Your Local Real Estate Partners
For our buyer clients, we go way beyond the MLS—because finding the right home takes more than setting alerts and crossing your fingers. At ThDiGiorgio Realty Group, we search relentlessly for the perfect match, digging into foreclosures, short sales, expired listings, FSBOs, and yes… even knocking on doors in the neighborhoods our clients love (don’t be surprised if you see us strolling around Wakefield doing a little “research”).
For our seller clients, it’s all about exposure and execution. We leverage innovative, cutting-edge marketing strategies to position each home for maximum visibility—helping our clients achieve top value, in the shortest time possible, with minimal stress.
Whichever side you’re on, you can count on sharp strategy, relentless advocacy, and expert negotiation from start to finish.
GREG Digiorgio
Owner & Real Estate Broker
Greg DiGiorgio is a highly reviewed Wakefield, MA Realtor with deep roots in the local community and a reputation for strategic, client-first service. As a Wakefield resident and parent, Greg brings firsthand knowledge of the neighborhoods, schools, and lifestyle that make the area—and surrounding communities—so desirable. Detail-oriented and people-focused, Greg combines strong communication, market expertise, and a clear understanding of the real estate process to guide clients confidently from start to finish. An Accredited Buyer’s Representative (ABR), he pairs skilled negotiation with creative, well-organized marketing strategies designed to maximize exposure and attract the most qualified buyers. Greg is also a trusted voice in the industry, having appeared multiple times on Fox 25 News to share insight on current market trends and conditions. He understands that real estate isn’t just about price—it’s about people, priorities, and choosing the buyer or offer most likely to close. His fair yet assertive negotiating style and unwavering commitment to protecting his clients’ best interests have earned him the respect of both clients and colleagues alike. Born and raised in the Greater Boston area, Greg holds a Bachelor of Science in Marketing from the University of Massachusetts Dartmouth and brings a background in technology sales and marketing. This experience allows him to think strategically, adapt quickly, and manage complex transactions with precision. Whether working with first-time buyers, growing families, sellers, or investors, Greg is known for clear communication, thoughtful guidance, and long-term follow-through—often well beyond the closing table. His goal is simple: deliver an exceptional experience, earn lasting trust, and build relationships that stand the test of time.
JOHN STEWART
VP of Client Relations & Team Realtor
As a local resident, John brings firsthand knowledge of the neighborhoods and a thoughtful, steady approach to every home buying experience. His background working at a law firm sharpened his attention to detail and instilled a strong sense of organization—skills that are essential when managing the many moving parts of a real estate transaction and ensuring nothing is overlooked. John is highly client-focused, taking the time to truly listen and understand each client’s goals. He works relentlessly to not only meet expectations, but to exceed them at every stage of the process. He appreciates the power of leverage and believes that preparation is key, which is why he thoroughly researches every opportunity. When it comes time to make an offer, his clients feel informed, confident, and well-positioned to succeed. A firm believer that great results come from strong teamwork, John collaborates seamlessly with the DiGiorgio Team to deliver a smooth, well-supported experience. His dedication, professionalism, and commitment to his clients make him an invaluable asset to both the team and the buyers he represents.