As a premier Massachusetts Real Estate Agent ranking in the top 1% of all REALTORS® nationwide, Gayle is responsible for a wide range of duties on The Gayle Winters & Co. Team. She is an industry-leading real estate agent and a true professional, experienced specialist providing a comprehensive real estate experience for buyers, sellers, investors and builders. She has an awesome team of folks behind her that work closely together so they can provide nothing short of top notch service to all of her clients. Gayle has a very strong finance background with excellent negotiation skills, business planning, and seller/buyer/investor representation. With Gayle's previous experience as a Controller/CFO in finance, makes Gayle your trusted advisor!

Brittany is a dedicated real estate professional who leverages her background as a special education teacher to provide an exceptional level of care and understanding to her clients. Her teaching experience equips her with the ability to break down complex concepts into clear, manageable steps, ensuring her clients feel confident and informed throughout the process. Passionate about working with first-time homebuyers, Brittany strives to make this milestone exciting and stress-free, offering empathy, patience, and unwavering support. She also has a deep interest in the intricacies of new construction, allowing her to provide valuable insights into design, craftsmanship, and energy efficiency for clients considering new builds. Combining compassion, expertise, and enthusiasm, Brittany empowers her clients to make informed decisions and feel supported every step of the way.

Dana has joined the Gayle Winters & Co Team, bringing a wealth of experience and a passion for real estate. With a background in the biotech and fitness industries, she possesses a unique ability to understand the diverse needs of her clients and coach them to reach their goals. Turning her passion for interior design into a career, she has worked alongside top local agents, mastering the art of preparing listings for sale, creating perfect first impressions, and highlighting key features to make homes stand out. Now a full-time real estate agent with the Gayle Winters & Co team, she is dedicated to better serving her clients. She believes in the highest level of professionalism and honest communication, striving to make the home buying experience as stress-free and enjoyable as possible while advocating for her clients to receive the best insights and advice for their specific needs.

Gilma brings over 30 years of experience in real estate, along with a true passion for helping people navigate the buying, selling, and investing process. Fluent in Spanish and English, she's known for putting her clients first and offering thoughtful guidance every step of the way.

She combines deep knowledge of the Boston market, smart pricing strategies, and strong negotiation skills to ensure every transaction runs smoothly. Clients appreciate her clear communication, honesty, and the care she brings to each interaction.

Before real estate, Gilma worked in the insurance industry, where she focused on data analysis and reporting-skills that now help her stay detail-oriented and strategic in her work with clients.