Chatham Massachusetts Homes for Sale

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View 35 Oakridge Cir Chatham, MA MLS# 73542461
  • Recently Listed
1 of 35
$1,100,000
3

Beds

1.1

Baths

1,476

Sq.Ft.

35 Oakridge Cir

Chatham, MA

Listed By: David Doherty Courtesy of COMPASS
View 127 Perch Pond Road Chatham, MA MLS# 73542198
  • Recently Listed
1 of 42
$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 127 Perch Pond Road Chatham, MA MLS# 22603110
  • Recently Listed with Virtual Tour
1 of 64
$995,000
4

Beds

2.0

Baths

2,367

Sq.Ft.

127 Perch Pond Road

Chatham, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
View 1134 &1142 Main Street Chatham, MA MLS# 22603123
  • Recently Listed
1 of 10
$1,250,000
1,200

Sq.Ft.

1134 &1142 Main Street

Chatham, MA

CapeCodIslands
View 1134 &1142 Main Street Chatham, MA MLS# 22603130
  • Recently Listed
1 of 10
$1,250,000
Studio

Beds

0.0

Baths

1134 &1142 Main Street

Chatham, MA

CapeCodIslands
View 35 Oakridge Circle Chatham, MA MLS# 22603135
  • Recently Listed
1 of 33
OPEN HOUSE: Sunday 6/28 12:00 PM - 2:00 PM
$1,100,000
3

Beds

1.1

Baths

1,476

Sq.Ft.

35 Oakridge Circle

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 240 Riverview Drive Chatham, MA MLS# 73540467
  • Recently Listed
1 of 33
$1,375,000
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 240 Riverview Drive Chatham, MA MLS# 22603060
  • Recently Listed
1 of 56
$1,375,000
3

Beds

2.0

Baths

2,070

Sq.Ft.

240 Riverview Drive

Chatham, MA

CapeCodIslands
View 165 Tanglewood Dr Chatham, MA MLS# 73538694
  • Recently Listed
1 of 18
$750,000
3

Beds

3.0

Baths

1,452

Sq.Ft.

165 Tanglewood Dr

Chatham, MA

Listed By: Kari Wagner Courtesy of COMPASS
View 65 Captain Kendrick Dr Chatham, MA MLS# 73538377
  • Recently Listed
1 of 40
$1,195,000
3

Beds

3.0

Baths

1,752

Sq.Ft.

65 Captain Kendrick Dr

Chatham, MA

Listed By: Barbara Garside Courtesy of EXP REALTY
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 Drive Chatham, MA MLS# 22602982
  • Recently Listed
1 of 48
$1,195,000
3

Beds

3.0

Baths

3,384

Sq.Ft.

65 Captain Kendrick Drive

Chatham, MA

CapeCodIslands
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 697 Main Street Chatham, MA MLS# 22602911
  • Recently Listed
1 of 42
$2,399,000
3,097

Sq.Ft.

697 Main Street

Chatham, MA

CapeCodIslands
View 68 Chippingstone Road Chatham, MA MLS# 73535939
  • Recently Listed with Virtual Tour
1 of 36
$1,299,000
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 409 Main St Chatham, MA MLS# 73535300
  • Recently Listed
1 of 42
$2,100,000
1

Beds

1.1

Baths

1,479

Sq.Ft.

409 Main St

Chatham, MA

Listed By: Rick Smith Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 150-154 Cross Street Chatham, MA MLS# 73535185
  • Recently Listed
1 of 28
$6,500,000
10

Beds

7.3

Baths

7,658

Sq.Ft.

150-154 Cross Street

Chatham, MA

Listed By: Chris Rhinesmith Courtesy of COMPASS
View 409 Main Street Chatham, MA MLS# 22602838
  • Recently Listed with Virtual Tour
1 of 49
$2,100,000
1

Beds

1.1

Baths

1,479

Sq.Ft.

409 Main Street

Chatham, MA

CapeCodIslands
View 150-154 Cross Street Chatham, MA MLS# 22602857
  • Recently Listed
1 of 34
$6,500,000
10

Beds

7.3

Baths

7,658

Sq.Ft.

150-154 Cross Street

Chatham, MA

CapeCodIslands

About Chatham

Listings in Chatham, MA

128

Estimated median home price

$1,800,000
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 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 0
$400K - 500K 3
$500K - 600K 0
$600K - 700K 5
$700K - 800K 6
$800K - 900K 7
$900K - 1M 7
$1M - Max 100

Homes for Sale by Type in Chatham, MA

Property Type Count
Single Family 107
Townhouse 0
Condo 4
Commercial 13
Rental 6
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/28/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 6/28/2026.

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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 6/28/2026. All properties are subject to prior sale, changes, or withdrawal.