116 total properties
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 87 Cranberry Lane Chatham, MA MLS# 22604234
  • Recently Listed with Virtual Tour
1 of 57
OPEN HOUSE: Saturday 9/5 12:00 PM - 3:00 PM
$1,495,000
3

Beds

2.0

Baths

1,415

Sq.Ft.

87 Cranberry Lane

Chatham, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
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
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 231 Crowell Road Chatham, MA MLS# 73258353
$1,650,000
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 43 Tobey Turtle Road Chatham, MA MLS# 22603842
$1,695,000
2

Beds

3.1

Baths

2,331

Sq.Ft.

43 Tobey Turtle Road

Chatham, MA

CapeCodIslands
View 23 Taylors Pond Rd Chatham, MA MLS# 73569230
  • Recently Listed
1 of 42
$1,795,000
3

Beds

3.0

Baths

2,719

Sq.Ft.

23 Taylors Pond Rd

Chatham, MA

Listed By: Kathleen Phelan 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 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 234 Round Cove Road Chatham, MA MLS# 22601089
$2,150,000
3

Beds

2.1

Baths

2,481

Sq.Ft.

234 Round Cove Road

Chatham, MA

CapeCodIslands
View 1547 Main Street Chatham, MA MLS# 22601891
$2,350,000
5,547

Sq.Ft.

1547 Main Street

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 55 Winterset Drive Chatham, MA MLS# 73548377
  • Virtual Tour
1 of 38
$2,390,000
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 55 Winterset Drive Chatham, MA MLS# 22603375
$2,390,000
4

Beds

3.1

Baths

4,066

Sq.Ft.

55 Winterset Drive

Chatham, MA

CapeCodIslands
View 15 Shattuck Place UNIT 15 Chatham, MA MLS# 22603610
$2,395,000
2

Beds

2.2

Baths

2,294

Sq.Ft.

15 Shattuck Place UNIT 15

Chatham, MA

CapeCodIslands
View 10 Kingsbury Way Chatham, MA MLS# 22603840
$2,395,000
3

Beds

2.1

Baths

1,638

Sq.Ft.

10 Kingsbury Way

Chatham, MA

CapeCodIslands

Information deemed reliable but not guaranteed.

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Data is updated as of 9/1/2026.

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Data is updated as of 9/1/2026. All properties are subject to prior sale, changes, or withdrawal.