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Houses for Sale in Chatham, MA

44 results

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 44 Baileys Path, Chatham, MA 02633
1 / 41
Active

$2,795,000

44 Baileys Path, Chatham, MA 02633

3 bds
|
3.5 ba
|
3514 sqft
MLS® 73544509Single Family Residence
Compass - Chris Rhinesmith
Property at 330 Champlain Rd, Chatham, MA 02633
1 / 42
Active Under Contract

$2,199,000

330 Champlain Rd, Chatham, MA 02633

4 bds
|
3 ba
|
2520 sqft
MLS® 73543021Single Family Residence
Kinlin Grover Compass - The Nickerson Power 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 26 Hardings Beach Rd, Chatham, MA 02633
1 / 42
Active

$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

What's actually happening in Chatham right now?

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Property at 35 Oakridge Cir, Chatham, MA 02633
1 / 35
Active

$995,000

35 Oakridge Cir, Chatham, MA 02633

3 bds
|
1.5 ba
|
1476 sqft
MLS® 73542461Single Family Residence
Kinlin Grover Compass - David Doherty
Property at 127 Perch Pond Road, Chatham, MA 02633
1 / 42
Active

$995,000

127 Perch Pond Road, Chatham, MA 02633

4 bds
|
2 ba
|
2367 sqft
MLS® 73542198Single Family Residence
Compass - David Carter
Property at 240 Riverview Drive, Chatham, MA 02633
1 / 33
Active
Open

$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 65 Captain Kendrick Dr, Chatham, MA 02633
1 / 40
Active

$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 68 Chippingstone Road, Chatham, MA 02633
1 / 36
Active

$1,199,000

68 Chippingstone Road, Chatham, MA 02633

4 bds
|
3 ba
|
2391 sqft
MLS® 73535939Single Family Residence
Christie's International Real Estate Atlantic Brokerage - Marcie Smith
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

$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

$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 213 Main St, Chatham, MA 02633
1 / 39
Active Under Contract

$1,800,000

213 Main St, Chatham, MA 02633

4 bds
|
2 ba
|
1238 sqft
MLS® 73523164Single 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

$2,995,000

336 Stage Island Rd, Chatham, MA 02633

3 bds
|
2.5 ba
|
2205 sqft
MLS® 73513527Single Family Residence
Provided by MLS PIN
Property at 96 Stage Coach Drive, Chatham, MA 02659
1 / 42
Active

$889,000

96 Stage Coach Drive, Chatham, MA 02659

3 bds
|
3 ba
|
1618 sqft
MLS® 73512654Single Family Residence
Gibson Sotheby's International Realty - Dawn Lee
Property at 83 Old Mail Rd, Chatham, MA 02650
1 / 39
Active

$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
Property at 60 Harbor Hill Rd, Chatham, MA 02633
1 / 24
Active

$3,390,000

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

$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 48 Glover Sq, Chatham, MA 02633
1 / 32
Active Under Contract

$1,585,000

48 Glover Sq, Chatham, MA 02633

3 bds
|
2 ba
|
1531 sqft
MLS® 73508434Single Family Residence
Gibson Sotheby's International Realty - Laurie Mccann
Property at 1772 Main St, Chatham, MA 02633
1 / 15
Active

$699,999

1772 Main St, Chatham, MA 02633

0 bds
|
0.5 ba
|
600 sqft
MLS® 73500740Single Family Residence
Keller Williams Realty - Erin Copeland
Property at 15 Windy Hill Way, Chatham, MA 02633
1 / 42
Active

$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
Property at 101 Morris Island Rd, Chatham, MA 02633
1 / 42
Active

$4,995,000

101 Morris Island Rd, Chatham, MA 02633

4 bds
|
4.5 ba
|
3225 sqft
MLS® 73494797Single Family Residence
Gibson Sotheby's International Realty - The Bohman Hartung Group
Page 1 of 2

Brokerage Information

Commonwealth Standard Realty Advisors

10 Lincoln St, Newton, MA, 02461

(617) 256-7438

Market Area Served

Boston, Brookline, Cambridge, Newton, Somerville, Medford 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: 7/14/2026 at 7:05:00 AM

Andrew Goldberg

I'm Andrew Goldberg, a Boston real estate advisor specializing in first-time buyers across Greater Boston. I guide you A to Z—from first search to closing day.

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