103 total properties
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 33 Crowell Road Chatham, MA MLS# 22600794
  • New Construction
1 of 11
$4,499,900
3

Beds

5.2

Baths

5,820

Sq.Ft.

33 Crowell Road

Chatham, MA

CapeCodIslands
View 169 Tisquantum Road Chatham, MA MLS# 22604810
1 of 80
OPEN HOUSE: Saturday 10/17 2:00 PM - 4:00 PM
$4,495,000
5

Beds

4.1

Baths

5,887

Sq.Ft.

169 Tisquantum Road

Chatham, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
View 169 Tisquantum Rd Chatham, MA MLS# 73581092
$4,495,000
5

Beds

4.1

Baths

5,887

Sq.Ft.

169 Tisquantum Rd

Chatham, MA

Listed By: Guthrie Schofield Group Courtesy of BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
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 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 600 Fox Hill Road Chatham, MA MLS# 22603504
$4,250,000
3

Beds

3.1

Baths

3,071

Sq.Ft.

600 Fox Hill Road

Chatham, MA

CapeCodIslands
View 600 Fox Hill Rd Chatham, MA MLS# 73552814
$4,250,000
3

Beds

3.1

Baths

3,071

Sq.Ft.

600 Fox Hill Rd

Chatham, MA

Listed By: Chris Rhinesmith Courtesy of COMPASS
View 22 Moonpenny Lane Chatham, MA MLS# 22604577
  • Virtual Tour
1 of 59
$4,250,000
4

Beds

4.1

Baths

4,298

Sq.Ft.

22 Moonpenny Lane

Chatham, MA

CapeCodIslands
View 22 Moonpenny Ln Chatham, MA MLS# 73576453
  • Virtual Tour
1 of 42
$4,250,000
4

Beds

4.1

Baths

4,298

Sq.Ft.

22 Moonpenny Ln

Chatham, MA

Listed By: Lori Jurkowski Courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE ATLANTIC BROKERAGE
View 30 Indian Trail Chatham, MA MLS# 73515489
$4,200,000
3

Beds

3.0

Baths

2,418

Sq.Ft.

30 Indian Trail

Chatham, MA

Listed By: Chris Rhinesmith Courtesy of COMPASS
View 64 Harbor View Road Chatham, MA MLS# 22604409
$4,000,000
5

Beds

3.0

Baths

2,303

Sq.Ft.

64 Harbor View Road

Chatham, MA

CapeCodIslands
View 35 Crows Pond Road Chatham, MA MLS# 22604955
  • Recently Listed
1 of 28
$3,995,000
3

Beds

4.1

Baths

4,400

Sq.Ft.

35 Crows Pond Road

Chatham, MA

CapeCodIslands
View 35 Crows Pond Rd Chatham, MA MLS# 73584596
  • Recently Listed
1 of 29
$3,995,000
3

Beds

4.1

Baths

4,400

Sq.Ft.

35 Crows Pond Rd

Chatham, MA

Listed By: Betsy Hargreaves Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 58 Strong Island Road Chatham, MA MLS# 22604655
$3,595,000
4

Beds

4.1

Baths

4,137

Sq.Ft.

58 Strong Island Road

Chatham, MA

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

1698 Main Street

Chatham, MA

CapeCodIslands
View 9 Bassing Harbor Road Chatham, MA MLS# 22604915
$3,299,900
3

Beds

3.1

Baths

3,157

Sq.Ft.

9 Bassing Harbor Road

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 90 Silver Leaf Avenue Chatham, MA MLS# 22604797
  • Virtual Tour
1 of 26
$3,100,000
3

Beds

3.1

Baths

2,209

Sq.Ft.

90 Silver Leaf Avenue

Chatham, MA

CapeCodIslands

Information deemed reliable but not guaranteed.

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Data is updated as of 10/17/2026.

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