$80,000 $55 per sq.ft. Bennington VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1465  |  Acres: 0.16
Tuesday Jun 23, 2026
Description: Situated on a peaceful dead-end street, this home offers tremendous potential for investors, contractors, or buyers looking to create their dream home. The property features 3 bedrooms, with the possibility of a fourth, along with 2 bathrooms, providing a highly desirable layout and ample living space. With some vision, care, and updates, this home can be transformed into a beautiful residence in a convenient location. Just minutes from the high school and only a short distance from downtown Bennington's shops, restaurants, and local amenities. The price is firm, and the sale will require an all-cash transaction. See MLS Property & Listing Details & 4 images.

$150,000 $95 per sq.ft. Bennington VT Home »

Price Change! Reduced by $10,000 down 7% on July 14th 2026
5 Beds | 2 Baths |   Total Sq. Ft. 1575  |  Acres: 0.17
Friday Jun 26, 2026
Description: Opportunity awaits with this spacious property offering incredible potential for investors, renovators, or buyers looking to create their dream home. Currently configured as a single family residence, this home features 5 bedrooms and 2 bathrooms. At one point it was a 2 unit home and could potentially be again. Inside, you'll find generous living space ready for your vision and updates. A fully enclosed front porch provides additional usable space, while the rear mudroom offers a practical everyday entry. Whether you're looking to restore the home's character, add value through renovations, or explore income-producing possibilities, this property presents a wealth of opportunity. Conveniently located close to downtown, shopping, dining, walking trails, and the hospital, the location adds to the property's appeal. Bring your ideas and imagination, this is a rare chance to transform a property with outstanding potential into something truly special. See MLS Property & Listing Details & 50 images.

$165,000 $205 per sq.ft. Bennington VT Home »

Price Change! Reduced by $4,000 down 2% on July 14th 2026
2 Beds | 1 Baths |   Total Sq. Ft. 806  |  Acres: 0.07
Monday Jun 29, 2026
Description: STOP RENTING and start building equity! Call your lender today to discover the latest programs that could MAKE HOMEOWNERSHIP A REALITY. Owning may be closer than you think. The transformation inside this home is nothing short of spectacular. This move-in-ready, one-floor living bungalow has been thoughtfully designed to maximize every square foot, including a brand-new bathroom and updated finishes. From the moment you step into the entrance that was converted from a front porch into a versatile mudroom or home office you'll feel the quality. The layout is a masterclass in functionality, featuring an oversized laundry and pantry area that connects the back entrance directly to the kitchen. Durable vinyl plank and tile flooring throughout the living areas ensure easy maintenance for years to come. Spacious, clean, and incredibly welcoming, this home is situated in a highly convenient Bennington location. See MLS Property & Listing Details & 15 images.

$180,000 $110 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1640  |  Acres: 0.84
Tuesday Jun 23, 2026
Description: Opportunity awaits at this unique property with an exceptional setting along the Walloomsac River. A true Vermont farmhouse offering three bedrooms and two bathrooms, situated on a flat, park-like lot with mature landscaping, open green space, and beautiful river frontage. The serene setting creates a peaceful atmosphere rarely found in properties with such versatile potential. A large barn provides abundant storage, workshop space, or the opportunity for a variety of future uses. Inside, the home is ready for renovation and updates, making it an ideal project for investors, entrepreneurs, or buyers looking to bring their own vision to life. The main level features a well designed layout, highlighted by a spacious eat-in kitchen, a full bathroom, and a cozy living room with a pellet stove. The front door leads to a covered porch overlooking the scenic golf course at Mount Anthony Country Club. A separate dining room and a versatile room that can serve as a bedroom, den, or home office complete the first floor. Upstairs, a generous landing provides additional living space as a family room, along with two bedrooms and a shared three-quarter bathroom. With commercial zoning already in place, the property offers flexibility for a wide range of permitted uses beyond residential living (subject to local approvals). Whether you're seeking a live/work opportunity, business location, investment property, or a charming riverside renovation project, this property combines a peaceful natural setting with outstanding potential. Bring your ideas and unlock the possibilities of this rare offering. Conveniently located near the local country club and golf course, with easy access to nearby walking trails, the property offers an appealing blend of recreation, nature, and opportunity. See MLS Property & Listing Details & 42 images.

$189,000 $103 per sq.ft. Village of Bennington in Town of Bennington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1840  |  Acres: 0.25
Wednesday Jun 24, 2026
Description: This well-maintained New Englander offers the perfect balance of classic character and comfortable living. Featuring four bedrooms and two updated bathrooms. The home provides spacious, comfortable living throughout. The recently renovated kitchen is both stylish and functional, while the updated bathrooms add contemporary appeal. Large rooms and a thoughtful layout create a welcoming atmosphere for everyday living and entertaining. Outside, you'll find a deep, fully fenced backyard with plenty of room for recreation, gardening, or pets. A beautiful deck provides the perfect setting for outdoor dining, relaxing, and entertaining. Enjoy the convenience of an in-town location within walking distance of downtown restaurants, shops, and local attractions. The property is also just minutes from services and all the amenities Bennington has to offer. Albany airport is 45 minutes driving, ski areas to the north and east, also approximately 45 minutes, NYC and Boston are both a 3 hour drive. See MLS Property & Listing Details & 37 images.

$205,000 $154 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1632  |  Acres: 0.08
Friday Jul 3, 2026
Description: Experience refined living in this beautifully appointed tri-level townhouse-style condominium, ideally situated just moments from downtown, the hospital, shopping, and dining. Rich in vintage character while thoughtfully updated for modern living, this exceptional residence showcases elegant quartz and butcher block countertops, a designer tile backsplash, and striking marble flooring that create a sophisticated culinary space. An updated powder room and engineered hardwood flooring throughout further enhance the home's timeless appeal. The second level offers three well-appointed bedrooms and a tastefully renovated full bath designed with both style and comfort in mind. A walk-up attic provides abundant storage, while the partially finished lower level expands the living space with a dedicated laundry area, a versatile bonus room ideal for a home office, fitness studio, or media room, and a utility room featuring a newer heating system (2020), oil tank (2022), and upgraded 200-amp electrical service. Relax and unwind on the covered front and rear porches, and enjoy the convenience of a detached shared garage. Blending classic architectural charm with carefully curated updates, this distinguished home offers an exceptional opportunity to enjoy low-maintenance living in one of the area's most desirable and convenient locations. See MLS Property & Listing Details & 53 images.

$210,000 $95 per sq.ft. Bennington VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2200  |  Acres: 5.54
Friday Jul 3, 2026
Description: Set on over 5.5 acres of private, natural surroundings, this unique split-level ranch with an auxiliary dwelling unit offers an exceptional opportunity for multi-generational living, rental income, or a private guest retreat. Surrounded by peaceful woodlands, the property provides a tranquil rural setting while remaining just a short drive from town amenities. The main residence features three bedrooms and one bathroom, with a comfortable, inviting layout that flows seamlessly from the kitchen to the dining area and into the living room, creating an ideal space for everyday living and entertaining. A rear deck overlooks the serene landscape, offering the perfect place to relax and enjoy the beauty of the outdoors. The detached guest house includes two bedrooms, one bathroom, and a kitchen space, presenting endless possibilities for extended family, visitors, or supplemental income. While the guest house would benefit from updates, it offers tremendous potential to create a charming secondary living space. With expansive acreage, privacy, and versatility, this property is a rare opportunity to bring your vision to life and enjoy the best of country living with convenient access to town. See MLS Property & Listing Details & 59 images.

$219,900 $189 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1372  |  Acres: 1
Friday Jun 26, 2026
Description: Welcome home to this charming 3-bedroom, 2-bath split-level home nestled on a beautiful 1-acre lot with stunning mountain views. Offering the perfect blend of comfort and privacy, this home features an attached garage, a spacious layout, and a peaceful backyard ideal for relaxing or entertaining. Enjoy your morning coffee or evening sunsets from one of two decks overlooking the private yard and scenic surroundings. Connected to town sewer, this property combines the convenience of municipal services with the feel of country living. Whether you're looking for space to entertain, room to enjoy the outdoors, or simply a quiet place to call home, this property offers it all. See MLS Property & Listing Details & 18 images.

$225,000 $140 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1608  |  Acres: 0.15
Monday Jun 22, 2026
Description: Terrific in town location for this 3 bedroom, 2 bathroom home in Bennington. Offering living room, large kitchen, formal dining room and office/study. Covered porch and patio. Privacy bushes and yard. Property is being sold "as-is". See MLS Property & Listing Details & 28 images.

$230,000 $204 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1128  |  Acres: 0.17
Wednesday Jul 1, 2026
Description: Blending vintage charm with modern updates, this beautifully refreshed 3-bedroom, 2-bath home offers comfortable in-town living close to local amenities. Recent improvements include a newer roof installed just three years ago and new flooring throughout, creating a fresh and inviting atmosphere. Other additions include new kitchen appliances, furnace, and heat pump hybrid water heater, making the home incredibly efficient. The bright, open, kitchen is filled with natural light and features a sliding door leading directly to the private brick patio--perfect for outdoor dining, entertaining, or relaxing. A covered front entrance adds welcoming curb appeal, while the enclosed porch provides excellent potential as a practical mudroom entry. Upstairs, you'll find generous attic space offering abundant storage possibilities. Outside, the backyard is enhanced by a charming newly added shed complete with a screened-in section, creating an ideal retreat for hobbies, gardening, or enjoying warm summer evenings. This move-in-ready home combines character, functionality, and modern convenience. See MLS Property & Listing Details & 48 images.

$259,000 $146 per sq.ft. Bennington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1768  |  Acres: 1
Thursday Jul 9, 2026
Description: Well maintained and thoughtfully updated, this 4-bedroom, 2-bath home offers the ease of single-level living on a beautiful level one-acre lot in Bennington's desirable west end. Enjoy stunning mountain views from the spacious back deck or sip your morning coffee on the covered front porch. Inside, you'll find an updated kitchen, refreshed bathrooms, a cozy fireplace, central air conditioning, a 2023 roof, an updated heating system, and a spacious primary suite featuring a jetted step-in tub and separate shower. Offering the perfect blend of comfort, convenience, and low-maintenance living, there's also room to add your own personal touches over time. Enjoy a peaceful setting just minutes from downtown Bennington for dining, shopping, cultural attractions, and everyday conveniences, with easy access to multiple ski destinations. Conveniently located approximately one hour from Albany International Airport and about three hours from both New York City and Boston. See MLS Property & Listing Details & 36 images.

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

3 Beds | 2 Baths |   Total Sq. Ft. 1688  |  Acres: 0.26
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 MLS Property & Listing Details & 29 images.

$269,900 $236 per sq.ft. Bennington VT Home »

Price Change! Reduced by $19,100 down 7% on July 7th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1146  |  Acres: 0.13
Tuesday Jun 23, 2026
Description: Welcome to your like-new home in the heart of Bennington! Within easy walking distance of the vibrant downtown district, this beautifully renovated 4-bedroom, 2-bath New Englander has been completely transformed into a truly turnkey property. Nearly every aspect of the home has been updated, allowing you to enjoy the benefits of modern, low-maintenance living from day one. Extensive improvements include a brand new roof, all new windows, energy-efficient insulation, new flooring throughout, new appliances, and countless modern finishes designed for comfort, style, and peace of mind. The bright and inviting main level showcases an eat-in kitchen with stylish finishes and direct access to a spacious deck and fully fenced yard, perfect for summer dining, entertaining, or simply relaxing outdoors. A first floor bedroom, full bathroom, and laundry area offer the convenience and flexibility of single-level living. Upstairs, you'll find three additional bedrooms and a generously sized bathroom featuring a beautifully tiled shower, providing plenty of space for family, guests, or a home office. With all the major updates already completed and every detail thoughtfully refreshed, this is truly low-maintenance living. Just a short stroll to downtown shops, restaurants, cafes, and community events, this is a rare opportunity to enjoy a completely renovated home in one of Bennington's most convenient locations. Just unpack and enjoy! See MLS Property & Listing Details & 37 images.

$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
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 MLS Property & Listing Details & 38 images.

$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
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 MLS Property & Listing Details & 37 images.