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02633, MA - homes for sale
73 of 73 results displayed
- New
$2,400,000Active4 beds 3 baths2,317 sq. ft.7 Fox Hill Road, Chatham, MA 02633
MLS# 22602702Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY - New
$999,000Active0.16 Acres727 Main Street, Chatham, MA 02633
MLS# 22602638Listed by: KENNEDY REAL ESTATE - New
$1,350,000Active4 beds 2 baths1,951 sq. ft.92 Hitching Post Road, Chatham, MA 02633
MLS# 22602644Listed by: HOME*LAND REALTY - New
$5,495,000Active4 beds 4 baths2,932 sq. ft.56 Stage Island Road, Chatham, MA 02633
MLS# 73529657Listed by: eXp Realty - New
$910,000Active3 beds 2 baths1,896 sq. ft.304 Round Cove Road, Chatham, MA 02633
MLS# 73529549Listed by: Venture - New
$1,495,000Active4 beds 3 baths2,384 sq. ft.333 Old Comers Road, Chatham, MA 02633
MLS# 22602619Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES 
$825,000Active2 beds 2 baths1,563 sq. ft.7 Aunt Matties Rd, Chatham, MA 02633
MLS# 73524655Listed by: Greer Real Estate, LLC
$1,650,000Pending3 beds 3 baths3,190 sq. ft.700 Riverview Drive, Chatham, MA 02633
MLS# 22602435Listed by: KINLIN GROVER COMPASS
$1,199,900Active2 beds 2 baths1,324 sq. ft.99 Shane Drive, Chatham, MA 02633
MLS# 22602427Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$1,800,000Active4 beds 2 baths1,238 sq. ft.213 Main St, Chatham, MA 02633
MLS# 73523164Listed by: Gibson Sotheby's International Realty
$849,000Active2 beds 1 baths864 sq. ft.66 Snow Ln, Chatham, MA 02633
MLS# 73523077Listed by: Compass
$1,175,000Pending3 beds 2 baths1,528 sq. ft.40 Sam Ryder Road, Chatham, MA 02633
MLS# 22602414Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$2,350,000Pending3 beds 3 baths2,212 sq. ft.320 Old Harbor Road, Chatham, MA 02633
MLS# 22602390Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$4,495,000Active4 beds 6 baths5,372 sq. ft.335 Stage Island Road, Chatham, MA 02633
MLS# 22602319Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$4,595,000Pending5 beds 4 baths2,659 sq. ft.92 Barcliff Avenue, Chatham, MA 02633
MLS# 22602315Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$490,000Pending2 beds 1 baths496 sq. ft.1340 Main Street #UNIT 9, Chatham, MA 02633
MLS# 22602247Listed by: COMPASS MASSACHUSETTS, LLC
$645,000Pending2 beds 2 baths1,045 sq. ft.99 Depot Road #APT 23, Chatham, MA 02633
MLS# 22602238Listed by: JOHN C RICOTTA & ASSOC.
$4,950,000Active4 beds 5 baths5,371 sq. ft.15 Bay Lane, Chatham, MA 02633
MLS# 22602178Listed by: COMPASS MASSACHUSETTS, LLC
$899,000Active2 beds 2 baths2,127 sq. ft.1068 Main St #1068, Chatham, MA 02633
MLS# 73517544Listed by: William Raveis R.E. & Home Services
$1,275,000Pending3 beds 3 baths2,062 sq. ft.58 Stepping Stones Road, Chatham, MA 02633
MLS# 22602135Listed by: NEW HOMES MARKETING, INC.
$4,200,000Active3 beds 3 baths2,418 sq. ft.30 Indian Trail, Chatham, MA 02633
MLS# 22602056Listed by: COMPASS MASSACHUSETTS, LLC
$2,995,000Active3 beds 3 baths2,205 sq. ft.336 Stage Island Road, Chatham, MA 02633
MLS# 22601983Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$2,995,000Pending3 beds 4 baths3,014 sq. ft.7 Squanto Drive, Chatham, MA 02633
MLS# 22601915Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$4,750,000Active4 beds 4 baths4,967 sq. ft.38 Indian Trail, Chatham, MA 02633
MLS# 22601752Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$3,699,900Pending3 beds 5 baths4,565 sq. ft.29 Jessies Landing, Chatham, MA 02633
MLS# 22601788Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$3,600,000Active4 beds 4 baths3,978 sq. ft.60 Harbor Hill Road, Chatham, MA 02633
MLS# 22601737Listed by: SHORE ROAD REALTY
$575,000Pending1 beds 1 baths399 sq. ft.73 Main Street #UNIT 6, Chatham, MA 02633
MLS# 22601727Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$865,900Active2 beds 2 baths1,688 sq. ft.61 Oak Hill Rd, Chatham, MA 02633
MLS# 73506797Listed by: Christie's International Real Estate Atlantic Brokerage- Open Sat, 1 to 3pm
$1,650,000Active3 beds 2 baths2,169 sq. ft.48 Glover Square, Chatham, MA 02633
MLS# 22601653Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY 
$5,995,000Active5 beds 5 baths4,060 sq. ft.70 Judges Way, Chatham, MA 02633
MLS# 22601572Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$2,975,000Pending5 beds 6 baths4,822 sq. ft.35 Northgate Road, North Chatham, MA 02650
MLS# 22601580Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$450,000Pending1 beds 1 baths578 sq. ft.425 Main Street #UNIT D, Chatham, MA 02633
MLS# 22601604Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$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
$459,000Pending1 beds 2 baths1,284 sq. ft.912 Main Street #Unit 308, Chatham, MA 02633
MLS# 22600884Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$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
$1,800,000Pending4 beds 2 baths1,435 sq. ft.42 Champlain Road, Chatham, MA 02633
MLS# 22601295Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$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
$5,995,000Active5 beds 5 baths3,225 sq. ft.101 Morris Island Road, Chatham, MA 02633
MLS# 22601118Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$6,250,000Active5 beds 6 baths5,620 sq. ft.15 Windy Hill Way, Chatham, MA 02633
MLS# 22601111Listed by: JOHN C RICOTTA & ASSOC.
$2,150,000Active3 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
$1,495,000Active3 beds 2 baths1,530 sq. ft.137 Shane Drive, Chatham, MA 02633
MLS# 22600988Listed by: COMPASS MASSACHUSETTS, LLC
$1,200,000Active3 beds 3 baths1,804 sq. ft.118 Wilfred Road, Chatham, MA 02633
MLS# 22600948Listed by: COMPASS
$4,250,000Active4 beds 6 baths3,980 sq. ft.222 Barcliff Avenue, Chatham, MA 02633
MLS# 22600932Listed by: COMPASS MASSACHUSETTS, LLC
$1,350,000Active3 beds 2 baths2,278 sq. ft.243 Crowell Road, Chatham, MA 02633
MLS# 22600915Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$1,350,000Active3 beds 2 baths1,802 sq. ft.32 Tip Cart Drive, Chatham, MA 02633
MLS# 22600918Listed by: COMPASS
$949,000Pending4 beds 1 baths1,547 sq. ft.66 Ethelma Drive, Chatham, MA 02633
MLS# 22600879Listed 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 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
$4,900,000Active5 beds 5 baths5,587 sq. ft.169 Tisquantum Road, Chatham, MA 02633
MLS# 22600293Listed by: KINLIN GROVER COMPASS
$842,000Active3 beds 2 baths1,192 sq. ft.33 Duck Marsh Lane, Chatham, MA 02633
MLS# 22505803Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$2,800,000Active3 beds 2 baths1,160 sq. ft.78 Indian Trail, Chatham, MA 02633
MLS# 73457238Listed by: John C. Ricotta & Associates, Inc.
$3,200,000Active3 beds 3 baths2,004 sq. ft.92 Indian Trail, Chatham, MA 02633
MLS# 73457239Listed by: John C. Ricotta & Associates, Inc.
$789,000Active3 beds 2 baths1,425 sq. ft.49 Duck Marsh, Chatham, MA 02633
MLS# 73435928Listed by: John C. Ricotta & Associates, Inc.
$4,700,000Pending5 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
$4,525,000Pending4 beds 6 baths5,300 sq. ft.230 Barcliff Avenue, Chatham, MA 02633
MLS# 22504396Listed 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
$6,900,000Pending7 beds 7 baths6,521 sq. ft.44 Buena Vista Road, Chatham, MA 02633
MLS# 22503738Listed 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
$2,499,000Pending2.46 Acres0 Crows Pond Road, Chatham, MA 02633
MLS# 22502635Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$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# 73258353Listed by: John C. Ricotta & Associates, Inc.
$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:CENTURY 21 Custom Home Realty, CENTURY 21 Realty Network
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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.