Oak Street Commercial Real Estate, LLC is an entrepreneurial commercial real estate firm founded in North Carolina. We work hard to be a strategic partner and trusted advisor for businesses and property owners, playing a key role in their future growth and development through commercial real estate.

How We Help Business Owners
At Oak Street Commercial Real Estate, LLC, we specialize in assisting small business owners navigate the complexities of commercial real estate. We understand that real estate is often one of the biggest expenses for business owners, but unlike employees and product costs, it’s typically only approached every 3 to 5 years. This makes staying informed on market trends and opportunities a challenge.
We start by identifying what you currently have, where you want to go, and how you want to get there. Then, we develop and execute a tailored strategy to meet your business’s real estate needs. Whether you’re renewing a lease, expanding, relocating, or purchasing a space, our approach is always aligned with your goals.
How We Help Property Owners
At Oak Street Commercial Real Estate, LLC, we specialize in assisting property owners in maximizing the value and potential of their real estate assets. Whether you’re leasing, repositioning, or selling, we provide the expertise to help you make strategic, informed decisions that align with your long-term goals.
Leasing is the backbone of any commercial property, and we work to ensure your leases enhance cash flow, mitigate tenant risk, and position your property for better refinancing terms or higher sale prices. By evaluating your property through a comprehensive lens, we craft strategies that unlock growth opportunities and protect your investments.
With our multidisciplinary approach and deep market knowledge, we help you navigate the complexities of the commercial real estate landscape, ensuring your property is not only profitable today but positioned for long-term success.


A Letter from the Founder
At Oak Street Commercial Real Estate, LLC, our mission is to help business owners and commercial real estate owners create long-term strategies that align with their objectives through real estate. We believe in going beyond the transaction, taking a deep look at where you want to be in five, ten or even twenty years from now—and how we can help you get there with thoughtful, strategic decisions today.
With a background that spans banking, development, leasing, sales, and finance, and as a Certified Commercial Investment Member (CCIM), I offer a multidisciplinary approach that provides a comprehensive view of every opportunity. This enables us to not only address your immediate needs but also to position your real estate for growth and success in the years to come.
Many clients face the challenge of focusing on the immediate transaction without fully considering the long-term implications. Whether it’s ensuring a strong lease or strategically positioning a property for future opportunities, we’re here to make sure you’re prepared for what lies ahead.
At Oak Street Commercial Real Estate, LLC, we’re committed to being a trusted partner throughout the entire process—from developing your strategy to executing it efficiently. Our goal is to ensure that your real estate decisions contribute to the long-term success of your business and property portfolio.
We look forward to working with you and helping you achieve your real estate goals.
Sincerely,
J Dylan Cunningham, CCIM
Firm Founder
Oak Street Commercial Real Estate, LLC
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