, and the bright living room is filled with natural light. Upstairs, you'll find two additional bedrooms and a beautifully tiled bathroom with a walk-in shower. The home's extensive 2022 renovation included a new roof, furnace, electrical, plumbing, and insulation, along with updated finishes throughout, providing the comfort and peace of mind of a nearly new home. Outside, enjoy a partially fenced yard, ideal for gardening, pets, or outdoor gatherings, along with a detached one-car garage. Located within walking distance of North Bennington Village's shops, restaurants, parks, and local amenities, this thoughtfully renovated home is truly move-in ready. See Listing Details & 31 images.

Under Contract Village of North Bennington in Town of Bennington VT Home for sale $439,000 $220 per sq.ft.

$439,000 $220 per sq.ft. Village of North Bennington in Town of Bennington VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2389  |  Acres: 1.16
Listed on Thursday Jul 2, 2026
Description: At the end of a quiet road in North Bennington, this beloved 1979 home is being offered for the first time by its original owner. Set on over an acre with a large private backyard, garden beds, wild blackberries, and a peaceful wooded backdrop, the property feels beautifully tucked away while remaining just a short walk to the Henry Bridge and the Walloomsac River. Inside, the home is timeless, warm, and wonderfully livable, with approximately 2,389 finished square feet, hardwood floors throughout, fresh interior paint, and abundant natural light. The main level offers a large living room with built-in shelving, an inviting kitchen and dining area, a mudroom entry, first-floor bedroom, full bath, and a den that provides versatile space for guests, hobbies, or everyday living. Upstairs, the flexible layout features two bedrooms and two bathrooms, a spacious office, generous closet space, a built-in dresser, and a Mitsubishi mini split for added comfort. The lower level expands the living space with a finished family/recreation room, laundry, storage, utilities, and updated mechanicals including a Buderus boiler and five heat zones. A separate exterior entrance leads to a large workshop, ideal for tools, projects, outdoor equipment, or creative use. Additional conveniences include public water and sewer, high-speed internet, cable, and school choice for kindergarten through sixth grade. With its wrap-around deck, natural wood trim, built-ins, generous windows and skylights, end-of-road privacy, and unmistakable sense of care, this is a rare North Bennington opportunity with space, flexibility, and enduring Vermont charm. Homes with this setting, history, and location do not come along often. See Listing Details & 37 images.

Under Contract Village of Bennington in Town of Bennington VT Home for sale $529,000 $195 per sq.ft.

$529,000 $195 per sq.ft. Village of Bennington in Town of Bennington VT Home »


Price Change! Reduced by $166,000 down 31% on July 2nd 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2715  |  Acres: 2.4
Listed on Thursday Oct 23, 2025
Description: Welcome to one of the most coveted locations in Bennington, Vermont known to locals as the West End. Steeped in history, this remarkable property was built c.1928 with ties to the Colgate Estate located on Mount Anthony. A stones throw away is the original Fillmore Farm, primarily known for its sheep. In 1929, the farm began production of milk and then built its large dairy plant in 1939. It can be surmised that this property was for the intent of upper management housing for the farm. With sprawling views to the north, south and west, this location does not disappoint! A typical farmhouse style home that esthetically blends rustic and modern elements for easy living. A generously sized kitchen is perfection for entertaining and for spending time with family and friends. The living room invites a space for conversation, a cozy fire during the chilly Vermont evenings, or simply relaxing taking in the divine views at sunset. More casually, the family room offers exposed beams, vaulted ceilings and abundance of natural light. A formal dining room is strategic to the kitchen for holidays and family gatherings. The second floor boasts three bedrooms and two bathrooms, while the third bath is on the first level for convenience. And have I mentioned the renovated space above the garage? Wow! Breathe in the fresh air, take a walk up a country road and hunker down for the most genuine, spectacular sunsets. This is the type of special property that you will not want to miss. See Listing Details & 53 images. Includes a Virtual Tour

$595,000 $250 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2379  |  Acres: 16.96
Listed on Saturday Jul 11, 2026
Description: 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 welcoming space for relaxing or entertaining. The flexible floor plan provides three bedrooms plus an additional room that can easily serve as a fourth bedroom, home office, or hobby space. The walkout unfinished basement offers endless possibilities for future expansion, storage, or a workshop. Outside, you'll find an attached two-car garage along with a separate bonus garage, providing ample space for vehicles, recreational equipment, or additional storage. Set well back from the road, the property's 16.96 acres offer room to explore, garden, or simply enjoy the peace and beauty of Vermont. The home is serviced by a private well and efficient oil heat source, making it a wonderful opportunity for those seeking country living without sacrificing comfort. See Listing Details & 30 images.

$695,000 $351 per sq.ft. Benson VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1978  |  Acres: 24
Listed on Saturday May 2, 2026
Description: Showings start May 12th! Timeless elegance meets modern luxury at the Old Stone House at Frazier Hill! Nestled in a serene woodland setting, this stunning stone colonial home has been lovingly restored to combine historical charm with contemporary amenities. Designed for entertaining or extra income, the property includes a one-bedroom apartment over the two-car garage, complete with a private deck. The generously sized, level lot features a lovely stone patio, all surrounded by the tranquility of nature. Inside the main home, the feeling is nothing short of magical. A newly added chef's kitchen will inspire your culinary adventures, showcasing elegant butcher block countertops, a rustic copper farmhouse sink, ambient lighted cabinets, and top-of-the-line stainless steel appliances. Host family gatherings in the formal dining room or unwind in the inviting living room, both featuring cozy wood stove inserts and beautiful wide splayed windows throughout. Upstairs are 3 spacious bedrooms, all with ample storage. The basement offers peace of mind with its spray foamed walls, new concrete floor, furnace, hot water heater, updated electrical systems. There is also a beautiful detached stone workshop and a versatile studio loft above--perfect for creative pursuits or a home office, as well as a Generac back-up generator. This captivating home perfectly blends history and modernity, offering a unique living experience. Don't miss your chance to call the Old Stone House at Frazier Hill your forever home! See Listing Details & 60 images.

$330,000 $201 per sq.ft. Berlin VT Home »


Price Change! Reduced by $20,000 down 6% on July 31st 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1645  |  Acres: 0.8
Listed on Tuesday May 19, 2026
Description: Discover this beautifully updated home where nearly every corner has been thoughtfully renovated to blend modern comfort with classic charm. Located just minutes from downtown Montpelier, this inviting property offers the perfect mix of convenience and character. Come inside to find a bright and inviting main level featuring an easy layout that seamlessly connects the living spaces. The cozy living room is warmed by a wood stove, making it ideal for crisp Vermont evenings, and bathed in natural light. The kitchen features sleek white cabinetry, stainless steel appliances, and direct access to the outdoor deck, perfect for summer grilling or morning coffee. A first-floor bedroom provides easy accessibility, while upstairs you'll find two additional bedrooms and a bonus room tucked behind a built-in bookcase. Ideal for a home office, reading room, or creative space, this hidden feature adds versatility and unique appeal. A new septic system was added in 2026, giving you peace of mind for years to come. With quality renovations throughout and a layout designed for both everyday living and entertaining, this charming home is ready to welcome you! See Listing Details & 53 images.

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