Bennington Homes under $200,000

Welcome to Bennington, Vermont, a charming town nestled in the heart of the Green Mountains. Known for its rich history, vibrant arts scene, and breathtaking landscapes, Bennington offers a unique blend of small-town charm and outdoor adventure. With its picturesque downtown filled with quaint shops, local eateries, and cultural landmarks, residents enjoy a warm sense of community and a slower pace of life.

One of the most appealing aspects of Bennington is its affordability in the real estate market. For those seeking to plant roots in this idyllic setting, there are homes available for under $200,000. This makes it an attractive option for first-time homebuyers, retirees, and anyone looking to escape the hustle and bustle of city life without breaking the bank.

These homes often feature classic New England architecture, with character-filled interiors and ample outdoor space, perfect for enjoying the stunning Vermont seasons. Whether you’re looking for a cozy cottage, a charming single-family home, or a fixer-upper with potential, Bennington has a variety of options to suit your needs.

Living in Bennington means embracing a lifestyle filled with outdoor activities, from hiking and skiing to exploring local parks and lakes. Plus, with a strong sense of community and a rich cultural heritage, you’ll find plenty of opportunities to connect with your neighbors and immerse yourself in the local scene.

Discover the charm of Bennington and explore the affordable housing options today! Your dream home in this beautiful corner of Vermont awaits.

Newest Bennington Homes under $200,000

$145,000

2 Beds ⋅ 2 Baths ⋅ 5112929 MLS

Enjoy the convenience and value of this two bedroom, 1.5 bathroom end-unit condo. Offering easy first-floor living, this home is a great option for first-time buyers, downsizers, or anyone looking for a comfortable, manageable place to call home. The practical layout includes two bedrooms, providing flexibility for guests, a home office, or additional living space. Discover the simplicity of condo living and the ease of having everything on one level. Ideally located just minutes from downtown shops and restaurants, while still within walking distance of peaceful hiking and nature trails. Whether you're looking to simplify your lifestyle or find an affordable path to homeownership, this is an opportunity worth exploring.

432 South St Unit B3, Bennington

$165,000

2 Beds ⋅ 1 Baths ⋅ 5111064 MLS

Affordable homeownership awaits at 128 Burgess Road in Bennington! This compact 2-bedroom, 1-bath home offers approximately 840 square feet of living space with a practical layout and low utility costs. Several recent exterior improvements include brand-new siding, new rear entry stairs and a new electrical meter board in Spring 2026. The home also features vinyl replacement windows, including one newly installed side window. The main level includes the kitchen, dining area, living room and first-floor laundry. Upstairs are two bedrooms with hardwood flooring and a full bathroom with tile flooring that includes a shower/tub combo with a tile surround. Outside, the manageable 0.08-acre lot includes a fully fenced yard that slopes gently and is easy to mow. Exterior basement access provides additional utility and storage space. The property is accessed via deeded right-of-way driveway and parking, tucked off the street for added privacy. Conveniently located near downtown Bennington, you can walk to parades, festivals, and restaurants. An attainable opportunity for an investor or owner-occupant who wants to add their own finishing touches.

128 Burgess Rd, Bennington

$165,000

2 Beds ⋅ 1 Baths ⋅ 5109415 MLS

Tired of renting? Discover the charm, convenience, and value of this adorable two-bedroom bungalow - an ideal opportunity for first-time buyers, downsizers, investors, or anyone looking for a cozy second home in town. Tucked away from the hustle and bustle, this historic home is just a short walk from downtown shopping, restaurants, transportation, and everyday conveniences. Inside, you'll find a move-in-ready space with a welcoming dining area just off the kitchen, a spacious primary bedroom, and warm natural light. Step outside and enjoy the covered wraparound porch - always a Vermont favorite. Off-street parking adds an extra layer of convenience. If you're looking to simplify, this charming little jewel is ready to welcome you home!

220 Gage St, Bennington

$199,900

3 Beds ⋅ 1 Baths ⋅ 5106353 MLS

Discover the potential of this charming 3-bedroom, 1-bath cabin situated on 2.17 private acres. Offering a peaceful and secluded setting while still conveniently located close to town, this property provides the best of both worlds. The property also includes a barn, providing additional space for storage, hobbies, or other possibilities. The home is served by an existing well and septic system, and all contents currently in the house and garage will remain with the property. Whether you're looking for a year-round home, a quiet getaway, or a property to make your own, this cabin offers plenty of potential in a private setting.

12 Hurley Ln, Bennington

$179,900

2 Beds ⋅ 1 Baths ⋅ 5106352 MLS

Cute, cozy, and move-in ready! This freshly renovated 2-bedroom, 1-bath home has been updated from the ground up and offers comfortable, low-maintenance living in a convenient Bennington location. Recent improvements include a brand-new kitchen and bathroom, new flooring, fresh paint, new baseboards, new roof, front porch and expanded driveway. The home features electric baseboard heat along with a pellet stove for added warmth and comfort, plus washer and dryer hookups. Public water and sewer add to the convenience. Small and easy to maintain, this charming home is ideal for a first-time buyer, someone looking to downsize, or anyone searching for a turnkey property. Conveniently located close to shopping, dining, recreation, and all the amenities Bennington has to offer. Move right in and enjoy!

301 Beech St, Bennington

$179,000

3 Beds ⋅ 2 Baths ⋅ 5104457 MLS

200 feet of Walloomsac River front .There is a second kitchen for a possible in-law or AB&B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities. Showings start 8/18/2026

130 Morgan St, Bennington

$162,500

2 Beds ⋅ 2 Baths ⋅ 5102057 MLS

Enjoy easy first-floor, one-level living in this two-bedroom, one-and-a-half-bath condominium in Bennington’s Nathaniel Court community. The comfortable layout features an open living and dining area, a functional brand-new stainless steel kitchen appliances, laminate flooring, and plenty of natural light throughout. Both bedrooms offer inviting spaces, while the in-unit washer and dryer add everyday convenience. Association services include landscaping, snow removal, and trash removal, providing a low-maintenance lifestyle. Sidewalks and a location close to downtown Bennington make it easy to access local shops, restaurants, cultural attractions, and other area amenities. Whether you are purchasing your first home, downsizing, or looking for a convenient Vermont getaway, this well-located condo is ready to welcome its next owner.

432 South St Unit A11, Bennington

$132,900

2 Beds ⋅ 1 Baths ⋅ 5101539 MLS

Very well kept single-wide mobile home on it's own land. Cozy 2 bedroom, 1 bathroom home with single level living. Living room, kitchen with dining area, main level laundry and more. Has 2 enclosed porches. The smaller one is used as a pantry and the larger one is heated. Outside 2 sheds and the sounds of the nearby babbling brook. Also has RV electric hook up.

60 Tori Ln, Bennington

$190,000

5 Beds ⋅ 2 Baths ⋅ 5098066 MLS

Invest in the potential with this unique split-level ranch and guest house. This property presents an exceptional opportunity for anyone looking to roll up their sleeves and bring a property back to life. Set on expansive acreage surrounded by peaceful woodlands, the property offers a tranquil rural setting while remaining just a short drive from town amenities. The main residence features three bedrooms and one bathroom, with a practical layout flowing from the kitchen into the dining area and living room. A rear deck overlooks the wooded landscape, providing a peaceful spot to enjoy the surrounding natural setting. The detached guest house offers two bedrooms, one bathroom, and a kitchen area, creating potential for a separate living space, guest quarters, multi-generational living, or rental income. The property offers flexibility and plenty of possibilities for those willing to put in the work. With its acreage, privacy, two separate living structures, and versatile layout, this property offers tremendous potential for the right buyer. Bring your vision, tools, and imagination and transform this property into something truly special.

118 Foster Dr, Bennington

$140,000

5 Beds ⋅ 2 Baths ⋅ 5096965 MLS

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.

127 Dewey St, Bennington

$180,000

3 Beds ⋅ 2 Baths ⋅ 5096423 MLS

Back on the market- This one is for the buyer that sees potential, not perfection! 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.

105 Hicks Ave, Bennington

$80,000

4 Beds ⋅ 2 Baths ⋅ 5096159 MLS

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.

107 Lyons St, Bennington

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