Friends & Family

Realtor® Jen Caskey shares her expertise and passion for living, working and playing in her hometown community.

Jennifer Caskey always knew she wanted to work in real estate. Raised in Manhattan Beach and growing up with her mom working as a Realtor^®, Jen got a feel for the business at an early age. She moved back to Manhattan Beach after graduating from USC to start her career in real estate and raise her three boys.

Jen is a hometown girl through and through and has excelled in the business she began almost three decades ago, right in her backyard. As a “South Bay expert,” she has seen it all and loves showing people around—helping them find their perfect home. There’s no better resource for all things local: restaurants, schools, charities, local events. This is where Jen enjoys spending her free time with friends and family, or going on walks with her dog, Winnie.

“I absolutely love working in my hometown, educating newcomers as well as longtime friends about the growing market in the South Bay,” she says. “I’ve seen a lot of changes over the years and enjoy the challenges and successes that arise in our unique marketplace. I firmly believe that the Beach Cities are the best communities in Los Angeles County, and I’m so grateful to live and work here.”

Jen’s sons Chris, Shane and Kyle with Winnie. Photographed by Kelly Fajack.

In January 2022, Jen gathered a talented group of agents and started the Jen Caskey Group at Compass. The firm’s tagline says it all: “Luxury Boutique. Global Reach.” The Jen Caskey Group is a savvy, boutique-style luxury real estate business with the international presence of Compass, a company that prides itself on its modern, technology-driven platform.

“Our team’s goal is to provide distinctive services to each of our clients while offering them extensive resources through Compass,” Jen explains. “I honestly believe that our experience and attention to detail—combined with Compass’ network—uniquely positions us to offer the best real estate services in the South Bay.”

Working with family is of paramount importance to Jen. She feels lucky to have her sister Stacia and future daughter-in-law Avery on her team. Creating and preserving a family business in her beloved community was one of her original goals for moving home after college, and she plans to keep the tradition going. Jen has worked with some clients repeatedly for many years, and many of them have become dear friends who feel like family—a staple of her success.

L to R, back: Avery Hazelrigg, Stacia Janus, Ali Snider, Eric Fonoimoana Front: Patrice Radden, Jen Caskey, Starr Dill

One of the most crucial aspects of Jen’s business is philanthropy. Supporting local organizations has always been a priority for her and her colleagues. Jen has passed on this quality to her boys as well, and it is truly a “family affair” when they participate in the Skechers Pier to Pier Friendship Walk, volunteer for the Richstone Family Center or support local schools and sports teams.

“Part of living and working in our community is giving back, and we are so proud to support many local organizations. It’s truly the backbone of who we are, and we wouldn’t have it any other way,” Jen says. She is creating a lasting legacy that goes beyond helping clients buy and sell homes here in the South Bay.

Jen brings 30 years of real estate experience to the table, combined with strong family values, a philanthropic heart and pride in her hometown. These qualities have made her one of the most beloved agents in this area. She looks forward to leading the talented team members of the Jen Caskey Group as they help individuals and families with their real estate goals for many years to come.