103 total properties
View 55 Winterset Drive Chatham, MA MLS# 73548377
  • Virtual Tour
1 of 38
$2,295,000
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 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 558 Fox Hill Road Chatham, MA MLS# 22603353
  • Virtual Tour
1 of 36
$1,469,000
5

Beds

6.4

Baths

11,000

Sq.Ft.

558 Fox Hill Road

Chatham, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
View 95 Cotchpinicut Road Chatham, MA MLS# 22603274
$5,900,000
4

Beds

5.0

Baths

4,394

Sq.Ft.

95 Cotchpinicut Road

Chatham, MA

CapeCodIslands
View 859 Main Street Chatham, MA MLS# 22603371
$2,750,000
1,920

Sq.Ft.

859 Main Street

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 409 Main St Chatham, MA MLS# 73535300
$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
$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
  • 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
$6,500,000
10

Beds

7.3

Baths

7,658

Sq.Ft.

150-154 Cross Street

Chatham, MA

CapeCodIslands
View 409 Main Street Chatham, MA MLS# 22602839
  • Virtual Tour
1 of 61
$2,100,000
1,479

Sq.Ft.

409 Main Street

Chatham, MA

CapeCodIslands
View 35 Duncan Lane Chatham, MA MLS# 73531412
$1,195,000
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 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 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

Information deemed reliable but not guaranteed.

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Data is updated as of 10/19/2026.

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