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Greenfield, MA Houses for Sale

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  • /42

    $525,000

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    971 Bernardston Rd, Greenfield, MA 01301

    This Antique timber frame Cape (c.1741) designed around a Classic Colonial 3 flued fireplace chimney w/ beehive oven was the heart & warmth of the home. Wide plank floors & period wood paneled wainscoting keep the timeless charm & character of the era alive. Moved in the early 1960’s & set on a concrete block foundation, restored & updated by the revered local Gass Contractors, this home has

    Harriet Paine Cohn & Company

    971 Bernardston Rd, Greenfield, MA 01301
  • /42

    $519,900

    • 3 Beds
    • 2 Baths
    • 1,869 Sq Ft

    83 Riddell St, Greenfield, MA 01301

    Tucked on a manicured lot close to downtown is this gracious Colonial home. Meticulously maintained & updated, it presents an opportunity for both comfort & aesthetic appeal. The warm & inviting floor plan offers HW floors throughout. An updated kitchen is equipped w/stainless steel appliances & quartz countertops, reflecting contemporary design trends that prioritize both functionality & style.

    Jacqueline Zuzgo 5 College REALTORS®

    83 Riddell St, Greenfield, MA 01301
  • /42

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 3,406 Sq Ft

    218 Greenfield Rd, Leyden, MA 01301

    Spacious and serene 2,500+ sq ft home in beautiful Leyden, MA with stunning views of rolling hills. Built in 2005, this private oasis features cherry hardwood floors, a two-way propane fireplace, and a dedicated home office. The kitchen offers quartz countertops and newer appliances, perfect for everyday living and entertaining. The primary suite includes in-room laundry and a walk-in shower with

    Brody Trott RE/MAX Connections - Greenfield

    218 Greenfield Rd, Leyden, MA 01301
  • /8

    $949,000

    • 10 Beds
    • 9.5 Baths
    • 4,120 Sq Ft

    151 Smead Hill Rd, Greenfield, MA 01301

    Discover the hidden potential of 151 Smead Hill—a historic property in Greenfield’s Rural Residential zone that once served as a sought-after wedding venue and now awaits a visionary entrepreneur ready to craft a multi-use enterprise. With flexible, adaptable spaces ideal for a boutique bed and breakfast, innovative event venue, or seasonal retreat, this property benefits from zoning that permits

    Zaisha Robert SR Commercial Realty

    151 Smead Hill Rd, Greenfield, MA 01301
  • /42

    $950,000

    • 4 Beds
    • 2 Baths
    • 2,179 Sq Ft

    22 Conway Dr, Greenfield, MA 01301

    A hidden gem right in Town, very private at the end of the road where you are greeted by impressive perennial gardens that surround this beautifully maintained and tastefully updated, very charming and surprisingly spacious 1920s Craftsman Bungalow on 13+ acres with 1500'+ frontage on the Green River with approx 8 acres of rich tillable farmland and a Barn that includes a large workshop,

    Corinne Fitzgerald Fitzgerald Real Estate

    22 Conway Dr, Greenfield, MA 01301
  • /28

    $195,000

    • 2 Beds
    • 1.5 Baths
    • 948 Sq Ft

    25 Keegan Ln Unit 5C, Greenfield, MA 01301

    Welcome to College Park Condominium Association! This well maintained, 2nd floor, single-level condominium offers 2 bedrooms and 1.5 bathrooms with in-unit laundry and is ready for you to call it home. It has an open floor plan that allows for easy living and a slider that flows out to your own private balcony where you can enjoy your morning coffee or wind down after a long day. This association

    Alayna Zellmann Ruggeri Real Estate

    25 Keegan Ln Unit 5C, Greenfield, MA 01301
  • /19

    $229,900

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft

    221 Hope St, Greenfield, MA 01301

    Affordable 3 bedroom, 2 bath located on the south end of town. Check out this corner lot home with public services. Close to shopping, major highways and recreational area`s. Why rent

    Donald Mailloux Coldwell Banker Community REALTORS®

    221 Hope St, Greenfield, MA 01301
  • /5

    $189,900

    • 2 Beds
    • 2.5 Baths
    • 1,313 Sq Ft

    46 Colrain St, Greenfield, MA 01301

    One of the oldest homes in the area! Close to downtown and GCC. Overlooking a waterway, take a look and see if this property is the right fit for you.

    Donald Mailloux Coldwell Banker Community REALTORS®

    46 Colrain St, Greenfield, MA 01301
  • /28

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    169 Old Albany Rd, Greenfield, MA 01301

    Classic Charm Meets Modern Elegance on 13 Mountain-Top AcresSteps from the circular drive, a welcoming foyer leads to a sunlit kitchen with classic cabinetry, an island and an open dining area. Skylights, geometric windows, and French doors open to a southeastern deck - ideal for cozy dinners or entertaining. The kitchen features dual sinks and ample prep space for any home chef. Nearby, a

    Jarod Martin Greenfield Group Real Estate

    169 Old Albany Rd, Greenfield, MA 01301
  • /4

    $250,000

    • 1 Bed
    • 1 Bath

    23 Robbins Rd, Greenfield, MA 01301

    Site offers town water, sewer, electric, and cable.. Numerous possibilites await due to General Commercial zoning. Up and coming area, with Aldis planning on building a new store across the street.,Great location for bank, shop, fast food restaurant, car wash or convenience store. Current building is going to be demolished in two weeks. Value of parcel is in the land, zoning and location.

    Michael Mendyk Michael Mendyk Real Estate

    23 Robbins Rd, Greenfield, MA 01301
  • /11

    $200,000

    • 3 Beds
    • 2 Baths
    • 1,496 Sq Ft

    227 Deerfield St, Greenfield, MA 01301

    Classic colonial featuring 5 rooms, 3 bedrooms, and 2 full bathrooms. The home offers a traditional layout with a bright living area and a yard offering outdoor space.

    Melissa Blondek Gallagher Real Estate

    227 Deerfield St, Greenfield, MA 01301

Why Live in Greenfield

Greenfield, Massachusetts, is a small city in the rural northern reaches of the Pioneer Valley, home to fewer than 20,000 residents. Known for its affordability, Greenfield offers a variety of housing styles, including early 20th-century National style homes, bungalows, Queen Annes, ranch-style homes, colonials, and Cape Cods. The city’s Main Street is a hub of activity with its tree-lined streets, red brick buildings, and modern touches like the new library and the redevelopment of the old Wilson’s Department Store into a mixed-use complex. Local businesses, galleries, and event spaces contribute to a vibrant cultural district, while strip malls and big-box stores are located along state Routes 2 and 2a. Recreational opportunities abound with the Connecticut River providing boating, fishing, and biking trails, and the nearby Berkshires offering skiing within 20 miles. The historic Poet’s Seat Tower offers panoramic views of the area, and the Green River and Deerfield River are popular spots for swimming and trout fishing. Greenfield hosts numerous community events, including the annual Bee Fest and the Franklin County Fair. The city is well-connected via Interstate 91 and state routes, with bus routes linking it to nearby colleges and hubs. The private Stoneleigh-Burnham School is highly rated. Greenfield Community College offers tuition-free associate degrees through state programs. Potential homebuyers should be aware of the risk of flooding in areas near the rivers.

Home Trends in Greenfield, MA

Housing Trends

Median Sale Price
$940,000
Median Single Family Sale Price
$940,000
Median 2 Bedroom Sale Price
$195,000
Median 1 Bedroom Sale Price
$218,600
Average Price Per Sq Ft
$235
Number of Homes for Sale
1
Last 12 months Home Sales
15
Months of Supply
0.80
Median List Price
$199,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
527%
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