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Chatham, MA - single-family homes for sale
27 of 27 results displayed
- Open Sat, 11am to 2pmNew
$899,900Active4 beds 2 baths2,004 sq. ft.25 Wood Valley Road, Chatham, MA 02633
MLS# 22601145Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE - Open Sat, 12 to 2pmNew
$1,795,000Active3 beds 4 baths2,248 sq. ft.70 Old Queen Anne Road, Chatham, MA 02633
MLS# 22601115Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE - Open Sat, 11am to 1pmNew
$5,995,000Active5 beds 5 baths3,225 sq. ft.101 Morris Island Road, Chatham, MA 02633
MLS# 22601118Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY - New
$6,250,000Active5 beds 6 baths5,620 sq. ft.15 Windy Hill Way, Chatham, MA 02633
MLS# 22601111Listed by: JOHN C RICOTTA & ASSOC. - New
$4,150,000Active4 beds 6 baths3,980 sq. ft.222 Barcliff, Chatham, MA 02633
MLS# 73493426Listed by: Compass - New
$4,500,000Active4 beds 4 baths2,850 sq. ft.346 Morris Island Road, Chatham, MA 02633
MLS# 22601006Listed by: COMPASS MASSACHUSETTS, LLC 
$599,000Pending4 beds 2 baths1,144 sq. ft.100 Heritage Lane, Chatham, MA 02633
MLS# 22601011Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES- Open Sat, 11am to 2pmNew
$1,495,000Active3 beds 2 baths1,530 sq. ft.137 Shane Drive, Chatham, MA 02633
MLS# 22600988Listed by: COMPASS MASSACHUSETTS, LLC - New
$1,200,000Active3 beds 3 baths1,804 sq. ft.118 Wilfred Road, Chatham, MA 02633
MLS# 22600948Listed by: COMPASS - Open Sat, 11am to 2pmNew
$1,350,000Active3 beds 2 baths2,278 sq. ft.243 Crowell Road, Chatham, MA 02633
MLS# 22600915Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES - New
$1,450,000Active3 beds 2 baths1,802 sq. ft.32 Tip Cart Drive, Chatham, MA 02633
MLS# 22600918Listed by: COMPASS 
$949,000Active4 beds 1 baths1,547 sq. ft.66 Ethelma Dr, Chatham, MA 02633
MLS# 73490091Listed 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
$2,199,900Pending3 beds 3 baths1,651 sq. ft.8 Kingsbury Way, Chatham, MA 02633
MLS# 22600740Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$1,995,000Active3 beds 2 baths1,488 sq. ft.50 Eldredge Square S, Chatham, MA 02633
MLS# 73485484Listed by: Compass
$1,995,000Active3 beds 2 baths1,488 sq. ft.50 Eldredge Square, Chatham, MA 02633
MLS# 22600669Listed by: COMPASS MASSACHUSETTS, LLC
$6,950,000Pending7 beds 3 baths2,552 sq. ft.150 Main Street, Chatham, MA 02633
MLS# 22600447Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$4,700,000Active5 beds 4 baths3,080 sq. ft.85 Cedar Street, Chatham, MA 02633
MLS# 22504804Listed by: JOHN C RICOTTA & ASSOC.
$1,200,000Pending3 beds 3 baths2,066 sq. ft.27 Martha Kendrick Drive, Chatham, MA 02633
MLS# 22504691Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$7,999,000Active4 beds 6 baths4,717 sq. ft.246 Stage Island Road, Chatham, MA 02633
MLS# 22600418Listed by: COMPASS MASSACHUSETTS, LLC
$4,525,000Active4 beds 6 baths5,300 sq. ft.230 Barcliff Avenue, Chatham, MA 02633
MLS# 22504396Listed by: COMPASS MASSACHUSETTS, LLC
$1,450,000Pending4 beds 4 baths2,843 sq. ft.207 Horizon Drive, Chatham, MA 02633
MLS# 22504264Listed by: SHORE ROAD REALTY
$2,100,000Pending3 beds 3 baths2,510 sq. ft.55 Christopher Harding Lane, Chatham, MA 02633
MLS# 22503932Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$5,495,000Active2 beds 3 baths1,850 sq. ft.99 Uncle Alberts Drive Ext, Chatham, MA 02633
MLS# 22503829Listed by: COMPASS
$5,295,000Pending4 beds 6 baths4,989 sq. ft.14 Pond View Lane, Chatham, MA 02633
MLS# 22503678Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$3,850,000Active3 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# 73258353Listed by: John C. Ricotta & Associates, Inc.
Local realty services provided by:CENTURY 21 North East, CENTURY 21 Professionals
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Zip codes near Chatham, MA
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
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 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.