Dreaming of waterfront living can now be a reality. Charming c1811 home with detached, legal ADU is steeped in history, land once owned by the Pickering family in the 1600's, & home to ancient mariners, rabble rousers & the like! Full renovated in recent years and designed to maximize the breathtaking water views & spectacular sunrises. Windows on all sides provide natural cooling in summer, by direct ocean breezes. Minutes to downtown Portsmouth offering restaurants, shops, galleries, theaters, music venues, Prescott Park, schools, playgrounds, tennis/pickle ball & dog parks! The cook's kitchen has ergonomic custom cabinets. Enjoy the outdoors featuring the climbing hydrangea covered arbor leading to the garden & patio showcasing mature perennial flower beds, pocket “fruit orchard" with pears, cherries, & beach plums, Montauk daisies, beach roses; a Pocket Garden Tour favorite! Bring your kayaks & paddle boards & launch from your backyard into the protected cove; home to a variety of sea birds. Rent the detached ADU for extra revenue or use as a guest suite but be careful - your guests may never leave! Guest suite offers cathedral ceiling, loft space, full kitchen & bath…the perfect getaway or home office. New Mahogany deck next to the granite cobblestone driveway, lined with espaliered pear trees & honeysuckle with parking for 3 cars and an electric car charger! Located on a low traffic, no outlet street, this home has it all! Total SF includes the ADU.