View 56 Stage Island Road Chatham, MA MLS# 73529657
  • Virtual Tour
1 of 42
$4,995,000
4

Beds

4.0

Baths

2,932

Sq.Ft.

56 Stage Island Road

Chatham, MA

Listed By: James Lowenstern Courtesy of EXP REALTY LLC
View 727 Main Street Chatham, MA MLS# 22602638
$899,000
0.0

Baths

727 Main Street

Chatham, MA

CapeCodIslands
View 70 Uncle Deane's Rd Chatham, MA MLS# 73519558
  • Virtual Tour
1 of 42
$1,599,000
3

Beds

3.0

Baths

3,514

Sq.Ft.

70 Uncle Deane's Rd

Chatham, MA

Listed By: Patrick Davison Courtesy of SHINING SEA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 336 Stage Island Rd Chatham, MA MLS# 73513527
$2,699,000
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 336 Stage Island Road Chatham, MA MLS# 22601983
1 of 78
OPEN HOUSE: Saturday 10/24 1:00 PM - 3:00 PM
$2,699,000
3

Beds

2.1

Baths

2,205

Sq.Ft.

336 Stage Island Road

Chatham, MA

CapeCodIslands
View 1547 Main St Chatham, MA MLS# 73511618
$2,350,000

1547 Main St

Chatham, MA

Listed By: Evan Dean Courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
View 60 Harbor Hill Rd Chatham, MA MLS# 73511079
$2,850,000
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 1547 Main Street Chatham, MA MLS# 22601891
$2,350,000
5,547

Sq.Ft.

1547 Main Street

Chatham, MA

CapeCodIslands
View 38 Indian Trail Chatham, MA MLS# 22601752
  • Virtual Tour
1 of 59
$4,295,000
4

Beds

3.1

Baths

4,967

Sq.Ft.

38 Indian Trail

Chatham, MA

CapeCodIslands
View 60 Harbor Hill Road Chatham, MA MLS# 22601737
$2,850,000
4

Beds

3.1

Baths

3,978

Sq.Ft.

60 Harbor Hill Road

Chatham, MA

CapeCodIslands
View 70 Judges Way Chatham, MA MLS# 22601572
  • Virtual Tour
1 of 51
$5,450,000
5

Beds

4.1

Baths

4,060

Sq.Ft.

70 Judges Way

Chatham, MA

CapeCodIslands
View 1698 Main Street Chatham, MA MLS# 22601475
$3,500,000

1698 Main Street

Chatham, MA

CapeCodIslands
View 157 Bridge Street Chatham, MA MLS# 22601380
  • New Construction
1 of 20
$12,999,900
4

Beds

5.2

Baths

6,234

Sq.Ft.

157 Bridge Street

Chatham, MA

CapeCodIslands
View 15 Windy Hill Way Chatham, MA MLS# 73495151
$5,850,000
5

Beds

5.1

Baths

5,620

Sq.Ft.

15 Windy Hill Way

Chatham, MA

Listed By: Timothy Bailey Courtesy of JOHN C. RICOTTA & ASSOCIATES, INC.
View 15 Windy Hill Way Chatham, MA MLS# 22601111
$5,850,000
5

Beds

5.1

Baths

5,620

Sq.Ft.

15 Windy Hill Way

Chatham, MA

CapeCodIslands
View 346 Morris Island Road Chatham, MA MLS# 22601006
$4,500,000
4

Beds

3.1

Baths

2,850

Sq.Ft.

346 Morris Island Road

Chatham, MA

CapeCodIslands
View 243 Crowell Road Chatham, MA MLS# 22600915
$1,175,000
3

Beds

1.1

Baths

2,278

Sq.Ft.

243 Crowell Road

Chatham, MA

CapeCodIslands
View 222 Barcliff Avenue Chatham, MA MLS# 22600932
$4,250,000
4

Beds

5.1

Baths

3,980

Sq.Ft.

222 Barcliff Avenue

Chatham, MA

CapeCodIslands
View 31 Meetinghouse Chatham, MA MLS# 73490280
$2,300,000

31 Meetinghouse

Chatham, MA

Listed By: John Burke Courtesy of WILLIAM RAVEIS CHATHAM
View 32 Tip Cart Drive Chatham, MA MLS# 22600918
  • Virtual Tour
1 of 33
$1,295,000
3

Beds

2.0

Baths

1,802

Sq.Ft.

32 Tip Cart Drive

Chatham, MA

CapeCodIslands

About Chatham

Listings in Chatham, MA

115

Estimated median home price

$2,295,000
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 1
$400K - 500K 0
$500K - 600K 1
$600K - 700K 3
$700K - 800K 0
$800K - 900K 10
$900K - 1M 5
$1M - Max 95

Homes for Sale by Type in Chatham, MA

Property Type Count
Single Family 94
Townhouse 0
Condo 3
Commercial 15
Rental 7
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/21/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 10/22/2026.

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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 10/22/2026. All properties are subject to prior sale, changes, or withdrawal.