7751 Rollyston Dr Saint Michaels, MD 21663

Arguably one of the most important new builds on the Eastern Shore, 7751 Rollyston Drive is a 91-acre estate on two parcels with 1500 feet of shoreline along a wide stretch of the beautiful Miles River. This turnkey property, just outside the town of St. Michaels, was completed in 2016. Prioritizing waterfront views, outdoor living spaces and comfortable living as well as for entertaining guests, the stately main house is accessed by a private, pea gravel road bordered by a pond with two gazebos and lighted fountains. The graceful circular driveway can accommodate multiple vehicles and leads to the rear entrance of the 4-car garage. The main residence with 12’ to 14’ ceilings offers 9 bedrooms with ensuite baths and 4 half baths. Accessible from the second floor of the main house as well as the garage, a stand-alone apartment showcases a great room with cathedral ceiling, pool table and game table with refreshment center, sound system, bedroom, and 1 ½ baths. Two outdoor porches are perfect for dining and entertaining and a porch off the second floor Primary Suite offers spectacular river views.

Built by a prominent DC builder for his own personal use, the structure of the house is truly commercial- grade and no detail was spared. All carpentry and flooring were custom designed and built with unparalleled craftsmanship, as evidenced by the moldings, staircases, and woodwork throughout the residence. Baths are Waterworks with marble tops and hardware is Baldwin Satin nickel. Media, HVAC, outdoor lighting, and security systems are controlled remotely through apps.

Designed with an eye to entertaining there is a room for every occasion: a large eat-in Gourmet kitchen with granite countertops and Wolf/Sub-Zero appliances; a formal dining room that comfortably seats 14, two offices, a cozy family room with adjacent bar and living room, and a main level full bedroom with ensuite bath. Additionally, there is a Media room with 12 theater chairs, full bar, spa room and a large multi-purpose room in the lower level.

Outdoors, a flagstone path leads from the southern side porch to a heated salt-water pool, pool house with two full baths, a covered outdoor kitchen and dining area with Wolf/Sub Zero appliances, and a 100” pier. The property houses a climate-controlled barn with plumbing, potential for 10 horse stalls and a second- floor hay loft or, the entire structure can become a car collector’s paradise. Next to the barn is a paddock and further down a service road is a cleared area for a future tennis/sport court. The caretaker’s house at the entry to the private drive has two levels, front and rear porches, three bedrooms, three and one-half baths and a two-car garage with two outdoor spaces.

When the current owners built the property, the expansive view of the Miles River became the focal point of the interior public rooms and now provides exquisite sunrise views. The partially rip-rapped shoreline has a small beach accessible by canoe, kayak, or shallow water boat. Co-Lister includes Cynthia Howar.