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Chatham, MA - single-family homes for sale
34 of 34 results displayed
- Open Thu, 5 to 6:30pmNew
$1,299,000Active4 beds 4 baths3,805 sq. ft.41 Taylor Ln, Rowley, MA 01969
MLS# 73583059Listed by: RE/MAX Bentley's - New
$3,100,000Active3 beds 4 baths4,053 sq. ft.26 Chatham Heights Road, Chatham, MA 02633
MLS# 22604867Listed by: COMPASS MASSACHUSETTS, LLC - New
$6,875,000Active4 beds 5 baths4,512 sq. ft.12 Pond Street, Chatham, MA 02633
MLS# 22604827Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES - New
$1,295,000Active3 beds 2 baths1,802 sq. ft.32 Tip Cart Dr, Chatham, MA 02633
MLS# 73581150Listed by: Compass 
$3,100,000Pending3 beds 4 baths2,209 sq. ft.90 Silver Leaf Avenue, Chatham, MA 02633
MLS# 22604797Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$5,900,000Active4 beds 6 baths5,254 sq. ft.48 Hillcrest Road, Chatham, MA 02633
MLS# 22604112Listed by: COMPASS MASSACHUSETTS, LLC
$4,250,000Active4 beds 5 baths4,298 sq. ft.22 Moonpenny Lane, Chatham, MA 02633
MLS# 22604577Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$5,250,000Active4 beds 5 baths4,000 sq. ft.106 Barcliff Avenue, Chatham, MA 02633
MLS# 22604428Listed by: EXP REALTY, LLC
$2,995,000Pending3 beds 4 baths2,405 sq. ft.5 Kingsbury Way, Chatham, MA 02633
MLS# 22604381Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$2,600,000Pending3 beds 3 baths2,160 sq. ft.10 Mill Hill Lane, Chatham, MA 02633
MLS# 22604364Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$4,950,000Active3 beds 4 baths3,441 sq. ft.103 Aunt Nabby's Lane, Chatham, MA 02633
MLS# 22604310Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$1,340,000Pending3 beds 3 baths2,155 sq. ft.116 Vineyard Avenue, Chatham, MA 02633
MLS# 22604274Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$6,499,000Active5 beds 6 baths4,000 sq. ft.108 Queen Anne Road, Chatham, MA 02633
MLS# 73569424Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$2,995,000Pending5 beds 4 baths1,969 sq. ft.156 Chatham Bars Avenue, Chatham, MA 02633
MLS# 22603979Listed by: EXP REALTY, LLC
$1,175,000Active3 beds 3 baths1,884 sq. ft.190 Heritage Lane, Chatham, MA 02633
MLS# 22603647Listed by: COMPASS
$1,230,000Pending3 beds 3 baths2,294 sq. ft.72 Smith Street, Chatham, MA 02633
MLS# 22603611Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$8,950,000Pending4 beds 3 baths1,738 sq. ft.166 Shore Road, Chatham, MA 02633
MLS# 22603612Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$9,995,000Active3 beds 3 baths3,079 sq. ft.153 Shore Road, Chatham, MA 02633
MLS# 22603522Listed by: EXP REALTY, LLC
$2,295,000Active4 beds 4 baths4,072 sq. ft.55 Winterset Drive, Chatham, MA 02633
MLS# 73548377Listed by: Coldwell Banker Realty - Concord
$6,500,000Active10 beds 10 baths7,658 sq. ft.150-154 Cross Street, Chatham, MA 02633
MLS# 22602857Listed by: COMPASS MASSACHUSETTS, LLC
$2,100,000Active1 beds 2 baths1,479 sq. ft.409 Main Street, Chatham, MA 02633
MLS# 22602838Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$4,995,000Active4 beds 4 baths2,932 sq. ft.56 Stage Island Road, Chatham, MA 02633
MLS# 73529657Listed by: eXp Realty LLC
$4,950,000Active4 beds 5 baths5,371 sq. ft.15 Bay Lane, Chatham, MA 02633
MLS# 22602178Listed by: COMPASS MASSACHUSETTS, LLC
$2,850,000Active3 beds 3 baths2,205 sq. ft.336 Stage Island Road, Chatham, MA 02633
MLS# 22601983Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$2,950,000Active4 beds 4 baths3,978 sq. ft.60 Harbor Hill Road, Chatham, MA 02633
MLS# 22601737Listed by: SHORE ROAD REALTY
$12,999,900Active4 beds 7 baths6,234 sq. ft.157 Bridge Street, Chatham, MA 02633
MLS# 22601380Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$5,850,000Active5 beds 6 baths5,620 sq. ft.15 Windy Hill Way, Chatham, MA 02633
MLS# 22601111Listed by: JOHN C RICOTTA & ASSOC.
$4,250,000Active4 beds 6 baths3,980 sq. ft.222 Barcliff, Chatham, MA 02633
MLS# 73493426Listed by: Compass
$4,500,000Active4 beds 4 baths2,850 sq. ft.346 Morris Island Road, Chatham, MA 02633
MLS# 22601006Listed by: COMPASS MASSACHUSETTS, LLC
$1,175,000Active3 beds 2 baths2,278 sq. ft.243 Crowell Road, Chatham, MA 02633
MLS# 22600915Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$1,295,000Pending3 beds 2 baths1,802 sq. ft.32 Tip Cart Drive, Chatham, MA 02633
MLS# 22600918Listed by: COMPASS
$4,499,900Active3 beds 7 baths5,820 sq. ft.33 Crowell Road, Chatham, MA 02633
MLS# 22600794Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$5,495,000Active2 beds 3 baths1,850 sq. ft.99 Uncle Alberts Drive Ext, Chatham, MA 02633
MLS# 73419421Listed by: Compass
$3,595,000Active3 beds 5 baths3,640 sq. ft.287 Cedar Street, Chatham, MA 02633
MLS# 22502029Listed by: COMPASS
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group, Better Homes and Gardens Real Estate The Shanahan Group
Neighborhoods near Chatham, MA
Zip codes near Chatham, MA
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.