Meet Our Team




Annie Weymouth

Realtor®/Assistant Marketing Director
(443) 827-0609


Assistant Marketing Director

Growing up in real estate has given Annalisa an insider’s perspective on the shifts in the market place and the value of a company maintaining high standards for their clients. Born and raised in Howard County and having attended public schools, Annalisa is also very aware of the importance of a good quality education and the various programs that the schools offer. Annalisa has a degree in Commercial Music with an Artist Development concentration and a minor in Business. Her training in the arts and graphic design gives her a unique and creative approach to marketing.

Why did Annalisa choose to join the Weymouth Group? Her words: “I want to continue my family’s legacy of helping clients achieve their real estate goals and agents build their businesses. It is my dream to help everyone find a home including, one day, the homeless.”

Andrea Reinhardt

CTE Manager
(443) 535-7674



Andrea has been working in the industry since 2009. She not only has experience as a Realtor but also as a New Homes Sales Manager for Bozzuto Homes. Having worked on the front lines, Andrea knows the ins-and -outs of the real estate business and what’s important to our clients.

Why did Andrea choose The Weymouth Group? “I wanted to be part of a team that has extensive industry experience and where 5-Star customer service was top priority.”

Jake Bender

(410) 913-1916



Jake’s experience in the global supply chain industry has equipped him with an incredible customer service and negotiations skillset that enables him to provide the highest level of service to his clients. He strives to exceed expectations in all he does and is excited about the opportunity to begin his dual career as a realtor.

Why did Jake choose to join The Weymouth Group? “I’m excited to learn their wealth and diverse knowledge which encompasses all facets of the real estate industry. The Weymouth Group has over 100 years of Real Estate Expertise, 4000 plus homes sold, and over 1 Billion in Sales!” 

Chris Weymouth

(443) 280-1922



Chris has been in the real estate industry as a licensed real estate agent since 1991 and has seen every market imaginable. His career began in the new homes industry where he honed his skills in construction, sales and marketing. Having worked as a Sales & Marketing Manager for both mortgage, local and regional builders and having owned his own real estate brokerage enables Chris to bring a vast skill-set to every step of each transaction. The most common theme that Chris’s clients say about him is that he is a savvy negotiator and that they are amazed at the diversity of his knowledge in all aspects of real estate.

Debbie Weymouth

(443) 827-0700


Marketing  & Sales Director

Debbie has been a licensed real estate agent for 32 years and has one of the strongest followings of clientele anywhere. Her diverse background in real estate and marketing has been showcased by builders and homeowners alike. Debbie has been recognized for her achievements by national builders and her training programs adopted by well renown national figures.  Debbie specializes in Marketing, Price Position Analysis, and New Home Sales & Marketing. Debbie’s background includes positions with Trafalgar House, Williamsburg Builders, and Hallmark Builders. Debbie has been a life-long Maryland resident.

Michael Kelly

(443) 618-3635



Mike has an extensive 22 year corporate background in sales, title and appraisal management. His past success allowed him to explore a new career path in real estate. He explored many options when considering a career change and determined that Keller Williams to be the most technologically advanced of all the companies and that working on a team was the best option.

Why did Mike choose The Weymouth Group? “When I looked into which team to join, The Weymouth Group stood out among all other teams based on reputation.”

Back to Top
Call Now Button