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Chesterfield, MA Homes for Sale

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  • /41

    $825,000

    • 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
  • /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
  • /40

    $440,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    109 East St, Chesterfield, MA 01012

    Oversized ranch on 4.75 acres abutting the Silvio O. Conte Wildlife Refuge and Dead Branch State Forest. Single level living at its best with renovated kitchen featuring granite counters, shaker cabinets, tile floor, and stainless appliances, opening to dining area with sliders to wraparound deck. Oversized living room with bay window, hardwood floors, and handsome brick fireplace. Down the hall

    Holly Young Delap Real Estate LLC

    109 East St, Chesterfield, MA 01012
  • /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
  • /40

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    11 Farmhouse Rd, Chesterfield, MA 01012

    The owner built this for their retirement home, but their plans changed. Be the first to occupy this bright & spacious Cape style home w/an open floor plan, first floor Primary Bedroom w/private Bathroom & First Floor Laundry. The Kitchen is fully equipped w/ stainless steel appliances and recessed lighting. The large Center Island is accented with pendant lights & is perfect for casual meals.

    Dan Schachter DCS Real Estate, LLC

    11 Farmhouse Rd, Chesterfield, MA 01012
  • /37

    $439,000 Open Sun 1PM - 2:30PM

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

    31 Farmhouse Rd, Chesterfield, MA 01012

    Escape to serenity with 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 stunning views of the surrounding landscape. The inviting eat-in kitchen is

    Shelly Hardy Brick & Mortar Northhampton

    31 Farmhouse Rd, Chesterfield, MA 01012
  • /37

    $875,000 Open Sat 11AM - 1PM

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

    330 East St, Williamsburg, MA 01096

    Welcome to your sanctuary of privacy, natural beauty and well-being! This exquisitely designed home, set on 70 acres, is built with the highest standards for a healthy lifestyle. Enjoy the unparalleled comfort of geothermal radiant heating, providing consistent warmth throughout the home. Large south facing windows, designed for passive solar, bathe the home in natural light, creating a bright,

    Linda Webster Coldwell Banker Community REALTORS®

    330 East St, Williamsburg, MA 01096
  • /42

    $669,000

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

    7 Sundown Dr, Williamsburg, MA 01096

    Your woodland retreat awaits, perched on 9 acres just 10 minutes to Williamsburg Ctr. & 25 minutes to downtown Northampton. The original structure was built in 1983 using timber from the property & features an open floor plan w/ exposed beams, tons of southerly light, a large eat in kitchen, a sunroom w/ built-in benches, a living room w/ wood stove insert, a screened in porch leading to a deck,

    Kimberly Raczka 5 College REALTORS® Northampton

    7 Sundown Dr, Williamsburg, MA 01096

Why Live in Chesterfield

Full of abundant trees, farms and brooks, Chesterfield is a rural hillside community in Hampshire County offering natural beauty and seclusion. “It’s beautiful all year ‘round, even in the snow,” says Denise DeSellier, a Broker Associate at Berkshire Hathaway HomeServices with over three decades of real estate experience. When autumn blankets the landscape with vibrant leaves, locals get to witness the striking, colorful views while hiking through the forest, driving to the general store or sitting on the front porch. Chesterfield is miles from ...

Frequently Asked Questions

What is the average home price in Chesterfield, MA?
Homes for sale in Chesterfield, MA have an average home price of $479,050.
How many homes have sold over the last 12 months in Chesterfield, MA?
8 homes have sold in Chesterfield, MA over the last 12 months.
What are the most popular zip codes in Chesterfield, MA?
The most popular zip codes in Chesterfield, MA include 01109, 01085, 01040, 01223 and 01020.
How much do you need to make to afford a house in Chesterfield?
The median home price in Chesterfield is $449,500. If you put a 20% down payment of $89,900 and had a 30-year fixed mortgage with an interest rate of 6.84%, your estimated principal and interest payment would be $2,350 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $101K a year to afford the median home price in Chesterfield.
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, Wahconah Regional High School and Hampshire Regional High School. Browse all the schools in Chesterfield, MA to learn more.

Home Trends in Chesterfield, MA

Housing Trends

Median Sale Price
$375,950
Median Single Family Sale Price
$414,950
Average Price Per Sq Ft
$278
Number of Homes for Sale
2
Last 12 months Home Sales
8
Months of Supply
3.00
Median List Price
$449,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-4%
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