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Chatham, MA - single-family homes for sale
26 of 26 results displayed
- Coming Soon
$5,000,000Coming Soon2 beds 5 baths2,584 sq. ft.483 Main Street, Chatham, MA 02633
MLS# 22605683Listed by: KENNEDY REAL ESTATE 
$5,900,000Active4 beds 6 baths5,254 sq. ft.48 Hillcrest, Chatham, MA 02633
MLS# 73596909Listed by: Compass
$589,000Active3 beds 1 baths1,008 sq. ft.193 Heritage Lane, Chatham, MA 02633
MLS# 22605434Listed by: CHATELAIN REAL ESTATE
$9,495,000Active3 beds 3 baths3,079 sq. ft.153 Shore Rd, Chatham, MA 02633
MLS# 73594589Listed by: eXp Realty LLC- Open Sat, 1 to 2:30pm
$995,000Active2 beds 1 baths710 sq. ft.20 Cedar Swamp Lane, Chatham, MA 02633
MLS# 22605308Listed by: SOTHEBY'S INTERNATIONAL REALTY 
$2,500,000Pending2 beds 3 baths1,568 sq. ft.155 Stage Island Road, Chatham, MA 02633
MLS# 22605288Listed by: NAUSET MANAGEMENT
$1,275,000Active4 beds 4 baths3,805 sq. ft.41 Taylor Ln, Rowley, MA 01969
MLS# 73583059Listed by: RE/MAX Bentley's
$3,100,000Pending3 beds 4 baths4,053 sq. ft.26 Chatham Heights Road, Chatham, MA 02633
MLS# 22604867Listed by: COMPASS MASSACHUSETTS, LLC
$6,575,000Active4 beds 5 baths4,512 sq. ft.12 Pond Street, Chatham, MA 02633
MLS# 22604827Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$5,900,000Active4 beds 6 baths5,254 sq. ft.48 Hillcrest Road, Chatham, MA 02633
MLS# 22604112Listed by: COMPASS MASSACHUSETTS, LLC
$3,995,000Active4 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 Ave, Chatham, MA 02633
MLS# 73571701Listed by: eXp Realty LLC - Corporate Office
$9,495,000Active3 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# 22603375Listed by: COLDWELL BANKER REALTY
$6,500,000Active10 beds 10 baths7,658 sq. ft.150-154 Cross Street, Chatham, MA 02633
MLS# 22602857Listed by: COMPASS MASSACHUSETTS, LLC
$4,995,000Active4 beds 4 baths2,932 sq. ft.56 Stage Island Road, Chatham, MA 02633
MLS# 73529657Listed by: eXp Realty LLC- Open Sat, 1 to 3pm
$2,699,000Active3 beds 3 baths2,205 sq. ft.336 Stage Island Road, Chatham, MA 02633
MLS# 22601983Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES 
$2,850,000Pending4 beds 4 baths3,978 sq. ft.60 Harbor Hill Road, Chatham, MA 02633
MLS# 22601737Listed by: SHORE ROAD REALTY
$5,450,000Active5 beds 5 baths4,060 sq. ft.70 Judges Way, Chatham, MA 02633
MLS# 22601572Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$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.
$4,500,000Pending4 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- Open Sat, 1 to 3pm
$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 
$5,495,000Pending2 beds 3 baths1,850 sq. ft.99 Uncle Alberts Drive Ext, Chatham, MA 02633
MLS# 22503829Listed 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.