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Chatham, MA - single-family homes for sale
34 of 34 results displayed
- New
$4,950,000Active4 beds 5 baths5,371 sq. ft.15 Bay Lane, Chatham, MA 02633
MLS# 22602178Listed by: COMPASS MASSACHUSETTS, LLC - Open Sun, 11am to 12:30pmNew
$1,275,000Active3 beds 3 baths2,062 sq. ft.58 Stepping Stones Road, Chatham, MA 02633
MLS# 22602135Listed by: NEW HOMES MARKETING, INC. - New
$3,250,000Active3 beds 3 baths2,205 sq. ft.336 Stage Island Road, Chatham, MA 02633
MLS# 22601983Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES 
$2,995,000Active3 beds 4 baths3,014 sq. ft.7 Squanto Dr, Chatham, MA 02633
MLS# 73511778Listed 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- Open Sat, 10:30am to 12:30pm
$1,650,000Active3 beds 2 baths1,531 sq. ft.48 Glover Sq, Chatham, MA 02633
MLS# 73508434Listed by: Gibson Sotheby's International Realty 
$3,600,000Active4 beds 4 baths3,978 sq. ft.60 Harbor Hill Road, Chatham, MA 02633
MLS# 22601737Listed by: SHORE ROAD 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
$2,699,000Active4 beds 3 baths3,479 sq. ft.8 Captains Walk, Chatham, MA 02633
MLS# 73504717Listed by: Compass
$2,850,000Active3 beds 4 baths1,999 sq. ft.32 Gladen Lane, Chatham, MA 02633
MLS# 22601360Listed by: COMPASS MASSACHUSETTS, LLC
$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
$3,699,900Pending4 beds 4 baths3,199 sq. ft.92 Absegami Run, Chatham, MA 02633
MLS# 22601353Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$1,800,000Pending4 beds 2 baths1,435 sq. ft.42 Champlain Road, Chatham, MA 02633
MLS# 22601295Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$950,000Pending4 beds 2 baths2,004 sq. ft.25 Wood Valley Road, Chatham, MA 02633
MLS# 22601145Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$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.
$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- Open Sat, 11am to 12:30pm
$1,450,000Active3 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
$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
$4,700,000Pending5 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
$7,999,000Pending4 beds 6 baths4,717 sq. ft.246 Stage Island Road, Chatham, MA 02633
MLS# 22600418Listed by: COMPASS MASSACHUSETTS, LLC
$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
$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:Better Homes and Gardens Real Estate The Shanahan Group, Better Homes and Gardens Real Estate The Masiello Group
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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.