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!

"Ashley Bommarito is sharp. Rare to find someone genuinely passionate about her clients’ best interes Read More Read Less
"Ashley and the Caul Group helped us through the buying and selling process. Very professional, alway Read More Read Less
"I've worked with Ashley on both sides of the home buying process. On the buyer side she is an incred Read More Read Less
"Ashley Bommarito was an outstanding professional who guided us through every step of the home-buying Read More Read Less
"We reached out to Ashley Bommarito following a positive review from a co-worker and we could not be Read More Read Less
"Ashley helped us purchase our first ever home! She was extremely professional yet approachable. Ashl Read More Read Less
"Working with Ashley Bommarito as both a seller and buyer was an outstanding experience from start to Read More Read Less
"Trevor stands out as an exceptional realtor. His expertise is matched by his problem-solving skills Read More Read Less
"Ashley Bommarito is a fantastic agent with this group. We’ve worked with her for years and have purc Read More Read Less
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