Records from the New York State Historical Association recount that the first American flag featuring white stars in a blue field was designed not by Betsy Ross but by members of a Third New York Regiment company led by John Hulbert, then a captain and later a colonel in the colonial armed forces. In the lush front yard of this timeless home on Captains Row—one of two built by Hulbert in Sag Harbor in the late 1700s—a plaque at the base of a flagpole proclaims that legacy, declaring that Hulbert “designed and carried the first stars and stripes as their official flag during the Revolutionary War.”
Sag Harbor, New York | Rylan Jacka, Sotheby’s International Realty – East Hampton Brokerage
Were Hulbert alive today, he would surely be delighted by the meticulous preservation of his home and the careful attention paid to its classical details—including a stately iron front yard gate, the handsome wood shingles, the breezy covered porch, and rugged interior ceiling beams. He certainly couldn’t have imagined, though, the impressively chic modern updates within and without—all undertaken with painstakingly earned proper approvals, utmost respect, and an eye toward an impeccably stylish future.
The interiors are thoroughly awash with sunlight during the day. While the living room is an elegant space exuding an understated refinement, the dramatic heart of the home is an open kitchen, great room, and dining room enclosed by sets of French doors and a stunning wall of windows. The great room ceiling soars to inspiring heights, and the kitchen will please any chef with its oversized island and top-caliber appliances. Off the dining area is a bluestone terrace ideal for grilling and alfresco meals.
One guest bedroom is located on the main level, at the front of the home, while the primary suite—which includes a luxurious bath with a centerpiece soaking tub—and a guest suite enjoy the privacy of the second floor. Tucked on the uppermost level are two additional bedrooms with a shared bath and a treetop view.
Vibrant with enduring greenery, the backyard is an oasis of lush grass and mature trees, all surrounding a 40-foot swimming pool and spa with a lounging terrace tucked beneath shady maple trees. Steps away is a guest cottage with living and entertaining space and one peaceful, private bedroom. Contemporary comforts and conveniences aside, home’s location remains as desirable as ever, a mere three-minute walk from the still-thriving heart of Sag Harbor village.