James Littlefield
Realtor
With a focus on clarity, strategy and achieving optimal results, James Littlefield expertly guides buyers and sellers alike, providing informed insight, tactical guidance, and curated opportunities across the real estate market. Drawing on 20+ combined years of experience in real estate sales & property investment management, James combines analytical rigor, relentless negotiation, and a forward-thinking strategy to manage client risk and maximize outcomes.
Licensed in both Maryland and Delaware, James offers a broad market reach and exclusive access to opportunities across the region. Backed by Northrop Realty, Maryland's #1 brokerage for luxury sales, and supported by partnerships with Long and Foster®, Luxury Portfolio International®, Forbes Global Properties™? and Luxury Real Estate® (LRE) Board of Regents, he delivers unmatched local and global exposure while his network of over 160,000+ contacts ensures early visibility for listings and priority access for purchasers.
In addition to his professional affiliations and designations, James also holds a B.A in Political Science with concentrations in Applied Politics and Marketing Management from Salisbury University ('13). It was there that he discovered a love for strategy, problem-solving, and connecting with people—skills that he now brings to every client interaction. From strategic pricing, premium marketing, and professional staging for sellers to early awareness of market opportunities and local expertise for buyers, James manages every detail with meticulous care, fostering clarity and inspiring confidence throughout the process. His approach is defined by professionalism, results-driven execution, and a commitment to delivering a refined, client-focused experience.
A lifelong Delmarva resident, James lives with his fiancée, their two dogs, Judge and Blue, and their cat, Penae. Known for his calm demeanor and genuine approach, he values building lasting relationships based on trust, honesty, and approachability. Outside of real estate, James enjoys time with family & friends, exploring new places, being on the water, and relaxing at home.
We Are Very Happy
"Our agent handled all the dirty work of selling our home, all we had to do is make the decisions. We are very happy with the service provided to us while selling our home."
Mary and Greg Bauer
Our First Home
"We thought buying our first home would be a daunting task. But with the help of the our agent, we found a home we love without having to jump through hoops to get it."
Jess and Anthony Stephens
