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

Raymond M. Hall, REALTOR® | (508) 221-2544 | Text | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633

55 Winterset Drive - $2,390,000

$2,390,000

55 Winterset Drive
Chatham, MA 02633

4 Beds
3 Full Baths
1 Half Bath
4,066 sq ft

(Single Family Residence) Listed 07/12/26

Cape Cod MLS# 22603375

558 Fox Hill Road - $1,469,000

$1,469,000

558 Fox Hill Road
Chatham, MA 02633

5 Beds
6 Full Baths
4 Half Baths
11,000 sq ft

(Co-Ownership) Listed 07/10/26

Cape Cod MLS# 22603353

95 Cotchpinicut Road - $5,900,000

$5,900,000

95 Cotchpinicut Road
Chatham, MA 02633

4 Beds
5 Full Baths
4,394 sq ft

(Single Family Residence) Listed 07/06/26

Cape Cod MLS# 22603274

739 Main Street 1E - $1,450,000

$1,450,000

-3.0% from Original List Price of $1,495,000 · Aug 8

739 Main Street 1E
Chatham, MA 02633

2 Beds
3 Full Baths
1 Half Bath
1,770 sq ft

(Condominium) Listed 07/05/26

Cape Cod MLS# 22603300

44 Baileys Path - $2,795,000

Pending/Continue to Show

$2,795,000

44 Baileys Path
Chatham, MA 02633

3 Beds
3 Full Baths
1 Half Bath
3,514 sq ft

(Single Family Residence) Listed 07/03/26

Cape Cod MLS# 22603263

26 Hardings Beach Road - $2,995,000

Pending/Continue to Show

$2,995,000

-6.4% from Original List Price of $3,200,000 · Jul 13

26 Hardings Beach Road
Chatham, MA 02633

4 Beds
3 Full Baths
1 Half Bath
2,700 sq ft

(Single Family Residence) Listed 06/29/26

Cape Cod MLS# 22603172

212 Orleans Road APT D - $689,000

$689,000

212 Orleans Road APT D
North Chatham (Chatham), MA 02650

2 Beds
2 Full Baths
1,083 sq ft

(Condominium) Listed 06/26/26

Cape Cod MLS# 22603133

240 Riverview Drive - $1,275,000

$1,275,000

-7.3% from Original List Price of $1,375,000 · Jul 15

240 Riverview Drive
Chatham, MA 02633

3 Beds
2 Full Baths
2,070 sq ft

(Single Family Residence) Listed 06/23/26

Cape Cod MLS# 22603060

65 Captain Kendrick Drive - $1,069,000

$1,069,000

-10.5% from Original List Price of $1,195,000 · Jul 15

65 Captain Kendrick Drive
Chatham, MA 02633

3 Beds
3 Full Baths
3,384 sq ft

(Single Family Residence) Listed 06/18/26

Cape Cod MLS# 22602982

409 Main Street - $2,100,000

$2,100,000

409 Main Street
Chatham, MA 02633

1 Beds
1 Full Bath
1 Half Bath
1,479 sq ft

(Single Family Residence) Listed 06/12/26

Cape Cod MLS# 22602838

150-154 Cross Street - $6,500,000

$6,500,000

150-154 Cross Street
Chatham, MA 02633

10 Beds
7 Full Baths
3 Half Baths
7,658 sq ft

(Single Family Residence) Listed 06/12/26

Cape Cod MLS# 22602857

68 Chippingstone Road - $1,199,000

Pending/Continue to Show

$1,199,000

-7.7% from Original List Price of $1,299,000 · Jul 10

68 Chippingstone Road
Chatham, MA 02633

4 Beds
3 Full Baths
2,391 sq ft

(Single Family Residence) Listed 06/11/26

Cape Cod MLS# 22602848