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!

"Caul group made it so easy and smooth to sell my home. They were always available for any questions Read More Read Less
"My husband and I loved working with Taylor Stankevich from The Caul Group! She made the entire proce Read More Read Less
"Had a good experience buying my first home. Alex M. was great to work with and navigating through t Read More Read Less
"I had the pleasure of working with Jackie Flanagan as a first-time homebuyer, and the experience was Read More Read Less
"The process of buying our first home was so flawless!"
"Truly Exceptional Experience Working with Bryson from Caul Group was honestly the best part of our Read More Read Less
"We had an excellent experience working with agent Taylor Stankevich and coordinator Deborah Taylor t Read More Read Less
"Melissa Borland was recommended to me by a friend and I couldn’t have had a better experience. She i Read More Read Less
"Ashley Bommarito was great to work with. Communicated, transparent, and always available! I highly r Read More Read Less
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