Properties Near 374 Overlea Road Bennington, VT

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Fabulous Four Bedroom Farmhouse. Updated kitchen with new stainless steel appliances. Take in the mountain view through your newer windows over the new stainless steel sink and subway tile backsplash. Natural light floods this spacious home. The first-floor primary bedroom has a private walk-out deck overlooking the large level backyard. The generous living room opens up to a dining area just off the eat-in kitchen. The first floor laundry room, full bathroom, and a second bedroom round out the first floor. The second level features two additional bedrooms, a second bath and an office/ bonus space. Easy first-floor living and comfortable family flow. The full poured concrete basement with a new Buderus Boiler, 200 amp electrical service, and a spacious workshop. Enjoy newer windows, fresh paint, a metal roof, two generous decks and large storage shed all on a lovely corner lot. This home is located in Shaftsbury, bordering the Village of North Bennington so school choice may be an option. Don't miss out on this spacious home with mountain views, close to beautiful walking trails and all amenities. Such as restaurants, deli, library, Lake Paran's swimming and fishing, the Park -McCullough Historic Governor's Mansion with Farmer's Markets and so much more. Some photos have been digitally staged.Come discover the charming Village of North Bennington! Call today.
Two homes on 4.67 acres in Shaftsbury, VT! This village home offers a rare opportunity indeed by including a separate 2 bedroom ranch home as well. The main home is a charming New England farmhouse with 3 bedrooms and 2 bathrooms, living room, formal dining room, kitchen, main level laundry and so much more. The accessory dwelling unit offers 2 bedrooms, 1 bathroom, eat-in kitchen and living room. The large yard has great garden space, fruit trees and privacy. The 3 car barn has a lot of storage space and the shed has shop space as well. A truly rare find.
Almost lake front! Come for the space, stay for the location! This 2,500+ sq. ft. home offers five bedrooms, three full bathrooms, a large home office in the finished basement, and an additional 250 sq. ft. bonus room off one of the upstairs bedrooms. The owners converted the original garage into a 600 sq. ft. primary bedroom (heated and cooled with an efficient mini-split and separated into a large main room and smaller room that could be a walk-in closet) and replaced the lost garage space with a steel two-car garage, so you can still keep your vehicles out of the weather. The grounds of the property offer sprawling perennial gardens (lilacs, peonies, lilies, phlox), fruit trees (peach and plum), and white birch trees. There is also a small storage shed (with electricity) in the backyard. In addition to offering ample space, this property is ideally located, just a stone’s throw to Lake Paran, in the lovely Village of North Bennington. Enjoy the lifestyle of this quaint village while still living within a few miles of commercial areas. As an added bonus, you will be a member of the North Bennington Graded School District, so your (PreK-6th Grade) children can attend the private/independent school of your choice tuition-free!
Stately North Bennington Colonial with In-Law Suite & Barn on 2.6 Acres. Step into timeless elegance in this beautifully crafted colonial-style home located in the heart of charming North Bennington. Offering 5 spacious bedrooms and 4 bathrooms, this home features a flexible floor plan that includes a private in-law suite, formal living and dining rooms, a welcoming foyer, and both front and rear parlors—ideal as a den, family room, or library. Rich in character, the home showcases gleaming hardwood floors, intricate pocket doors, custom built-ins, and exquisite architectural details throughout. The kitchen is perfectly positioned for gatherings and everyday living, while a large mudroom with laundry adds modern-day convenience. Two versatile bonus rooms provide options for office space, a hobby area, or additional guest accommodations. Outside, the 2.6-acre lot offers mature trees, a gracious sitting porch, and a classic New England barn—ideal for storage, a workshop, or future creative use. This is a rare opportunity to own a distinguished property with space, style, and substance. Schedule your private showing today—this is truly a must-see home!
A stunning three bedroom, two bath home on a wooded lot with mountain views and bordered on several sides by serene farm pastures! Just a few minutes from downtown Bennington and even closer to the village of North Bennington! Tons of natural light inside that compliments the updated kitchen and open dining / living room areas. First floor includes enclosed rear porch room, laundry and full bath. Upstairs 3 bedrooms including the primary with shower bath. Outside, you'll find a large shed, poultry coop and planting boxes for a spectacular victory garden!
Charming North Bennington Home in a Desirable Neighborhood. 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. 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!
Nestled on a quiet street just moments from the golf course, this beautiful two-story brick home offers timeless charm and modern updates. The inviting front porch and lush perennial gardens set the tone for this well-loved property, which also features a fenced-in yard, a small outbuilding, a brand-new shed, and a peaceful backyard water feature. Inside, you'll find 3 bedrooms and 1.5 baths with gleaming hardwood floors throughout. The updated kitchen includes a large, tiled island and a new induction range with a downdraft-perfect for the home chef. A cozy woodstove adds warmth and character to the living space, making it ideal for Vermont winters. Enjoy morning coffee or summer evenings on the screened-in back porch and let the third-level bonus room-perfect as a playroom, hangout, or creative retreat-spark your imagination. This thoughtfully maintained home offers comfort, charm, and a great location near outdoor recreation and local amenities.
3 bed 2 bath ranch with great views of the Green Mountain Range in a country setting in the Shaftsbury School District. Double flue chimney ready for a secondary heat source.

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