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02633, MA - single-family homes for sale
61 of 61 results displayed
- Coming Soon
$2,500,000Coming Soon2 beds 3 baths1,568 sq. ft.155 Stage Island Road, Chatham, MA 02633
MLS# 22605288Listed by: NAUSET MANAGEMENT - New
$6,495,000Active5 beds 6 baths4,588 sq. ft.200 Crows Pond Road, Chatham, MA 02650
MLS# 73592001Listed by: Compass - Open Sat, 10am to 12pmNew
$870,000Active3 beds 2 baths1,896 sq. ft.304 Round Cove Rd, Chatham, MA 02633
MLS# 73590218Listed by: Venture - Open Sat, 11:30am to 1:30pmNew
$2,199,000Active3 beds 3 baths2,848 sq. ft.312 Round Cove Road, Chatham, MA 02633
MLS# 22605218Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES - New
$599,999Active2 beds 1 baths1,296 sq. ft.15 Eddie Ln, Chatham, MA 02633
MLS# 73589780Listed by: Coldwell Banker Realty - Easton - Open Sat, 10:30am to 12pm
$1,415,000Active3 beds 3 baths1,920 sq. ft.112 Soundview Avenue, Chatham, MA 02633
MLS# 22605044Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES 
$1,275,000Active4 beds 3 baths2,670 sq. ft.2118 Main St, Chatham, MA 02633
MLS# 73585978Listed by: Gibson Sotheby's International Realty- Open Sun, 10:30am to 12pm
$1,650,000Active3 beds 3 baths1,902 sq. ft.764 Riverview Drive, Chatham, MA 02633
MLS# 22604981Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES 
$3,995,000Active3 beds 5 baths4,400 sq. ft.35 Crows Pond Rd, Chatham, MA 02633
MLS# 73584596Listed by: Gibson Sotheby's International Realty
$3,299,900Pending3 beds 4 baths3,157 sq. ft.9 Bassing Harbor Road, Chatham, MA 02633
MLS# 22604915Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE- Open Sun, 11:30am to 1pm
$1,275,000Active4 beds 4 baths3,805 sq. ft.41 Taylor Ln, Rowley, MA 01969
MLS# 73583059Listed by: RE/MAX Bentley's - Open Sat, 12 to 1:30pm
$875,000Active3 beds 2 baths1,820 sq. ft.800 Riverview Drive, Chatham, MA 02633
MLS# 22604897Listed by: COMPASS 
$2,285,000Active5 beds 4 baths2,478 sq. ft.20 Stoughton Lane, Chatham, MA 02633
MLS# 22604882Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$3,100,000Pending3 beds 4 baths4,053 sq. ft.26 Chatham Heights Road, Chatham, MA 02633
MLS# 22604867Listed by: COMPASS MASSACHUSETTS, LLC
$6,875,000Active4 beds 5 baths4,512 sq. ft.12 Pond Street, Chatham, MA 02633
MLS# 22604827Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES- Open Sat, 2 to 4pm
$4,495,000Active5 beds 5 baths5,887 sq. ft.169 Tisquantum Road, Chatham, MA 02633
MLS# 22604810Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES 
$1,200,000Active2 beds 3 baths2,380 sq. ft.288 Training Field Road, Chatham, MA 02633
MLS# 22604793Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$3,100,000Pending3 beds 4 baths2,209 sq. ft.90 Silver Leaf Avenue, Chatham, MA 02633
MLS# 22604797Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$5,900,000Active4 beds 6 baths5,254 sq. ft.48 Hillcrest Road, Chatham, MA 02633
MLS# 22604112Listed by: COMPASS MASSACHUSETTS, LLC
$2,199,900Active3 beds 3 baths2,576 sq. ft.20 Lords Pond Road, Chatham, MA 02633
MLS# 22604710Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$1,495,000Active2 beds 2 baths1,810 sq. ft.39 Jedidiah Way, Chatham, MA 02633
MLS# 22604672Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$3,595,000Pending4 beds 5 baths4,137 sq. ft.58 Strong Island Road, Chatham, MA 02633
MLS# 22604655Listed by: COMPASS MASSACHUSETTS, LLC
$4,995,000Active5 beds 6 baths4,763 sq. ft.65 Harbor View Road, Chatham, MA 02633
MLS# 22604593Listed by: COMPASS MASSACHUSETTS, LLC
$4,250,000Active4 beds 5 baths4,298 sq. ft.22 Moonpenny Lane, Chatham, MA 02633
MLS# 22604577Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$2,499,000Active2 beds 2 baths1,547 sq. ft.72 Ridgevale Rd So, Chatham, MA 02633
MLS# 73574801Listed by: Compass
$5,250,000Active4 beds 5 baths4,000 sq. ft.106 Barcliff Avenue, Chatham, MA 02633
MLS# 22604428Listed by: EXP REALTY, LLC
$4,000,000Pending5 beds 3 baths2,303 sq. ft.64 Harbor View Road, Chatham, MA 02633
MLS# 22604409Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$2,995,000Pending3 beds 4 baths2,405 sq. ft.5 Kingsbury Way, Chatham, MA 02633
MLS# 22604381Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$1,340,000Pending3 beds 3 baths2,155 sq. ft.116 Vineyard Avenue, Chatham, MA 02633
MLS# 22604274Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$1,495,000Active3 beds 2 baths1,238 sq. ft.87 Cranberry Lane, Chatham, MA 02633
MLS# 22604234Listed by: COMPASS MASSACHUSETTS, LLC
$6,499,000Pending5 beds 6 baths4,248 sq. ft.108 Queen Anne Road, Chatham, MA 02633
MLS# 22603964Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$2,995,000Pending5 beds 4 baths1,969 sq. ft.156 Chatham Bars Avenue, Chatham, MA 02633
MLS# 22603979Listed by: EXP REALTY, LLC
$9,495,000Active3 beds 3 baths3,079 sq. ft.153 Shore Road, Chatham, MA 02633
MLS# 22603522Listed by: EXP REALTY, LLC
$4,250,000Active3 beds 4 baths3,071 sq. ft.600 Fox Hill Road, Chatham, MA 02633
MLS# 22603504Listed by: COMPASS MASSACHUSETTS, LLC
$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
$2,295,000Active4 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
$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
$975,000Pending3 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
$4,995,000Active4 beds 4 baths2,932 sq. ft.56 Stage Island Road, Chatham, MA 02633
MLS# 73529657Listed by: eXp Realty LLC
$4,200,000Active3 beds 3 baths2,418 sq. ft.30 Indian Trail, Chatham, MA 02633
MLS# 73515489Listed by: Compass- Open Sun, 1:30 to 3:30pm
$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 
$2,850,000Active4 beds 4 baths3,978 sq. ft.60 Harbor Hill Rd, Chatham, MA 02633
MLS# 73511079Listed by: Shore Road Realty, LLC
$4,295,000Pending4 beds 4 baths4,967 sq. ft.38 Indian Trail, Chatham, MA 02633
MLS# 22601752Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE- Open Sat, 12:30 to 2pm
$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.
$4,500,000Active4 beds 4 baths2,850 sq. ft.346 Morris Island Road, Chatham, MA 02633
MLS# 22601006Listed by: COMPASS MASSACHUSETTS, LLC
$4,250,000Pending4 beds 6 baths3,980 sq. ft.222 Barcliff Avenue, Chatham, MA 02633
MLS# 22600932Listed 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
$1,295,000Pending3 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- Open Sun, 11am to 12:30pm
$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.
$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.
$815,000Active3 beds 2 baths1,617 sq. ft.1842 Main St, Chatham, MA 02633
MLS# 73147241Listed by: Keller Williams Realty
Local realty services provided by:CENTURY 21 Custom Home Realty, CENTURY 21 Signature Properties
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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.