Properties Near 23 Pageant Street Bennington, VT

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.

A must-see! Nestled in a quiet neighborhood just minutes from downtown dining and shopping, this beautifully maintained home offers comfort, flexibility, and thoughtful upgrades throughout. Completely renovated approximately 10 years ago, the home features a well-designed gourmet kitchen with granite countertops, a copper sink, soft-close cabinetry, and a custom built-in wine rack. French doors lead to a charming screened porch, perfect for relaxing or entertaining. The upper level offers three bedrooms, including a spacious primary suite with a private ensuite bath, as well as an additional full bathroom. A separate first-floor bedroom w/living space is currently being used as an in-law suite with its own private feel, offering excellent potential for guest accommodations, multigenerational living, or possible Airbnb/rental income. Sliding doors open to a stone patio and a semi-wooded backyard offering privacy and seclusion. Additional highlights include a large attached two-car garage, a semi-finished basement with ample storage space, a newer roof and gutters, paved driveway with drainage system, newer garage door, and updated furnace. The major improvements have already been taken care of — simply move in and enjoy. Schedule your showing today!

This c. 1936 4BR/2BA home has been beautifully updated to blend timeless architectural character with modern comfort and convenience. Meticulously maintained throughout, it features gleaming hardwood floors, vintage details and thoughtful updates designed for today’s lifestyle. The stunning granite kitchen offers rich cherry cabinetry and stainless steel appliances, all new in 2024, creating a warm and functional space for cooking and gathering. The expansive primary suite is a true retreat, complete with an oversized walk-in shower, double vanity with granite countertop, and abundant space to unwind. Three additional guest bedrooms and a full guest bath provide flexibility for family, guests, or home office needs. The finished attic is perfect for a playroom or creative space and the home offers abundant storage throughout. Step outside to enjoy the brand-new expansive deck overlooking the yard, along with a shed and additional outbuilding for hobbies, gardening, or extra storage. Located in the Clarks Woods neighborhood, this charming home is convenient to the country club, hospital, and other local amenities while offering the comfort of a lovely residential setting. 0.33 acre.

Charming vintage 1920s Arts & Crafts-style cottage in a prime village location. This inviting home offers seven main rooms, including three bedrooms and two baths, blending timeless character with modern comfort. The updated kitchen features abundant storage and flows nicely into the living spaces, highlighted by beautiful wood floors and a cozy fireplace. Central air ensures year-round comfort. Enjoy outdoor living with a large, inviting front porch perfect for relaxing, as well as a private back deck ideal for entertaining or a quiet retreat. A two-car detached garage adds convenience and additional storage. Classic architectural details and thoughtful updates make this a truly special property in a highly desirable setting.

This inviting ranch has been thoughtfully cared for and filled with warmth throughout. What truly sets it apart is the location, offering wide, beautiful views you can enjoy everyday. The level lot provides plenty of space for gardening, outdoor gatherings, or simply relaxing on the back deck with a morning cup of coffee, or an evening star gazing. With generous road frontage, the possibilities for outdoor living are wide open. Inside, the home features three bedrooms and two bathrooms. The spacious primary bedroom includes its own half bath and a versatile sunroom with a sitting area, or a space of your own design. The two additional bedrooms face west, bringing in soft afternoon light. The kitchen and dining area have a great flow for families, or entertaining. The living room offers a comfortable gathering space with a working fireplace for cooler nights.You will love the large laundry room on the first floor for convenience. In the cellar, you'll find a new heating system that was installed in 2025. The house is equipped with a generator. *Bonus*- the basement is framed and ready to go for extra living space.This is a special property with a lot to offer. I'd love to show it to you!

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. Brand new first floor half bath and mudroom entrance recently added. 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!

Convenient one-level living meets modern style and design in this beautifully crafted ranch home, situated on a spacious 1.4-acre lot within a newer, private four-home subdivision. Relax on the impressive 52-foot farmer’s porch—perfect for enjoying cool summer breezes, stunning sunsets, entertaining guests, or simply taking in the expansive yard and thoughtfully designed plantings. Inside the open floor plan showcases a stylish kitchen with stainless steel Whirlpool appliances, a walk-in pantry, farmhouse sink, and center island w/ seating, seamlessly flowing into the living room highlighted by a tray ceiling and custom built-in entertainment center. The oversized primary suite offers a private retreat with a spa-like bath, including his-and-her vanity, a glass-enclosed palisade shower, built-ins, window seat, and a generous walk-in closet. The opposite end of the home includes two additional bedrooms, a full bath, and a spacious laundry room with abundant storage. The slider leads out to the covered back deck and overlooks the private, fenced-in backyard. Additionally, the home offers low maintenance flooring, recessed lighting throughout, forced hot air heat via propane, 100 amp electrical, town water, private septic, and Vermont Weatherization including upgraded insulation. Expansion potential for a future garage adds even more value. Constructed in 2023, it is truly move-in ready and offers a wonderful opportunity to create lasting memories. This property is in close proximity to historic downtown Bennington and is just 30 minutes from Manchester VT and Williamstown MA. Additionally, it is within approximately 45 minutes of several ski resorts in Vermont (Mount Snow, Stratton Mountain, and Bromley Mountain) and Massachusetts (Jiminy Peak).

Tucked just outside of town with sweeping views in every direction, this 4-bedroom, 2-bath raised ranch offers the space and setting you're looking for. Hardwood floors run throughout the main level, where the sun-filled living room features a cozy wood-burning fireplace—perfect for gathering on chilly evenings. The finished lower level provides flexible space to grow, including the third and fourth bedrooms , a rec room for movie nights or play space, and a bonus room set up as a home gym. Laundry is conveniently located downstairs, keeping daily routines organized and efficient. Step outside to a large, level yard designed for making memories—complete with an above-ground pool for summer fun, a spacious deck for cookouts, and a firepit for evenings under the stars. The two-car garage offers plenty of room for vehicles, bikes, and all the extras that come with an active Vermont lifestyle! Peaceful country feel just minutes from town amenities—this home offers room to spread out, inside and out.

Welcome to this charming mid-century home set on 1.27 acres, offering 4 bedrooms and 3 bathrooms. This property blends character, functionality, and unique design throughout. At the heart of the home, a beautiful open concept kitchen and living area creates the perfect space for gathering and entertaining. A stunning fireplace anchors the room, offering warmth and ambiance whether you’re hosting guests, enjoying family dinners, or settling in for a cozy evening. Natural light pours through the home, highlighting the striking cathedral ceilings and gorgeous parquet hardwood floors. The inviting entryway features classic slate flooring, setting the tone for the thoughtful details found throughout. The lower level offers a truly unique bonus space with a spacious family/game room featuring a show stopping two sided fireplace, along with a convenient half bath and laundry area ideal for flexible living and entertaining. Step outside and enjoy the peaceful setting, where birdsong and nature surround you perfect for those who appreciate wildlife and the simple joy of feeding birds right from your own yard. This home offers the best of both worlds privacy and convenience. Set in a quiet location, yet just minutes to shopping, schools, and local hospitals, it’s perfectly positioned for today’s lifestyle. Whether you’re looking to be close to town or tucked into a private neighborhood, this is the home you’ve been waiting for. Additional features include town water, private septic, and a spacious two-car garage with extra workspace. With its unique mid-century charm, desirable amenities, and prime location, this home is priced to sell. Don’t miss your opportunity schedule your showing today before it’s gone!

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.

Much larger than it looks and completely redone in 2022, with the only evidence remaining of the 1934 construction being a crawlspace through a hatch in the rear of the basement. Offering 3 bedrooms and 2 bathrooms this home is very much "like new". All the systems are modern. Living room/dining room/kitchen, mud room with laundry and bedroom on the main level. Upstairs is the primary bedroom with private bathroom and an additional bedroom. Outside you'll find a large front yard that has been partially fenced, a large covered, wrapping deck for entertaining and outdoor dining and a dog fenced area. Great location across the road from a calm river. This home is larger than it appears from the road. A must see home in move in ready condition that could possibly sold furnished.

Beautifully Renovated 4-Bedroom Home with Modern Upgrades! Welcome to this stunning, move-in ready home that has been fully renovated with care and style. Offering 4 spacious bedrooms, 2 brand-new bathrooms, and 1,728 square feet of thoughtfully designed living space, this home is the perfect blend of comfort and modern living. Step inside to find gleaming hardwood floors that flow throughout the home. The completely updated kitchen is a true showstopper-featuring sleek cabinetry, new appliances, and contemporary finishes that make it ideal for both everyday living and entertaining. Both bathrooms have been fully remodeled with high-end fixtures and stylish finishes, creating serene, spa-like spaces. Additional upgrades include: New high-efficiency heating system, Heat pump water heater, New insulation, New exterior vinyl siding and all-new electrical wiring and panel. Situated on a manageable 0.13-acre lot, the property also includes a detached one-car garage for added convenience and storage.

PRICE IMPROVEMENT! This inviting in-town home has been nearly completely renovated with only a few more touches to be brought by the new owner, blending fresh updates with classic comfort. Inside, you’ll find 3 bedrooms and a full bath, plus a bonus room that could serve as a 4th bedroom with a half-bath. An additional room with its own separate entrance is ideal for a small home business. The convenient attached garage is tucked away on the back of the house. Beautiful and newly refinished wood floors (2026) run through most of the rooms, adding warmth and character, while the kitchen features durable vinyl plank flooring and stainless steel appliances for easy maintenance. The renovations bring a modern touch to much of the home, while one bathroom retains its original character—offering opportunity for your own personal updates down the road. The new Weil-McLain boiler installed in February 2026 will bring peace of mind for many years to come. Bright living spaces, fresh and modern finishes, practical design, and versatile rooms make this home both move-in ready and full of potential. Situated on nearly an acre, the quiet side street offers privacy, yet you’ll enjoy easy access to local shops, dining, schools, and community amenities—all just a short walk or drive away.

Tucked into an established and desirable neighborhood, this well-maintained 3-bedroom, 2-bath home offers the kind of easy, low-maintenance living that’s increasingly hard to find. Built in 1999 and thoughtfully designed with comfort and practicality in mind. The layout provides flexibility for a variety of lifestyles with approximately 1,700 square feet of finished living space, generous room sizes, and abundant storage throughout. The main level features a spacious eat-in kitchen with center island, pantry, and ample counter space, along with a bright living room with custom built-ins. The first-floor primary bedroom includes an oversized walk-in closet and access to a full bathroom, offering the convenience of one-level living if desired. Upstairs are two exceptionally large bedrooms, another walk-in closet, and a second full bath with dual sinks and a hallway linen closet. The full concrete basement provides excellent utility, storage, or workout space with potential for future finishing. Boiler is only 4 years old and there's a heat pump water heater. Sale includes all appliances, including the washer and dryer, along with the Generac standby generator. The one-car garage connects to the home by a covered walkway for added convenience during rain and snow. Outside, the manageable lot is designed for easy upkeep and includes a private patio area bordered by mature trees. With vinyl siding and windows, modern construction, public utilities, and move-in-ready condition, this property offers a comfortable and efficient option close to downtown Bennington, shopping, restaurants, SVMC, and local amenities.

Bright 3 bedroom, 1 and a half bath home in Bennington. Close to the hospital and offering kitchen, formal dining room, living room, and 2 main level bedrooms. Upstairs a loft office area and another bedroom. The basement is partially finished with laundry, family room and half bath. Outside there is a great deck with a separate, heated sun room and 2 car detached garage. A must see home in a must see location.

Whether you’re seeking a full-time downtown lifestyle, a lock-and-leave home base for travel, or you’re ready to make the leap from renting to owning, this is the kind of property that checks every box—location, character, and simplicity. Offered publicly for the first time, Unit 302 is filled with natural light from tall windows that frame the energy of downtown Bennington. Soaring ceilings, original hardwood floors, and preserved trim details speak to the building’s mid-1800s origins, while a thoughtful 2009 renovation brings everything forward with comfort and ease. The kitchen is both handsome and functional, with granite countertops, quality cabinetry, and stainless appliances opening to a bright, connected living and dining space—perfect for slow mornings, easy evenings, and gathering with friends. The bedroom suite feels like a retreat, complete with a private bath, walk-in closet, and separate laundry closet with stacked washer and dryer for everyday convenience. There is a second walk-in closet off the foyer providing exceptional storage—an uncommon find in condo living. Whether you take the elevator or the stairs, access is simple, with nearby public parking in a well-lit lot. Outside your door, downtown unfolds—coffee shops, restaurants, live music, theater, parks, and year-round events are all just steps away. Positioned as a corner unit, this home captures beautiful natural light and mountain sunrises, along with a front-row view of downtown’s daily rhythm. Condos with this level of light, character, and storage rarely come to market in downtown Bennington. Enjoy easy access to the region and beyond—just about an hour's drive to Albany International Airport and Saratoga Springs, and roughly three hours to both New York City and Boston.

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.