5 Harborfront and Bluffside Estates on Nantucket and Cape Cod

Along the water’s edge on Monomoy Road in Nantucket, this 1.25-acre harborfront estate frames sweeping, panoramic views from Town across the harbor to Brant Point and Coatue. Days unfold with sunsets over the water, sailboats gliding by, and seasonal fireworks reflected on the harbor. At the center, a seven-bedroom, six-and-a-half-bath main residence sits slightly elevated, capturing breathtaking vistas from every floor, including a full third level. A spacious two-car garage is paired with guest accommodations above, while a charming boat house rests right at the coastal bank as a pre-existing, nonconforming use. With approximately 175 feet of direct waterfront, a gently sloping drive, and a private sandy beach, the setting invites an easy rhythm between house, shore, and horizon.

Commanding views from high on the Sconset Bluff, this private family compound at 37 Sankaty Head Road is oriented to sweeping, unobstructed vistas of the Atlantic Ocean, Sesachacha Pond, and Sankaty Light. Across six acres, a main residence is paired with a two-bedroom guest house, creating a true estate setting on Nantucket. Outdoors, a singular water feature anchors a fire pit and seating area, encircled by a wraparound pool—an easy place to watch sunsets and sunrises play across the ocean. Originally constructed in 2006 and extensively renovated in 2024, the interiors lean into quiet elegance: generously sized, light-filled rooms with intricate box trim, coved ceilings, and solid panel doors, finished with bespoke details and museum-quality selections. A serene palette of sandy beiges, coastal grays, and nautical blues completes the sense of calm.

Set on 1.84 private acres tucked quietly off Hummock Pond Road, 15 Deer Run unfolds at the edge of Nantucket’s most cherished natural corridor, revealing itself with a measured sense of arrival. Conceived and delivered by Aerie Group—with interiors by Embarc Design and grounds by Atlantic Landscape—the residence reads as a study in considered luxury. Six bedrooms and seven full baths are joined by a dedicated gym with sauna, with the flexibility to convert the gym into a seventh bedroom. A heated pool and hot tub extend the experience outdoors, while a fully self-sufficient solar array underscores a home engineered for everyday ease. Inside, custom white oak shiplap millwork flows through the first floor, shaping rooms that feel warm, edited, and distinctly Nantucket. Delivered fully furnished and curated by Embarc Design, each space feels thoughtfully complete from day one.

Along the water’s edge at the end of Low Beach Road in Nantucket, this private retreat unfolds across over six acres, framed by sand dunes and expansive ocean views beyond. Tom Nevers Pond sits nearby, and the property backs up to more than 300 acres of conservation land, reinforcing a sense of seclusion and quiet. Mornings begin on the front porch with the sea breeze and the soft, steady soundtrack of pond and ocean. Afternoons shift outdoors, where a private pool and an outdoor kitchen with a dining gazebo create an easy rhythm for lingering meals and long, unhurried days. A private path leads to the pond—perfect for launching a kayak and slipping into the calm. Here, the pace slows naturally, and serenity feels like part of the landscape.

Along the water’s edge in sought-after Sesuit Neck, this rarely available 4.87-acre beachfront holding offers a sweeping stretch of Cape Cod Bay. Elevated above a private ribbon of sandy beach, it commands panoramic views from Provincetown to Plymouth, with sunsets that wash the bay in evening light. Held by one family for generations, the property is anchored by quintessential vintage cottages that channel the enduring spirit of Old Cape Cod. All around, iconic coastal scenery sets the rhythm of daily life—glistening water, sandy dunes, and picturesque jetties framed by seemingly endless shoreline vistas. With rare acreage and a setting defined by serenity and privacy, it’s a place where the simple pleasures of oceanfront living feel both timeless and entirely your own.