Tucked away at the end of a picturesque crepe myrtle-lined drive, this private 2-acre retreat on Tilghman Island offers beautiful water views, an in-ground pool, generous outdoor living space, and no HOA, all just 12 miles from St. Michaels. Surrounded by mature landscaping and overlooking Black Walnut Cove, with glimpses of the Chesapeake Bay beyond, the property offers a peaceful Eastern Shore setting that feels wonderfully removed while remaining convenient to St. Michaels and Easton. Inside, the approximately 2,660-square-foot home features three bedrooms, three full baths, hardwood floors, and multiple living spaces designed for comfortable everyday living and entertaining. A welcoming family room is anchored by a wood-burning fireplace, while sliding doors create an easy connection to the deck, patio, pool, and backyard. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a breakfast bar, with a separate dining room nearby. Upstairs, the spacious primary suite includes a walk-in closet and private bath with a jetted soaking tub and double vanity. A finished bonus room with its own mini-split provides flexible additional space for a home office, studio, recreation room, or guests. Outdoors, the property truly shines. Enjoy summer days around the gunite pool, relax beneath the pergola, gather around the large fire pit, or simply take in the peaceful setting and water views. An oversized two-car garage provides abundant room for vehicles, storage, and hobbies. Nearby public boat launches and water access make it easy to enjoy the surrounding creeks and Chesapeake Bay. Thoughtful improvements include a newer roof, replacement windows, updated primary bath, AZEK front decking, encapsulated crawlspace with concrete floor, tankless water heater, Bosch heating system, and a finished bonus room. Not located in a flood zone, this distinctive property combines privacy, space, water views, a pool, and the freedom of no HOA in one inviting Tilghman Island retreat.