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40+ Houses for Sale in Chatham, MA

41 results

Property at 235 Morton Rd, Chatham, MA 02659
1 / 36
Active
New

$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 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 20 Cedar Swamp Lane, Chatham, MA 02633
1 / 12
Active
Open

$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 15 Eddie Ln, Chatham, MA 02633
1 / 14
Active

$599,999

15 Eddie Ln, Chatham, MA 02633

2 bds
|
1 ba
|
1296 sqft
MLS® 73589780Single Family Residence
Coldwell Banker Realty - Easton - Catherine Walsh

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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 800 Riverview Dr, Chatham, MA 02633
1 / 40
Active
Price

$875,000

800 Riverview Dr, Chatham, MA 02633

3 bds
|
2 ba
|
1820 sqft
MLS® 73583012Single Family Residence
Compass - Shane Masaschi
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
Open

$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
Open

$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
Open

$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
Open

$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
Open

$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
Open

$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
Open

$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
Open

$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
Open

$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
Open

$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
Property at 20 Lords Pond Lane, Chatham, MA 02633
1 / 42
Active

$2,199,900

20 Lords Pond Lane, Chatham, MA 02633

3 bds
|
3.5 ba
|
2576 sqft
MLS® 73579550Single Family Residence
Christie's International Real Estate Atlantic Brokerage - Andrew Grattan
Property at 39 Jedidiah Way, Chatham, MA 02633
1 / 38
Active

$1,495,000

39 Jedidiah Way, Chatham, MA 02633

2 bds
|
2 ba
|
1810 sqft
MLS® 73577973Single Family Residence
Christie's International Real Estate Atlantic Brokerage - Andrew Grattan
Page 1 of 2

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.

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

As of October 23, 2026, there are 41 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
41
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
  • East Orleans, MA
  • West Harwich, MA
  • Dennis Port, MA

Common questions about Chatham, MA real estate

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

As of October 23, 2026, there are 41 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 6 days on market.