Our Proud History

Since 1908, when the young entrepreneur and agency founder, Homer W. Guernsey, drove off in a Model T to list his first farm, H.W. Guernsey Realtors, Inc. has had a singular goal: to provide the finest, most personalized real estate service. The guidelines then, as now, were professionalism and integrity. Today, over a century later, the firm is proud to be the oldest real estate agency in beautiful and historic Dutchess Country. The founder’s grandson, H.W. Guernsey III, is the principal broker and guiding force behind the business today. With clients both domestic and international, and property and land values ranging from six figures to millions, the agency has developed a distinctive style of marketing which is largely responsible for its impressive history of accomplishments. Seasoned by experience and influenced by prosperity, staff and management function as a winning team, offering the kind of collaboration, insight and astute judgement which is critical to success in our volatile industry. By adhering to early guidelines, we have established a reputation for vision, acumen and perseverance. A century of real estate transactions is indicative of one thing: customer satisfaction. It is our pleasure to serve you.

H.W. Guernsey Relators orchestrated the sale of the several-thousand acre prestigious Ogden Mills Estate during the 1920’s. Close to 1930, H.W. Guernsey Realtors negotiated from Dutchess County landowners the magnificent land needed for the Taconic State Parkway. In the late fifties, the famous 500-acre Franklin D. Roosevelt “Dream House” retreat was sold by H.W. Guernsey Realtors. During the sixties, H.W. Guernsey Realtors arranged the intricate sale of a million-dollar-plus farm to New York’s first farm-owned syndicate. In the mid-eighties, H.W. Guernsey Realtors sold the former private wildlife preserve owned by Andrew Carnegie’s daughter. A highlight of the nineties involved the marketing and sale of the extraordinary 106+ acre estate of the late Ambassador John Hay Whitney adjacent to the Saratoga Race Track. In sixty years of horse racing, this legendary property and home of Greentree Stables produced more than 160 stakes’ winners including “1953 Horse of the Year” Tom Fool. After the turn of the century, H.W. Guernsey Realtors continues to be the top selling firm in the county for luxury properties, culminating the decade with a record breaking sale of a 15 million dollar estate in Millbrook. Today, H.W. Guernsey Realtors represents with utmost discretion some of the world’s highest profile personalities from top levels of government, finance, business and entertainment, who seek the firm’s professional execution of the sensitive sale of country homes, historic and classic estates, and premier land to its discerning group of local, national and international buyers.