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Houses for Sale in Chatham, MA – Page 2

43 results

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
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
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 22 Moonpenny Ln, Chatham, MA 02633
1 / 42
Active

$4,250,000

22 Moonpenny Ln, Chatham, MA 02633

4 bds
|
4.5 ba
|
4298 sqft
MLS® 73576453Single Family Residence
Christie's International Real Estate Atlantic Brokerage - Lori Jurkowski

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Property at 56 Stage Island Road, Chatham, MA 02633
1 / 42
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 106 Barcliff Ave, Chatham, MA 02633
1 / 35
Active
Open

$5,250,000

106 Barcliff Ave, Chatham, MA 02633

4 bds
|
4.5 ba
|
4000 sqft
MLS® 73571701Single Family Residence
eXp Realty LLC - Corporate Office - Jill Boudreau
Property at 48 Sylvan Way, Chatham, MA 02659
1 / 42
Active
Price

$4,500,000

48 Sylvan Way, Chatham, MA 02659

6 bds
|
6 ba
|
5721 sqft
MLS® 73479712Single Family Residence
Berkshire Hathaway HomeServices Robert Paul Properties - Guthrie Schofield Group
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 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
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
Page 2 of 2

Brokerage Information

Gibson Sotheby's International Realty

526B Boston Post Road, Sudbury, MA, 01776

(207) 939-1067

License #9630186-RE-S

Market Area Served

Concord, Carlisle, Lexington, Newton, Wellesley, Weston, Somerville, Belmont, Cambridge, Bedford, Lincoln, Arlington, Sudbury 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.

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Amanda Allen Nurse

I'm Amanda Allen Nurse, a Concord, MA real estate agent with Gibson Sotheby's, guiding move-up families and home sellers across MetroWest from first search to closing.

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Gibson Sotheby's International Realty

© 2026 Amanda Allen Nurse. All rights reserved.
License #9630186-RE-S. Equal Housing Opportunity. Information deemed reliable but not guaranteed.

Service Areas

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  • Belmont, MA
  • Cambridge, MA
  • Arlington, MA
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  • Newton, MA
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  • Sudbury

    526B Boston Post Road

    Sudbury, MA 01776

    9784438484