Sandy Chittenden is a lifelong Rye resident with a heart for her community and a passion for helping people feel truly at home. Having raised two daughters here and been deeply involved in their schools, sports, and local activities, Sandy brings an authentic, insider’s perspective to every real estate transaction. Her clients don’t just benefit from her market knowledge—they gain a trusted partner who genuinely cares.

With more than 29 years of experience in the Westchester real estate market, Sandy has built a reputation for excellence, integrity, and personalized service. She is consistently ranked among the Top 100 agents companywide and has been named one of the Best Real Estate Agents in Westchester by Westchester Magazine for 2023, 2024, and 2025—a testament to the trust and loyalty she’s earned from clients and colleagues alike.

Whether buying or selling, Sandy works tirelessly to make the process smooth, stress-free, and even enjoyable. She’s a skilled negotiator with a down-to-earth approach, and she uses the latest technology and social media strategies to market homes to the widest audience possible. Her goal is simple: to build lasting relationships and ensure every client feels confident, supported, and happy with their outcome.

Outside of real estate, Sandy is a passionate advocate for her community, especially through her work with Soul Ryeders, a volunteer-driven nonprofit supporting individuals and families affected by cancer. Her journey with the organization began in 2012 when she donated her own wig to The Wig Exchange, a program that provides high-quality wigs to women facing hair loss. Deeply moved by the mission, Sandy became a longtime volunteer and now serves as a client coordinator, walking alongside women in some of their most vulnerable moments—offering support, encouragement, and a personal touch that mirrors the care she gives her real estate clients.

When she's not helping clients or volunteering, you’ll often find Sandy walking along Rye’s beautiful coastline or spending time with her family.

Sandy is proud to be a member of the National Association of Realtors, New York State Association of Realtors, Westchester Putnam Board of Realtors, and Rye-Harrison Multiple Listing Service.