Meet Kevin Caulfield

Get to know our exceptional team members!

Kevin

Agent Details

Meet Kevin

Managing Director
Kevin Caulfield has over 15 years of experience in the Boston real estate market. He has distinguished himself as a top agent, consistently being recognized by “Boston’s Top 20” as one of the premier brokers in the city.

Throughout his career, Kevin has been involved in over $400 million of real estate transactions. Specializing in residential brokerage services, Kevin works extensively with developers and investors. After co-founding Charlesgate Realty Group in 2003, Kevin has continued to build his business through the likes of Coldwell Banker and Campion & Company.

While developing a loyal client base, Kevin has led his team to increased sales volume every single year since 2001, including the recession. Kevin focuses on providing elite level service to his customers, and has completed transactions in every neighborhood throughout the city of Boston.

A graduate of Boston College, Kevin was a member of the Men’s Ice Hockey Team from 1996-2000. He continues to support ice hockey as a mentor in the Boston College Student-Athlete Mentor Program, and was an Assistant Ice Hockey Coach at Thayer Academy. He also serves on the Executive Board for Thayer Academy’s Alumni Association. 

Kevin was a longtime resident of the South End. He now resides in Hingham with his wife Kate and their three daughters.

Agent Properties

For Lease

104 Bartlett St

104 Bartlett Street, Charlestown, MA 02129

3 BD | 2 BA | 1800 Sq.Ft.

$3,100/mo
Pending

144 Warren Ave, #2

144 Warren Avenue, Unit 2, Boston, MA 02116

4 BD | 0.5 BA | 3227 Sq.Ft.

$4,995,000
For Lease

144 W Canton St, #1

144 West Canton Street, Unit 1, Boston, MA 02118

3 BD | 0.5 BA | 2200 Sq.Ft.

$12,000/mo
For Lease

14 W Broadway, #301

14 West Broadway, Unit 301, South Boston, MA 02127

2 BD | 2 BA | 1435 Sq.Ft.

$5,000/mo
For Sale

14 W Broadway, #6A

14 West Broadway, Residence 6A, South Boston, MA 02127

2 BD | 2 BA

$1,449,000
For Sale

14 W Broadway, #6C

14 West Broadway, Unit 6C, South Boston, MA 02127

2 BD | 2 BA | 1005 Sq.Ft.

$1,049,000
For Lease

14 W Broadway, #701

14 West Broadway, Unit 701, South Boston, MA 02127

4 BD | 3 BA | 2471 Sq.Ft.

$10,000/mo
For Sale

14 W Broadway, #9H

14 West Broadway, Residence 9H, South Boston, MA 02127

3 BD | 3 BA

$2,399,000
For Sale

22 Chilton Rd

22 Chilton Road, West Roxbury, MA 02132

5 BD | 1 BA | 2187 Sq.Ft.

$1,099,000
For Lease

300 Pier Four Blvd, #2J

300 Pier Four Boulevard, Unit 2J, Boston, MA 02210

1 BD | 0.5 BA | 1198 Sq.Ft.

$6,400/mo
For Sale

45 Temple St, #207

45 Temple Street, Residence 207, Boston, MA 02114

1 BD | 0.5 BA | 1201 Sq.Ft.

$1,450,000
For Sale

45 Temple St, #209

45 Temple Street, Residence 209, Boston, MA 02114

3 BD | 0.5 BA | 2311 Sq.Ft.

$3,750,000
For Sale

45 Temple St, #304

45 Temple Street, Residence 304, Boston, MA 02114

1 BD | 0.5 BA | 1183 Sq.Ft.

$1,950,000
For Sale

45 Temple St, #310

45 Temple Street, Unit 310, Boston, MA 02114

1 BD | 0.5 BA | 1142 Sq.Ft.

$1,500,000
For Sale

45 Temple St, #512

45 Temple Street, Residence 512, Boston, MA 02114

3 BD | 0.5 BA | 3152 Sq.Ft.

$6,385,000
For Sale

45 Temple St, #603

45 Temple Street, Residence 603, Boston, MA 02114

2 BD | 0.5 BA | 2062 Sq.Ft.

$4,150,000
For Sale

45 Temple St, #606

45 Temple Street, Residence 606, Boston, MA 02114

2 BD | 0.5 BA | 2140 Sq.Ft.

$3,865,000
For Sale

45 Temple St, #PH3

45 Temple Street, PH3, Boston, MA 02114

3 BD | 0.5 BA | 2852 Sq.Ft.

$9,100,000
For Sale

55 E Springfield St, #1

55 East Springfield Street, Unit 1, Boston, MA 02118

2 BD | 3 BA | 2305 Sq.Ft.

$1,499,000
For Sale

63 Commonwealth Ave, #2

63 Commonwealth Avenue, Unit 2, Boston, MA 02116

2 BD | 0.5 BA | 1588 Sq.Ft.

$2,695,000
For Sale

6 Belknap Rd

6 Belknap Road, Medfield, MA 02052

$469,900
For Lease

85 Appleton St, #2

85 Appleton Street, Unit 2, Boston, MA 02116

1 BD | 1 BA | 550 Sq.Ft.

$2,900/mo
For Sale

945-947 E Broadway, #10

945-947 East Broadway, Residence 10, Boston, MA 02127

5 BD | 1 BA | 3045 Sq.Ft.

$2,750,000
For Sale

95 Appleton St, #1

95 Appleton Street, Unit 1, Boston, MA 02116

2 BD | 0.5 BA | 1415 Sq.Ft.

$1,799,000

Work With Caulfield Properties

With over $700 million in sales, Caulfield Properties is a premier real estate advising group in Boston and the South Shore.

Contact Us