Your property. Our Priority.
A Charleston Legacy
Cobble & Key was born from a deep love for Charleston—a city where history lingers in the sea breeze, where every cobblestone street tells a story, and where the homes are more than just structures; they are living pieces of the past, standing strong in the present.
Founded by Charleston locals, we understand that owning property here is about more than just investment—it’s about stewardship. It’s about preserving the character of a place that has stood the test of time while ensuring it continues to thrive for generations to come. Whether it’s a historic home tucked behind an iron gate or a modern retreat with a view of the harbor, each property has a soul, and our job is to honor it.
At Cobble & Key, we don’t believe in one-size-fits-all property management. We believe in thoughtful care, in treating every home as if it were our own, and in building relationships with the people who entrust us with their spaces. We are not just managers; we are caretakers of Charleston’s charm, balancing tradition with the needs of today’s homeowners and tenants.
This city is more than a backdrop—it’s our heartbeat. And through every lease signed, every home maintained, and every relationship built, we remain dedicated to keeping Charleston as timeless as the tides that have shaped it.
Welcome to Cobble & Key, where your home’s story continues.
The Team You Can Trust
We’re the founding team at Cobble & Key Property Management, and bring a wealth of experience and expertise. As property owners and investors ourselves, we understand the intricacies of managing real estate, from maximizing investment returns to ensuring tenant satisfaction. We’re not just managers—we’re your partners in success.
Jacob Horseman
Principal & Property Manager
Jacob’s approach to property management is driven by strategic leadership, legal expertise, and years of hands-on experience. As a practicing attorney, he ensures that every aspect of property operations is legally sound and efficiently managed. Having successfully managed his own portfolio of rental properties, Jacob has firsthand experience navigating tenant relations, overseeing maintenance, and optimizing property performance. His deep understanding of lease management, market trends, and operational efficiencies allows him to maximize property value while ensuring a seamless experience for both owners and tenants.
Brandon Hayden
Principal & Property Manager
Brandon brings a unique blend of hands-on construction experience and a successful career in medical device sales to the team. Though he’s spent the last 17 years in sales, his passion for real estate and construction remains strong. As the group’s self-described “researcher,” Brandon is deeply involved in business planning and exploring real estate as an investment vehicle. His dedication led him to develop a 33-acre parcel into “Monte Vista,” a short-term rental property ranked in the top 5% of all Airbnb listings nationally.
With extensive experience in self-managing properties, marketing, and project scaling, Brandon is a valuable asset to the team. He takes a consultative approach with clients, focusing on understanding their goals and leveraging his property management expertise to create customized plans that maximize profitability.
We're Property Owners
We manage your property with the same dedication and attention to detail that we give our own investments.
We're Investors
We strategize every move to maximize your property’s long-term value, ensuring smart and profitable decisions.
We're Obsessed with Success
We’re driven by your success, meticulously managing every detail to deliver outstanding results and peace of mind.
