Perched above a tree-lined street just a short walk to downtown, this flexible home on a double lot lives beautifully as a two-family or single-family retreat. Each light-filled 2BR/1BA unit offers an open-concept kitchen and dining area flowing into the living room, ideal for entertaining or multi-generational living. Large windows capture all-day sun, highlighting hardwood floors and hilltop views. Step outside to terraced gardens, multiple decks, and a fire pit that make the deep backyard a true sanctuary. Recent upgrades include a high-efficiency boiler (2024) and hot water heater (2023) for comfort and lower energy costs. Savor the quiet neighborhood feel while being only 0.6 miles from acclaimed Hope & Olive and the rest of vibrant downtown Greenfield.
Set on over 2 acres in a peaceful country setting, this sun-filled farmhouse offers space, versatility and a host of updates. Once converted to a two-family, the home currently features a fully finished first unit, while the second unit provides a fantastic option for added value with the installation of a kitchen. Whether you envision an income-producing property, comfortable multigenerational living or converting the home back into a spacious single-family, the layout supports a wide range of possibilities. Outside, you’ll find 2 garage spaces with extensive storage options. One garage includes a dedicated woodworking area, ideal for hobbies, projects, or creative use. The property’s acreage provides room to garden, explore or simply enjoy the tranquility of its rural surroundings all while being just minutes from town. With abundant natural light, thoughtful upgrades and flexible use potential, 336 Plain Rd is a rare opportunity to create the lifestyle you’ve been looking for!
Located at 26-28 Devens St, Greenfield, MA, this multi-family residence presents an opportunity. This property offers a compelling blend of classic charm and promising potential. The first floor living room, dining room, and kitchen allow for lovely living space. The second floor boasts 3 bedrooms and a full bathroom. With a generous 2798 square feet of living area spread across two stories, this residence provides ample room to reimagine its 6 bedrooms and 2 full bathrooms to suit your unique vision. The property also features a porch, providing an inviting residential area to enjoy the outdoors. This residence, built in 1905 and situated on a lot within walking distance to downtown. There is a parking spot on each side of the house for each unit. Left side unit is vacant and easy to show while the occupied unit request 48 hour notice when possible.
11 Conway St offers a rare chance to acquire a fully stabilized, cash-flowing multifamily in a prime downtown location. This well-maintained 12-unit building features a balanced mix of 6 one-bedroom units and 6 two bedroom units, with just two current vacancy. Tenants are responsible for their own electric (individually metered), while the landlord covers gas for heat and hot water. A strong rent roll provides consistent, dependable income from day one. Operational highlights include:10-year-old roof, Updated plumbing- APO, Coin-operated laundry for additional revenue, and All tenants are month-to-month, allowing for future rent optimization and strategic repositioning. This property is part of a 76 Unit Portfolio (MLS #s: 73459676, 73459674, 73459675, and 73459677.)With its excellent location, stable occupancy, and built-in value-add potential, this property is an ideal choice for both seasoned and new investors looking to expand their portfolio in Massachusetts.
***Back on market with brand new furnaces and unit renovations!*** Welcome to 116-120 Elm St. in Greenfield! This turnkey 3-family property sits on a massive lot and features a desirable unit mix, separate utilities, and fresh renovations throughout! Recent updates include complete electrical rewiring (no more knob & tube!), two brand-new high-efficiency furnaces, and full unit makeovers! Two units are rented at or near market value, while one will be delivered vacant—ideal for an owner-occupant or savvy investor! A solid investment opportunity or the perfect way to start your multifamily journey!
Investors take notice! This is an excellent investment opportunity for someone who can restore this home. Located in downtown Greenfield, this spacious 2-family home features enclosed front and second floor front porches and two rear porches. The first floor unit has 4 bedrooms on the first floor and the second floor unit has 3 bedrooms. The property is equipped with efficient solar, gas heat and central air. The bulk of the electric is covered by the solar. Schedule your tour soon!
Freshly updated and move-in ready, this spacious two-family at 36 West St, Greenfield, MA is an ideal opportunity for both investors and owner-occupants. Recent upgrades include a brand-new roof, updated plumbing and electrical, new flooring, and modern kitchen cabinets, offering peace of mind and style in one package. Both units feature bright layouts with refinished hardwood floors that add timeless character. The exterior boasts a newly paved asphalt driveway, providing ample off-street parking. With its prime Greenfield location close to downtown, schools, shopping, and major routes, this property delivers convenience and comfort. Whether you’re looking to generate rental income or live in one unit while renting the other, this home checks all the boxes. Don’t miss the chance to own a thoughtfully improved property with solid long-term value in a desirable neighborhood
Want to make a 10% per year return on cash investment? Don’t miss this turnkey opportunity! Don’t miss this large 2-family rental property offering strong income. With 7 bedrooms and the possibility for more, this side-by-side multi-floor duplex provides spacious living just a half mile from downtown Greenfield. Conveniently located on Route 5 and only a little over a mile from I-91, it’s ideal for both tenants and commuters. Fully occupied with immediate cash flow. Schedule your tour today and explore all this property has to offer!
2-Unit Multi-Family in Greenfield - Investment or owner-occupancy potential on a quiet side-street just minutes from downtown. Features a detached steel garage with electric, plenty of off-street parking, and a large storage shed. Priced to reflect foundation repair needed, cash or rehab loan only. Don’t miss this opportunity to build equity and income, schedule your showing today!
2 houses on a large in town lot! 11 Colrain Street - Single family home with 4 rooms, 2 bedrooms (roughly 672 sq ft), and 13 Colrain Street - a 2 Family home with a 4-5 bedroom, 2 story apartment and a studio unit (roughly 1950 square feet). Renovations just completed - vacant and ready for your new tenants. Storage shed. Great opportunity for an owner occupied or investment property - let your tenants pay your mortgage!! Deep back lot. Two units currently vacant (studio occupied) so you can pick your tenants or move in.
Here is your chance to own your own investment property in Greenfield. Formerly used as a day spa. First floor unit has 3 bedrooms, a bath and a half, and the laundry is in unit. The first floor has access to a fenced in private patio space. The second floor has beautiful hard wood floors and a large eat in kitchen. There is also access to the walk up attic for ample storage space. Each unit has their own heating system and electric and the roof is only 6 years old. There is plenty of parking and some raised garden beds as well. The driveway is shared with the neighbor to the left and plowing costs are split.

Greenfield is located in Massachusetts. Greenfield, Massachusetts has a population of 17,661. Greenfield is less family-centric than the surrounding county with 23.36% of the households containing married families with children. The county average for households married with children is 23.54%.
The median household income in Greenfield, Massachusetts is $52,211. The median household income for the surrounding county is $64,949 compared to the national median of $69,021. The median age of people living in Greenfield is 44.5 years.
The average high temperature in July is 81 degrees, with an average low temperature in January of 11.3 degrees. The average rainfall is approximately 49.7 inches per year, with 57 inches of snow per year.