Chatham Massachusetts Real Estate & Homes For Sale

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$2,800,000
3bd
2ba
1160sqft
15,660Sqft

78 Indian Trail
Chatham, Massachusetts 02633

Judith L Smith
John C Ricotta & Assoc.
Just moments from Hardings Beach, this inviting three-bedroom, two-bath home offers the perfect coastal getaway. Enjoy the benefits of a sought-after association featuring a dock, kayak storage, and a lovely picnic area overlooking the water.
$1,469,000
5bd
6ba
11000sqft
119,317Sqft

558 Fox Hill Road
North Chatham, Massachusetts 02650

Brian W Dougherty
Corcoran Property Advisors
Co-ownership opportunity. Own one-eighth of this turnkey home, professionally managed by Pacaso.
$950,000
2252sqft
9,401Sqft

2653 Main Street
South Chatham, Massachusetts 02659

Sharon K Dixon
William Raveis Real Estate & Home Services
Thriving Cape Cod Restaurant & Real Estate For Sale: A rare opportunity to acquire a successful, long-standing 25-year restaurant business along with the real estate in a sought-after Cape Cod town. Currently operating seasonally, this well-established dining destination is licensed for 42 seats and holds a full seasonal liquor license.
$475,000
2bd
1ba
869sqft

109 Misty Meadow Lane APT 4
Chatham, Massachusetts 02633

Guthrie Schofield Group
Berkshire Hathaway HomeServices Robert Paul Properties
Tucked away on a quiet street in the heart of North Chatham, this second-floor condominium offers a rare opportunity to own in one of Cape Cod's most coveted locations. Perfect as a seasonal retreat, investment property, or smart entry into the Chatham market, it blends convenience and charm.
$789,000
3bd
2ba
1425sqft
21,307Sqft

49 Duck Marsh Lane
Chatham, Massachusetts 02633

Timothy P Bailey
John C Ricotta & Assoc.
Located in Chatham's Countryside neighborhood, this three-bedroom, two-bath cape-style ranch gets plenty of natural light and features a primary suite with a private bath and good closet space. Two additional bedrooms can be used for family, guests, or a home office. The living room has a brick fireplace.
$3,999,900
4bd
5ba
4942sqft
36,988Sqft

2548 Main Street
South Chatham, Massachusetts 02659

Ward H Brown, III
William Raveis Real Estate & Home Services
One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes at this stage with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyers.
$3,999,900
3bd
4ba
4393sqft
26,970Sqft

2550 Main Street
South Chatham, Massachusetts 02659

Ward H Brown, III
William Raveis Real Estate & Home Services
One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes and extras at this stage of construction with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyer.
$5,495,000
2bd
2ba
1850sqft
62,726Sqft

99 Uncle Alberts Drive Ext
Chatham, Massachusetts 02633

Shane K Masaschi
Compass
Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound.
$425,000
1123sqft

212 Orleans Road # A
North Chatham, Massachusetts 02650

Keith W Bradley
Gibson Sotheby's International Realty
NICKERSON CORNERS . . . Spacious corner office of 1,123 sq ft. Great location in North Chatham. Lots of parking and ease of access. Take next steps to grow your business in prestigious North Chatham location. Sold AS IS, but ready for your custom touches. Make it yours today and grow easily into the new century.
$619,000
43,996Sqft

1761 Main Street
Chatham, Massachusetts 02633

Kimberly A Clark
Bayside Realty Consultants
Nestled in the picturesque town of Chatham, expansive one-acre lot presents a rare opportunity to craft your dream home in a serene setting. Backing up to a tranquil cranberry bog, this unique property offers privacy and natural beauty, providing an idyllic backdrop for your future residence.
$3,595,000
3bd
4ba
3640sqft
15,040Sqft

287 Cedar Street
Chatham, Massachusetts 02633

Shane K Masaschi
Compass
NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat nestled ''On the Loop'' in Chatham. This elegant residence showcases exceptional craftsmanship & luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances.
$6,800,000
5bd
2ba
1896sqft
69,696Sqft

238 Cranberry Lane
North Chatham, Massachusetts 02650

John B Burke
William Raveis Real Estate & Home Services
This private oasis in North Chatham , hidden by a long and winding lane, takes you into the past. A spectacular historic setting including natural vegetation rests on one of the last large water front parcels in Chatham. Surrounded by over 1.
$315,000
46,566Sqft

2386 Main Street
South Chatham, Massachusetts 02659

Judith L Smith
John C Ricotta & Assoc.
This 1.069 acre lot is zoned R20 and partially R60. Great location close to the beach and bike trail. Buyer and their agent to do their own due diligence. Please verify all information contained herein.
$2,499,000
4235sqft
11,326Sqft

697 Main Street
Chatham, Massachusetts 02633

The Grattan Group
Christie's International Real Estate Atlantic Brokerage
This in-town property is an ideal spot for a professional office, commercial space, retail store, and the possibility of an upstairs apartment. It features over three finished floors and has 13 parking spaces, with additional public parking available across the street. The property was fully renovated by Rick Roy Construction in 2008, and more space was added in 2015.
$1,650,000
5Room(s)
1ba
2586sqft
21,780Sqft

231 Crowell Road
Chatham, Massachusetts 02633

Judith L Smith
John C Ricotta & Assoc.
Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport .
$1,650,000
2586sqft
21,780Sqft

231 Crowell Road
Chatham, Massachusetts 02633

Judith L Smith
John C Ricotta & Assoc.
Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport.
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