Skip to main content

Oak Tree Real Estate

Guide to Living in Downtown Charleston, SC

Welcome to Oaktree Real Estate's insider look at Downtown Charleston – the historic heartbeat of the Holy City.

Read More

With deep roots in Charleston and a shared vision, Meagan and Kyle O’Keefe make
every real estate experience feel personal, informed, and truly like home.

Kyle O’Keefe

Owner | Broker-In-Charge
License # 88364
Cell: (973) 886-9466
Email: kyle@oaktreerealestate.com

Owner | Broker-In-Charge


License # 88364 

Cell: (973) 886-9466 

Email: kyle@oaktreerealestate.com

Kyle moved to Charleston in 2014, where he began his real estate career in property management and sales. Over the past decade, he has been an integral part of a real estate investment group specializing in property development and renovations, from historic restorations to ground-up construction.

Meagan O’Keefe

Owner | Agent
License # 132744
Cell: (843) 707-5353
Email: meagan@oaktreerealestate.com

Owner | Agent 

License # 132744

Cell: (843) 707-5353

Email: meagan@oaktreerealestate.com

Meagan began her real estate career in property management and new home sales, gaining experience across a wide range of properties, from single-family homes to large apartment complexes. Her expertise in operations—managing multi-family buildings, investment properties, and primary or secondary homes –seamlessly transitioned into her real estate sales career. 

“Selling my duplex in the Harleston Village area of downtown Charleston was a big decision, and I couldn’t have asked for a better real estate agent than Kyle. He regularly went above and beyond the expectations I had for him as my real estate agent.”

From day one, Kyle brought an unmatched level of market knowledge and expertise, strategic insights, and relentless dedication to ensuring he achieved an optimal outcome when selling my investment property. One aspect that set Kyle apart was his ability to attract a diverse pool of buyers—both investors and primary residence seekers—which ultimately maximized interest and competition for the property. His deep network and tailored marketing approach ensured he attracted the right audience, ultimately leading to a successful sale at a market clearing price. Furthermore, Kyle helped me identify and close on a second investment property purchase on James Island shortly after successfully selling my duplex. Today, the property is leased and cash flowing, all thanks to Kyle’s help both pre- and post-close. I couldn’t have asked for a better real estate agent than Kyle.”

Sullivan H.


13/15 Jacobs Aly
Represented Seller

805 Harbor Place Drive
Represented Buyer