Chelsea Brennan

My Story

Hi, I’m Chelsea Brennan, a REALTOR® with over a decade of experience and a proud member of the We Close Deals Team at Lamacchia Realty! I specialize in representing clients across the South Shore and the coastal markets from Martha’s Vineyard to Boston.

With roots on Martha’s Vineyard and a career built in the Boston area, I bring a unique perspective on both close-knit communities and fast-moving markets. That balance allows me to offer not only in-depth market expertise, but also a refined understanding of what “home” truly means—whether it’s a coastal retreat, a city residence, or a place to put down roots and grow.

I’m known for being more than just a Realtor—I serve as a trusted advisor, skilled negotiator, and dedicated partner throughout the entire process. My approach is thoughtful, strategic, and highly personalized, ensuring each client feels confident, informed, and supported every step of the way. Whether you’re buying, selling, or investing, I focus on creating a seamless and elevated experience from start to finish.

Family and connection are at the heart of everything I do. I believe a home is where life’s most meaningful moments happen, and I love helping my clients find the place where those memories will unfold. With a trusted network of lenders, attorneys, and contractors behind me, every detail is handled with care, precision, and intention.

Let’s make every move something worth celebrating!