About Peter Kasseris

A longtime Winchester resident and full-time real estate professional, Peter brings energy, precision, and a calm confidence to every transaction. Known for his proactive approach and modern, video-first marketing strategy, he anticipates challenges before they arise and keeps his clients informed and protected at every step.

Peter has built his business on listening first, understanding what truly matters to his clients, and executing a clear, thoughtful plan to get them results. Whether representing buyers or sellers, he is deeply hands-on, highly responsive, and relentless in his advocacy — making even complex transactions feel organized and manageable.

Equal parts personable and professional, Peter has earned lasting relationships and repeat business through trust, transparency, and results. For him, success isn’t measured by volume alone — it’s measured by clients who feel confident, supported, and genuinely taken care of long after the closing.