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Chesterfield Homes for Sale

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  • 345 Ireland St, West Chesterfield, MA 01084
    345 Ireland St, West Chesterfield, MA 01084
    345 Ireland St, West Chesterfield, MA 01084
    /41

    $810,000

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    345 Ireland St, West Chesterfield, MA 01084

    This is the place where dreams come true! A large 3 bed/2.5 bath modern home, classic 2 stall barn with hayloft and insulated, heated 30x50 garage/barn w/ 16' ceilings on nearly 70 acres. Just 30 mins from Northampton this idyllic setting features bucolic views, open green fields and woods with stone walls and winding trails that lead to Jackson’s Brook. A contemporary home with warm traditional

    Agent Photo

    Lisa Carroll

    Delap Real Estate LLC

    (413) 366-3784

    345 Ireland St, West Chesterfield, MA 01084
  • 46 Bray Rd, Chesterfield, MA 01012
    46 Bray Rd, Chesterfield, MA 01012
    46 Bray Rd, Chesterfield, MA 01012
    /12

    $269,000 Open Thu 4PM - 6PM

    • 2 Beds
    • 1 Bath
    • 871 Sq Ft

    46 Bray Rd, Chesterfield, MA 01012

    Year-Round Waterfront living in this adorable 2-bedroom, 1 bath cottage tucked along the shores of Damon Pond in Chesterfield, MA. Featuring an open floor plan that maximizes space and light. Remodeled kitchen and bath. New Metal roof (2021). Storage shed. Nature lovers will feel right at home with frequent sightings of kingfishers, blue herons and even bald eagles. Spend your days kayaking,

    Linda Webster Coldwell Banker Community REALTORS®

    46 Bray Rd, Chesterfield, MA 01012
  • 0 Pynchon Rd Unit 73402258, Chesterfield, MA 01012
    0 Pynchon Rd Unit 73402258, Chesterfield, MA 01012
    0 Pynchon Rd Unit 73402258, Chesterfield, MA 01012
    /5

    $179,000

    • Land
    • 4.00 Acres
    • $44,750 per Acre

    0 Pynchon Rd Unit 73402258, 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 contracted to be delivered this summer. Join the association and have access to the recreation and beach area. NO power boating but kayaking, canoeing, fishing. 25 minutes to Northampton. Year round recreational living in a quiet private setting.

    James Molyneux Molyneux Realty

    0 Pynchon Rd Unit 73402258, Chesterfield, MA 01012
  • 330 East St, Williamsburg, MA 01096
    330 East St, Williamsburg, MA 01096
    330 East St, Williamsburg, MA 01096
    /42

    $775,000

    • 3 Beds
    • 2 Baths
    • 2,922 Sq Ft

    330 East St, Williamsburg, MA 01096

    Nestled on over 70 acres of natural beauty just over the Westhampton border, this nearly 3,000 sq ft custom-built home offers privacy, peace, and thoughtful design throughout. Large southern-facing windows capture mountain views, while the open floor plan flows seamlessly from the kitchen to living and dining areas. Radiant floor heat, tile floors, and a sunroom enhance comfort year-round.

    Jill Vincent-Lapan Canon Real Estate, Inc.

    330 East St, Williamsburg, MA 01096
  • 510 Main Rd, Chesterfield, MA 01012
    510 Main Rd, Chesterfield, MA 01012
    510 Main Rd, Chesterfield, MA 01012
    /4

    $669,000

    • 4 Beds
    • 3.5 Baths
    • 1,908 Sq Ft

    510 Main Rd, Chesterfield, MA 01012

    Incredible opportunity to personalize a nearly new construction! This home is undergoing a complete transformation—only the original first-floor framing remains. A full second-floor addition and full interior rebuild are in progress. Now framed with rough plumbing and electrical underway, this is the ideal time for a buyer to select finishes and add personal style. The second floor will feature a

    Daniel James Piasecki Coldwell Banker Community REALTORS®

    510 Main Rd, Chesterfield, MA 01012
  • 141 Ireland St, Chesterfield, MA 01096
    141 Ireland St, Chesterfield, MA 01096
    141 Ireland St, Chesterfield, MA 01096
    /6

    $199,000

    • Land
    • 20 Acres
    • $9,950 per Acre

    141 Ireland St, Chesterfield, MA 01096

    Beautiful mostly wooded 20 acres of land with views near the Chesterfield Gorge. Easy access to rt 143 to rt 9. There 3,536 sq foot house and three car garage that needs extensive renovations. Buyer and Buyers Agent to do their due diligence.

    Michelle Bond Coldwell Banker Community REALTORS®

    141 Ireland St, Chesterfield, MA 01096
  • 31 Farmhouse Rd, Chesterfield, MA 01012
    31 Farmhouse Rd, Chesterfield, MA 01012
    31 Farmhouse Rd, Chesterfield, MA 01012
    /37

    $399,000 Open Sun 12PM - 1:30PM

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft

    31 Farmhouse Rd, Chesterfield, MA 01012

    Whether it's year-round or a summer retreat, you've got swimming and ice skating covered.Escape to this charming lakefront cottage, a perfect blend of comfort and natural beauty. Built in 1989, this delightful single-family home features 2 cozy bedrooms and 1 full bath, all nestled in a tranquil wooded setting. The open-concept layout invites warmth and light, with expansive windows that frame

    Shelly Hardy Brick & Mortar Northhampton

    31 Farmhouse Rd, Chesterfield, MA 01012
Massachusetts Chesterfield Chesterfield

Real Estate & Homes for Sale in Chesterfield, Chesterfield

Frequently Asked Questions Why Live in Chesterfield

Is Chesterfield a good place to live?
Chesterfield is a good place to live. Chesterfield is considered very car-dependent and somewhat bikeable. Chesterfield is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. It has a median age of 51. The average household income is $104,159 which is above the national average. College graduates make up 27.1% of residents. A majority of residents in Chesterfield are home owners, with 10.2% of residents renting and 89.8% of residents owning their home. A local real estate agent serving Chesterfield can help you decide if this neighborhood is the right one for you. Learn more on our Chesterfield neighborhood guide.
Is Chesterfield, MA a safe neighborhood?
Chesterfield, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Chesterfield?
The median home price in Chesterfield is $428,500. If you put a 20% down payment of $85,700 and had a 30-year fixed mortgage with an interest rate of 6.75%, your estimated principal and interest payment would be $2,220 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $95K a year to afford the median home price in Chesterfield. The average household income in Chesterfield is $104K.
What are the best public schools in Chesterfield?
The best public schools that serve Chesterfield are:
What are the most popular zip codes in Chesterfield, Chesterfield, MA?
The most popular zip codes in Chesterfield, Chesterfield, MA include 01012, 01096, 01032, 01098 and 01027.
What are the most popular neighborhoods near Chesterfield, Chesterfield, MA?
The most popular neighborhoods near Chesterfield, Chesterfield, MA are Ashfield, Florence and Whately.
Are home prices dropping in Chesterfield?
Yes, home prices in Chesterfield are down 22% in the last 12 months.
Learn more about living in Chesterfield

Home Trends in Chesterfield, MA

On average, homes in Chesterfield, MA sell after 4 days on the market compared to the national average of 70 days. The median sale price for homes in Chesterfield, MA over the last 12 months is $428,500, down 27% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$428,500
Median Single Family Sale Price
$428,500
Average Price Per Sq Ft
$356
Number of Homes for Sale
2
Last 12 months Home Sales
7
Months of Supply
3.40
Median List Price
$428,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-27%
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