Joshua Whalley

Joshua Whalley | Trusted Real Estate Strategist | Legacy & Lifestyle Specialist Born and raised on the East End of Long Island, Joshua Whalley leads with deep roots, bold execution, and a clear sense of purpose. A U.S. Army veteran and former Senior Human Resources Manager with the 101st Airborne Division, Joshua brings a service-first mindset and unwavering discipline to every client relationship. With nearly two decades of experience across every facet of the real estate landscape--from lending and appraisals to distressed asset management--he offers clients more than just market knowledge. He offers insight. His background includes completing over 1,000 property valuations, managing a complex portfolio on the North Fork, and originating mortgages with a strategic edge--giving buyers and sellers a rare 360? advantage. Since 2018, Joshua has led as a top-producing agent and Branch Manager at Douglas Elliman, where he empowers both clients and colleagues through his signature blend of clarity, care, and commanding expertise. Whether guiding a legacy landowner through a meaningful sale or helping a lifestyle buyer discover their next chapter, Joshua is known for making even the most complex moves feel calm, aligned, and elevated. Specializing in luxury real estate, estate properties, and second-home sanctuaries, he offers white-glove service grounded in trust--and strategy that goes beyond the transaction. If you're selling a property that holds history or stepping into a new way of living, Joshua is the trusted guide who will move you forward--with insight, intention, and integrity.