Massachusetts · as of September 2026

The best luxury home agents in Chatham

12 agents who close Chatham's high end, ranked by what they sell for, how much of it is on record, and what their clients say afterward.

No. 1
J

Judy Smith

John C. Ricotta & Associated, Inc.

5.0 · 21 reviews

Avg sale
$2.3M
Top sale
$5.5M
Closed
186
No. 2
S

Shane Masaschi MBA

Compass

5.0 · 18 reviews

Avg sale
$2.1M
Top sale
$6.2M
Closed
322
No. 3
G

Gibson SIR Cape Cod

Gibson SIR Cape Cod

5.0 · 442 reviews

Avg sale
$1.2M
Top sale
$2.4M
Closed
3,339
No. 4
T

Tony Guthrie

Bershire Hathaway Home Services, Robert Paul Properties

5.0 · 57 reviews

Avg sale
$1.9M
Top sale
$3.9M
Closed
188
No. 5
T

Today Real Estate

Today Real Estate

5.0 · 1883 reviews

Avg sale
$897K
Top sale
$1.7M
Closed
10,730
No. 6
K

Kathleen Phelan

Pine Acres Realty at Compass

5.0 · 21 reviews

Avg sale
$1.9M
Top sale
$6.0M
Closed
95
No. 7
L

Lori Jurkowski

Christie’s International Real Estate Atlantic Brokerage

5.0 · 60 reviews

Avg sale
$1.4M
Top sale
$2.9M
Closed
372
No. 8
D

David DePasquale

Pine Acres realty

5.0 · 17 reviews

Avg sale
$1.6M
Top sale
$4.7M
Closed
138
No. 9
P

Paul McCormick

Gibson Sotheby's International Realty

5.0 · 17 reviews

Avg sale
$1.3M
Top sale
$3.3M
Closed
216
No. 10
A

Amy Harbeck

Kinlin Grover COMPASS

5.0 · 67 reviews

Avg sale
$988K
Top sale
$1.1M
Closed
709
No. 11
C

Christa Zevitas

Robert Paul Properties

5.0 · 71 reviews

Avg sale
$1.0M
Top sale
$1.5M
Closed
322
No. 12
C

Christie's Atlantic Brokerage

Christie's International Real Estate Atlantic Brokerage

4.9 · 102 reviews

Avg sale
$864K
Top sale
$1.4M
Closed
615

Frequently Asked Questions — Chatham Real Estate