Carolyn Sheehan's Profile Photo

Carolyn Sheehan

Broker Associate


Buyer's Agent, Listing Agent, Relocation, Staging, Property Management, Graduate, REALTOR® Institute, Certified Buyer Representative®, PRS, Real Estate CyberSpace Specialist, Area Specialist


Northeastern University - Bachelor of Arts, Business Administration and Management
Client Testimonials

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"Thank you all for your help and support with the house purchase! Much appreciated especially during this interesting time." - Elaine S

"Thank you, Carolyn and Phil, just like any great team there are differences and similarities regardless of genders on the team. Great working with you." -Lisa M

"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!" -T&N

"Carolyn and Phil, I wanted to thank you for helping us through the process of selling our house in one of the most confusing markets ever. You both did an amazing job, the most amazing part of which was dealing with us." -Peter S.

"Thank you for al your help with the sale of our family home. Everybody (each family member, Carolyn, Phil) played a different role throughout the process based on their strengths and the net result was a successful sale. Thank you for all you did to help make that a reality!" -John S.

"Thank you all for your help and support with the house purchase! Much appreciated especially during this interesting time." -Elaine S.

"Wow, I didn't know that a closing could be so stress-free! Tonight, after work, when we get our second wind, we will toast to this group- the finest professionals that we have worked with!" -Joe L. and Eun-Hee P

"My husband and I live out of state and we contacted the Sheehan team, during the Covid crisis, to explain our wants needs and budget for a second property. Carolyn and Phil were very responsive and well educated about the real estate market. In fact, Carolyn and Phil negotiated such a great price on a condominium they believed would suit us, that we made an offer sight unseen. The property’s location is a distance from their office, yet they willingly traveled to it, (even in a snow storm), to close the transaction. We highly recommend the Sheehan Team, as they are committed to providing exceptional service." -Lauren and Ed Kelly

"We are incredibly pleased with the excellent support we received from Phil and Carolyn Sheehan, for our home purchase. This dynamic duo made our home buying search and overall process a truly pleasant experience, every step of the way. From finding potential properties to helping us negotiate an ideal contract, they were always available and communicated how each part of the whole process would move forward. The Sheehan's also profoundly understood the housing market in the area, which allowed us to understand it and find the right property for us. Phil and Carolyn were able to understand our needs and expectations and were able to help us find properties that align with those. They use Compass as a home search tool, which helped us to browse properties and support the home search. Beyond their expertise and professionalism, the team was amicable and kind throughout the home buying process. They answered all our questions with in-depth explanations, ensuring we fully understood what we were doing and why it was necessary. We are extremely lucky to have Phil and Carolyn as our agent. Their knowledge and experience, combines with their patient approach, made this otherwise stressful event a smooth and successful process. I highly recommend Phil and Carolyn to anyone looking for exceptional real estate services." -Luis M

About Carolyn
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.

Carolyn 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 loves the ever-changing real estate business and prefers a personal touch in working with clients. It is not about awards nor Facebook for her, but the individual client's best interests and needs. The majority of her clients are past clients or their referrals to their friends and families. She is confident that her vast experiences and real estate knowledge can stand up to the competition. Clients rely on her integrity, insight, and ability to negotiate and resolve the many aspects of selling or buying a home to get the job done.

Carolyn's focus is not about her and what she has accomplished; it is about you and your real estate story. You choose to work with her because she will listen to your real estate desires and needs and have the skill-set and knowledge to get the job done. Through her efforts, she wants all of her clients to make confident, well-advised decisions using her analytical information and her comprehensive understanding of the real estate market. When her clients succeed, she succeeds.