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Chesterfield, MA Homes for Sale with Acreage

Section Image
  • Off Bryant St, Chesterfield, MA 01012
    Off Bryant St, Chesterfield, MA 01012
    Off Bryant St, Chesterfield, MA 01012
    /4

    $321,600

    • Land
    • 201 Acres
    • $1,600 per Acre

    Off Bryant St, Chesterfield, MA 01012

    The Kingsley Lot is 201.3 acres of forest land with 6,760 feet of frontage along the federally designated Wild and Scenic Westfield River in Chesterfield, MA. There is an island in the river that is a part of this property. The property is subject to a permanent Conservation Restriction held by the Mass Div Conservation and Recreation, formerly DEM, that prohibits development and has harvesting

    Keith Ross LANDVEST

    Off Bryant St, Chesterfield, MA 01012
  • 55 Cummington Rd, Chesterfield, MA 01084
    55 Cummington Rd, Chesterfield, MA 01084
    55 Cummington Rd, Chesterfield, MA 01084
    /41

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,056 Sq Ft

    55 Cummington Rd, Chesterfield, MA 01084

    Nestled in the peaceful hills of Chesterfield, this inviting 4-bedroom, 2-bath home offers the perfect blend of privacy, comfort, and country charm. Surrounded by nature in a quiet setting, the property features a flexible floor plan with a first-floor bedroom, full bath, and family room—ideal for guests, multi-generational living, or convenient single-level living. A cozy pellet stove creates a

    Stacey Silvia Lock and Key Realty Inc.

    55 Cummington Rd, Chesterfield, MA 01084
  • off Bryant St, Chesterfield, MA 01012
    off Bryant St, Chesterfield, MA 01012
    off Bryant St, Chesterfield, MA 01012
    /9

    $321,600

    • Land
    • 201 Acres
    • $1,600 per Acre

    off Bryant St, Chesterfield, MA 01012

    The Kingsley Lot is 201.3 acres of forest land with 6,760 feet of frontage along the federally designated Wild and Scenic Westfield River in Chesterfield , MA. There is an island in the river that is a part of this property. The property is subject to a permanent Conservation Restriction held by the Mass Div Conservation and Recreation, formerly DEM, that prohibits development and has harvesting

    Keith Ross LandVest, Inc.

    off Bryant St, Chesterfield, MA 01012
  • 254 Bryant St, Chesterfield, MA 01012
    254 Bryant St, Chesterfield, MA 01012
    254 Bryant St, Chesterfield, MA 01012
    /35

    $695,000

    • 5 Beds
    • 2.5 Baths
    • 2,368 Sq Ft

    254 Bryant St, Chesterfield, MA 01012

    Tucked away on a dead-end street in the foothills of the Berkshires, this thoughtfully designed Cape offers space, flexibility, and a setting that feels like a retreat. Set back on 2.73 acres with scenic views, the open floor plan invites easy everyday living and effortless entertaining. The main level features a primary suite with a private bath, walk-in closet, and its own balcony for quiet

    Aimee Tompkins Park Square Realty

    254 Bryant St, Chesterfield, MA 01012
  • 31 North Rd, Chesterfield, MA 01012
    31 North Rd, Chesterfield, MA 01012
    31 North Rd, Chesterfield, MA 01012
    /54

    $1,850,000

    $100K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,464 Sq Ft

    31 North Rd, Chesterfield, MA 01012

    The equestrian elegance of this 55 acre property starts at the gated driveway. Perched on the hilltop is a fully equipped custom build multi use barn entirely heated by radiant floor heat and includes 8 14x14 stalls w/ autowaterers perfect for the breeder or veterinarian. Includes kitchenette, office, laundry and bathroom. Also included is a heated equipment shed and workshop, a heated drive

    Grace Golden EQUINE HOMES REAL ESTATE, LLC

    31 North Rd, Chesterfield, MA 01012
  • 0 Pynchon Rd Unit 73512590, Chesterfield, MA 01012
    0 Pynchon Rd Unit 73512590, Chesterfield, MA 01012
    0 Pynchon Rd Unit 73512590, Chesterfield, MA 01012
    /5

    $169,000

    • Land
    • 4 Acres
    • $42,250 per Acre

    0 Pynchon Rd Unit 73512590, Chesterfield, MA 01012

    Rare water front lot on Damon Pond. Clearing needed to obtain a year round view of the pond. Lot is perc tested, surveyed with electric service being installed.. Join the association and have access to the recreation and beach area. NO power boating but kayaking, canoeing, fishing is available to all members. 25 minutes to Northampton. Year round recreational living in a quiet private setting.

    James Molyneux Molyneux Realty

    0 Pynchon Rd Unit 73512590, Chesterfield, MA 01012
Massachusetts Hampshire County Chesterfield

Homes for Sale with Acreage in Chesterfield, MA

Home Trends in Chesterfield, MA

On average, homes in Chesterfield, MA sell after 45 days on the market compared to the national average of 58 days. The median sale price for homes in Chesterfield, MA over the last 12 months is $425,000, up 20% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$425,000
Median Single Family Sale Price
$435,000
Average Price Per Sq Ft
$323
Number of Homes for Sale
3
Last 12 months Home Sales
7
Months of Supply
5.10
Median List Price
$449,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
20%
How to Buy a Home How to Finance a Home How to Sell a Home

In Chesterfield, there are currently 6 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Chesterfield, MA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Chesterfield and discover the potential and freedom that comes with owning your own piece of property.

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