View 243 Crowell Road Chatham, MA MLS# 22600915
$1,350,000
3

Beds

1.1

Baths

2,278

Sq.Ft.

243 Crowell Road

Chatham, MA

CapeCodIslands
View 32 Tip Cart Dr Chatham, MA MLS# 73492178
  • Virtual Tour
1 of 31
$1,350,000
3

Beds

2.0

Baths

1,802

Sq.Ft.

32 Tip Cart Dr

Chatham, MA

Listed By: Shane Masaschi Courtesy of COMPASS
View 35 Duncan Lane Chatham, MA MLS# 73531412
$1,350,000
3

Beds

2.0

Baths

2,176

Sq.Ft.

35 Duncan Lane

Chatham, MA

Listed By: John Habeeb Courtesy of ALLIANCE REALTY ADVISORS, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 50 Pine Ridge Rd Chatham, MA MLS# 73551106
  • Virtual Tour
1 of 42
$1,350,000
3

Beds

1.0

Baths

1,056

Sq.Ft.

50 Pine Ridge Rd

Chatham, MA

Listed By: Lori Jurkowski Courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
View 58 Stepping Stones Road Chatham, MA MLS# 22602135
$1,275,000
3

Beds

2.1

Baths

2,062

Sq.Ft.

58 Stepping Stones Road

Chatham, MA

CapeCodIslands
View 240 Riverview Drive Chatham, MA MLS# 73540467
$1,275,000
3

Beds

2.0

Baths

2,070

Sq.Ft.

240 Riverview Drive

Chatham, MA

Listed By: Judith Smith Courtesy of JOHN C. RICOTTA & ASSOCIATES, INC.
View 1134 &1142 Main Street Chatham, MA MLS# 22603123
$1,250,000
1,200

Sq.Ft.

1134 &1142 Main Street

Chatham, MA

CapeCodIslands
View 1134 &1142 Main Street Chatham, MA MLS# 22603130
$1,250,000
Studio

Beds

0.0

Baths

1134 &1142 Main Street

Chatham, MA

CapeCodIslands
View 99 Shane Drive Chatham, MA MLS# 22602427
$1,199,900
2

Beds

1.1

Baths

1,324

Sq.Ft.

99 Shane Drive

Chatham, MA

CapeCodIslands
View 68 Chippingstone Road Chatham, MA MLS# 73535939
  • Virtual Tour
1 of 36
$1,199,000
4

Beds

3.0

Baths

2,391

Sq.Ft.

68 Chippingstone Road

Chatham, MA

Listed By: Marcie Smith Courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
View 239 Northgate Road Chatham, MA MLS# 22602979
$1,150,000
3

Beds

2.1

Baths

2,021

Sq.Ft.

239 Northgate Road

Chatham, MA

CapeCodIslands
View 65 Captain Kendrick Dr Chatham, MA MLS# 73538377
$1,069,000
3

Beds

3.0

Baths

1,752

Sq.Ft.

65 Captain Kendrick Dr

Chatham, MA

Listed By: Barbara Garside Courtesy of EXP REALTY LLC
View 727 Main Street Chatham, MA MLS# 22602638
$999,000
Studio

Beds

0.0

Baths

727 Main Street

Chatham, MA

CapeCodIslands
View 127 Perch Pond Road Chatham, MA MLS# 22603110
  • Virtual Tour
1 of 64
$995,000
4

Beds

2.0

Baths

2,367

Sq.Ft.

127 Perch Pond Road

Chatham, MA

CapeCodIslands
View 127 Perch Pond Road Chatham, MA MLS# 73542198
$995,000
4

Beds

2.0

Baths

2,367

Sq.Ft.

127 Perch Pond Road

Chatham, MA

Listed By: David Carter Courtesy of COMPASS
View 35 Oakridge Circle Chatham, MA MLS# 22603135
$995,000
3

Beds

1.1

Baths

1,476

Sq.Ft.

35 Oakridge Circle

Chatham, MA

CapeCodIslands
View 35 Oakridge Cir Chatham, MA MLS# 73542461
$995,000
3

Beds

1.1

Baths

1,476

Sq.Ft.

35 Oakridge Cir

Chatham, MA

Listed By: David Doherty Courtesy of COMPASS
View 33 Jeanette Road Chatham, MA MLS# 22602639
$985,000
3

Beds

2.0

Baths

1,392

Sq.Ft.

33 Jeanette Road

Chatham, MA

CapeCodIslands
View 2653 Main St Chatham, MA MLS# 73517271
$950,000
3

Beds

2.1

Baths

2,252

Sq.Ft.

2653 Main St

Chatham, MA

Listed By: Sharon Dixon Courtesy of WILLIAM RAVEIS REAL ESTATE & HOMES SERVICES
View 2653 Main St Chatham, MA MLS# 73517272
$950,000
3.0

Baths

2,252

Sq.Ft.

2653 Main St

Chatham, MA

Listed By: Sharon Dixon Courtesy of WILLIAM RAVEIS REAL ESTATE & HOMES SERVICES

About Chatham

Listings in Chatham, MA

121

Estimated median home price

$2,100,000
Chatham MA Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Chatham, Massachusetts real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chatham, MA.

Homes for Sale by Price in Chatham, MA

Price Count
$0 - 100K 1
$100K - 200K 0
$200K - 300K 0
$300K - 400K 1
$400K - 500K 2
$500K - 600K 0
$600K - 700K 6
$700K - 800K 5
$800K - 900K 5
$900K - 1M 8
$1M - Max 93

Homes for Sale by Type in Chatham, MA

Property Type Count
Single Family 98
Townhouse 0
Condo 4
Commercial 15
Rental 7
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 7/19/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 7/20/2026.

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Weichert Realtors are marked with the BR Logo and detailed information about them includes the name of the listing broker company. Neither the listing broker nor Weichert Realtors shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 7/20/2026. All properties are subject to prior sale, changes, or withdrawal.