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# 22603060
$1,275,000
3

Beds

2.0

Baths

2,070

Sq.Ft.

240 Riverview Drive

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.
The time to sell is now! THE TIME TO SELL IS NOW!
View 243 Crowell Road Chatham, MA MLS# 22600915
$1,280,000
3

Beds

1.1

Baths

2,278

Sq.Ft.

243 Crowell Road

Chatham, MA

CapeCodIslands
View 243 Crowell Road Chatham, MA MLS# 22603710
  • Recently Listed
1 of 48
$1,280,000
2,278

Sq.Ft.

243 Crowell Road

Chatham, MA

CapeCodIslands
View 32 Tip Cart Drive Chatham, MA MLS# 22600918
  • Virtual Tour
1 of 33
$1,350,000
3

Beds

2.0

Baths

1,802

Sq.Ft.

32 Tip Cart Drive

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.
View 50 Pine Ridge Road Chatham, MA MLS# 22603455
$1,350,000
3

Beds

1.0

Baths

1,056

Sq.Ft.

50 Pine Ridge Road

Chatham, MA

CapeCodIslands
View 88 Indian Hill Road N Chatham, MA MLS# 22603249
$1,374,900
3

Beds

2.1

Baths

2,302

Sq.Ft.

88 Indian Hill Road N

Chatham, MA

CapeCodIslands
View 137 Shane Drive Chatham, MA MLS# 22600988
$1,399,000
3

Beds

2.0

Baths

1,530

Sq.Ft.

137 Shane Drive

Chatham, MA

CapeCodIslands
View 558 Fox Hill Road Chatham, MA MLS# 22603353
  • Virtual Tour
1 of 39
$1,469,000
5

Beds

6.4

Baths

11,000

Sq.Ft.

558 Fox Hill Road

Chatham, MA

CapeCodIslands
View 558 Fox Hill Rd Chatham, MA MLS# 73548115
$1,469,000
5

Beds

6.4

Baths

11,000

Sq.Ft.

558 Fox Hill Rd

Chatham, MA

Listed By: Guthrie Schofield Group Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
View 739 Main St # 739 Chatham, MA MLS# 73544712
  • Virtual Tour
1 of 41
$1,495,000
2

Beds

3.1

Baths

1,770

Sq.Ft.

739 Main St # 739

Chatham, MA

Listed By: Lori Jurkowski Courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
View 739 Main Street 1E Chatham, MA MLS# 22603300
  • Virtual Tour
1 of 53
OPEN HOUSE: Sunday 8/2 11:00 AM - 12:30 PM
$1,495,000
2

Beds

3.1

Baths

1,770

Sq.Ft.

739 Main Street 1E

Chatham, MA

CapeCodIslands
View 124 Pleasant Street Chatham, MA MLS# 73556447
  • Recently Listed
1 of 41
$1,495,000
3

Beds

3.0

Baths

1,630

Sq.Ft.

124 Pleasant Street

Chatham, MA

Listed By: Guthrie Schofield Group Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
View 856 Main Street Chatham, MA MLS# 22600313
$1,499,000
2,015

Sq.Ft.

856 Main Street

Chatham, MA

CapeCodIslands
View 856 Main Street Chatham, MA MLS# 73484112
$1,499,000

856 Main Street

Chatham, MA

Listed By: Nat Santoro Courtesy of KINLIN GROVER COMPASS COMMERCIAL
View 48 Glover Square Chatham, MA MLS# 22601653
$1,585,000
3

Beds

2.0

Baths

2,169

Sq.Ft.

48 Glover Square

Chatham, MA

CapeCodIslands
View 231 Crowell Road Chatham, MA MLS# 22402924
$1,650,000
2,586

Sq.Ft.

231 Crowell Road

Chatham, MA

CapeCodIslands

About Chatham

Listings in Chatham, MA

133

Estimated median home price

$2,150,000
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 8
$700K - 800K 6
$800K - 900K 5
$900K - 1M 6
$1M - Max 103

Homes for Sale by Type in Chatham, MA

Property Type Count
Single Family 107
Townhouse 0
Condo 7
Commercial 15
Rental 6
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 8/2/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 8/2/2026.

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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 8/2/2026. All properties are subject to prior sale, changes, or withdrawal.