About Dina DeMayo
Guiding families with insight, integrity, and unmatched school knowledge.
Dina DeMayo
stephanieanddinagroup@barrettsir.com
508.726.0203
At her core, Dina DeMayo is driven by a genuine passion for people. She leads with warmth, integrity, and exceptional communication—qualities that make clients feel supported and confidently guided from the first conversation through closing.
Dina brings a rare combination of skills to her real estate work. Her background spans real estate appraisal, medical sales, fundraising, law, and marketing—experience that gives her a 360° perspective and allows her to advocate for clients with clarity and confidence. She formalized this foundation with a B.S. in Marketing from Babson College and a J.D. from New England School of Law, shaping the strong analytical and negotiation abilities she is known for today.
One of Dina’s most distinctive strengths is her firsthand understanding of independent and public school landscapes across Massachusetts. As a parent whose children attended The Nashoba Brooks School, The Fay School, Concord-Carlisle High School, and currently Phillips Academy Andover, she has lived the school decision-making process many families face. She understands how closely a home search can be tied to academic goals, school culture, extracurricular opportunities, and community fit—whether prioritizing public schools, independent schools, or comparing the strengths of both.
Dina also knows that many families choose homes based on lifestyle—prioritizing trails and nature, commuter access, or proximity to town amenities. Having grown up, attended college, and completed law school in the area, she brings unmatched local insight to help clients compare neighborhoods, schools, and lifestyle preferences with confidence. She works seamlessly with all types of buyers, tailoring each search to how a family lives, learns, and plans for the future.
Outside of real estate, Dina is a classically trained pianist and former professional accompanist, performing for live musical productions and accompanying choirs. She continues to play and teach young pianists—an artistic outlet that remains a joyful and grounding part of her life.
Dina is a devoted community leader with a long history of meaningful involvement across the region. She has actively chaired and helped fundraise for numerous events at The Nashoba Brooks School, where she was a deeply engaged parent and volunteer. She has also volunteered her time with organizations including Dignity Matters, Heading Home, Rosie’s Place, CCHS Friends of Football, and the Emerson Hospital Auxiliary’s Tree of Lights—where she helped connect student musicians from multiple towns to perform. Hosting community and charity events throughout the area continues to be one of her greatest passions.
Above all, Dina loves spending time with her husband, their three children, and their golden retriever, Emmy—who is truly the heart of their family.
Warm, dedicated, and people-focused, Dina blends marketing strategy, deep school knowledge, genuine care, and a strategy-focused approach to create a thoughtful, seamless, and personal home-buying and selling experience.