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Homes for Sale in Chatham, MA

50 results

Property at 43 Tobey Turtle, Chatham, MA 02659
1 / 42
Active

$1,795,000

43 Tobey Turtle, Chatham, MA 02659

3 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

$1,895,000

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 48 Hunter Rise, Chatham, MA 02633
1 / 42
Active

$3,595,000

48 Hunter Rise, Chatham, MA 02633

3 bds
|
3 ba
|
2856 sqft
MLS® 73559103Single Family Residence
Compass - Chris Rhinesmith
Property at 190 Heritage Ln, Chatham, MA 02633
1 / 42
Active
Open

$1,199,000

190 Heritage Ln, Chatham, MA 02633

3 bds
|
2.5 ba
|
1144 sqft
MLS® 73557909Single Family Residence
Kinlin Grover Compass - Shane Masaschi
Property at 79 Cranberry Lane, Chatham, MA 02633
1 / 40
Active Under Contract

$949,000

79 Cranberry Lane, Chatham, MA 02633

2 bds
|
1 ba
|
750 sqft
MLS® 73556803Single Family Residence
William Raveis R.E. & Home Services - Katie Norton

What's actually happening in Chatham right now?

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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
Provided by MLS PIN
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 19 Joshuas Way, Chatham, MA 02633
1 / 37
Active
Price

$725,000

19 Joshuas Way, Chatham, MA 02633

4 bds
|
3.5 ba
|
1687 sqft
MLS® 73552511Single Family Residence
Kinlin Grover Compass - The Nickerson Power Group
Property at 22 Country Lane, Chatham, MA 02659
1 / 38
Active

$699,900

22 Country Lane, Chatham, MA 02659

2 bds
|
1 ba
|
572 sqft
MLS® 73551538Single Family Residence
Sotheby's International Realty - Sandwich Brokerage - Laurie Miller
Property at 55 Winterset Drive, Chatham, MA 02633
1 / 39
Active

$2,390,000

55 Winterset Drive, Chatham, MA 02633

4 bds
|
3.5 ba
|
4072 sqft
MLS® 73548377Single Family Residence
Coldwell Banker Realty - Concord - Janet Stuart
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
Provided by MLS PIN
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 739 Main St #739, Chatham, MA 02633
1 / 41
Active
Price

$1,450,000

739 Main St #739, Chatham, MA 02633

2 bds
|
3.5 ba
|
1770 sqft
MLS® 73544712Condominium
Kinlin Grover Compass - Lori Jurkowski
Property at 26 Hardings Beach Rd, Chatham, MA 02633
1 / 42
Active Under Contract
Price

$2,995,000

26 Hardings Beach Rd, Chatham, MA 02633

4 bds
|
3.5 ba
|
2700 sqft
MLS® 73543162Single Family Residence
Gibson Sotheby's International Realty - The Bohman Hartung Group
Property at 240 Riverview Drive, Chatham, MA 02633
1 / 32
Active
Price

$1,275,000

240 Riverview Drive, Chatham, MA 02633

3 bds
|
2 ba
|
2070 sqft
MLS® 73540467Single Family Residence
John C. Ricotta & Associates, Inc. - Judith Smith
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
Provided by MLS PIN
Property at 65 Captain Kendrick Dr, Chatham, MA 02633
1 / 40
Active
Price

$1,069,000

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
Provided by MLS PIN
Property at 35 Duncan Lane, Chatham, MA 02633
1 / 42
Active

$1,350,000

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

$5,250,000

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 66 Snow Ln, Chatham, MA 02633
1 / 41
Active Under Contract
Price

$849,000

66 Snow Ln, Chatham, MA 02633

2 bds
|
1 ba
|
864 sqft
MLS® 73523077Single Family Residence
Kinlin Grover Compass - Shane Masaschi
Property at 335 Stage Island, Chatham, MA 02633
1 / 42
Active Under Contract
Price

$4,395,000

335 Stage Island, Chatham, MA 02633

4 bds
|
5.5 ba
|
5372 sqft
MLS® 73521787Single Family Residence
Gibson Sotheby's International Realty - The Bohman Hartung Group
Property at 70 Uncle Deane's Rd, Chatham, MA 02659
1 / 42
Active

$1,999,000

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
Provided by MLS PIN
Property at 83 Old Mail Rd, Chatham, MA 02650
1 / 39
Active Under Contract

$3,695,000

83 Old Mail Rd, Chatham, MA 02650

3 bds
|
4.5 ba
|
5154 sqft
MLS® 73509367Single Family Residence
Compass - Lori Fanning Smith
Page 1 of 2

Brokerage Information

Commonwealth Standard Realty Advisors

10 Lincoln Street, Newton, MA, USA

(617) 650-5259

Market Area Served

Cambridge, Newton, Brookline, Lexington, Wellesley, Somerville 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: 8/12/2026 at 7:05:00 AM

Kelly Kovacs

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Equal Housing Opportunity. Information deemed reliable but not guaranteed.