Carolyn Sheehan


Carolyn has been a successful Realtor® in Winchester and the surrounding communities since 1998 after a dozen-plus year career in corporate finance. With a long-term passion for real estate, she builds an alliance with each client to facilitate their personal real estate goals. Pragmatic, analytical, but always ready for a good laugh, her clients range from savvy investors to first-time homebuyers that rely on her business skills, market knowledge, marketing, analysis, negotiation skills, and the desire to provide a smooth transaction for them.
She lives in Arlington with her husband, Phil, and they are active in the dog rescue arena, having been volunteers since 2007 when they adopted their first rescue. Happily, they just adopted their third rescue, a four-year-old Boston Terrier-mix named Pudge.
Carolyn and Phil combine their talents to benefit their buyers and sellers. They both love the ever-changing real estate business and prefer a personal touch in working with clients. It is not about awards nor Facebook for them, but the individual client's best interests and needs. The majority of their clients are past clients or their referrals to their friends and families. Carolyn and Phil are confident that their vast experiences and real estate knowledge can stand up to the competition. Clients rely on the team's integrity, insight, and ability to negotiate and resolve the many aspects of selling or buying a home to get the job done.
Our focus is not about us and what we have accomplished; it is about you and your real estate story. You choose to work with The Sheehan Team because we will listen to your real estate desires and needs and have the skill-set and knowledge to get the job done. Through our collaborative efforts, we want all of our clients to make confident, well-advised decisions using our analytical information and our comprehensive understanding of the real estate market. When our clients succeed, we succeed.

2 Mt Vernon Street
Winchester MA 01890

Don't just take our word for it, learn what our valued clients have to say about our exceptional service and commitment. See how you can benefit by choosing our experts to guide you along the way.

"We worked with Phil and Carolyn on the sale of our old home and purchase of a new home. Their experience and thoughtfulness were clear to us in the thorough preparations for the first round of open houses which resulted in multiple offers and a quick sale of our home (a huge success)! They had a strategy going in based upon years of experience working in the area which ended up helping us to get very good results quickly. Doing both a purchase and sale in a short period of time can be overwhelming, but Phil and Carolyn worked hard to ease the stress and make things as smooth as possible for us and were willing to go the extra mile when we needed some help during the process. They were very responsive to any questions or issues we had, and we would highly recommend their services to anyone looking to purchase or sell a home in the area!"


The Boston Globe












  • Facebook
  • Twitter
  • Instagram
  • Youtube
  • Linked In

Leading Edge is an Equal Opportunity Employer and promotes Fair Housing.