Saint Michaels MD Real Estate & Homes for Sale

Located in the heart of St. Michaels' Historic District, the "Keithley House," circa 1786, is one of the town's historic treasures. Records indicate the house was renovated and expanded between 1860 and 1870, when Victorian elements were incorporated, including a wonderful front porch. The house was extensively restored and updated in 2008, with care to preserve the 18th and 19th century charm. Most of the heart-pine floors, center hall stairs, sawn balusters, newel post and banister are believed to be original. This is a very livable house. The downstairs plan includes a comfortable living room w/fireplace; sitting room w/fireplace; dining room; modern kitchen; powder room and laundry area. Upstairs features three bedrooms (one w/fireplace) and two full baths. The house is sited on one of the larger lots and highest elevations in town. Beautifully landscaped, private back yard, with potential to add a swimming pool and/or carriage house (subject to Historic Commission approval). Premier location, near fine dining, Chesapeake Bay Museum and the Harbor.

Spectacular and Successful 7 Bedroom/7.5 bath waterfront residence located on one of St. Michael's most desirable locations. The renovations, design and craftsmanship leave no stone unturned. Recent renovations and improvements include roof, windows, electric and plumbing, wood siding, main sewer line, commercial grade appliances, kitchen cabinets, 3 propane commercial water on demand units and insulation. Each bedroom has its own marble bathroom. Conveniently located in the heart of St. Michaels allows one to enjoy all of the historic town's attractions, restaurants , marinas and shops. Additional features include dock , patio, and decks. There appears to be plenty of room for a waterside in-ground pool. * This magnificent property is currently being operated as a licensed Bed and Breakfast but can easily be converted back into a beautiful single - family residence.

*New Price* Located in Martingham, home of the newly redesigned Pete Dye golf course, The Links at Perry Cabin. This 3BR/2.5BA Colonial style home is situated on an open 1.13ac lot with a tree lined backyard for privacy. Inside you will enjoy a spacious floor plan, and updated island kitchen, and a large family room highlighted by a wood burning fireplace and a beam ceiling. Upstairs you will find the generously sized primary bedroom with a private balcony overlooking the backyard, and the two additional oversized bedrooms. Entertaining will be a breeze with a sizeable deck, leading to the fire pit and expansive level backyard. Don't miss this opportunity to live minutes from historic St. Michaels with all of its wonderful restaurants and shops.

Charming 4-Bedroom Home with Guest Cottage in Saint Michaels, MD Nestled in the picturesque town of Saint Michaels, this enchanting property offers a unique blend of classic charm and modern comfort. The main residence features four bedrooms, providing ample space for families or those seeking room to grow. With meticulous attention to detail, the interior boasts tasteful design elements, creating a warm and inviting atmosphere. The property's allure is further enhanced by a separate guest cottage, offering versatility for accommodating visitors, creating a home office, or exploring rental potential. The guest cottage provides an additional layer of privacy and convenience. Set against the backdrop of Saint Michaels' scenic surroundings, this residence is a haven for those who appreciate both tranquility and community. Whether enjoying the spacious interiors, the charm of the guest cottage, or the vibrant local amenities, this property epitomizes the Eastern Shore lifestyle. Immerse yourself in the historic allure of Saint Michaels while relishing the comfort and space provided by this thoughtfully designed 4-bedroom home with a guest cottage â a true gem in this coveted Maryland town.