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02633, MA - homes for sale
77 of 77 results displayed
$2,395,000Pending3 beds 3 baths1,638 sq. ft.10 Kingsbury Way, Chatham, MA 02633
MLS# 22603840Listed by: COMPASS MASSACHUSETTS, LLC- New
$3,595,000Active3 beds 4 baths3,922 sq. ft.48 Hunter Rise, Chatham, MA 02633
MLS# 22603757Listed 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 
$949,000Active2 beds 1 baths750 sq. ft.79 Cranberry Lane, Chatham, MA 02633
MLS# 73556803Listed by: William Raveis R.E. & Home Services
$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
$950,000Pending3 beds 1 baths1,201 sq. ft.268 Barn Hill Road, Chatham, MA 02633
MLS# 22603601Listed by: COMPASS
$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
$725,000Active4 beds 4 baths1,687 sq. ft.19 Joshuas Way, Chatham, MA 02633
MLS# 22603514Listed by: COMPASS
$4,250,000Active3 beds 4 baths3,071 sq. ft.600 Fox Hill Road, Chatham, MA 02633
MLS# 22603504Listed by: COMPASS MASSACHUSETTS, LLC
$1,350,000Pending3 beds 1 baths1,056 sq. ft.50 Pine Ridge Road, Chatham, MA 02633
MLS# 22603455Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$799,900Pending4 beds 2 baths1,680 sq. ft.42 Indian Hill Road, Chatham, MA 02633
MLS# 22603376Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$2,390,000Active4 beds 4 baths4,066 sq. ft.55 Winterset Drive, Chatham, MA 02633
MLS# 22603375Listed by: COLDWELL BANKER REALTY
$1,469,000Active5 beds 10 baths11,000 sq. ft.558 Fox Hill Road, Chatham, MA 02633
MLS# 22603353Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$1,374,900Pending3 beds 3 baths2,302 sq. ft.88 Indian Hill Road, Chatham, MA 02633
MLS# 22603249Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$2,795,000Pending3 beds 4 baths3,514 sq. ft.44 Baileys Path, Chatham, MA 02633
MLS# 22603263Listed by: COMPASS MASSACHUSETTS, LLC
$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 
$5,900,000Active4 beds 5 baths4,394 sq. ft.95 Cotchpinicut, Chatham, MA 02633
MLS# 73544856Listed by: William Raveis Chatham
$5,900,000Active4 beds 5 baths4,394 sq. ft.95 Cotchpinicut Road, Chatham, MA 02633
MLS# 22603274Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES- 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 
$2,995,000Pending4 beds 4 baths2,700 sq. ft.26 Hardings Beach Road, Chatham, MA 02633
MLS# 22603172Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$995,000Pending3 beds 2 baths1,476 sq. ft.35 Oakridge Circle, Chatham, MA 02633
MLS# 22603135Listed by: COMPASS
$1,100,000Active0.58 Acres1134 &1142 Main Street, Chatham, MA 02633
MLS# 22603130Listed by: JOHN C RICOTTA & ASSOC.
$1,275,000Active3 beds 2 baths2,070 sq. ft.240 Riverview Drive, Chatham, MA 02633
MLS# 22603060Listed by: JOHN C RICOTTA & ASSOC.
$1,069,000Active3 beds 3 baths3,384 sq. ft.65 Captain Kendrick Drive, Chatham, MA 02633
MLS# 22602982Listed by: EXP REALTY, LLC
$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
$1,199,000Pending4 beds 3 baths2,391 sq. ft.68 Chippingstone Road, Chatham, MA 02633
MLS# 22602848Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$2,400,000Active4 beds 3 baths2,317 sq. ft.7 Fox Hill Road, Chatham, MA 02633
MLS# 22602702Listed 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
$4,200,000Active3 beds 3 baths2,418 sq. ft.30 Indian Trail, Chatham, MA 02633
MLS# 22602056Listed 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
$4,295,000Active4 beds 4 baths4,967 sq. ft.38 Indian Trail, Chatham, MA 02633
MLS# 22601752Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE- 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
$475,000Active2 beds 1 baths869 sq. ft.109 Misty Meadow Lane #APT 4, Chatham, MA 02633
MLS# 22504973Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$699,999Active-- beds 1 baths600 sq. ft.1772 Main Street, Chatham, MA 02633
MLS# 22601404Listed by: LPT 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
$475,000Pending2 beds 1 baths869 sq. ft.109 Misty Meadow Lane, Chatham, MA 02633
MLS# 22601338Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$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.
$2,150,000Pending3 beds 3 baths2,481 sq. ft.234 Round Cove Road, Chatham, MA 02633
MLS# 22601089Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$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
$1,650,000Active2 beds 2 baths1,810 sq. ft.39 Jedidiah Way, Chatham, MA 02633
MLS# 22600861Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$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
$4,900,000Active5 beds 5 baths5,587 sq. ft.169 Tisquantum Road, Chatham, MA 02633
MLS# 22600293Listed by: KINLIN GROVER COMPASS- Open Fri, 1 to 2:30pm
$829,000Active3 beds 2 baths1,192 sq. ft.33 Duck Marsh Lane, Chatham, MA 02633
MLS# 22505803Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY 
$3,200,000Active3 beds 3 baths2,004 sq. ft.92 Indian Trail, Chatham, MA 02633
MLS# 73457239Listed by: John C. Ricotta & Associates, Inc.
$2,700,000Active3 beds 2 baths1,160 sq. ft.78 Indian Trail, Chatham, MA 02633
MLS# 22505704Listed by: JOHN C RICOTTA & ASSOC.
$789,000Active3 beds 2 baths1,425 sq. ft.49 Duck Marsh, Chatham, MA 02633
MLS# 73435928Listed by: John C. Ricotta & Associates, Inc.
$5,495,000Active2 beds 3 baths1,850 sq. ft.99 Uncle Alberts Drive Ext, Chatham, MA 02633
MLS# 22503829Listed by: COMPASS
$619,000Active1.01 Acres1761 Main Street, Chatham, MA 02633
MLS# 22502469Listed by: BAYSIDE REALTY CONSULTANTS
$3,595,000Active3 beds 5 baths3,640 sq. ft.287 Cedar Street, Chatham, MA 02633
MLS# 22502029Listed by: COMPASS
$6,800,000Active5 beds 3 baths1,896 sq. ft.238 Cranberry Lane, Chatham, MA 02633
MLS# 73358568Listed by: William Raveis Chatham
$1,469,000Active5 beds 10 baths11,000 sq. ft.558 Fox Hill Road, North Chatham, MA 02650
MLS# 22505606Listed by: CORCORAN PROPERTY ADVISORS
$1,650,000Active-- beds 1 baths2,586 sq. ft.231 Crowell Road, Chatham, MA 02633
MLS# 22403062Listed by: JOHN C RICOTTA & ASSOC.
$815,000Active3 beds 2 baths1,617 sq. ft.1842 Main St, Chatham, MA 02633
MLS# 73147241Listed by: Keller Williams Realty
$399,000Active0.84 Acres0 Evergreen Lane, Chatham, MA 02633
MLS# 21807298Listed by: KENNEDY REAL ESTATE
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group, Better Homes and Gardens Real Estate The Masiello Group
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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.