Jimmy Kalogeropoulos is a Broker/Owner of RE/MAX Partners with more than 20 years of real estate experience and deep roots in Central Massachusetts. Raised in Worcester, Jimmy has built his career around relationships, market knowledge, hard work, and a genuine commitment to protecting his clients’ interests. Today, he serves clients throughout Worcester County, Greater Boston, the Merrimack Valley, the Andovers, and Southern New Hampshire.
Jimmy’s practice spans both residential and commercial real estate. In addition to representing buyers and sellers of homes, he has extensive experience with investment properties, multifamily buildings, apartment complexes, retail, office, industrial properties, land, houses of worship, restaurants, tenant representation, and business brokerage. His commercial work has earned national recognition within RE/MAX, including a No. 6 ranking among U.S. RE/MAX individual commercial agents for January through March 2025 and a No. 16 year-end ranking for 2025.
Over the course of his career, Jimmy has earned numerous RE/MAX honors, including the Hall of Fame, Lifetime Achievement Award, Chairman’s Club, Titan Club, Platinum Club, 100% Club, Torchbearer recognition, and recognition among the RE/MAX Top 100 Commercial Brokers in the United States. He became a Broker/Owner of RE/MAX Partners approximately three years ago, expanding his role from top-producing agent to brokerage leadership while continuing to actively represent his clients.
Community is also an important part of who Jimmy is. He has a strong philanthropic spirit and believes in giving back to the communities that have supported him and his family. His involvement has included supporting his Greek Orthodox community, charitable and civic causes throughout the community at large, and the schools and organizations connected to his children. In 2022, Jimmy accepted a nomination to participate in The Leukemia & Lymphoma Society’s Man & Woman of the Year campaign in honor of friends and family whose lives had been touched by cancer, helping raise awareness and support for the fight against blood cancers.
Jimmy lives in Andover with his family and is the proud father of 3 children. Whether he is advising a first-time buyer, marketing a commercial asset, working with an investor, or helping a longtime client through another transaction, Jimmy brings the same approachable, straightforward style and personal commitment to every relationship. For Jimmy, real estate is not simply about completing a transaction; it is about understanding what matters to his clients, solving problems, protecting their interests, and building relationships that last.
A resident of Andover since 2014, Jimmy and his family are deeply rooted in the community. His expertise spans residential real estate, commercial properties, and business brokerage, giving his clients a well-rounded advantage in any type of transaction. Jimmy and his team maintain a strong presence throughout the Andover's and Central Massachusetts, known for their market knowledge, responsiveness, and results.
Home Types:
House, Commercial, Multifamily, Condo, Townhouse
Languages Spoken:
English, Greek
Years of Experience:
21
Education:
Doherty Memorial Highschool, Worcester, MA
