Kevin Caulfield

Managing Director


About Kevin

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.

Adam Smith



About Adam

A lifetime Boston-area resident, Adam Smith brings over seven years of experience in the areas of marketing, sales, and development to his position at Compass. Adam is a licensed real estate agent and has been involved in over $110 million in real estate transactions since entering the industry in 2015.

Adam has spent the last two years working alongside top agent Kevin Caulfield at Campion & Company. Prior to Campion, he spent three years working on Commonwealth Avenue at Boston University. While at BU, Adam held various roles in fundraising and development, overseeing the entire annual fund for BU Athletics, focusing on giving strategies, solicitations, special events, and stewardship.

Known by many for his strong integrity, attention to detail, and work ethic, Adam prides himself on a client-first approach to service and problem solving. A former NCAA Division-III football student-athlete, Adam completed his bachelor’s degree at the University of Connecticut and master’s degree at Springfield College. Adam and his wife Leigha currently reside on the South Shore.

Jeannie Crane



About Jeannie

Jeannie Crane is a licensed Real Estate Salesperson with a multi-faceted real estate background and has joined Compass as a member of the Caulfield Properties Team.

Jeannie has served as a vital bridge between owners, clients and developers in pre-planning, marketing and preparation for numerous small, med and large scale developments, gaining strong ties to the Boston community.

Jeannie is excited to pair her background in development, marketing and leasing to achieve aggressive goals and focuses on new strategic opportunities within the operations of the Caulfield Properties Team. Jeannie will leverage Compass’ cutting edge technology, global resources and network to elevate the team’s success.

In her work she displays creative energy, positive and engaging attitude while collaborating with a vast array of clientele. She is recognized for her attention to detail and going above and beyond in every interaction. Jeannie demonstrates extraordinary sales skills along with her commitment to providing exceptional service to prospective buyers and clients.

Prior to real estate, Jeannie had a successful career at Fidelity Investments. Jeannie worked in Corporate Affairs as the Director of Corporate Sponsorships and Special Events. Traveling nationally and internationally Jeannie gained a strong client and community relationship network that has carried throughout her career.

Jeannie is a graduate of Boston College and resides in Boston.

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