Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and extraordinary panoramic water views stretching across Plaindealing Creek toward the Choptank River and Oxford beyond. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage.
Thoughtfully renovated in 2019, with many additional upgrades in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath. The spacious living room is anchored by a brick fireplace with pellet stove insert, custom built-ins, and sliding doors opening to the waterside patio, creating a seamless connection to the remarkable setting. A well-appointed kitchen with stainless appliances and granite countertops adjoins the separate dining room, where water views provide a memorable backdrop for gatherings. Two additional main-level rooms offer flexibility for a den, office, family room, or other living needs, while a generous laundry room with built-ins and a secondary staircase adds everyday convenience.
Upstairs are two additional guest bedrooms and two full baths, including one ensuite, along with an adjoining flexible bonus room. Mature trees and expansive acreage create a peaceful, private setting, with ample room to enjoy the property’s natural surroundings and hunting opportunities.
A true water sportsman’s paradise, the property offers deep water, excellent fishing, and a new private pier completed in 2023 with three slips, a new boat lift, and new jet ski lift. With approximately 7' MLW, riprapped shoreline, a sandy beach, a new nitrogen septic system installed in 2019, and a new roof in 2026, this exceptional property is equally suited for boating, fishing, hunting, and savoring the easy rhythm of life on Maryland’s Eastern Shore.
*24 acres are enrolled in a Forest Stewardship Plan.
26279 Deep Water Harbor Road
Share this property on:
Message Sent