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49 Properties
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49 Properties Available In Chatham

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MA >Chatham >
Market Insights
12 Pond St, Chatham, MA 02633
Active

$6,875,000

12 Pond St, Chatham, MA 02633

4 Beds4 Baths4,512 SqFt

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

150-154 Cross Street, Chatham, MA 02633
Active

$6,500,000

150-154 Cross Street, Chatham, MA 02633

10 Beds8.5 Baths7,658 SqFt

Listed by Chris Rhinesmith of Compass

50 Sylvan Way, Chatham, MA 02659
Active

$5,900,000

50 Sylvan Way, Chatham, MA 02659

6 Beds7 Baths6,183 SqFt

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

15 Windy Hill Way, Chatham, MA 02633
Active

$5,850,000

15 Windy Hill Way, Chatham, MA 02633

5 Beds5.5 Baths5,620 SqFt

Listed by Timothy Bailey of John C. Ricotta & Associates, Inc.

106 Barcliff Ave, Chatham, MA 02633
Active

$5,250,000

106 Barcliff Ave, Chatham, MA 02633

4 Beds4.5 Baths4,000 SqFt

Listed by Jill Boudreau of eXp Realty LLC - Corporate Office

56 Stage Island Road, Chatham, MA 02633
3D
Price Dropped by $255K

$4,995,000

56 Stage Island Road, Chatham, MA 02633

4 Beds4 Baths2,932 SqFt

Listed by James Lowenstern of eXp Realty

103 Aunt Nabby's Lane, Chatham, MA 02633
Active

$4,950,000

103 Aunt Nabby's Lane, Chatham, MA 02633

3 Beds4 Baths3,441 SqFt

Listed by Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties

48 Sylvan Way, Chatham, MA 02659
Price Dropped by $250K

$4,500,000

48 Sylvan Way, Chatham, MA 02659

6 Beds6 Baths5,721 SqFt

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

169 Tisquantum Rd, Chatham, MA 02633
Active

$4,495,000

169 Tisquantum Rd, Chatham, MA 02633

5 Beds4.5 Baths5,887 SqFt

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

22 Moonpenny Ln, Chatham, MA 02633
3D
Active

$4,250,000

22 Moonpenny Ln, Chatham, MA 02633

4 Beds4.5 Baths4,298 SqFt

Listed by Lori Jurkowski of Christie's International Real Estate Atlantic Brokerage

600 Fox Hill Rd, Chatham, MA 02633
Active

$4,250,000

600 Fox Hill Rd, Chatham, MA 02633

3 Beds3.5 Baths3,071 SqFt

Listed by Chris Rhinesmith of Compass

30 Indian Trail, Chatham, MA 02633
Active

$4,200,000

30 Indian Trail, Chatham, MA 02633

3 Beds3 Baths2,418 SqFt

Listed by Chris Rhinesmith of Compass

35 Crows Pond Rd, Chatham, MA 02633
New

$3,995,000

35 Crows Pond Rd, Chatham, MA 02633

3 Beds4.5 Baths4,400 SqFt

Listed by Betsy Hargreaves of Gibson Sotheby's International Realty

92 Indian Trail, Chatham, MA 02633
Active

$3,200,000

92 Indian Trail, Chatham, MA 02633

3 Beds3 Baths2,004 SqFt

Listed by John C. Ricotta & Associates, Inc.

60 Harbor Hill Rd, Chatham, MA 02633
Price Dropped by $100K

$2,850,000

60 Harbor Hill Rd, Chatham, MA 02633

4 Beds3.5 Baths3,978 SqFt

Listed by Jacqueline Casey of Shore Road Realty, LLC

78 Indian Trail, Chatham, MA 02633
Active

$2,800,000

78 Indian Trail, Chatham, MA 02633

3 Beds2 Baths1,160 SqFt

Listed by John C. Ricotta & Associates, Inc.

336 Stage Island Rd, Chatham, MA 02633
Price Dropped by $151K

$2,699,000

336 Stage Island Rd, Chatham, MA 02633

3 Beds2.5 Baths2,205 SqFt

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

72 Ridgevale Rd So, Chatham, MA 02633
Active

$2,499,000

72 Ridgevale Rd So, Chatham, MA 02633

2 Beds2 Baths1,547 SqFt

Listed by Shane Masaschi of Compass

1547 Main St, Chatham, MA 02633
Active

$2,350,000

1547 Main St, Chatham, MA 02633

0.78 Acres Lot

Listed by Evan Dean of Christie's International Real Estate Atlantic Brokerage

31 Meetinghouse, Chatham, MA 02659
Active

$2,300,000

31 Meetinghouse, Chatham, MA 02659

1.21 Acres Lot

Listed by John Burke of William Raveis Chatham

41 Court St, Chatham, MA 02650
Active

$2,295,000

41 Court St, Chatham, MA 02650

3 Beds2.5 Baths3,504 SqFt

Listed by The Nickerson Power Group of Compass

55 Winterset Drive, Chatham, MA 02633
Price Dropped by $95K

$2,295,000

55 Winterset Drive, Chatham, MA 02633

4 Beds3.5 Baths4,072 SqFt

Listed by Janet Stuart of Coldwell Banker Realty - Concord

20 Stoughton Lane, Chatham, MA 02633
Active

$2,285,000

20 Stoughton Lane, Chatham, MA 02633

5 Beds4 Baths2,478 SqFt

Listed by Elaine Lomenzo of William Raveis Real Estate & Homes Services

20 Lords Pond Lane, Chatham, MA 02633
Active

$2,199,900

20 Lords Pond Lane, Chatham, MA 02633

3 Beds3.5 Baths2,576 SqFt

Listed by Andrew Grattan of Christie's International Real Estate Atlantic Brokerage

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Gibson Sotheby's International Realty

Mike Quail License ID: 9539367

+1(978) 406-9294 mike@thequailgroup.com

21 Central St Manchester MA 01944

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Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Mortgage Calculator
      5. Affordability Calculator
      6. Recent Listings
      Sell
      1. Home Valuation
      2. Sell My Home
      Services
      About
      1. About Me
      2. My Resume
      3. Contact Us
      4. Reviews
      5. Client Survey
      Market Snapshot
      Partner Lender
Gibson Sotheby's International Realty

Mike Quail License ID: 9539367

+1(978) 406-9294 mike@thequailgroup.com

21 Central St Manchester MA 01944

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.