About Jessica Callahan

Jessica

Agent Details

Meet Jessica

Realtor®

Jessica spent over two decades in commercial construction, rising through the ranks to become Vice President of Operations—leading teams, managing complex builds, and negotiating high-stakes deals. But her passion always led her back to real estate: walking properties, spotting potential, and bringing spaces to life.

She began investing on California’s Central Coast when her youngest daughter set her sights on attending Cal Poly. Jessica quickly fell in love with the area’s coastal charm, slower pace, and strong sense of community—and soon made it her permanent home in San Luis Obispo County.

Today, she helps buyers, land developers, and real estate investors do exactly that—right here on the Central Coast.

As a licensed Realtor®, investor, and experienced home flipper, Jessica offers more than just market knowledge—she brings a builder’s eye, an operator’s mindset, and deep local market insight. She knows how to evaluate land, read between the lines of a property, and negotiate like the investment depends on it—because she’s been on the other side of the table.

Named to 40 Under 40 and Women of Influence, Jessica brings executive-level strategy and a personal investor’s edge to every deal—whether it’s a luxury coastal home, ranch property, land for development, or a hidden gem with room to grow.

Her real estate focus spans high-end homes, rural estates, and investment properties across San Luis Obispo County, including Pismo Beach, Arroyo Grande, and Paso Robles.

In her spare time, you’ll find Jessica working on home improvement projects with her husband, Aric, cheering on her younger daughter at Cal Poly volleyball games, or visiting her older daughter in Southern California.

If you’re looking for a trusted partner to guide you through relocating, buying, or investing remotely on the Central Coast, Jessica is ready to help you move forward with clarity, confidence, and concierge-level service.

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