Bennington, VT | 425 Main Street

Love character, craftsmanship and room to gather? Welcome home. At first sight you will notice the artistry of the hand selected stone used to create the garage exterior design surrounding the oversized, insulated doors. The garage itself is oversized with insulated and sheetrock walls. As guests arrive they are welcomed by lush ivy gracefully framing the entryway, setting an inviting and charming tone The charm continues inside with Vermont maple flooring throughout the first floor with exposed beams that add to the ambiance. The newly updated kitchen features granite countertops. custom cabinetry, stainless steel appliances and a spacious center island. Expansive windows in the dining area frame the Vermont Mountain Views. A light-filled living room has vaulted ceilings and a cozy fireplace with an efficient insert. The alcove lit hallway leads to the first floor bedroom suite with a full bath that features a soaking tub and a lovely stain glassed window. A conveniently located laundry room and half bath add everyday convenience. A finely handcrafted staircase accented by wrought iron hand rails leads to the upper-level where rich Canadian cherry flooring continues throughout with 3 bedrooms including one with a private bath, another full bath and linen closet add to convenience. The finished lower level adds another layer of versatility with a generous bonus family room that provides valuable additional space, complemented by spray foam insulation for enhanced energy efficiency. The attic has enough height to comfortably stand and move around throughout the space with potential for a home office or additional storage.Step outside and discover your own private sanctuary with beautifully established grounds and two full sized decks. At the heart of it all your very own salt water spa provides the perfect place to unwind, relax and enjoy. All nestled in a sought-after neighborhood just moments from town makes this home a rare blend of character and convenience.

15,000 plus sq. ft. commercial/office/retail/residential building on Main St in Downtown Bennington VT. On the ground level there are two prime street front retail spaces on Main Street one the long-term home of the Bennington Banner plus a 4,000 plus sq ft flex space in the rear of the building with great access consisting of open warehouse space ideal for light manufacturing (3 Phase Power), R & D, climate controlled storage, or if you are a service provider company (electrical, plumbing and heating, etc.) in need of more space for at grade storage of inventory, vehicles and offices with easy access it is ideal space to run a service business from. Significant renovations have been completed to the interior 2nd floor of the building. This space is roughly 6,000 sq ft and is a blank slate at present but has been prepped for a residential buildout including plumbing for bathrooms, fire alarm and full sprinkler system, electrical service and other new systems in place. Informal plans have configured 2 to 7 possible apartments in this space depending on size and cost vs. income analysis OR possibly a large in-town owners' residence with skiing, hiking and other year-round outdoor recreational opportunities in the Green Mountain National Forest and Lakes and Rivers within it just a short drive away. Final state and local permits required for finalized development plan. This space combined with the flex space and retail storefronts along main street would be an ideal mixed-use income property. If creating value and optimizing income with creative development of a fantastic building is intriguing, this is an unbelievable and very unique opportunity. At this price point it would be challenging to find another commercial/residential building of this size and condition with this much potential to be solid income property with tremendous equity gain in a very quick timeframe.

Beautifully renovated inside and out, this 3-bedroom, 2-bath Ranch offers 1,788 square feet of comfortable single-level living in a highly coveted Bennington location. Tucked into an established neighborhood on the outskirts of town, the property feels private and peaceful while remaining just minutes from major shopping, services, and everyday conveniences. Thoughtfully remodeled with a gorgeous new kitchen featuring KraftMaid cabinetry, stainless steel appliances, generous counter space, and a contrasting center island. New vinyl plank flooring, additional overhead lighting, and larger windows create a bright, fresh feel throughout. The spacious living room is anchored by a dramatic feature-wall fireplace with a new mantel and woodstove insert, creating a warm focal point for the home. In addition to three bedrooms and two full baths, the main level includes a dedicated office and separate laundry room, making the floor plan especially practical for today’s lifestyle. The primary bedroom is generously sized and includes a private bath and walk-in closet. Outside, mature trees and lush perennial gardens surround the home, while the rear patio and side deck offer quiet places to relax and enjoy the wooded setting. An attached two-car garage with a new automatic opener adds everyday convenience, and the full basement has been professionally improved by Northern Basement Systems to provide a clean, dry space with excellent storage potential. Other improvements include a newer Buderus boiler, a 200-amp electrical panel, heat pump mini splits for energy-efficient heating and cooling, and leased solar panels. A beautifully reimagined home, a highly functional one-level layout, and a location that offers both neighborhood living and quick access to town make 78 Astrachan Drive a true standout.

Come home to the warmth and character of this inviting 4-bedroom, 2.5-bathroom log cabin, tucked into a desirable Bennington neighborhood on .46 acres. From the welcoming front porch to the cozy interior, this home offers the charm of log construction with plenty of space for comfortable everyday living. The living room is the heart of the home, featuring a fireplace and sliding doors that open to the back deck which creates the perfect atmosphere for relaxing, entertaining, or simply enjoying a quiet evening at home. The spacious primary bedroom offers a private retreat with its own bathroom and walk-in closet, while three additional bedrooms provide plenty of flexibility for family, guests, a home office, or hobbies. A full unfinished basement offers tons of storage and the opportunity to create additional living space, while the 2-car attached garage adds everyday convenience. With both a front porch and back deck, you'll have inviting spaces to enjoy the outdoors throughout the seasons. Full of character, comfort, and potential, this distinctive log home is ready to welcome you home. New roof 2023. New electric garage doors. Chimney repairs recently completed. New boiler installed October 16, 2026.

Brand New Construction in Desirable Chester Knoll! Welcome home to this beautifully crafted, energy-efficient Cape offering the perfect blend of classic New England charm, modern comfort, and thoughtful design. Built with quality and efficiency in mind, this inviting home offers a wonderful floor plan designed for both everyday living and entertaining. Step inside to discover bright, welcoming living spaces and the convenience of a first-floor bedroom and full bathroom, providing flexibility for guests, a home office, or one-level living. Beautiful Deck off the dining and kitchen area. Upstairs, you’ll find three additional bedrooms and full bathroom, including a spacious primary room. Thoughtful layout and quality built, while energy-efficient construction helps provide year-round comfort and manageable utility costs. The full basement offers excellent storage and additional possibilities for future use with walk out. Located in the desirable Chester Knoll neighborhood, this beautiful BRAND new home offers the opportunity to enjoy the comfort, convenience, and peace of mind that come with new construction. Move right in and start making memories in a home that’s ready for its very first owners! Listing agent is the Seller.

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.