Olive & Oak Property Group is a privately held real estate investment company based in Melrose Park, IL. We specialize in buying, selling, and revitalizing residential properties across Chicagoland—helping homeowners, buyers, and investors move forward with confidence.
We believe real estate should feel simple, honest, and human. Whether you’re navigating a time-sensitive sale, exploring creative selling options, or searching for a home or investment property, our team is committed to providing transparent guidance, clear communication, and solutions that make sense for your situation.
We’re not your typical real estate company—and we like it that way. As an independent investment group, we create customized solutions rather than pushing one-size-fits-all transactions. Our approach is flexible, transparent, and built around real people and real needs.
We work directly with homeowners, agents, lenders, and investors to ensure every transaction is smooth, respectful, and aligned with your goals. Whether it’s a traditional sale, a creative option, a rehab project, or a rental, we bring professionalism, empathy, and integrity to every step. No red tape. No games. Just results you can trust.
Every decision we make is anchored in service—supporting families, strengthening communities, and restoring value to homes that deserve new life.
We use modern systems and streamlined workflows to make your experience faster, smoother, and stress-free.
Clear communication. Honest guidance. Straightforward solutions. That’s how we operate.
We live here. We work here. We care deeply about the neighborhoods we invest in and the people we serve.
Founder
A visionary leader guided by purpose and integrity, Karen brings a strategic mindset and a belief in doing real estate the right way—for people, for families, and for the future. Her experience in real estate, creative operations, and project leadership allows her to navigate complex transactions with clarity, care, and confidence.
CO-FOUNDER
Driven by service and strategy, Sara combines sharp investment insight with a passion for helping families find peace of mind. With an eye for opportunity and a heart for community, she’s committed to strengthening neighborhoods and supporting buyers and sellers through every step of their journeys.
We’re a real estate investment company—not agents or brokers. When we buy or sell a home, we’re representing ourselves. You’re welcome to work with us directly or through your agent—whatever feels right for you.
