Donnelly + Co.
Buy
Property SearchSearch all available MLS listingsSet AlertsGet notified about new listingsNeighborhood GuidesExplore local communities & data
Boston, MA
Dedham, MA
Cambridge, MA
Arlington, MA
Natick, MA
Needham, MA
View All Neighborhoods →
Featured PropertiesBrowse our exclusive local listings
17 Greenwood St
Plan a TourBuild an open house tour from homes you’ve viewed
Sell
Home ValuationGet a free, instant estimateMy ListingsBrowse my active market properties
Contact Me

Homes for Sale in Chesterfield, MA

6 results

Property at 3 Stage Rd, Chesterfield, MA 01096
1 / 40
Active
Price

$469,000

3 Stage Rd, Chesterfield, MA 01096

3 bds
|
1.5 ba
|
1781 sqft
MLS® 73549025Single Family Residence
Molyneux Realty - James A. Molyneux
Property at 254 Bryant, Chesterfield, MA 01012
1 / 40
Active
Price

$675,000

254 Bryant, Chesterfield, MA 01012

5 bds
|
2.5 ba
|
2368 sqft
MLS® 73505281Single Family Residence
Park Square Realty - Aimee Tompkins
Property at 31 North Rd, Chesterfield, MA 01012
1 / 42
Active

$1,850,000

31 North Rd, Chesterfield, MA 01012

5 bds
|
2.5 ba
|
3494 sqft
MLS® 73589598Equestrian
CR Premier Properties - Grace Golden
Property at 50 Bray Road, Chesterfield, MA 01012
1 / 28
Active

$425,000

50 Bray Road, Chesterfield, MA 01012

2 bds
|
1 ba
|
846 sqft
MLS® 73586487Single Family Residence
Delap Real Estate LLC - Lisa Palumbo
Property at 0 Bissell Rd, Chesterfield, MA 01096
1 / 13
Active

$199,950

0 Bissell Rd, Chesterfield, MA 01096

0 bds
|
0 ba
|
-- sqft
MLS® 73561436Residential
eRealty Advisors, Inc. - Louis Poulin

What's actually happening in Chesterfield right now?

Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.

Property at 0 Pynchon Rd, Chesterfield, MA 01012
1 / 5
Active

$169,000

0 Pynchon Rd, Chesterfield, MA 01012

0 bds
|
0 ba
|
-- sqft
MLS® 73512590Residential
Molyneux Realty - James A. Molyneux

Homes for sale in Chesterfield, MA: market at a glance

As of October 22, 2026, there are 6 homes for sale in Chesterfield, MA, with a median list price of $447,000. In July 2026, the median sale price for homes in Chesterfield, MA was $530,000.

Homes for sale
6
Median list price
$447,000
Median sale price (July 2026)
$530,000
Median days on market (July 2026)
30 days
  • Chesterfield market report
  • Chesterfield single-family homes for sale

Homes for sale near Chesterfield

  • Williamsburg, MA
  • Worthington, MA
  • Cummington, MA
  • Goshen, MA
  • Westhampton, MA
  • Haydenville, MA
  • Leeds, MA
  • Huntington, MA

Common questions about Chesterfield, MA real estate

How many homes are for sale in Chesterfield, MA?

As of October 22, 2026, there are 6 homes for sale in Chesterfield, MA, including 3 single-family homes.

What is the median home price in Chesterfield, MA?

The median list price of homes for sale in Chesterfield, MA is $447,000. Homes that sold in July 2026 had a median sale price of $530,000.

How long do homes take to sell in Chesterfield, MA?

Homes in Chesterfield, MA that sold in July 2026 had a median of 30 days on market. Homes currently for sale show a median of about 52 days on market.

Brokerage Information

Donnelly + Co.

129 Newbury Street, Boston, MA, USA

(617) 501-0233

Market Area Served

Boston, Brookline, Cambridge, Arlington, Needham, Newton, Waltham, Lexington, Wellesley, Medford, Dedham, Westwood, Natick and many more.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Andrew McKinney

I'm Andrew McKinney, a JD/MBA attorney and broker helping buyers and sellers in Boston, Newton, Cambridge and beyond. Let's talk, from first search to closing.

Explore

  • Home
  • About
  • Home Search
  • Set Alerts
  • My Active Listings
  • Featured Listings
  • Home Valuation
  • Mortgage Calculator
  • Investment Calculator
  • Plan a Tour
  • Insights
  • Contact
  • Privacy Policy

Contact

  • 129 Newbury Street, Boston, MA, USA
  • (617) 501-0233
  • attymckinney@gmail.com

Brokerage

Donnelly + Co.

© 2026 Andrew McKinney. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.