James Littlefield Top real estate agent in Fenwick Island

James Littlefield

Bayshore Group of Northrop Realty
10 Years of Experience
(21)
$5M
Total Sales Last Year
10
Years of Experience
27
Recent TransactionsTransactions from the last 3 years
$361.8K
Average Price Point

    About James Littlefield

    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 and investment property 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(R), Luxury Portfolio International(R), Forbes Global Properties(TM) and Luxury Real Estate(R) (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 fiancee, 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, boating, and relaxing at home.
    OTHER LANGUAGES
    English
    HOBBIES/INTEREST
    Traveling, swimming and hanging out with the people I love.
    FAMILY
    Engaged.
    Read More About James

    Credentials

    LICENSE
    Real Estate - Maryland - # 663171
    Designation

    Real Estate Investing

    Licensed Realtor

    REALTOR

    Specialties

    • Buyers
    • Sellers
    • Commercial Property
    • Mobile Homes
    • Residential Property

    Awards

    • award image
    • rewards

      2026

      TOP AGENT

      Salisbury, MD

    • rewards

      2026

      TOP AGENT

      Selbyville, DE

    • rewards

      2026

      TOP AGENT

      Royal Oak, MD

    View All Awards

    Contact Information

    Location

    37077 Coastal HighwayFenwick Island, DE, 19944

    Social Media

    Trusted Professionals

    Trusted Pro

    James Littlefield is a Trusted Pro with a network of verified professionals.

    Allen Tayman

    Loan Officer

    Marketing Materials