Bennington Condos for Sale

**Discover the Charm of Bennington: Your Next Home Awaits!**

Nestled in the picturesque Green Mountains of Southern Vermont, Bennington is a delightful blend of small-town charm and vibrant culture. Known for its rich history, Bennington boasts a stunning array of historical landmarks, including the iconic Bennington Battle Monument, which stands as a tribute to the town’s pivotal role in the American Revolution. The scenic landscapes, dotted with lush forests and serene lakes, provide an idyllic backdrop for outdoor enthusiasts and nature lovers alike. With a thriving arts scene, delightful local eateries, and a welcoming community, Bennington is not just a place to live; it’s a place to thrive.

For those considering a move to this enchanting town, the condo market in Bennington offers a unique opportunity to enjoy modern living with the charm of Vermont at your doorstep. Our selection of condos for sale caters to a variety of lifestyles, whether you’re a first-time buyer, a retiree, or seeking a vacation getaway. These thoughtfully designed residences feature open floor plans, updated amenities, and breathtaking views of the surrounding mountains and valleys.

Imagine sipping your morning coffee on a private balcony, surrounded by the tranquility of nature, or taking a leisurely stroll to explore the local shops and galleries just minutes away. With easy access to outdoor activities like hiking, skiing, and fishing, as well as a vibrant community life, Bennington condos provide the perfect blend of comfort and convenience.

Don’t miss your chance to call this charming town home. Explore our available condos today and begin your next chapter in Bennington!

Newest Bennington Condos for Sale

$169,900

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

$135,000

2 Beds ⋅ 2 Baths ⋅ 5096615 MLS

Townhouse style condo on the north side of Nathaniel court. Living room, kitchen, and half bath downstairs. Upstairs is the full bath with laundry and 2 bedrooms. No pets allowed.

432 South St Unit C10, Bennington

$179,000

2 Beds ⋅ 2 Baths ⋅ 5095599 MLS

Looking for easy, low maintenance living in a location that puts everything within reach? This inviting first floor condo offers comfort, convenience, and affordability all in one package. Featuring two bedrooms, a bright and welcoming living room filled with natural light, a spacious kitchen with generous counter space, ample storage, and the convenience of having your kitchen, bathroom, laundry, bedrooms, and living areas all on one level. Step outside to the additional sitting area, perfect for a reading nook, or cozy retreat, and enjoy the peaceful sounds of the nearby brook just outside. The beautifully maintained grounds add to the appeal, and the condo association takes care of the work for you. Landscaping, snow removal, and trash service are all included, allowing you more time to enjoy life and less time worrying about maintenance. Whether you’re searching for your first home, looking to simplify your lifestyle, seeking a weekend getaway close to skiing and outdoor recreation, or wanting the ease of first-floor living, this condo offers endless possibilities. Enjoy being just minutes from downtown restaurants, coffee shops, the library, shopping, and local amenities while still having a peaceful place to call home. Affordable opportunities like this don’t come along often. Move in, make it your own, and start enjoying all the benefits of convenient condo living. Schedule your showing today!

106 Park St Unit 9, Bennington

$185,000

1 Beds ⋅ 1 Baths ⋅ 5094341 MLS

Fantastic opportunity to acquire your own Condo steps away from Crotched Mountain Ski Area (a Vail/Epic Resort). This cozy 2 story townhome has been Freshly Painted and has New Flooring throughout. It features an Open Concept Living Room/Kitchen with an Enormous Slider to the Very Spacious Private Deck. There is a Full Bath on the Main Level and up the Spiral Staircase is the Bedroom. There are Skylights that let in some Natural Sunlight, a Generously Sized Closet and a Ceiling Fan for those warm summer nights. Minutes to Crotched Mountain Golf Club and access to great Hiking and Biking trails this location is ideal for outdoor enthusiasts in all seasons. Less than an hour from Nashua, Manchester, Concord and Keene, NH the condo is very centrally located. Enjoy Shopping, Restaurants and Antique Shops in the quaint town of Peterborough, NH just minutes away. Whether you are looking for a Permanent Home, Second Home or possible Income Property this condo could be for you! With a Low Monthly HOA fee too! Don't miss out on this Mountainside Condo, schedule your showing today!

10 Onset Rd Unit 9A, Bennington

$350,000

2 Beds ⋅ 2 Baths ⋅ 5090266 MLS

Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy feel. Enjoy year-round comfort with radiant heat throughout and efficient mini-split heat pumps. Step outside to a private back deck—perfect for relaxing or entertaining. A one-car attached garage adds convenience and additional storage. Located in a well-maintained and welcoming HOA, this property offers excellent walkability to nearby amenities, making it ideal for a variety of lifestyles. Listing agent is owner.

524 Jennings Brook Dr, Bennington

$179,000

3 Beds ⋅ 3 Baths ⋅ 5089968 MLS

Welcome to easy living at Nathaniel Court! This spacious and light-filled tri-level condo offers the perfect blend of comfort, flexibility, and convenience in the heart of Bennington. Privately situated in a standalone building at the edge of the development, this well-maintained 3BR, 3BA home features generous living spaces, abundant natural light, and dedicated parking. A rare opportunity to own a large condo unit with the space and versatility of a single-family home, paired with the ease of low-maintenance living. The main living level boasts an open-concept kitchen, dining, and living area ideal for entertaining, along with a half bath with laundry, a spacious bedroom with en-suite bath, and an additional bedroom. The third floor serves as a stunning private retreat featuring a second primary en-suite, skylights, and flexible bonus space perfect for a home office, library, exercise area, or cozy reading nook. Just minutes from downtown Bennington’s shops, restaurants, recreation, and cultural attractions, this move-in ready condo offers low-maintenance living without sacrificing space or style. A truly unique offering in a highly convenient location!

432 South St Unit D2, Bennington

$250,000

3 Beds ⋅ 2 Baths ⋅ 5088382 MLS

Located in the desirable Jennings Brook community, this condominium offers a wonderful opportunity to add your own personal touches while enjoying a convenient Bennington location. The spacious living room features a cozy fireplace, beautiful built-ins, and abundant natural light, while the large dining room provides an ideal setting for gatherings and entertaining. The foyer is currently used as a home office, adding flexible living space to fit today’s lifestyle. The main level includes a first-floor bedroom and ¾ bath, along with a sunroom perfect for relaxing and enjoying the surroundings. Upstairs are two additional bedrooms, including the primary suite, plus a large storage area. This home does need a little TLC, including some carpet and paint updates, but offers tremendous potential and great bones. Additional features include an attached one-car garage and a large back deck for outdoor enjoyment. Conveniently located within walking distance to downtown, the hospital, and the monument, this condo is a fantastic opportunity to make it your own.

103 Jennings Brook Dr Unit 103, Bennington

$265,000

2 Beds ⋅ 3 Baths ⋅ 5087755 MLS

BACK ON MARKET! Enjoy low-maintenance living at The Birches of Bennington, ideally located just minutes from Crotched Mountain for skiing, snowboarding, hiking, and year-round outdoor recreation. This spacious 2-bedroom, 2.5-bath condo features a bright and inviting living room with a cozy wood-burning fireplace, perfect for relaxing after a day on the slopes. The open-concept kitchen and dining area offers abundant cabinet and counter space, appliances, a breakfast bar, and sliding doors leading to the back deck for easy indoor-outdoor living. Upstairs, you’ll find two generously sized bedrooms, each with its own ensuite bath. The primary suite includes two oversized double closets and a private balcony with views of the mountain slopes. The unfinished lower level provides excellent potential for a recreation room, home office, gym, or additional living space. Conveniently located just 90 minutes from Boston and about an hour from Manchester and the Seacoast region, this is the perfect opportunity to enjoy four-season living in a sought-after mountain community. Don’t miss your chance to live where you play! SELLER FINANCING AVAILABLE

69 Birch Glen Dr Unit 12, Bennington

$379,000

2 Beds ⋅ 2 Baths ⋅ 5080868 MLS

Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. Custom Kitchen with granite countertops, custom tile shower unit. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy feel. Enjoy year-round comfort with radiant heat throughout and efficient mini-split heat pumps. Step outside to a private back deck: perfect for relaxing or entertaining. A one-car attached garage adds convenience and additional storage. Located in a well-maintained and welcoming HOA, this property offers excellent walkability to nearby amenities, making it ideal for a variety of lifestyles. Listing agent is owner.

527 Jennings Brook Dr, Bennington

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