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Chatham, MA - homes for sale
42 of 42 results displayed
$2,395,000Pending3 beds 3 baths1,638 sq. ft.10 Kingsbury Way, Chatham, MA 02633
MLS# 22603840Listed by: COMPASS MASSACHUSETTS, LLC
$2,395,000Pending2 beds 4 baths2,294 sq. ft.15 Shattuck Place #UNIT 15, Chatham, MA 02633
MLS# 22603610Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE- Open Sat, 10:30am to 12pm
$1,199,000Active3 beds 3 baths1,884 sq. ft.190 Heritage Lane, Chatham, MA 02633
MLS# 22603647Listed by: COMPASS 
$4,500,000Active4 beds 5 baths4,689 sq. ft.66 Ethelma Dr, Chatham, MA 02633
MLS# 73556459Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$4,500,000Active4 beds 5 baths4,689 sq. ft.66 Ethelma Drive, Chatham, MA 02633
MLS# 22603629Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$1,230,000Pending3 beds 3 baths2,294 sq. ft.72 Smith Street, Chatham, MA 02633
MLS# 22603611Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$8,950,000Active4 beds 3 baths1,738 sq. ft.166 Shore Road, Chatham, MA 02633
MLS# 22603612Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$695,000Pending2 beds 1 baths942 sq. ft.40 Uncle Abner's Path, Chatham, MA 02633
MLS# 22603438Listed by: COMPASS
$468,000Pending2 beds 2 baths576 sq. ft.19 Captain Richards Way, Chatham, MA 02633
MLS# 22603405Listed 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
$2,390,000Active4 beds 4 baths4,066 sq. ft.55 Winterset Drive, Chatham, MA 02633
MLS# 22603375Listed by: COLDWELL BANKER REALTY
$2,199,000Pending4 beds 3 baths2,520 sq. ft.330 Champlain Road, Chatham, MA 02633
MLS# 22603168Listed by: COMPASS- Open Sat, 11am to 12:30pm
$1,450,000Active2 beds 4 baths1,770 sq. ft.739 Main Street #1E, Chatham, MA 02633
MLS# 22603300Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE - Open Sat, 11am to 12:30pm
$1,450,000Active2 beds 4 baths1,770 sq. ft.739 Main St #739, Chatham, MA 02633
MLS# 73544712Listed by: Christie's International Real Estate Atlantic Brokerage 
$1,100,000Active0.58 Acres1134 &1142 Main Street, Chatham, MA 02633
MLS# 22603130Listed by: JOHN C RICOTTA & ASSOC.
$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
$999,000Active0.16 Acres727 Main Street, Chatham, MA 02633
MLS# 22602638Listed by: KENNEDY REAL ESTATE
$5,250,000Active4 beds 4 baths2,932 sq. ft.56 Stage Island Road, Chatham, MA 02633
MLS# 73529657Listed by: eXp Realty LLC
$849,000Active2 beds 1 baths864 sq. ft.66 Snow Ln, Chatham, MA 02633
MLS# 73523077Listed by: Compass
$4,395,000Active4 beds 6 baths5,372 sq. ft.335 Stage Island, Chatham, MA 02633
MLS# 73521787Listed by: Gibson Sotheby's International Realty
$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- Open Sun, 12 to 2pm
$2,950,000Active4 beds 4 baths3,978 sq. ft.60 Harbor Hill Road, Chatham, MA 02633
MLS# 22601737Listed by: SHORE ROAD REALTY 
$1,585,000Pending3 beds 2 baths2,169 sq. ft.48 Glover Square, Chatham, MA 02633
MLS# 22601653Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$5,750,000Active5 beds 5 baths4,060 sq. ft.70 Judges Way, Chatham, MA 02633
MLS# 22601572Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$2,850,000Active3 beds 4 baths1,999 sq. ft.32 Gladen Lane, Chatham, MA 02633
MLS# 22601360Listed by: COMPASS MASSACHUSETTS, LLC
$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
$699,000Active2 beds 3 baths1,773 sq. ft.6-894 Munson Meeting Way, Chatham, MA 02633
MLS# 22601278Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$735,000Active2 beds 2 baths950 sq. ft.22 Starfish Lane #UNIT 22, Chatham, MA 02633
MLS# 22600801Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES- Open Sat, 10 to 11:30am
$4,995,000Active5 beds 5 baths3,225 sq. ft.101 Morris Island Road, Chatham, MA 02633
MLS# 22601118Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY 
$5,850,000Active5 beds 6 baths5,620 sq. ft.15 Windy Hill Way, Chatham, MA 02633
MLS# 22601111Listed by: JOHN C RICOTTA & ASSOC.
$4,500,000Active4 beds 4 baths2,850 sq. ft.346 Morris Island Road, Chatham, MA 02633
MLS# 22601006Listed by: COMPASS MASSACHUSETTS, LLC
$1,200,000Active3 beds 3 baths1,804 sq. ft.118 Wilfred Road, Chatham, MA 02633
MLS# 22600948Listed by: COMPASS- Open Sat, 10:30am to 12pm
$4,250,000Active4 beds 6 baths3,980 sq. ft.222 Barcliff Avenue, Chatham, MA 02633
MLS# 22600932Listed by: COMPASS MASSACHUSETTS, LLC 
$1,280,000Active3 beds 2 baths2,278 sq. ft.243 Crowell Road, Chatham, MA 02633
MLS# 22600915Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$1,350,000Pending3 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
$1,995,000Active3 beds 2 baths1,488 sq. ft.50 Eldredge Square, Chatham, MA 02633
MLS# 22600669Listed by: COMPASS MASSACHUSETTS, LLC
$5,495,000Active2 beds 3 baths1,850 sq. ft.99 Uncle Alberts Drive Ext, Chatham, MA 02633
MLS# 22503829Listed by: COMPASS
$3,595,000Active3 beds 5 baths3,640 sq. ft.287 Cedar Street, Chatham, MA 02633
MLS# 22502029Listed by: COMPASS
$1,650,000Active-- beds 1 baths2,586 sq. ft.231 Crowell Road, Chatham, MA 02633
MLS# 22403062Listed by: JOHN C RICOTTA & ASSOC.
Local realty services provided by: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.