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Newest Homes for Sale in Chesterfield, MA

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  • 7 Sundown Dr, Williamsburg, MA 01096
    7 Sundown Dr, Williamsburg, MA 01096
    7 Sundown Dr, Williamsburg, MA 01096
    /37

    $679,000

    • 3 Beds
    • 2.5 Baths
    • 2,303 Sq Ft

    7 Sundown Dr, Williamsburg, MA 01096

    Nine wooded acres in Goshen, and a 1983 timber-frame house built into them with rare care — its frame raised from timber cut on the land. Exposed beams overhead, wood and tile underfoot, a south wall of glass that follows the light all day. Complete seclusion, yet ten minutes to Williamsburg, twenty-five to Northampton, an easy drive to the Berkshires and Tanglewood.The open main level holds an

    Agent Photo

    Jacob Wint

    William Pitt Sotheby's International Realty

    7 Sundown Dr, Williamsburg, MA 01096
  • 82 Willcutt Rd, Chesterfield, MA 01012
    82 Willcutt Rd, Chesterfield, MA 01012
    82 Willcutt Rd, Chesterfield, MA 01012
    /42

    $898,000

    • 3 Beds
    • 2.5 Baths
    • 1,968 Sq Ft

    82 Willcutt Rd, Chesterfield, MA 01012

    Nestled into 3.2 acres of serene woodland, this breathtaking custom contemporary Cape — crafted in 2018 by Sovereign Builders — is nothing short of a dream realized. Soaring ceilings and large windows pour golden light across rich hardwood floors, while dreamy western sunsets paint the sky behind multiple mountain vistas. Every room frames woodland views, and resident hummingbirds set a pace that

    Jeanne Troxell Munson The Murphys REALTORS®, Inc.

    82 Willcutt Rd, Chesterfield, MA 01012
  • 54 Bray Rd, Pelham, MA 01002
    54 Bray Rd, Pelham, MA 01002
    54 Bray Rd, Pelham, MA 01002
    /36

    $250,000

    • 4 Beds
    • 1 Bath
    • 945 Sq Ft

    54 Bray Rd, Pelham, MA 01002

    Loved by the same family for generations, this year-round Lake Damond waterfront property is ready for its next chapter. Offering 125 feet of lake frontage, this 4 bedroom, one bath home is tucked into a wooded setting for privacy while still providing plenty of open, sunny space to enjoy the water. The main level features an open living, dining, kitchen area w/ a bank of windows overlooking the

    Shelly Hardy Brick & Mortar Northhampton

    54 Bray Rd, Pelham, MA 01002
  • 0 Bray Rd, Chesterfield, MA 01012
    0 Bray Rd, Chesterfield, MA 01012
    0 Bray Rd, Chesterfield, MA 01012
    /8

    $79,900

    • Land
    • 12,196 Sq Ft
    • $285,357 per Acre

    0 Bray Rd, Chesterfield, MA 01012

    Peaceful waterfront getaway on beautiful Damon Pond! Rare opportunity to own a private recreational retreat with approx. 130’ of frontage on this scenic 82-acre pond known for its quiet coves, islands, inlets, and natural beauty. Camp, fish, kayak, canoe, swim, or simply unplug and relax by the water. Dock already in place for easy access. Property was previously used as a seasonal camping

    Melissa Stevens Coldwell Banker Community REALTORS®

    0 Bray 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
  • 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
  • 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
  • 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
  • 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
Massachusetts Hampshire County Chesterfield

Newest Listings for Sale in Chesterfield, MA

Frequently Asked Questions

What is the average home price in Chesterfield, MA?
Homes for sale in Chesterfield, MA have an average home price of $748,718.
Are home prices dropping in Chesterfield?
Yes, home prices in Chesterfield are down 9% in the last 12 months.
How many homes have sold over the last 12 months in Chesterfield, MA?
7 homes have sold in Chesterfield, MA over the last 12 months.
What is the average household income in Chesterfield, MA?
The average household income in Chesterfield, MA is $104K.
What are the most popular zip codes in Chesterfield, MA?
The most popular zip codes in Chesterfield, MA include 01012, 01096, 01002, 01032 and 01098.
How much do you need to make to afford a house in Chesterfield?
The median home price in Chesterfield is $449,000. If you put a 20% down payment of $89,800 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $2,270 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $97K a year to afford the median home price in Chesterfield. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chesterfield is $104K.
How are the schools in Chesterfield, MA?
Chesterfield, MA has highly rated public and private schools. Some of the best schools in Chesterfield based on Niche Grades are Anne T. Dunphy School, New Hingham Regional Elementary School and Wahconah Regional High School. Browse all the schools in Chesterfield, MA to learn more.

Home Prices in Chesterfield, MA

The median home sale price in Chesterfield, MA is $415,000, up 6% year-over-year. Homes in Chesterfield sell in 70 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$430,000
Median 2 Bedroom Sale Price
$300,000
Average Price Per Sq Ft
$326
Number of Homes for Sale
3
Last 12 months Home Sales
7
Months of Supply
5.10
Median List Price
$449,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
6%
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