

Combining the expertise gathered across generations, Errico Realty is a team where real estate meets a personal touch. As a family-run business, we pride ourselves on delivering a tailored experience that puts your needs first.
At Errico Realty, we prioritize your needs, offering honest guidance backed by expertise and a commitment to your success. With deep roots in the community and a clear understanding of the local market, we bring a multi-faceted approach to each client's unique goals.
With Errico Realty's dedicated professionals by your side, you're equipped to navigate each transaction and decision confidently, knowing that our focus is on you and your goals.




Decades of combined expertise and unwavering dedication to client success

Broker/Owner and Senior Consultant
With more than 35 years as a licensed Massachusetts real estate broker, David Errico brings deep expertise to Winchester, where he's proudly served as a longtime resident (57 years) and community leader, including roles as an Assessor and on the Select Board. He earned a degree in Accounting (Villanova University) as well as a master's degree in Real Estate (MIT). Specializing in all property types, David also offers dedicated guidance for seniors and families seeking specialized housing options.

Office Manager
Lorraine was a senior administrative assistant with Big Accounting firm Ernst & Young as well as Bank of America. She earned a bachelor's degree from Simmons College in Business Management, as well as a master's degree from Emmanuel College.

Salesperson and Senior Consultant
Kelly has surpassed a decade as a licensed Massachusetts real estate salesperson and more than 25 years as a Winchester resident. Kelly Errico brings local expertise and dedication to the community. Formerly with Waterfield Sotheby's, Kelly has sold over 40 homes in Winchester and has built more than 50 fine homes, offering clients unmatched insight into both buying and building in the area.

Operations Manager and Consultant
Ryan Errico, a licensed Massachusetts real estate salesperson and Winchester resident for 27 years, leverages extensive experience in appraisal and marketing to deliver tailored real estate services. His background in property management and customer service, combined with his commitment as a Winchester High School Wrestling Coach, equips him with a unique perspective on the local market, helping clients make both analytical and intuitive decisions.
Our core principles guide every decision and interaction
We prioritize your best interests, even if it means recommending options outside our services. Honesty and transparency guide every interaction.
Decades of experience in Massachusetts real estate ensures you receive knowledgeable guidance backed by deep market insights.
Every client and property is unique. We customize our approach to match your specific needs, timeline, and goals.
As a family-run business, we treat every client like family, building lasting relationships founded on trust and care.