View 83 Old Mail Rd Chatham, MA MLS# 73509367
$3,695,000
3

Beds

4.1

Baths

5,154

Sq.Ft.

83 Old Mail Rd

Chatham, MA

Listed By: Lori Fanning Smith Courtesy of COMPASS
View 287 Cedar Street Chatham, MA MLS# 22502029
  • Virtual Tour
1 of 63
$3,595,000
3

Beds

4.1

Baths

3,640

Sq.Ft.

287 Cedar Street

Chatham, MA

CapeCodIslands
View 287 Cedar St Chatham, MA MLS# 73371097
  • Virtual Tour
1 of 42
$3,595,000
3

Beds

4.1

Baths

3,640

Sq.Ft.

287 Cedar St

Chatham, MA

Listed By: Shane Masaschi Courtesy of COMPASS
The time to sell is now! THE TIME TO SELL IS NOW!
View 60 Harbor Hill Road Chatham, MA MLS# 22601737
$3,390,000
4

Beds

3.1

Baths

3,978

Sq.Ft.

60 Harbor Hill Road

Chatham, MA

CapeCodIslands
View 60 Harbor Hill Rd Chatham, MA MLS# 73511079
$3,390,000
4

Beds

3.1

Baths

3,978

Sq.Ft.

60 Harbor Hill Rd

Chatham, MA

Listed By: Jacqueline Casey Courtesy of SHORE ROAD REALTY, LLC
View 87 Squanto Drive Chatham, MA MLS# 22602966
  • Virtual Tour
1 of 86
$3,250,000
3

Beds

3.1

Baths

3,902

Sq.Ft.

87 Squanto Drive

Chatham, MA

CapeCodIslands
View 92 Indian Trail Chatham, MA MLS# 73457239
$3,200,000
3

Beds

3.0

Baths

2,004

Sq.Ft.

92 Indian Trail

Chatham, MA

Listed By: Judith Smith Courtesy of JOHN C. RICOTTA & ASSOCIATES, INC.
View 92 Indian Trail Chatham, MA MLS# 22505703
$3,100,000
3

Beds

3.0

Baths

2,004

Sq.Ft.

92 Indian Trail

Chatham, MA

CapeCodIslands
View 7 Squanto Drive Chatham, MA MLS# 22601915
  • Virtual Tour
1 of 78
$2,995,000
3

Beds

3.1

Baths

3,014

Sq.Ft.

7 Squanto Drive

Chatham, MA

CapeCodIslands
View 336 Stage Island Rd Chatham, MA MLS# 73513527
$2,995,000
3

Beds

2.1

Baths

2,205

Sq.Ft.

336 Stage Island Rd

Chatham, MA

Listed By: Guthrie Schofield Group Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
View 26 Hardings Beach Rd Chatham, MA MLS# 73543162
  • Recently Listed with Virtual Tour
1 of 42
$2,995,000
4

Beds

3.1

Baths

2,700

Sq.Ft.

26 Hardings Beach Rd

Chatham, MA

Listed By: The Bohman Hartung Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 78 Indian Trail Chatham, MA MLS# 73457238
$2,800,000
3

Beds

2.0

Baths

1,160

Sq.Ft.

78 Indian Trail

Chatham, MA

Listed By: Judith Smith Courtesy of JOHN C. RICOTTA & ASSOCIATES, INC.
View 44 Baileys Path Chatham, MA MLS# 22603263
  • Recently Listed
1 of 44
$2,795,000
3

Beds

3.1

Baths

3,514

Sq.Ft.

44 Baileys Path

Chatham, MA

CapeCodIslands
View 44 Baileys Path Chatham, MA MLS# 73544509
  • Recently Listed
1 of 41
$2,795,000
3

Beds

3.1

Baths

3,514

Sq.Ft.

44 Baileys Path

Chatham, MA

Listed By: Chris Rhinesmith Courtesy of COMPASS
View 859 Main Street Chatham, MA MLS# 22603371
  • Recently Listed
1 of 12
$2,750,000
1,920

Sq.Ft.

859 Main Street

Chatham, MA

CapeCodIslands
View 78 Indian Trail Chatham, MA MLS# 22505704
$2,700,000
3

Beds

2.0

Baths

1,160

Sq.Ft.

78 Indian Trail

Chatham, MA

CapeCodIslands
View 697 Main Street Chatham, MA MLS# 22602911
$2,399,000
3,097

Sq.Ft.

697 Main Street

Chatham, MA

CapeCodIslands
View 697 Main St Chatham, MA MLS# 73541936
  • Recently Listed
1 of 40
$2,399,000
4,235

Sq.Ft.

697 Main St

Chatham, MA

Listed By: Kevin A. Pepe Courtesy of COMMERCIAL REALTY ADVISORS, INC.
View 55 Winterset Drive Chatham, MA MLS# 73548377
  • Recently Listed with Virtual Tour
1 of 42
$2,390,000
4

Beds

3.1

Baths

4,072

Sq.Ft.

55 Winterset Drive

Chatham, MA

Listed By: Janet Stuart Courtesy of COLDWELL BANKER REALTY - CONCORD
View 1547 Main Street Chatham, MA MLS# 22601891
$2,350,000
5,547

Sq.Ft.

1547 Main Street

Chatham, MA

CapeCodIslands

About Chatham

Listings in Chatham, MA

126

Estimated median home price

$2,050,000
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 3
$500K - 600K 0
$600K - 700K 5
$700K - 800K 5
$800K - 900K 5
$900K - 1M 8
$1M - Max 98

Homes for Sale by Type in Chatham, MA

Property Type Count
Single Family 102
Townhouse 0
Condo 5
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 7/15/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 7/16/2026.

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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.

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Data is updated as of 7/16/2026. All properties are subject to prior sale, changes, or withdrawal.