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Houses for Sale in Chatham, MA

39 results

Property at 1455 Old Queen Anne Rd, Chatham, MA 02633
1 / 41
Active

$975,000

1455 Old Queen Anne Rd, Chatham, MA 02633

3 bds
|
2 ba
|
1410 sqft
MLS® 73570542Single Family Residence
Kinlin Grover Compass - Lori Jurkowski
Property at 20 Circle Drive, Chatham, MA 02659
1 / 42
Active

$2,240,000

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 106 Barcliff Ave, Chatham, MA 02633
1 / 35
Active

$5,250,000

106 Barcliff Ave, Chatham, MA 02633

4 bds
|
4.5 ba
|
4000 sqft
MLS® 73571701Single Family Residence
Compass - Jill Boudreau
Property at 10 Mill Hill Lane, Chatham, MA 02633
1 / 42
Active

$2,600,000

10 Mill Hill Lane, Chatham, MA 02633

3 bds
|
2.5 ba
|
2160 sqft
MLS® 73570905Single Family Residence
Gibson Sotheby's International Realty - The Bohman Hartung Group
Property at 103 Aunt Nabby's Lane, Chatham, MA 02633
1 / 42
Active

$4,950,000

103 Aunt Nabby's Lane, Chatham, MA 02633

3 bds
|
4 ba
|
3441 sqft
MLS® 73570275Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Paul E. Grover

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 108 Queen Anne Road, Chatham, MA 02633
1 / 21
Active

$6,990,000

108 Queen Anne Road, Chatham, MA 02633

5 bds
|
5 ba
|
4000 sqft
MLS® 73569424Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Dawn Marie Boynton
Property at 23 Taylors Pond Rd, Chatham, MA 02633
1 / 42
Active Under Contract

$1,795,000

23 Taylors Pond Rd, Chatham, MA 02633

3 bds
|
3 ba
|
2719 sqft
MLS® 73569230Single Family Residence
Compass - Kathleen Phelan
Property at 4 Williams Way, Chatham, MA 02659
1 / 42
Active Under Contract

$1,950,000

4 Williams Way, Chatham, MA 02659

4 bds
|
2.5 ba
|
2198 sqft
MLS® 73567876Single Family Residence
Keller Williams Realty - Erin Copeland
Property at 43 Tobey Turtle, Chatham, MA 02659
1 / 42
Active
Price

$1,695,000

43 Tobey Turtle, Chatham, MA 02659

2 bds
|
3.5 ba
|
2331 sqft
MLS® 73561031Single Family Residence
John C. Ricotta & Associates, Inc. - Timothy Bailey
Property at 71 Rowland  Drive, Chatham, MA 02650
1 / 22
Active
Price

$1,795,000

71 Rowland Drive, Chatham, MA 02650

2 bds
|
2 ba
|
1398 sqft
MLS® 73561027Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Dawn Marie Boynton
Property at 190 Heritage Ln, Chatham, MA 02633
1 / 42
Active
Price

$1,175,000

190 Heritage Ln, Chatham, MA 02633

3 bds
|
2.5 ba
|
1884 sqft
MLS® 73557909Single Family Residence
Kinlin Grover Compass - Shane Masaschi
Property at 166 Shore Road, Chatham, MA 02633
1 / 39
Active
Price

$8,950,000

166 Shore Road, Chatham, MA 02633

4 bds
|
3 ba
|
1738 sqft
MLS® 73556482Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 600 Fox Hill Rd, Chatham, MA 02633
1 / 24
Active

$4,250,000

600 Fox Hill Rd, Chatham, MA 02633

3 bds
|
3.5 ba
|
3071 sqft
MLS® 73552814Single Family Residence
Compass - Chris Rhinesmith
Property at 558 Fox Hill Rd, Chatham, MA 02633
1 / 33
Active

$1,469,000

558 Fox Hill Rd, Chatham, MA 02633

5 bds
|
8 ba
|
11000 sqft
MLS® 73548115Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
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 66 Ethelma Dr, Chatham, MA 02633
1 / 2
Active

$4,500,000

66 Ethelma Dr, Chatham, MA 02633

4 bds
|
4.5 ba
|
4689 sqft
MLS® 73556459Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 65 Captain Kendrick Dr, Chatham, MA 02633
1 / 39
Active
Price

$995,000

65 Captain Kendrick Dr, Chatham, MA 02633

3 bds
|
3 ba
|
1752 sqft
MLS® 73538377Single Family Residence
Compass - Barbara Garside
Property at 150-154 Cross Street, Chatham, MA 02633
1 / 28
Active

$6,500,000

150-154 Cross Street, Chatham, MA 02633

10 bds
|
8.5 ba
|
7658 sqft
MLS® 73535185Single Family Residence
Compass - Chris Rhinesmith
Property at 409 Main St, Chatham, MA 02633
1 / 42
Active

$2,100,000

409 Main St, Chatham, MA 02633

1 bds
|
1.5 ba
|
1479 sqft
MLS® 73535300Single Family Residence
Gibson Sotheby's International Realty - Rick Smith
Property at 50 Sylvan Way, Chatham, MA 02659
Active

$5,900,000

50 Sylvan Way, Chatham, MA 02659

6 bds
|
7 ba
|
6183 sqft
MLS® 73533378Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
Property at 35 Duncan Lane, Chatham, MA 02633
1 / 40
Active
Price

$1,250,000

35 Duncan Lane, Chatham, MA 02633

3 bds
|
2 ba
|
2176 sqft
MLS® 73531412Single Family Residence
Alliance Realty Advisors, Inc. - John Habeeb
Property at 56 Stage Island Road, Chatham, MA 02633
1 / 41
Active
Price

$4,995,000

56 Stage Island Road, Chatham, MA 02633

4 bds
|
4 ba
|
2932 sqft
MLS® 73529657Single Family Residence
eXp Realty LLC - James Lowenstern
Property at 0 Court, Chatham, MA 02650
Active

$650,000

0 Court, Chatham, MA 02650

0 bds
|
0 ba
|
-- sqft
MLS® 73528474Residential
Kinlin Grover Compass - The Nickerson Power Group
Property at 70 Uncle Deane's Rd, Chatham, MA 02659
1 / 42
Active
Price

$1,899,000

70 Uncle Deane's Rd, Chatham, MA 02659

3 bds
|
3 ba
|
3514 sqft
MLS® 73519558Single Family Residence
Proactive Realty - Patrick Davison
Property at 15 Bay Lane, Chatham, MA 02633
1 / 40
Active

$4,950,000

15 Bay Lane, Chatham, MA 02633

4 bds
|
4.5 ba
|
5110 sqft
MLS® 73518596Single Family Residence
Compass - Chris Rhinesmith
Property at 30 Indian Trail, Chatham, MA 02633
1 / 26
Active

$4,200,000

30 Indian Trail, Chatham, MA 02633

3 bds
|
3 ba
|
2418 sqft
MLS® 73515489Single Family Residence
Compass - Chris Rhinesmith
Property at 336 Stage Island Rd, Chatham, MA 02633
1 / 42
Active
Price

$2,850,000

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 60 Harbor Hill Rd, Chatham, MA 02633
1 / 27
Active
Price

$2,950,000

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 70 Judges Way, Chatham, MA 02633
1 / 42
Active
Price

$5,750,000

70 Judges Way, Chatham, MA 02633

5 bds
|
4.5 ba
|
4060 sqft
MLS® 73506909Single Family Residence
Kinlin Grover Compass - Lori Jurkowski
Property at 15 Windy Hill Way, Chatham, MA 02633
1 / 42
Active
Price

$5,850,000

15 Windy Hill Way, Chatham, MA 02633

5 bds
|
5.5 ba
|
5620 sqft
MLS® 73495151Single Family Residence
John C. Ricotta & Associates, Inc. - Timothy Bailey
Page 1 of 2

Brokerage Information

Commonwealth Standard Realty Advisors

10 Lincoln Street, Newton, MA, USA

(111) 222-3333

Market Area Served

Local Area 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.

Data last updated: 9/5/2026 at 7:05:00 AM

Andrea Forsythe

Buy, sell, or relocate in Newton, MA with Andrea Forsythe. Strategic guidance, calm execution, and local market expertise from offer to close.

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Equal Housing Opportunity. Information deemed reliable but not guaranteed.