First time offered in 90 years. Enchanting 1920s English Tudor Revival country manor set on 20 acres where charm and elegance abound. Built on Annapolis’ original and scenic dairy farm, Maidstone is your private haven on the Chesapeake Bay.

At first glance from the circular drive, one knows that Maidstone is a place of distinguished history. The slate-roofed and gabled home features impressive chimneys, large multi-paned and copper accented bay windows, and the finest craftsmanship from its era. This home’s large central hall introduces your guests graciously into the heart of this incomparable home. Oak/fir floors and fine architectural details throughout make this house an exemplar of early twentieth century American design. Whether for a formal evening affair or a quiet casual dinner, guests know they have arrived someplace very special.

An elegant and expansive multi-paned bay window in the living room provides soft southern light and stunning views year round out to the lawn and water beyond. The fireplace, crown molding, and formal wall sconces contribute to a refined but inviting setting.

Relax in filtered sunlight as you listen to the songbirds and the sounds of the Bay from your screened summer porch, set conveniently off the living room.

In the dining room, the brick fireplace and original oak paneled walls create a cozy but elegant space. Along the south wall, another expansive bay window provides a lovely vista over the lawns to the water. To the east, double sets of French doors open to a covered brick patio. The impeccable craftsmanship and wooden architectural details in this room and throughout the house are from a bygone era.

Stroll brick-paved and Boxwood lined paths to the water or to quiet and beautifully landscaped perennial gardens. Each season reveals the careful planning of the estate’s owners' love of gardening and enjoyment of outdoor living spaces. Slip away on your own to read in the gardens or entertain your guests with a summer garden party.

The nearby charming waterfront cottage of Possum Point with its open waterviews, brick fireplace, 2 bedrooms, kitchen, living and dining area, features French doors leading to a lovely flagstone patio overlooking a small inlet. Nature and tranquility surround this private and charming cottage—perfect as a guest house or caretaker’s residence.

Adjacent to the main house, a new Tudor style detached garage, built in 2008, provides room for two cars and landscape equipment. Upstairs offers a fully wired but unfinished space ready for your final designs and selection of materials to create a private office or apartment.

Set in a protected and quiet cove, a deep water boatslip conveys with the property. Individual power and water hook ups accommodate your own boat and offers easy access to the Chesapeake Bay and beyond.