Chatham town, MA - single-family homes for sale

41 of 41 results displayed

Open Sat, 11am to 1pmNew
$5,250,000Active
6 beds 7 baths5,721 sq. ft.
48 Sylvan Way, South Chatham, MA 02659
MLS# 22600543Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
New
$799,000Active
2 beds 1 baths817 sq. ft.
37 Glendon Way, Chatham, MA 02659
MLS# 73478035Listed by: Compass
New
$5,400,000Active
5 beds 5 baths5,587 sq. ft.
169 Tisquantum Road, Chatham, MA 02633
MLS# 22600293Listed by: KINLIN GROVER COMPASS
New
$2,950,000Active
3 beds 3 baths3,504 sq. ft.
41 Court Street, North Chatham, MA 02650
MLS# 22600472Listed by: COMPASS
New
$10,995,000Active
6 beds 6 baths6,547 sq. ft.
197 Woodland Way, North Chatham, MA 02650
MLS# 22600461Listed by: COMPASS MASSACHUSETTS, LLC
$6,950,000Active
7 beds 3 baths2,552 sq. ft.
150 Main Street, Chatham, MA 02633
MLS# 22600447Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$550,000Active
4 beds 1 baths1,428 sq. ft.
28 Charles St, Chatham, MA 02659
MLS# 73476755Listed by: Compass
$2,700,000Pending
4 beds 2 baths2,057 sq. ft.
101 Oyster Pond Furlong Street, Chatham, MA 02633
MLS# 22600327Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$5,400,000Pending
4 beds 7 baths3,702 sq. ft.
121 Queen Anne Road, Chatham, MA 02633
MLS# 22600235Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$735,900Active
2 beds 2 baths1,372 sq. ft.
132 Stage Coach Dr, Chatham, MA 02659
MLS# 73470089Listed by: Keller Williams Realty
$735,900Active
2 beds 2 baths1,372 sq. ft.
132 Stage Coach Drive, South Chatham, MA 02659
MLS# 22600197Listed by: KELLER WILLIAMS REALTY
$3,295,000Pending
3 beds 5 baths3,759 sq. ft.
28 Cranberry Lane, North Chatham, MA 02650
MLS# 22600150Listed by: COMPASS MASSACHUSETTS, LLC
$842,000Active
3 beds 2 baths1,192 sq. ft.
33 Duck Marsh Lane, Chatham, MA 02633
MLS# 22505803Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$3,999,900Active
3 beds 5 baths5,154 sq. ft.
83 Old Mail Rd, Chatham, MA 02650
MLS# 73457983Listed by: Compass
$3,999,900Active
3 beds 5 baths5,154 sq. ft.
83 Old Mail Road, North Chatham, MA 02650
MLS# 22505756Listed by: COMPASS
$1,495,000Active
3 beds 3 baths2,441 sq. ft.
28 Lakeview Avenue, Chatham, MA 02633
MLS# 22505743Listed by: COMPASS
$949,000Active
3 beds 2 baths1,713 sq. ft.
46 Chippingstone Road, Chatham, MA 02633
MLS# 22505709Listed by: THE GREENE REALTY GROUP
$2,800,000Active
3 beds 2 baths1,160 sq. ft.
78 Indian Trail, Chatham, MA 02633
MLS# 73457238Listed by: John C. Ricotta & Associates, Inc.
$3,200,000Active
3 beds 3 baths2,004 sq. ft.
92 Indian Trail, Chatham, MA 02633
MLS# 22505703Listed by: JOHN C RICOTTA & ASSOC.
$675,000Active
2 beds 1 baths769 sq. ft.
39 Meadow Brook Road, North Chatham, MA 02650
MLS# 22505466Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
$2,499,000Active
3 beds 4 baths3,090 sq. ft.
2 Seapine Road, North Chatham, MA 02650
MLS# 22505455Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$1,850,000Pending
3 beds 2 baths1,626 sq. ft.
32 Sunset Lane, Chatham, MA 02633
MLS# 22504826Listed by: COMPASS MASSACHUSETTS, LLC
$849,000Active
3 beds 2 baths1,425 sq. ft.
49 Duck Marsh Lane, Chatham, MA 02633
MLS# 22504809Listed by: JOHN C RICOTTA & ASSOC.
$4,700,000Active
5 beds 4 baths3,080 sq. ft.
85 Cedar Street, Chatham, MA 02633
MLS# 22504804Listed by: JOHN C RICOTTA & ASSOC.
$1,200,000Pending
3 beds 3 baths2,066 sq. ft.
27 Martha Kendrick Drive, Chatham, MA 02633
MLS# 22504691Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$3,999,900Active
3 beds 5 baths4,393 sq. ft.
2550 Main Street, South Chatham, MA 02659
MLS# 22504680Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$3,999,900Active
4 beds 6 baths4,942 sq. ft.
2548 Main Street, South Chatham, MA 02659
MLS# 22504678Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$4,399,000Active
4 beds 6 baths5,300 sq. ft.
230 Barcliff Avenue, Chatham, MA 02633
MLS# 22504396Listed by: COMPASS MASSACHUSETTS, LLC
$1,450,000Pending
4 beds 4 baths2,843 sq. ft.
207 Horizon Drive, Chatham, MA 02633
MLS# 22504264Listed by: SHORE ROAD REALTY
$5,495,000Active
2 beds 3 baths1,850 sq. ft.
99 Uncle Alberts Drive Ext, Chatham, MA 02633
MLS# 22503829Listed by: COMPASS
$6,900,000Active
7 beds 7 baths6,521 sq. ft.
44 Buena Vista Road, Chatham, MA 02633
MLS# 22503738Listed by: COMPASS
$5,295,000Pending
4 beds 6 baths4,989 sq. ft.
14 Pond View Lane, Chatham, MA 02633
MLS# 22503678Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$995,000Active
2 beds 2 baths1,168 sq. ft.
24 Chickadee Cir., Chatham, MA 02633
MLS# 73406969Listed by: Kinlin Grover Compass
$995,000Active
2 beds 2 baths1,504 sq. ft.
24 Chickadee Circle, Chatham, MA 02633
MLS# 22503484Listed by: KINLIN GROVER COMPASS
$1,970,000Active
3 beds 5 baths1,834 sq. ft.
292 Stage Harbor Road, Chatham, MA 02633
MLS# 22501963Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$3,850,000Active
3 beds 5 baths3,640 sq. ft.
287 Cedar Street, Chatham, MA 02633
MLS# 22502029Listed by: COMPASS
$7,200,000Active
5 beds 3 baths1,896 sq. ft.
238 Cranberry Lane, North Chatham, MA 02650
MLS# 22501564Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$1,469,000Active
5 beds 10 baths11,000 sq. ft.
558 Fox Hill Rd, Chatham, MA 02633
MLS# 73454748Listed 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.
$825,000Active
4 beds 2 baths1,493 sq. ft.
714 Crowell Rd, Chatham, MA 02650
MLS# 73183473Listed by: Redfin Corp.
$815,000Active
3 beds 2 baths1,617 sq. ft.
1842 Main St, Chatham, MA 02633
MLS# 73147241Listed by: Keller Williams Realty

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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.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

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.