ServicesSeller's GuideInvestor's GuideProperty ManagementResourcesLocal EventsMarket ReportsBrookline, MAWinthrop, MANorwood, MAWatertown, MAWaltham, MARevere, MAMortgage CalculatorInvestment CalculatorAboutClient StoriesOur Team
Block / AD Advisors
Buy
Property SearchSearch all available MLS listingsSet AlertsGet notified about new listingsPlan a TourBuild an open house tour from homes you’ve viewedNeighborhood GuidesExplore local communities & data
Brookline, MA
Boston, MA
Framingham, MA
Ashland, MA
Somerville, MA
Westwood, MA
View All Neighborhoods →
Featured PropertiesBrowse our exclusive local listings
8-3 Chilmark
53 Minot Street
74 Ashford St
View All Featured →
Sell
Home ValuationGet a free, instant estimateOur ListingsBrowse our team’s listings
Invest
Rent
Contact Me

40+ Houses for Sale in Chatham, MA

43 results

Property at 789 Riverview Drive, Chatham, MA 02633
1 / 42
Active

$1,175,000

789 Riverview Drive, Chatham, MA 02633

2 bds
|
3 ba
|
1764 sqft
MLS® 73594614Single Family Residence
John C. Ricotta & Associates, Inc. - Timothy Bailey
Property at 235 Morton Rd, Chatham, MA 02659
1 / 36
Active

$739,000

235 Morton Rd, Chatham, MA 02659

3 bds
|
1.5 ba
|
1428 sqft
MLS® 73594309Single Family Residence
Gibson Sotheby's International Realty - Natalia Weiner
Property at 800 Riverview Dr, Chatham, MA 02633
1 / 40
Active Under Contract
Price

$875,000

800 Riverview Dr, Chatham, MA 02633

3 bds
|
2 ba
|
1820 sqft
MLS® 73583012Single Family Residence
Compass - Shane Masaschi
Property at 15 Eddie Ln, Chatham, MA 02633
1 / 14
Active Under Contract

$599,999

15 Eddie Ln, Chatham, MA 02633

2 bds
|
1 ba
|
1296 sqft
MLS® 73589780Single Family Residence
Coldwell Banker Realty - Easton - Catherine Walsh
Property at 153 Shore Rd, Chatham, MA 02633
1 / 38
Active

$9,495,000

153 Shore Rd, Chatham, MA 02633

3 bds
|
2.5 ba
|
3079 sqft
MLS® 73594589Single Family Residence
eXp Realty LLC - Sarah Keith

What's actually happening in Chatham 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 20 Cedar Swamp Lane, Chatham, MA 02633
1 / 12
Active

$995,000

20 Cedar Swamp Lane, Chatham, MA 02633

2 bds
|
1 ba
|
710 sqft
MLS® 73592561Single Family Residence
Sotheby's International Realty - Ellen Valentgas
Property at 2118 Main St, Chatham, MA 02633
1 / 26
Active
Price

$1,275,000

2118 Main St, Chatham, MA 02633

4 bds
|
2.5 ba
|
2670 sqft
MLS® 73585978Single Family Residence
Gibson Sotheby's International Realty - Marcie Smith
Property at 200 Crows Pond Road, Chatham, MA 02650
1 / 5
Active

$6,495,000

200 Crows Pond Road, Chatham, MA 02650

5 bds
|
5 ba
|
4588 sqft
MLS® 73592001Single Family Residence
Compass - Chris Rhinesmith
Property at 41 Court St, Chatham, MA 02650
1 / 38
Active
Price

$2,295,000

41 Court St, Chatham, MA 02650

3 bds
|
2.5 ba
|
3504 sqft
MLS® 73477537Single Family Residence
Compass - The Nickerson Power Group
Property at 35 Duncan Lane, Chatham, MA 02633
1 / 38
Active
Price

$1,195,000

35 Duncan Lane, Chatham, MA 02633

3 bds
|
2 ba
|
2176 sqft
MLS® 73531412Single Family Residence
Alliance Realty Advisors, Inc. - John Habeeb
Property at 304 Round Cove Rd, Chatham, MA 02633
1 / 33
Active

$870,000

304 Round Cove Rd, Chatham, MA 02633

3 bds
|
2 ba
|
1896 sqft
MLS® 73590218Single Family Residence
Venture - Kimberly Arena
Property at 95 Cotchpinicut, Chatham, MA 02633
1 / 41
Active

$5,900,000

95 Cotchpinicut, Chatham, MA 02633

4 bds
|
5 ba
|
4394 sqft
MLS® 73544856Single Family Residence
William Raveis Chatham - John Burke
Property at 70 Uncle Deane's Rd, Chatham, MA 02659
1 / 42
Active
Price

$1,599,000

70 Uncle Deane's Rd, Chatham, MA 02659

3 bds
|
3 ba
|
3514 sqft
MLS® 73519558Single Family Residence
Shining Sea Realty - Patrick Davison
Property at 312 Round Cove Rd, Chatham, MA 02633
1 / 42
Active

$2,199,000

312 Round Cove Rd, Chatham, MA 02633

3 bds
|
2.5 ba
|
2848 sqft
MLS® 73590086Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 60 Harbor Hill Rd, Chatham, MA 02633
1 / 33
Active Under Contract
Price

$2,850,000

60 Harbor Hill Rd, Chatham, MA 02633

4 bds
|
3.5 ba
|
3978 sqft
MLS® 73511079Single Family Residence
Shore Road Realty, LLC - Jacqueline Casey
Property at 112 Soundview Ave, Chatham, MA 02633
1 / 27
Active

$1,415,000

112 Soundview Ave, Chatham, MA 02633

3 bds
|
2.5 ba
|
1920 sqft
MLS® 73589209Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Dawn Marie Boynton
Property at 72 Ridgevale Rd So, Chatham, MA 02633
1 / 42
Active Under Contract

$2,499,000

72 Ridgevale Rd So, Chatham, MA 02633

2 bds
|
2 ba
|
1547 sqft
MLS® 73574801Single Family Residence
Compass - Shane Masaschi
Property at 70 Judges Way, Chatham, MA 02633
1 / 42
Active
Price

$5,450,000

70 Judges Way, Chatham, MA 02633

5 bds
|
4.5 ba
|
4060 sqft
MLS® 73506909Single Family Residence
Christie's International Real Estate Atlantic Brokerage - Lori Jurkowski
Property at 25 Partridge Path, Chatham, MA 02633
1 / 42
Active

$849,900

25 Partridge Path, Chatham, MA 02633

3 bds
|
2 ba
|
2000 sqft
MLS® 73589192Single Family Residence
Christie's International Real Estate Atlantic Brokerage - Cape Island Estates Group
Property at 33 Duck Marsh Ln, Chatham, MA 02633
1 / 36
Active
Price

$829,000

33 Duck Marsh Ln, Chatham, MA 02633

3 bds
|
2 ba
|
1192 sqft
MLS® 73460325Single Family Residence
Gibson Sotheby's International Realty - Darci Sequin
Property at 35 Crows Pond Rd, Chatham, MA 02633
1 / 29
Active

$3,995,000

35 Crows Pond Rd, Chatham, MA 02633

3 bds
|
4.5 ba
|
4400 sqft
MLS® 73584596Single Family Residence
Gibson Sotheby's International Realty - Betsy Hargreaves
Property at 2673 Main St, Chatham, MA 02659
1 / 42
Active

$849,000

2673 Main St, Chatham, MA 02659

4 bds
|
2 ba
|
1635 sqft
MLS® 73585326Single Family Residence
eXp Realty LLC - Barbara Garside
Property at 20 Circle Drive, Chatham, MA 02659
1 / 42
Active
Price

$2,140,000

20 Circle Drive, Chatham, MA 02659

4 bds
|
3 ba
|
3102 sqft
MLS® 73571912Single Family Residence
Gibson Sotheby's International Realty - Barbara Carrollhorne
Property at 336 Stage Island Rd, Chatham, MA 02633
1 / 42
Active
Price

$2,699,000

336 Stage Island Rd, Chatham, MA 02633

3 bds
|
2.5 ba
|
2205 sqft
MLS® 73513527Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 2653 Main St, Chatham, MA 02659
1 / 15
Active

$950,000

2653 Main St, Chatham, MA 02659

3 bds
|
2.5 ba
|
2252 sqft
MLS® 73583268Single Family Residence
Commercial Realty Advisors, Inc. - Kevin A. Pepe
Property at 231 Crowell Road, Chatham, MA 02633
1 / 27
Active
Price

$1,650,000

231 Crowell Road, Chatham, MA 02633

0 bds
|
1 ba
|
2586 sqft
MLS® 73258353Single Family Residence
John C. Ricotta & Associates, Inc. - Judith Smith
Property at 20 Stoughton Lane, Chatham, MA 02633
1 / 33
Active

$2,285,000

20 Stoughton Lane, Chatham, MA 02633

5 bds
|
4 ba
|
2478 sqft
MLS® 73582831Single Family Residence
William Raveis Real Estate & Homes Services - Elaine Lomenzo
Property at 12 Pond St, Chatham, MA 02633
1 / 42
Active

$6,875,000

12 Pond St, Chatham, MA 02633

4 bds
|
4 ba
|
4512 sqft
MLS® 73582098Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 169 Tisquantum Rd, Chatham, MA 02633
1 / 42
Active

$4,495,000

169 Tisquantum Rd, Chatham, MA 02633

5 bds
|
4.5 ba
|
5887 sqft
MLS® 73581092Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 71 Rowland  Drive, Chatham, MA 02650
1 / 22
Active
Price

$1,795,000

71 Rowland Drive, Chatham, MA 02650

3 bds
|
2 ba
|
1398 sqft
MLS® 73561027Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Dawn Marie Boynton
Page 1 of 2

Houses for sale in Chatham, MA: market at a glance

As of October 26, 2026, there are 43 single-family homes for sale in Chatham, MA, with a median list price of $2,199,000. In July 2026, the median sale price for homes in Chatham, MA (all home types) was $1,937,500, up 4.0% from a year earlier.

Houses for sale
43
Median list price
$2,199,000
Median sale price (July 2026, all home types)
$1,937,500
Median days on market (July 2026, all home types)
39 days
  • Chatham market report

Homes for sale near Chatham

  • North Chatham, MA
  • South Chatham, MA
  • Harwich, MA
  • Brewster, MA
  • Orleans, MA
  • West Harwich, MA
  • Dennis Port, MA
  • South Dennis, MA

Common questions about Chatham, MA real estate

How many single-family homes are for sale in Chatham, MA?

As of October 26, 2026, there are 43 single-family homes for sale in Chatham, MA.

What is the median single-family home price in Chatham, MA?

The median list price of single-family homes for sale in Chatham, MA is $2,199,000. Homes (all home types) that sold in July 2026 had a median sale price of $1,937,500, up 4.0% from a year earlier.

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

Homes (all home types) in Chatham, MA that sold in July 2026 had a median of 39 days on market. Single-family homes currently for sale show a median of about 5 days on market.

Brokerage Information

Block / AD Advisors

1404 Beacon Street, Brookline, MA, 02446

(617) 869-4907

Market Area Served

Brookline, Winthrop, Norwood, Watertown, Waltham, Revere, Medford, Ashland, Framingham, Dedham, Newton, Somerville, Needham, Boston, Cambridge, Westwood 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.

AD Advisors

We're AD Advisors, a Brookline, MA real estate team led by Arthur Deych, serving buyers, sellers & investors across Greater Boston. Let's find your next move.

Explore

  • Home
  • About
  • Home Search
  • Set Alerts
  • Rent
  • Our Listings
  • Featured Listings
  • Home Valuation
  • Mortgage Calculator
  • Investment Calculator
  • Plan a Tour
  • Insights
  • Testimonials
  • Invest
  • Contact
  • Buyer's Guide
  • Seller's Guide
  • Investor's Guide
  • Property Management
  • Privacy Policy

Contact

  • 1404 Beacon Street, Brookline, MA, 02446
  • (617) 869-4907
  • movewitharthur@gmail.com

Brokerage

Block / AD Advisors

© 2026 AD Advisors . All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.