James Littlefield Top real estate agent in Fenwick Island

James Littlefield

Bayshore Group of Northrop Realty
9 Years of Experience
(21)
$5M
Total Sales Last Year
9
Years of Experience
33
Recent TransactionsTransactions from the last 3 years
$308.7K
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®, Luxury Portfolio International®, Forbes Global Properties(TM) 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 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

      2025

      TOP AGENT

      Princess Anne, MD

    • rewards

      2025

      TOP AGENT

      Royal Oak, MD

    • rewards

      2025

      TOP AGENT

      Parsonsburg, MD

    View All Awards

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    James Littlefield's Reviews & Ratings

    21 Reviews
    (5/5)
    Note: Reviews may include other agents on their team
    What clients say about this agent....
    • Responsive
    • Knowledgeable
    • Professional
    • Communicative
    • Outstanding
    • Trustworthy
    • Attentive
    • Great for new buyers
    • Hard working

    Hgromm5

    Review for Member: James Littlefield
    May 29, 2025
    Local Knowledge
    Process Expertise
    Responsiveness
    Negotiation skills
    zillowZillowVERIFIED

    James was a wonderful agent. Our house was on the market for one year before we met James. We discussed what he would do to help us sell the house. Everything was exactly as he said it would be. The photos were top notch, the listings were perfect and the brochure was fantastic. The house sold fairly quickly and from start to finish with James it was a wonderful experience. If I had questions, he got back to me with the answers in a timely manner. I just wish it didn't take a whole year to discover James.

    JessaMike21

    Review for Member: James Littlefield
    March 3, 2025
    Local Knowledge
    Process Expertise
    Responsiveness
    Negotiation skills
    zillowZillowVERIFIED

    James was very knowledgeable with the areas we were looking in. He was very helpful regarding our loan, and what worked for us. Being first time home buyers was intimidating, but James was patient and there to help us with any questions or concerns. We are very happy with our outcome.

    Michelle K.

    Review for Member: James Littlefield
    March 2, 2025
    Local Knowledge
    Process Expertise
    Responsiveness
    Negotiation skills
    zillowZillowVERIFIED

    I had the pleasure of working with James Littlefield to purchase both a property and business, and I couldn't be more impressed with his professionalism and expertise. From helping me navigate market conditions and multiple lendors, James was always attentive to my needs. He skillfully negotiated on my behalf, guided me through complex legal and contractual details, and even connected me with another lendor when the need arose. Throughout the process, James provided invaluable emotional support, keeping me calm and confident during stressful moments. His thoroughness and dedication ensured everything went smoothly from start to finish, and I highly recommend him to anyone looking for a realtor who truly goes above and beyond.

    Daveyharris17

    Review for Member: James Littlefield
    February 24, 2025
    Local Knowledge
    Process Expertise
    Responsiveness
    Negotiation skills
    zillowZillowVERIFIED

    James was very helpful as we went through the buying process. He showed us many houses and got us in to see the ones we liked, sometimes multiple viewings. When we found the one, James was quick and efficient on helping us with the offer.

    Richard A.

    Review for Member: James Littlefield
    February 24, 2025
    Local Knowledge
    Process Expertise
    Responsiveness
    Negotiation skills
    zillowZillowVERIFIED

    James was great! He handled everything for us starting with the listing of the house right through the closing of the property. And even after the sale, he went above and beyond in dealing with things related to the sale. He was very knowledgable about the whole process from start to finish. Highly Recommended!!!

    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

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