Jackie Flanagan

Agent

Jackie Flanagan

Meet Jackie Flanagan—a corporate leader turned powerhouse real estate advisor, combining data-driven strategy with a heart for connection. After years leading global teams in the corporate world, Jackie traded in boardrooms for open houses—and never looked back. Now, she brings her executive-level negotiation, communication, and leadership skills to the Triangle’s fast-moving real estate market, helping clients confidently buy and sell in Cary, Morrisville, Apex, North Raleigh, and surrounding communities. With an MBA, a broker’s license, and a deep understanding of market trends, Jackie approaches every deal with insight, precision, and professionalism. Whether she’s helping sellers price to win, guiding buyers through a competitive market, or navigating complex timelines, she shows up as a calm, strategic partner who knows how to get results. But it’s not just about the numbers. For Jackie, it’s personal. Her clients become family—and she treats each transaction with the care, communication, and transparency they deserve. Her education-first, relationship-based approach ensures every buyer or seller feels empowered, supported, and never rushed.

She’s also deeply committed to creating an inclusive and welcoming experience, helping people from all backgrounds feel confident and seen throughout their journey. She’s proud to give back through her involvement in the National Charity League and loves helping others find not just a house—but a place they truly belong. When she’s not showing homes or analyzing market data, Jackie is cheering on her three kids at sports and competitions, relaxing on the porch with her husband, or hitting the greenway for a run or Pure Barre session. She believes real estate should be exciting—not stressful—and that a trusted advisor makes all the difference. With Jackie Flanagan, you get a rare blend of corporate savvy, community connection, and client-first care—the kind of agent who makes you feel like you’re the only one that matters.

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What my clients say!

"Victoria Coster was an incredible realtor to work with. She made the home-buying process seamless, s Read More Read Less
"We did not have a great experience overall with Caul Group listing our house. As first time home sel Read More Read Less
"I had the good fortune to work with an excellent agent from the Caul Real Estate Group. Her knowledg Read More Read Less
"My wife and I just closed on our first home, and we couldn’t have asked for a better buyers agent th Read More Read Less
"Nicole did an amazing job making sure I got the house I wanted and made sure it was a timeline that Read More Read Less
"We had a great experience working with the Caul Group on our first investment property! The entire t Read More Read Less
"I do not recommend any product or service to friends or family because I have no assurance, much les Read More Read Less
"Caul Group is amazing! Danielle Harvey Helped getting our home under contract in 3 days! Word to the Read More Read Less
"Ashley is truly exceptional - the best of the best. She is compassionate, attentive, and takes the t Read More Read Less
"My husband and I are first time home owners who were so beyond lucky to stumble into Ruth Ann Freema Read More Read Less
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