About
Gary Stein

Homes with Gary isn’t just a name – it’s a promise: real estate made approachable, professional, and personal.


For more than 30 years, Gary has built his career around one simple belief: people come first. His decades of experience in sales have taught him that real estate isn’t just about properties — it’s about listening, understanding, and guiding people through some of the most important decisions of their lives.


As a Broker Associate with RE/MAX Legacy, Gary combines his natural people skills with the strength of one of the world’s most trusted real estate brands. His clients know him as approachable, dependable, and deeply committed to helping them reach their goals, whether it’s finding the perfect first home, upsizing for a growing family, or downsizing into a simpler lifestyle.

Rooted in the South Shore community, Gary brings genuine local knowledge to every conversation. He knows the neighborhoods, the schools, the markets, and the hidden gems that make each town unique. That local insight, paired with his warm personality and professional expertise, has earned him lasting relationships and repeat clients who trust him to put their needs first.


When you work with Gary, you’re not just working with an agent — you’re gaining a partner who will walk with you every step of the way, blending a welcoming approach with sharp negotiating skills to deliver real results.

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