Packed with character and potential, this spacious two-family home offers a rare opportunity for investors, owner-occupants, multi-generational living, or anyone looking to restore and enhance a classic property. Offering over 3,000 sq. ft. of living space, this home showcases original details throughout, including hardwood floors, built-ins, a pocket door, a charming window seat, spacious pantries, wraparound porches, and generously sized rooms. Separate utilities, and a walk-up attic that offers abundant storage and potential for future expansion. Ideally located in downtown Greenfield, you'll enjoy easy access to the library, YMCA, post office, shopping, restaurants, schools, and a variety of local services—all within walking distance. With solid bones and timeless character, this property is ready for its next chapter. Whether you're looking to build equity through updates, generate rental income, or preserve and celebrate its historic charm, this home has endless possibilities.
Watch the narrated video. This home is a legal two-family with the look and feel of a cape-style single-family with an accessory dwelling unit. The main house has a spacious kitchen with a large island with a custom wood top and granite counters. Off the ktichen, there is a room for formal dining or whatever suits your needs. There is also a first-floor bedroom with an adjacent bathroom and a living room. The spacious 3 season room has a fireplace and two sliders out to the patio and spacious backyard. There are two bedrooms on the second floor, including a spacious ensuite bedroom. A home office with a separate entrance is located between the units. The second unit is located above the 2-car garage with interior & exterior access from a second-level wood deck. The second unit/accessory dwelling unit has an open floor plan with a wood-paneled vaulted ceiling, one bedroom complemented by a tray ceiling,1.5 baths, a gas stove, laundry hook-ups, & a kitchen with a breakfast bar.
Rare investment opportunity in a central Greenfield location…Where? Well, its 85-91 School Street, a unique property with TWO separate multi-family buildings all situated on one lot! There’s 10 individual 1 bed/1 bath units that span across 5,320+ square feet of living space. Built in 1905, this property offers flexibility for a variety of investment opportunities, complete with ample parking (10 designated spots) and outdoor space for tenant enjoyment. Located just minutes from downtown, shopping, restaurants and major routes, it will give your tenants convenient access to everyday amenities while offering investors a strong location with broad rental appeal. Annual property data and unit spec sheets will be available upon request. This one won’t last long! First looks start at Open House 5/30 Sat 8:30am-10:30am.
Versatile mixed-use property with strong potential for multi-family conversion along the highly visible Mohawk Trail! Currently configured with two commercial units on the first floor and a residential unit above, this property offers flexibility for investors and owner-occupants alike. With one commercial space vacant, there is immediate opportunity to reimagine the layout—whether as a possible 3-unit multi-family or a 2-family with professional/office space (buyer to verify use). The second-floor unit includes access to a 1-car garage, adding value for residential tenants. Ample off-street parking and high traffic exposure make this an ideal location for both residential and business use. Conveniently located near major routes and surrounded by established businesses, this property presents a unique opportunity to create income, maximize value, and adapt to your vision!
INVESTORS TAKE NOTICE! Fantastic opportunity to own a 2-unit multi-family property in a prime, walk-to-town location. Whether you’re looking to expand your portfolio or dive into your next value-add project, this property offers tremendous potential.Each unit provides solid layout possibilities with separate utilities, and the chance to renovate, update, and maximize rental income or resale value. Conveniently located just steps from shops, restaurants, and local amenities, the location alone makes this a smart long-term investment.Bring your vision and ideas—this property is being sold as-is and is ready for its next chapter. Don’t miss the chance to unlock its full potential!
Once a single family home, this solid 2 family with walk up attic has vinyl siding and replacement windows. Roofs on both the house and garage were replaced under current ownership. There is a large 4 car garage, perfect for cars, storage or workshop space. It has a wonderful location, convenient to schools, shopping and highway access. Rents are below market. With some updates, you will have a great owner occupied or investment property. Open House Saturday, 1/31, from 11:00 to 1:00 p.m..
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.
UPSTAIRS UNIT IS NOW VACANT! 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!

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.