Kevin Caulfield

Kevin Caulfield

Managing Director
About Kevin
With over a billion dollars in real estate sales, Caulfield Properties is a premier real estate advising group in Boston and Hingham. Consistently ranked as the Wall Street Journal’s “The Thousand” and Boston Magazine's "Top Producers," founder Kevin Caulfield has built a business around real relationships and an unending obsession with success for his clients.

A Hyde Park native and Thayer Academy grad, Caulfield played hockey at Boston College before venturing into real estate. In 2003, Caulfield founded Charlesgate Realty Group and then went on to serve as Vice President at Coldwell Banker and Vice President at Campion and Company.

In 2016, Caulfield moved to Compass to give his clients a smarter, more intuitive real estate experience. Since then he has led his team to increased sales volume year-over-year.

A long-time resident of the South End, Caulfield now resides in Hingham with his wife and three girls. On the side, Caulfield mentors the Boston College Student-Athlete Mentor Program and serves on the Board of Thayer Academy's Alumni Association.

Kevin Caulfield’s Listings

Compass Coming Soon
$9,100,000
3 BD
3.5 BA
2,871 SF
Listed By Compass
$5,350,000
3 BD
3.5 BA
2,949 SF
Listed By Compass
$4,999,000
3 BD
3.5 BA
2,848 SF
Listed By Compass
VIRTUAL TOUR
$4,995,000
3 BD
2.5 BA
3,128 SF
Listed By Compass
VIRTUAL TOUR
$4,450,000
2 BD
2.5 BA
2,553 SF
Listed By Compass
VIRTUAL TOUR
$3,995,000
3 BD
2.5 BA
2,537 SF
Listed By Compass
$3,950,000
4 BD
3.5 BA
6,445 SF
Listed By Compass
241 Glen Road

Weston, MA 02493

$3,750,000
6 BD
5.5 BA
7,412 SF
Listed By Compass
$3,200,000
2 BD
2.5 BA
2,152 SF
Listed By Compass
VIRTUAL TOUR
$3,150,000
2 BD
3 BA
2,823 SF
Listed By Compass
$1,800,000
1 BD
2 BA
1,641 SF
Listed By Compass
1 Tower Drive, Unit 2105

Portsmouth, RI 02871

$1,576,400
3 BD
4.5 BA
2,815 SF
Listed By Compass
$1,500,000
1 BD
1.5 BA
1,187 SF
Listed By Compass
VIRTUAL TOUR
$1,149,000
2 BD
2 BA
1,266 SF
Listed By Compass
VIRTUAL TOUR
$899,000
1 BD
1 BA
944 SF
Listed By Compass
VIRTUAL TOUR
1 Tower Drive, Unit 1606

Portsmouth, RI 02871

$864,495
2 BD
3 BA
1,800 SF
Listed By Compass
VIRTUAL TOUR
1 Tower Drive, Unit 306

Portsmouth, RI 02871

$702,000
2 BD
2 BA
1,755 SF
Listed By Compass
VIRTUAL TOUR
$699,000
1 BD
1 BA
653 SF
Listed By Compass
1 Tower Drive, Unit 202

Portsmouth, RI 02871

$675,000
2 BD
2.5 BA
1,800 SF
Listed By Compass
VIRTUAL TOUR
1 Tower Drive, Unit 205

Portsmouth, RI 02871

$592,450
2 BD
2 BA
1,455 SF
Listed By Compass
VIRTUAL TOUR
1 Tower Drive, Unit 304

Portsmouth, RI 02871

$530,000
1 BD
2 BA
1,325 SF
Listed By Compass
VIRTUAL TOUR
$499,000
Studio
1 BA
550 SF
Listed By Compass
VIRTUAL TOUR
$449,000
Studio
1 BA
515 SF