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Chesterfield Homes for Sale

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  • /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
  • /40

    $469,000

    Open Sat 11AM - 1PM $60K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,781 Sq Ft

    3 Stage Rd, Williamsburg, MA 01096

    Watching the Deer and Flocks if Turkeys eating apples in the back yard while the birds and bees wander through the flower fruit gardens. Antique Cape that has maintained its wonderful original features along with sensible enhancements for modern living. The large living room with the central chimney fireplace complex that once served as the kitchen and main heating source is the central feature

    James Molyneux Molyneux Realty

    3 Stage Rd, Williamsburg, MA 01096
  • /41

    $1,850,000

    $100K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,494 Sq Ft

    31 North Rd, Chesterfield, MA 01012

    The equestrian elegance of this property starts at the gated driveway. Perched on the hill is a fully equipped custom built multi use barn entirely heated by radiant floor heat & includes 8 stalls w/auto waterers perfect for breeders or veterinarian. Includes kit, office, W&D & bath. Also included is a heated equip shed and workshop, heated drive through aisle for large trucks, wash stalls &

    Grace Golden Alex Anthony R.E.

    31 North Rd, Chesterfield, MA 01012
  • /36

    $685,000

    $10K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,368 Sq Ft

    254 Bryant St, Chesterfield, MA 01012

    Major 2025 improvements add peace of mind, including a new leach field and D-box, well pump, balcony railings off the primary suite, dishwasher, and central vac canister. Set on 2.73 private acres, this spacious Cape offers a flexible layout designed for a variety of living needs. The first floor features a primary suite with private bath, walk-in closet and balcony, granite kitchen, laundry,

    Aimee Tompkins Park Square Realty

    254 Bryant St, Chesterfield, MA 01012
  • /42

    $699,000

    • 5 Beds
    • 3 Baths
    • 3,752 Sq Ft

    409 Main Rd, Chesterfield, MA 01012

    This 1860's Italianate has been thoughtfully restored and improved over the years. With nearly 3800sq ft, this magnificent home offers ample space and a flexible floor plan. Gleaming hardwood floors, timeless trims and mouldings, and decorative fireplaces adorn many of the rooms. A beautifully remodeled, eat-in kitchen is ideal for those who love to cook! There are 3 full bathrooms, and 5

    Alexis Noyes Brick & Mortar Northhampton

    409 Main Rd, Chesterfield, MA 01012
  • /42

    $360,000

    • 4 Beds
    • 1 Bath
    • 1,334 Sq Ft

    515 Main Rd, Chesterfield, MA 01012

    Beautiful pastoral location, a surprising amount of space and boundless potential for this Chesterfield cape home on 2.5 flat acres. First floor has a wraparound floor plan and bright entryway from garage with laundry and access to rear porch. Kitchen and adjacent dining room with bow window and built-in cabinet. Large living room surrounded by windows (hardwood under the carpets) with fireplace.

    Jocelyn Cleary Canon Real Estate, Inc.

    515 Main Rd, Chesterfield, MA 01012
  • /8

    $64,900

    $15K PRICE DROP
    • Land
    • 12,196 Sq Ft
    • $231,786 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
  • /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

Chesterfield, MA, MA Home Prices vs. Nearby Neighborhoods

Chesterfield Goshen Plainfield Worthington
Median Home Price
$550,000
$469,900
$460,000
$390,000
Median Sale Price
$425,000
+9% YoY
$434,950
+9% YoY
$440,000
+82% YoY
$375,050
-1% YoY
Avg. Price per Square Foot
$270
$297
$254
$216
Median Single Family Price
$499,500
$400,000
$407,500
$392,525
Total Active Listings
8 listings
5 listings
2 listings
5 listings
Market Conditions
7 Months of Supply
Buyer's Market
8 Months of Supply
Buyer's Market
2 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market

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. It has a median age of 51. The average household income is $104,159 which is below the national average. College graduates make up 27.1% of residents. A majority of residents in Chesterfield are home owners, with 10% of residents renting and 90% 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.
How much do you need to make to afford a house in Chesterfield?
The median home price in Chesterfield is $550,000. If you put a 20% down payment of $110,000 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $2,940 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $126K 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.
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, 01027 and 01098.
What are the most popular neighborhoods near Chesterfield, Chesterfield, MA?
The most popular neighborhoods near Chesterfield, Chesterfield, MA are Ashfield and Florence.
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