Duplex in North Bennington offering 1 way street location. decent yard and 2 - 2 bedroom units. Good investment potential in a walkable and sought location. Town water and sewer.
Great Investment Opportunity! This well-maintained 3-unit property is a fantastic opportunity for savvy investors. Two of the units are currently rented, providing immediate income potential. Situated just a short stroll from downtown, you'll find charming shops, popular restaurants, and close proximity to the Bennington trail system—perfect for outdoor enthusiasts. Just 1 hour from Albany and Saratoga Springs. This property presents an unbeatable combination of location, convenience, and potential for steady rental income. Don't miss your chance to invest in a growing area with strong demand for rental units. Schedule a viewing today!
Low maintenance duplex in Bennington. Offering good rental history and income. 2 -3 bedroom units, newer systems, vinyl siding and more. Walking distance to town. schools and recreation.
Beautifully situated in the heart of Bennington, this spacious and sunlit 2,288 sq ft duplex (1,144 sq ft per unit) is the perfect blend of comfort, character, and income potential. Each unit features three generous bedrooms, one full bath, in-unit laundry, and charming hardwood floors in the main living areas. An abundance of windows fills the space with natural light, creating a bright and inviting atmosphere. You'll love the covered front porches, back porches, and good-sized kitchens in both units—ideal for everyday living or entertaining. Each unit is equipped with its own brand-new high-efficiency heat pump hot water heater, offering excellent energy performance. Utilities are separately metered, making this a straightforward option for owner-occupants or investors. The downstairs unit will be delivered vacant at closing, offering immediate flexibility for those looking to move in or set their own rental terms. Off-street parking adds everyday convenience, and the well-designed layout supports comfortable living or long-term income generation. Located just moments from Southwestern Vermont Medical Center, Stark Street Playground, and within walking distance to shopping, dining, and amenities, this property delivers on both lifestyle and location. A rare opportunity in a high-demand neighborhood—don’t miss it!
Own a piece of Bennington history! Alex Drysdale House, c. 1850. The grocery store (formerly 138 River Street) operated under the name "A. Drysdale & Son" and was built in 1876. Today this historic property is set up as a four-unit with great income potential. It currently houses three apartments: a freshly renovated four bedroom (used as an Airbnb), three bedroom, and efficiency, along with the classic storefront that is ready for you to bring back to life. The store has coolers and a kitchen with commercial stove and ANSUL fire suppression system. This prime corner location is right next to the rail trail, shopping, dining, and transportation. Across the street, the new skatepark project is underway that is sure to bring visitors from all over. Ample parking on and off site. All the convenience of downtown living is right at your fingertips. Don't miss out on this amazing housing and business opportunity!
Well-maintained 2-unit property offering flexibility for owner-occupants or investors. The main-level unit features 3 bedrooms, a full bath, an eat-in kitchen with new cabinets, and a laundry room with washer and dryer. The upstairs unit offers 1 bedroom, a full bath, eat-in kitchen, and a cozy living room with hardwood floors. Exterior features include a nice backyard, 2 covered parking spaces under a large carport, and an additional 2-car garage/barn with workshop space, shed access, and a large open upper level for storage or potential additional use. Ideal for multi-generational living or income-producing investment. Move-in ready!
Terrific income producing property. 2 - 1 bedroom units and a 3 bedroom unit with a garage. Close to town and modern systems. Good rental history. Is in a flood zone but owner has found a good flood insurance company.
A wonderful investment opportunity in the desirable village of North Bennington! This income-producing property with three units has been well kept and updated over the years - most recently with a brand new roof. Two of the three-bedroom units have been freshly renovated and all are currently occupied with a strong rental history. Two of the units have two stories, giving it a townhouse feel, while the one-level unit is perfect for accessibility. All include laundry hook-ups for convenience. There is also ample parking for tenants and guests. Across the street is the lovely Paran Creek, and you're not far from Lake Paran. Great dining and shopping is well within walking distance. With the strong need for housing in the area, you can't go wrong with owning your very own rental property! Don't miss out on this one.
Great investment opportunity! This 3 Unit building consists of one, one bedroom unit and two, two bedroom units. The possibilities and flexibility are a real upside. With minimal work the units will be ready to rent out and you'll be able to select your own tenants. One heating system so owner is responsible for heat in it's current configuration. The large lot has potential for additional structures if the town approves. Large wooded section of the property and out of town living, while still being just a few minutes away from downtown Bennington.
Welcome to this well-maintained, solid income-producing two-family home located in the heart of town—just steps from shops, dining, and downtown events. Perfect for owner-occupants or savvy investors, this property combines classic charm with modern efficiency and low operating costs. Each two-bedroom unit features spacious, light-filled living areas, eat-in kitchen and comfortable bedrooms. Recent energy-efficient upgrades include newer windows, oil tank, insulation, and high-efficiency heating system, helping to keep utility expenses low while enhancing year-round comfort. The property offers separate utilities, off-street parking, private outdoor space, and a strong rental history with consistent cash flow. Whether you're looking to live in one unit and rent the other or add a solid asset to your investment portfolio, this two-family checks all the boxes. Don't miss this rare opportunity for affordable in-town living with excellent long-term upside!
Charming Downtown Victorian - Income Opportunity Meets Timeless Style Tucked behind the classic facade of this downtown Bennington gem lies an incredible opportunity-for homeowners and investors alike. Located in the heart of downtown on a street known for both professional and residential appeal, this Victorian-style duplex offers versatility, character, and reliable income potential. Each unit-one upstairs, one downstairs-offers over 1,140 square feet of well-maintained and tastefully furnished living space. All utilities are separate for each unit. Currently operating as a successful Airbnb with consistent 5-star reviews, this property is truly turnkey, ready to welcome guests or new owners immediately. The upstairs unit features three bedrooms, making it perfect for a family looking to live comfortably while generating income from the lower-level rental. Alternatively, continue operating both units as short-term rentals and enjoy a steady stream of income from the area's many visitors, skiers, foliage seekers, and Bennington College families alike. Just steps from shops, restaurants, and local attractions, this location couldn’t be more ideal for guests or residents who want to experience the charm of downtown Bennington on foot.
Investors take note. This 7 unit building features three one bedroom units and four studio units. Tenants pay their own electric and internet. The boiler servicing the building is an efficient pellet boiler. The hot water is also pre-heated with solar to help keep costs low. Five of the units have been updated in the past several years. At current rents and assumed 100% occupancy the building generates $78,600. 2024 expenses were $20,646 which included landscaping, heating (pellets), insurance, internet access, electric for the basement, garbage, property taxes. The building is set up to be very low maintenance!
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