60 total properties
View 409 Main Street Chatham, MA MLS# 22403773
  • Virtual Tour
1 of 61
$1,995,000
1,479

Sq.Ft.

409 Main Street

Chatham, MA

CapeCodIslands
View 409 Main Street Chatham, MA MLS# 22403774
  • Virtual Tour
1 of 55
$1,995,000
1

Beds

1.1

Baths

1,479

Sq.Ft.

409 Main Street

Chatham, MA

CapeCodIslands
View 409 Main St Chatham, MA MLS# 73275929
$1,995,000
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 292 Stage Harbor Road Chatham, MA MLS# 22501963
$1,970,000
3

Beds

4.1

Baths

1,834

Sq.Ft.

292 Stage Harbor Road

Chatham, MA

CapeCodIslands
View 1200 Main Street Chatham, MA MLS# 22505765
$1,895,000
2,400

Sq.Ft.

1200 Main Street

Chatham, MA

CapeCodIslands
View 32 Sunset Lane Chatham, MA MLS# 22504826
$1,850,000
3

Beds

2.0

Baths

1,626

Sq.Ft.

32 Sunset Lane

Chatham, MA

CapeCodIslands
View 32 Sunset Lane Chatham, MA MLS# 73436785
$1,850,000
3

Beds

2.0

Baths

1,626

Sq.Ft.

32 Sunset Lane

Chatham, MA

Listed By: Tom Riley Courtesy of COMPASS
View 231 Crowell Road Chatham, MA MLS# 73258353
$1,750,000
Studio

Beds

1.0

Baths

2,586

Sq.Ft.

231 Crowell Road

Chatham, MA

Listed By: Judith Smith Courtesy of JOHN C. RICOTTA & ASSOCIATES, INC.
View 231 Crowell Road Chatham, MA MLS# 22402924
$1,650,000
2,586

Sq.Ft.

231 Crowell Road

Chatham, MA

CapeCodIslands
View 231 Crowell Road Chatham, MA MLS# 22403062
$1,650,000
Studio

Beds

1.0

Baths

2,586

Sq.Ft.

231 Crowell Road

Chatham, MA

CapeCodIslands
View 56 Skyline Drive Chatham, MA MLS# 22503962
  • Virtual Tour
1 of 34
$1,599,000
4

Beds

2.0

Baths

2,392

Sq.Ft.

56 Skyline Drive

Chatham, MA

CapeCodIslands
View 28 Lakeview Avenue Chatham, MA MLS# 22505743
$1,525,000
3

Beds

2.1

Baths

2,441

Sq.Ft.

28 Lakeview Avenue

Chatham, MA

CapeCodIslands
View 1547 Main Street Chatham, MA MLS# 22505487
$1,495,000
5,547

Sq.Ft.

1547 Main Street

Chatham, MA

CapeCodIslands
View 558 Fox Hill Rd Chatham, MA MLS# 73454748
$1,469,000
5

Beds

6.4

Baths

11,000

Sq.Ft.

558 Fox Hill Rd

Chatham, MA

Listed By: Brian Dougherty Courtesy of CORCORAN PROPERTY ADVISORS
View 207 Horizon Drive Chatham, MA MLS# 22504264
$1,450,000
4

Beds

3.1

Baths

2,843

Sq.Ft.

207 Horizon Drive

Chatham, MA

CapeCodIslands
View 745-747 Main Street Chatham, MA MLS# 22505745
$1,399,900
6

Beds

3.0

Baths

2,257

Sq.Ft.

745-747 Main Street

Chatham, MA

CapeCodIslands
View 93 Orleans Road Chatham, MA MLS# 22503948
  • Virtual Tour
1 of 48
$1,359,000
3

Beds

2.0

Baths

1,702

Sq.Ft.

93 Orleans Road

Chatham, MA

CapeCodIslands
View 5 Ridge Cove Lane UNIT 5 Chatham, MA MLS# 22505884
  • Virtual Tour
1 of 48
$1,295,000
2

Beds

2.1

Baths

2,295

Sq.Ft.

5 Ridge Cove Lane UNIT 5

Chatham, MA

CapeCodIslands
View 144 Barn Hill Road Chatham, MA MLS# 22505788
$1,250,000
3

Beds

2.0

Baths

1,536

Sq.Ft.

144 Barn Hill Road

Chatham, MA

CapeCodIslands
View 27 Martha Kendrick Drive Chatham, MA MLS# 22504691
$1,200,000
3

Beds

2.1

Baths

2,066

Sq.Ft.

27 Martha Kendrick Drive

Chatham, MA

CapeCodIslands

Information deemed reliable but not guaranteed.

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Data is updated as of 1/19/2026.

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Data is updated as of 1/19/2026. All properties are subject to prior sale, changes, or withdrawal.