Historic Bennington, Vermont is the largest town in Southern Vermont, situated between the Taconic and Green Mountains in southwestern Vermont, not far from Massachusetts and Albany, New York. Bennington is a thriving community with a rich history, beautiful architecture, locally owned businesses, and small-town charm. Fall in love with a Bennington home and discover Southern Vermont.
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Mixed use development site in the heart of Downtown Bennington. .88 acre site with Zoning, Preservation and Stormwater approvals for a 60,000 sq ft mixed use building with planned commercial occupancy on the first floor and three stories of residential occupancy above - 60 units total with 12 units of workforce housing.
Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate
Mixed use development site on the heart of Downtown Bennington. .88 acre site with Zoning, Preservation and Stormwater approvals for a 60,000 sq ft mixed use building with planned commercial occupancy on the first floor and three stories of residential occupancy above - 60 units total with 12 units of workforce housing.
Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate
Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral fields and the distant Taconic Mountain Range. The timeless and beautifully proportioned interiors feature extensive molding, solid oak flooring, eight fireplaces, nine bedrooms, seven baths, country kitchen and adjoining pantry, formal dining and living rooms. The private estate includes a three car garage, four bedroom caretakers cottage, artist studio and gunite heated in-ground pool. Set on the outskirts of the historic town of Bennington offering shopping, live theatre, restaurants, horseback riding and proximity to mountain and cross-country skiing. This is a rare opportunity to own an exquisite estate property with a myriad of possibilities as a family compound or country retreat. Only 45 minutes to Albany International Airport and approximately three hours to Manhattan and Boston. All measurements approximate.
Listed by Chris DeFelice and Elena Atwill of Four Seasons Sotheby's Int'l Realty
A PRIME location on Northside Drive is now available! Calling on all investors, entrepreneurs, all business savvy buyers, this is your opportunity. A family run business for fifty plus years is now ready to turn over it's key to the next proprietor. The Knotty Pine Motel has been impeccably maintained with generous upgrades which include gorgeous concrete stamping adorning the pool and walkways, pleasing esthetic exterior and thoughtful decorating within each of the 21 rooms. Each room is tastefully decorated while still maintaining the charm and warmth of the original knotty pine walls. There is a lovely separate owners apartment available in the main house lending many options. This beautifully appointed living space can be occupied by owners, marketed as a rental, or included with the motels offering as an additional motel suite. While currently being a successful business, this property also has the ability to be many other commercially zoned businesses to compliment our continuing growth of Bennington's downtown. Northside Drive is on an upward trajectory with many new investors jumping onboard!This is not an opportunity, or property that you'll want to miss out on!
Listed by Monique Geannelis and Kelley McCarthy of Mahar McCarthy Real Estate
Experience the quintessential Vermont lifestyle at the historic Nickerson-Jewett farm. Only 5 minutes to Bennington attractions and amenities and 15 minutes to Williamstown, MA. This appealing country home is located on a town maintained dead-end road. Privately nestled on 134.46 acres of scenic beauty, the charming 4 bedroom, 2.5 bath mid nineteenth century farmstead includes a well-preserved vernacular farmhouse and agricultural outbuildings. The property boasts open fields, wooded areas, fruit trees, perennial gardens, a babbling brook, ponds, walking and riding trails. It is the perfect setting to observe nature as well as the glorious Vermont's glorious changing of the seasons. The post and beam early bank barn provides ample space for animals, hobbies, or additional storage. For the visionary entrepreneur, this property has route 7 road frontage, and this barn could be converted into a charming event space or whimsical bed and breakfast. The lovely historic home was built in 1854 and features a slate roof with rows of scalloped detail. According to historical documents some of the building materials, such as the slate foundation were harvested from the property. The main entrance hall has its original turned stair balustrade and wide board flooring. The cozy living room showcases a warm and welcoming stone fireplace with a Vermont Castings wood stove. There is a fully equipped second floor in-law suite. Don't miss this one-of-a-kind opportunity!
Set on 7.16 picturesque acres, graced by the iconic Bennington Battle Monument, this beautifully crafted saltbox colonial offers a blend of historic charm and modern comfort. The spacious, light-filled living room features a cozy wood-burning fireplace and an elegant, coffered ceiling, perfect for relaxed evenings. The country-style kitchen, complete with a dining area, provides stunning mountain views and easy access to a large, private deck-ideal for outdoor entertaining. The first floor also includes a warm and inviting family room, a formal dining room, a convenient three-quarter bath, and a laundry room. Upstairs, you'll find four generously sized bedrooms, including a serene primary suite, and two full bathrooms. A separate studio apartment above the garage offers additional living space or rental potential. This home boasts exquisite millwork, an inviting in-ground pool, and breathtaking views, all in a prime location. The expansive, private backyard is perfect for intimate gatherings, while manageable perennial gardens and fruit trees enhance the serene outdoor atmosphere. Truly a must-see property.
Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty
Introducing a Rare Gem: Historic Landmark at the Heart of Downtown Bennington. Situated at the crossroads of downtown Bennington, this landmark building at the intersection of routes 7 and 9 presents exceptional prospects for downtown development. Spanning 6,650 square feet, this versatile property combines commercial and residential spaces, embodying timeless elegance and historic charm. Ideal for a short-term rental (STR) opportunity or other ventures, this property offers unmatched potential. The ground floor features a captivating art gallery with diverse artistic expressions. The second floor includes a lavish 4-bedroom, 2-bathroom penthouse, showcasing exquisite Art-Deco details and marble from Vermont, Tennessee, and Italy. Additionally, a charming mezzanine, formerly the bank president's domain, now serves as a creative space for children's art classes. This property is perfect for a short-term rental (STR), retail space, residential oasis, or a combination of these uses. It provides a unique opportunity to engage in vibrant downtown development while preserving its rich legacy. Embrace this iconic address and explore its limitless possibilities.
Introducing a Rare Gem: Historic Landmark at the Heart of Downtown Bennington. Situated at the crossroads of downtown Bennington, this landmark building at the intersection of routes 7 and 9 presents exceptional prospects for downtown development. Spanning 6,650 square feet, this versatile property combines commercial and residential spaces, embodying timeless elegance and historic charm. Ideal for a short-term rental (STR) opportunity or other ventures, this property offers unmatched potential. The ground floor features a captivating art gallery with diverse artistic expressions. The second floor includes a lavish 4-bedroom, 2-bathroom penthouse, showcasing exquisite Art-Deco details and marble from Vermont, Tennessee, and Italy. Additionally, a charming mezzanine, formerly the bank president's domain, now serves as a creative space for children's art classes. This property is perfect for a short-term rental (STR), retail space, residential oasis, or a combination of these uses. It provides a unique opportunity to engage in vibrant downtown development while preserving its rich legacy. Embrace this iconic address and explore its limitless possibilities.
An amazing opportunity! Built in 1774 this historic property could hold many opportunities. Recently almost ever room has been updated. It has been used as a bed and breakfast for years including by the current owners who utilize AirBnB and VRBO for rental. However this property could easily suit many needs and could very easily be turned back into a prestigious single family home. Currently 8 bedrooms, 6 bathrooms in the main house but also includes a 2 bedroom apartment or "owner's quarters". Updates include newer boiler, some electrical work, hot tub, numerous cosmetics, flooring, new bar area, updated kitchen and so much more. A location that is superb for Bennington walkabilty, travel to ski areas, Manchester, Williamstown, Albany (and from there the entire world). Even NYC and Boston are only 3 hours away. A must see!
Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group
Experience History and Live Your Dream in a Revolutionary Town. Step into a home where history and modern luxury blend seamlessly. Located in the town where Ethan Allen and the Green Mountain Boys made their mark, and where Robert Frost found inspiration for his timeless poetry, this property offers more than just a place to live-it's a place to dream.Enjoy panoramic mountain views from the comfort of your one-level home, designed with cathedral ceilings that fill the space with natural light. The heart of the home is a chef's kitchen, equipped with premium appliances and perfect for culinary creativity. Relax in the summer months by the in-ground pool and stay comfortable year-round with central air. Cozy up by the pellet stove on chilly winter nights. This is more than just a house; it's a lifestyle, rich in history and surrounded by the natural beauty that inspired legends. Make it yours and start living your dream today!
Listed by Adrienne Sherwood of Four Seasons Sotheby's Int'l Realty
This is an opportunity to capture a high visibility, premiere commercial location in downtown Bennington. The town is being revitalized with a $50 million project in the historic Hotel Putnam block that will include new office spaces, shops, restaurants and galleries, along with multiple new downtown parks. These three contiguous, oversized lots with mixed-use structures are located nearby on Route 7, the main road connecting southern Vermont to Burlington. This well-trafficked street includes Dunkin' Donuts and Subway. Properties can continue to be used as apartments and retail, or the next owner can bring their vision and completely reimagine this 0.68 acre parcel. Deep lots offer the possibility for parking and multiple driveway configurations. The Bennington area offers proximity to nature with fly-fishing, mountain lakes, skiing, snow shoeing and wonderful farmers' markets. The town is home to Southwestern Vermont Medical Center, a Dartmouth-Hitchcock affiliate. This is your chance to invest early in the redevelopment phase in an up-and-coming, large Vermont town.
Listed by Cheyanne Pugliese of Wohler Realty Group
Imagine sitting on your wraparound porch or second story deck looking out over 16 protected acres, your own pond and a view of the White Rocks. Now, imagine going inside to your custom kitchen with cherry cabinets, granite counters and a large butcher block island. The open plan continues throughout the first floor living area with one of two fireplaces, half bath, laundry and a tiled mudroom. Upstairs, you can enjoy a large open family room, two spacious bedrooms, all with hardwood floors, a full bath with tile floor and a dream primary suite with an additional fireplace and walkthrough closet to your primary bath. It could only get better with a steam shower! Yes, you have that too! Top this all off with extreme energy efficiency in blown in insulation, radiant heat on all levels, including the partially finished walkout basement and attached two-car garage, mini-splits, Generac generator, variable speed well pump for amazing pressure and a whole house heat exchange system. Add in a post and beam workshop and a separate, fully furnished, beautiful one-bedroom guest cottage currently being used as a lucrative AirBnB. Tucked away but very near amenities and Bennington College. This is the property you have been waiting for! Priced to sell and an absolute must see!
Listed by Cassie Barbeau of Mahar McCarthy Real Estate
Welcome to your dream home! Nestled on a picturesque 1.42 acre. This property offers a perfect blend of elegance, comfort, and modern amenities. When you walk in the front door, you can see the amazing quality of this home. There is a dramatic living space that has been both a formal dining room and living room. A private office space or den for those working from home with a full bath. The gourmet kitchen plenty of cabinetry, island with granite counters and bar sink. Adjacent to the kitchen, a large dining area offers a seamless transition to a screened-in-porch to enjoy your morning coffee. The Great Room has a wall of stacked stone with a gorgeous fireplace and 8-foot French doors that lead out to an expansive deck with wrought iron railing, stone columns and composite flooring. Main floor Primary Suite has its own fireplace. The bathroom has double sinks, sunken tub and slate lined shower. Upstairs has two very large bedrooms and a bath. The walkout lower level is a blank canvas with impressive 12-foot ceilings ready to be transformed according to your imagination. Radiant heat throughout. New whole house generator. Don't miss this opportunity to make this exceptional property your own!!!
Listed by Kelley McCarthy of Mahar McCarthy Real Estate
Great opportunity to own this highly visible piece of commercial property! Commercial expansion is happening all around this property and traffic patterns consistently pass by.
Listed by Brenda Jones of KW Vermont - Brenda Jones Real Estate Group
Coveted Three Seminary Lane | Old Bennington Originally established in 1829 as Mount Anthony Seminary, this remarkable property first served as a boys' boarding school. In 1897, it transitioned to become the clubhouse of the Mount Anthony Country Club, a role it maintained well into the early 20th century. Now situated on 2.5 acres, this charming Colonial-style home exudes character and grace, featuring a stunning staircase, intricate millwork, 10-foot ceilings, and expansive, light-filled rooms. The generously sized 45' x 22' living room offers floor-to-ceiling bookcases and a handsome marble-surround fireplace, creating an inviting space for relaxation or gatherings. The first-floor office offers privacy. The eat-in kitchen, complete with a spacious pantry and lovely built-in china cabinets, flows seamlessly into the formal dining room. With five bedrooms, ample closet space, and three and a half baths, this home offers both comfort and practicality. The side stone terrace, accessible from both the living and dining rooms, is perfect for outdoor entertaining, making this home ideal for hosting guests. Located in the charming and historic village of Old Bennington, this is truly a must-see property.
Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty
Perfectly designed home built in 2003 for comfortable living and enjoyment. For the first time, this beautiful property is being sold to the next fortunate family to make their own! Thoughtfully planned are two entrances, a traditional Colonial western facing front door and a door used most often, entering into a spacious breezeway. A must in Vermont is to leave your boots, shoes and coats in the breezeway/mudroom that allows you two choices--up the wooden staircase to the Bonus room, or start unpacking your groceries in the welcoming kitchen designed for cooking meals, or easy entertaining. The kitchen is combined with a spacious dining area that allows access to the backyard deck.The separate dining room flows from the kitchen when guests arrive for those special holidays, or get-togethers.The living room is located off of the traditional center hall Colonial. On the second floor, you'll find four bedrooms, one a primary suite with a large walk-in closet and its own bathroom. Three other bedrooms and a three quarter bath stem from the hallway. Wooden floors throughout the first floor and carpeting on the second floor make for beauty and practicality, combined. The extra large Bonus room is spectacular and can have infinite uses! The exterior is well maintained and an open palette for your design to begin! A level yard for recreation, or relaxation, or catch a glimpse of the mountainous views. The Buderus furnace is a plus! Come and see for yourself- I'd love to show you!
Listed by Monique Geannelis of Mahar McCarthy Real Estate
Located in the heart of downtown Bennington VT sits this 15,000 plus sq. ft. commercial/office/retail building. Currently configured for offices and a store front on main street type use, it also has a back area of open warehouse that is approx. 4,000 sq. ft. with an overhead door and access for deliveries and parking. This area could be built out into additional retail space or any use within the town zoning OR just remain open warehouse or perhaps indoor parking. The second floor is configured as new office space and is approx. 3,600 sq. ft. The building lends itself to many possible uses and is very versatile at this stage. One lease in place but the majority is available for lease. A solid building in a highly visible location.
UPDATE! Driveway freshly paved! Offered for the first time on the market since being built in 2011, this custom 3BR, 4BA, Colonial style home, exudes attention to detail, comfort and efficiency! Beginning with the impressive main foyer entry and continuing throughout with custom details such as 9 ft ceilings, stately primary en suite with massive walk in closet and bath, laundry on the 1st and 2nd floors, jetted soaking tub, library/office room w/ built in bookcases, finished basement w/ 1/2 bath for recreation or relaxation. The main living areas are a perfect balance of open living/eating/kitchen w/granite counter tops and SS appliances & an intimate formal dining room, both w/ sliders out onto a deck for al fresco dining and outdoor living space. and connect to the College trails for miles of breathtaking walking paths. Geothermal, multizone, heating and cooling is a rare, energy and pocketbook efficient upgrade! This property is also covered by Choice Home Warranty so you can buy with confidence! Located on a quiet cul-de-sac in North Bennington, abutting Bennington College property, take in the expansive views from your covered front porch or walk out your door Close to all downtown Bennington amenities, dining, culture, shopping, etc. as well as the location in the Village of North Bennington w/cafe, country store,pizzeria, restaurants, historic sites, Lake Paran, the list goes on!!!! Just so many features to list, so come see and fall in love!
This unique property offers a fantastic investment opportunity with two distinct buildings on-site. The front building hosts a well-established H&R Block commercial space, providing a steady and reliable stream of income. Additionally, there are two residential units, both of which are currently rented, ensuring immediate cash flow. Behind the front building, you'll find a full-sized house, occupied by long-term tenants. This setup offers stable, long-term rental income with minimal turnover. Located just a couple of blocks from the heart of Bennington this property's location is great for foot traffic and conveniently located walking distance from many restaurants, Stores and more. Whether you're looking to expand your real estate portfolio or start with a solid investment, this property is a rare find that could provide both immediate returns and long-term growth potential. Don't miss out on this excellent opportunity!
Listed by Thaddeus Abare of Barrett and Valley Associates Inc.
Prime downtown Bennington commercial location in the center of town and surrounded by established businesses and new multi-use development at the Putnam Building directly across the street. Building is in exceptional condition with routine maintenance. First floor is owner occupied office space and the 2nd floor occupied by three business tenants and includes shared conference room, facilities and storage space. Multiple uses are permissible and the building has an inviting entrance and lobby area. Excellent foot and vehicle traffic location. More information provided with signed NDA. All measurements approximate.
Listed by Greg Cutler of Four Seasons Sotheby's Int'l Realty
Experience the tranquility of a quiet residential street, yet just a short stroll to downtown shops and restaurants. Available for the first time on the market, this elegant English Tudor is a standout amongst the coveted Stonehedge neighborhood. Boasting a 40 foot chimney and extraordinary architecture, this spacious home has all you could ever want and more! Featuring a newly renovated kitchen, hardwood floors, and generous rooms with tall ceilings, the focus of this home has always been comfortable living. The main floor features an oversized family room with fireplace, in addition to a separate living room and a small den. The dining room has a beautiful built in hutch and will graciously welcome your dinner party guests. Four generous bedrooms, including a primary with en-suite bathroom, are located on the second level. The outside is equally as impressive with an in-ground pool and level yard for enjoying the warmer months. Not to be overlooked are the distant mountain views which will showcase the famous Vermont foliage in the fall! An attached two car garage, paved driveway and ample parking are a few more reasons to fall in love with this home. Located on a dead-end street within blocks of the local hospital, easy access to walking trails and the center of town, you really can enjoy the best of both worlds!
Large Victorian home with many wonderful features. 4 bedrooms, 1 and half bathrooms. Kitchen and dining area are open to each other for entertaining. many built ins, beautiful wood floors and stained glass are spread through this home . Styled with a parlor and a family room, main level laundry, 3 season porch, hot tub and more. Outside the mature trees grant privacy and the barn/garage has plenty of storage. The house also has an attached workshop space.
Listed by Brenda Jones of KW Vermont - Brenda Jones Real Estate Group
This 3 BR, 2BA ranch style home offers comfortable and elegant single level living in a serene setting close to all downtown Bennington amenities while being tucked into a quiet, desirable neighborhood with the Y Woods nature trails just beyond the doorstep! The main floor is host to a formal living room with wood burning fireplace, a formal dining room, a tastefully updated eat in kitchen that leads out to a generous 3 season sun room, as well as a den with an additional wood burning fireplace. Also located on the main floor is the primary en suite with ½ bath, generous closet space, along with two additional bedrooms each with closet space and a shared ¾ bath. The partially finished basement offers potential for further communal living space and is well suited for hobbies, a workshop, entertaining in the rec room with a bar and pool table, or ample additional storage. The basement also houses the mechanicals, laundry room w/ laundry chute and an attached 1 car garage. Updates over the recent years such as a remodeled kitchen, ¾ bathroom, addition of mini splits for efficient heating and cooling in two rooms, and wood flooring, some decorative, coupled with pride of ownership and details such as crown molding, large windows, natural light and peaceful views into the landscaped yard and two covered porches leave few boxes unchecked! Come see and fall in love!
Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 14, 2024 1:10 PM EDT
