Drew Littlemore

Drew Littlemore
Top Agent – La Jolla & Coastal San Diego
Languages: English, Spanish | 16 Years of Experience
Specializing in: Luxury Homes, Beach Properties, Condos, Townhomes, Multi-Family

A La Jolla native and one of the top agents in La Jolla and coastal San Diego, Drew Littlemore is known for delivering exceptional results across the region’s most desirable neighborhoods. With unmatched local expertise, a strategic marketing mindset, and a deep commitment to client success, Drew consistently ranks among the area’s highest-performing agents.

Raised in La Jolla and North County—with time also spent in Puerto Vallarta, Mexico, and Tavarua, Fiji—Drew brings both a lifelong local’s perspective and a broader global awareness to his work. He began his real estate career in the foreclosure and investment sector before transitioning to residential sales in 2013. Since then, Drew has built a thriving business focused on luxury properties in La Jolla, Pacific Beach, Del Mar, Rancho Santa Fe, and North County coastal communities.

Drew works alongside his wife, Christy Littlemore, as part of the elite team led by Maxine and Marti Gellens. Having attended La Jolla Elementary, Muirlands Middle School, and Torrey Pines High, Drew maintains long-standing relationships throughout the La Jolla and Del Mar communities. His father, a respected real estate broker in La Jolla for over 30 years, helped lay the foundation for Drew’s seamless transition into the business.

Before real estate, Drew co-founded Headhunter Suncare, a surf-focused sunscreen brand that remains successful today. That entrepreneurial drive continues to inform his strategic, client-first approach to real estate.

What Drew values most is helping his clients achieve their real estate goals—especially those seeking a home by the coast. His market knowledge, integrity, and consistent results have earned him a reputation as one of the most trusted and top-performing agents in San Diego’s luxury real estate market.