Guy Contaldi, a distinguished Realtor with RE/MAX Andrew Realty Services in Medford, MA, is recognized among the top 2% of real estate professionals worldwide. With four decades of experience and a foundation built on integrity and client advocacy, he approaches every transaction with unwavering dedication. Licensed in Massachusetts and committed to continual professional growth, Guy has earned elite designations—including the Graduate REALTOR® Institute (GRI), Certified Residential Specialist (CRS), Accredited Buyer’s Representative (ABR), Certified Negotiation Specialist (CNS), and Seniors Real Estate Specialist (SRES)—positioning him as a trusted expert in both residential and commercial real estate.

Throughout his career, Guy has become known for his exceptional negotiation skills, strategic insight, and ability to navigate even the most complex deals with confidence and precision. His extensive industry training, deep market knowledge, and results-driven approach allow him to represent buyers, sellers, and investors with unmatched competence. Whether guiding first-time homebuyers or advising seasoned investors, he ensures every client receives clear communication, informed guidance, and strong advocacy from initial consultation through contract execution.

Based in the Greater Boston area, Guy specializes in the dynamic markets of Malden, Cambridge, Revere, Stoneham, Woburn, Everett, and surrounding communities. His longstanding commitment to excellence, paired with a tireless work ethic, has earned him a reputation as one of the region’s most sought-after real estate professionals. Guy’s philosophy is simple but powerful: work hard, represent clients with integrity, and stay fully committed until the job is done.

Reading, Soccer,

The best part of real estate for me is the people. I get to step into someone’s story at a major turning point—buying a first home, selling a place full of memories, relocating for work, or leveling up an investment portfolio—and I’m trusted to guide that move. I take that responsibility seriously, and it’s incredibly rewarding when clients end up in a better position because of the plan we built together. I also love the variety of the communities I serve. From one town to the next around Greater Boston and the North Shore, the vibe, housing styles, and local rhythms change, and I never get tired of that. Knowing the area well lets me do more than sell a house—I can help clients choose a lifestyle and a neighborhood they’ll truly enjoy.

Guy attributes his long-standing success to an entrepreneurial foundation built from owning and operating hair salons and multiple businesses since the age of 19, along with his bilingual communication skills and unwavering passion for helping clients reach their real estate goals. He brings that same business-owner mindset to every transaction—staying hands-on, detail-focused, and results-driven from the first conversation through closing. His genuine love for the work, paired with expert negotiation, relentless drive, and a steady commitment to doing what’s right for his clients, consistently delivers strong outcomes in any market. Just as important, he prioritizes trust and connection, building relationships that go far beyond a single sale. For Guy, real estate isn’t simply about buying or selling property—it’s about guiding people through major life decisions, protecting their best interests, and earning the kind of loyalty that turns clients into lifelong friends and advocates.