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53 Properties
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53 Properties Available In Chatham

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MA >Chatham >
Market Insights
301 Whidah Road, Chatham, MA 02650
Active

$12,950,000

301 Whidah Road, Chatham, MA 02650

5 Beds6.5 Baths7,259 SqFt

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

197 Woodland Way, Chatham, MA 02650
Price Dropped by $1.0M

$9,995,000

197 Woodland Way, Chatham, MA 02650

6 Beds5.5 Baths6,547 SqFt

Listed by Chris Rhinesmith of Compass

238 Cranberry Lane, Chatham, MA 02633
Price Dropped by $400K

$6,800,000

238 Cranberry Lane, Chatham, MA 02633

5 Beds2.5 Baths1,896 SqFt

Listed by John Burke of William Raveis Chatham

15 Windy Hill Way, Chatham, MA 02633
Active

$6,250,000

15 Windy Hill Way, Chatham, MA 02633

5 Beds5.5 Baths5,620 SqFt

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

101 Morris Island Rd, Chatham, MA 02633
Active

$5,995,000

101 Morris Island Rd, Chatham, MA 02633

4 Beds4.5 Baths3,225 SqFt

Listed by The Bohman Hartung Group of Gibson Sotheby's International Realty

70 Judges Way, Chatham, MA 02633
3D
Price Dropped by $255K

$5,995,000

70 Judges Way, Chatham, MA 02633

5 Beds4.5 Baths4,060 SqFt

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

50 Sylvan Way, Chatham, MA 02659
New

$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

7 Cove Road, Chatham, MA 02650
Active

$5,750,000

7 Cove Road, Chatham, MA 02650

3 Beds5 Baths4,902 SqFt

Listed by Chris Rhinesmith of Compass

56 Stage Island Road, Chatham, MA 02633
3D
Open Sat 11AM-1PM

$5,495,000

56 Stage Island Road, Chatham, MA 02633

4 Beds4 Baths2,932 SqFt

Listed by James Lowenstern of eXp Realty

99 Uncle Alberts Drive Ext, Chatham, MA 02633
Active

$5,495,000

99 Uncle Alberts Drive Ext, Chatham, MA 02633

2 Beds2.5 Baths1,850 SqFt

Listed by Shane Masaschi of Compass

48 Sylvan Way, Chatham, MA 02659
Price Dropped by $251K

$4,999,000

48 Sylvan Way, Chatham, MA 02659

6 Beds6 Baths5,721 SqFt

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

15 Bay Lane, Chatham, MA 02633
Active

$4,950,000

15 Bay Lane, Chatham, MA 02633

4 Beds4.5 Baths5,110 SqFt

Listed by Chris Rhinesmith of Compass

169 Tisquantum, Chatham, MA 02633
Price Dropped by $500K

$4,900,000

169 Tisquantum, Chatham, MA 02633

5 Beds4.5 Baths5,587 SqFt

Listed by Sandra Tanco of Kinlin Grover Compass

38 Indian Trail, Chatham, MA 02633
3D
Active

$4,750,000

38 Indian Trail, Chatham, MA 02633

4 Beds3.5 Baths4,967 SqFt

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

346 Morris Island Road, Chatham, MA 02633
Active

$4,500,000

346 Morris Island Road, Chatham, MA 02633

4 Beds3.5 Baths2,850 SqFt

Listed by Chris Rhinesmith of Compass

335 Stage Island, Chatham, MA 02633
Active

$4,495,000

335 Stage Island, Chatham, MA 02633

4 Beds5.5 Baths5,372 SqFt

Listed by The Bohman Hartung Group of Gibson Sotheby's International Realty

222 Barcliff, Chatham, MA 02633
Active

$4,250,000

222 Barcliff, Chatham, MA 02633

4 Beds5.5 Baths3,980 SqFt

Listed by Lori Fanning Smith 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

83 Old Mail Rd, Chatham, MA 02650
Active

$3,695,000

83 Old Mail Rd, Chatham, MA 02650

3 Beds4.5 Baths5,154 SqFt

Listed by Lori Fanning Smith of Compass

60 Harbor Hill Rd, Chatham, MA 02633
Active

$3,600,000

60 Harbor Hill Rd, Chatham, MA 02633

4 Beds3.5 Baths3,978 SqFt

Listed by Jacqueline Casey of Shore Road Realty, LLC

287 Cedar St, Chatham, MA 02633
Price Dropped by $255K

$3,595,000

287 Cedar St, Chatham, MA 02633

3 Beds4.5 Baths3,640 SqFt

Listed by Shane Masaschi of Compass

92 Indian Trail, Chatham, MA 02633
Active

$3,200,000

92 Indian Trail, Chatham, MA 02633

3 Beds3 Baths2,004 SqFt

Listed by Judith Smith of John C. Ricotta & Associates, Inc.

336 Stage Island Rd, Chatham, MA 02633
Price Dropped by $255K

$2,995,000

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

78 Indian Trail, Chatham, MA 02633
Active

$2,800,000

78 Indian Trail, Chatham, MA 02633

3 Beds2 Baths1,160 SqFt

Listed by Judith Smith of John C. Ricotta & Associates, Inc.

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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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      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.