63 Holland St, Winchester, MA 01890

Issam Dib is the Executive Vice President of Skyline Realty, bringing over two decades of expertise in real estate, property management, and brokerage. With a strong foundation in Business Management from Quincy College and UMass Boston, Issam honed his skills by overseeing multiple family-owned real estate ventures before joining Skyline Realty. Since stepping into a leadership role in 2019, he has been instrumental in expanding the firm’s reach, streamlining operations, and ensuring top-tier client service. His reputation for reliability, integrity, and deep knowledge of property management and accounting makes him an invaluable asset to the company and its clients. With an impressive track record of over $100 million in residential sales and leasing transactions, Issam specializes in high-end real estate, including luxury homes, condominiums, multi-family properties, and investment portfolios. His expertise extends to working with a diverse clientele, ranging from first-time homebuyers to high-net-worth individuals and professional athletes, including players from the New England Patriots and Boston Red Sox. Whether advising investors or guiding buyers and sellers through complex negotiations, Issam provides unmatched industry insights and a client-first approach that ensures seamless transactions. Issam’s success is rooted in his unwavering commitment to excellence. He believes that real estate is more than just buying and selling—it’s about building relationships, creating value, and delivering results that change lives. His meticulous attention to detail and steadfast commitment to his clients’ goals have earned him a reputation as a trusted industry leader. Since immigrating to Boston from Lebanon in 2001, Issam has embraced the city’s dynamic real estate market, using his expertise to serve clients across Greater Boston. He currently resides in Foxborough, MA, where he continues to elevate his clients’ real estate experience