Chatham Real Estate | Cape Cod | On The Cape Real Estate

Raymond M. Hall, REALTOR® | Call | Text | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633

157 Bridge Street - $12,999,900

$12,999,900

157 Bridge Street
Chatham, MA

4 Beds
5 Full Baths
2 Half Baths
6,234 sq ft

(Single Family Residence) Listed 04/11/26

John C. Ricotta & Associates logo

Cape Cod MLS# 22601380

15 Windy Hill Way - $5,850,000

$5,850,000

-6.4% from Original List Price of $6,250,000 · Jun 24

15 Windy Hill Way
Chatham, MA

5 Beds
5 Full Baths
1 Half Bath
5,620 sq ft

(Single Family Residence) Listed 04/01/26

Cape Cod & Islands IDX Broker Reciprocity logo

Cape Cod MLS# 22601111

346 Morris Island Road - $4,500,000

$4,500,000

346 Morris Island Road
Chatham, MA

4 Beds
3 Full Baths
1 Half Bath
2,850 sq ft

(Single Family Residence) Listed 03/26/26

John C. Ricotta & Associates logo

Cape Cod MLS# 22601006

243 Crowell Road - $1,175,000

$1,175,000

-13.0% from Original List Price of $1,350,000 · Sep 24

243 Crowell Road
Chatham, MA

3 Beds
1 Full Bath
1 Half Bath
2,278 sq ft

(Single Family Residence) Listed 03/24/26

John C. Ricotta & Associates logo

Cape Cod MLS# 22600915

222 Barcliff Avenue - $4,250,000

Pending/Continue to Show

$4,250,000

+2.4% from Original List Price of $4,150,000 · Apr 29

222 Barcliff Avenue
Chatham, MA

4 Beds
5 Full Baths
1 Half Bath
3,980 sq ft

(Single Family Residence) Listed 03/24/26

John C. Ricotta & Associates logo

Cape Cod MLS# 22600932

33 Crowell Road - $4,499,900

$4,499,900

33 Crowell Road
Chatham, MA

3 Beds
5 Full Baths
2 Half Baths
5,820 sq ft

(Single Family Residence) Listed 03/17/26

John C. Ricotta & Associates logo

Cape Cod MLS# 22600794

48 Sylvan Way - $4,500,000

$4,500,000

-14.3% from Original List Price of $5,250,000 · Aug 28

48 Sylvan Way
South Chatham (Chatham), MA

6 Beds
5 Full Baths
2 Half Baths
5,721 sq ft

(Single Family Residence) Listed 02/24/26

John C. Ricotta & Associates logo

Cape Cod MLS# 22600543

41 Court Street - $2,295,000

$2,295,000

-22.2% from Original List Price of $2,950,000 · Jun 2

41 Court Street
North Chatham (Chatham), MA

3 Beds
2 Full Baths
1 Half Bath
3,504 sq ft

(Single Family Residence) Listed 02/16/26

John C. Ricotta & Associates logo

Cape Cod MLS# 22600472

33 Duck Marsh Lane - $829,000

$829,000

-1.5% from Original List Price of $842,000 · Jul 9

33 Duck Marsh Lane
Chatham, MA

3 Beds
2 Full Baths
1,192 sq ft

(Single Family Residence) Listed 12/05/25

John C. Ricotta & Associates logo

Cape Cod MLS# 22505803

92 Indian Trail - $3,100,000

$3,100,000

-3.1% from Original List Price of $3,200,000 · Jun 3

92 Indian Trail
Chatham, MA

3 Beds
3 Full Baths
2,004 sq ft

(Single Family Residence) Listed 11/21/25

Cape Cod & Islands IDX Broker Reciprocity logo

Cape Cod MLS# 22505703

78 Indian Trail - $2,700,000

$2,700,000

-3.6% from Original List Price of $2,800,000 · Jun 3

78 Indian Trail
Chatham, MA

3 Beds
2 Full Baths
1,160 sq ft

(Single Family Residence) Listed 11/21/25

Cape Cod & Islands IDX Broker Reciprocity logo

Cape Cod MLS# 22505704

99 Uncle Alberts Drive Ext - $5,495,000

Pending/Continue to Show

$5,495,000

-6.9% from Original List Price of $5,900,000 · Jan 9

99 Uncle Alberts Drive Ext
Chatham, MA

2 Beds
2 Full Baths
1 Half Bath
1,850 sq ft

(Single Family Residence) Listed 08/07/25

John C. Ricotta & Associates logo

Cape Cod MLS# 22503829