luxury houses with terrace for sale Saint Leonard, United States

A true Chesapeake treasure! Set within the historic Camp Roosevelt community, once home to one of the nation’s earliest permanent Boy Scout camps, this extraordinary 20-acre estate offers approximately 500 feet of private Chesapeake Bay shoreline - and a beach where fossilized shark teeth and other prehistoric treasures are routinely discovered. It is a rare opportunity to own a property where history, nature, and exceptional waterfront living converge. As you approach the home, you are greeted by a spectacular tree-lined private drive culminating in a grand circular arrival court. The stately Georgian Colonial residence is as welcoming as it is impressive. Built in 1999 and thoughtfully designed for a large family, the home offers 5 bedrooms, 5 full and 1 half baths, with an effortless flow between grand entertaining spaces and comfortable everyday living. A dramatic foyer with sweeping circular staircase opens to a gallery and handsome library with two gas fireplaces, billiards, and views toward the water. Above, the second-level library is open to the room below, creating an extraordinary architectural focal point. The two-story great room anchors the rear of the home, where soaring ceilings, a magnificent chandelier, and walls of windows frame expansive views of the grounds and Chesapeake Bay. Four fireplaces throughout the residence add warmth and character to its gracious living spaces. The heart of the home is its exceptional kitchen, designed for gathering and entertaining with a substantial island, Sub-Zero refrigerator, professional propane range, two dishwashers, walk-in pantry, and adjoining wet bar. The adjacent family room/dining area features vaulted, beamed ceilings and remarkable details that pay homage to the property's storied past, including a historic canoe and a one-of-a-kind custom fireplace hearth carved with the Maryland State Seal. The main-level primary suite is a private retreat, complete with two large walk-in closets and two separate spa-like bathrooms, each with its own vanity, shower, soaking tub, and private water closet. Upstairs are three additional bedrooms, including a private waterside ensuite, two bedrooms connected by a shared bath, a gym, generous storage, and access to the open second-level library. An additional bedroom and full bath above the garage provide exceptional flexibility for guests or extended family. Outside, established gardens, extensive hardscape, custom landscape lighting, built-in firepit, spa and a heated in-ground pool with auto-cover create an extraordinary setting for Chesapeake summers and year-round gatherings. From the pool and grounds, hardscape steps with continuous railing lead down to the private beach and 500 feet of shoreline. The unfinished lower level, with bath rough-in, offers additional potential for the next generation to make their own. More than a grand waterfront estate, this is a home designed for living - gathering family, entertaining friends, celebrating milestones, and creating a lifetime of memories. A truly singular Chesapeake Bay property where timeless architecture, remarkable acreage, living history, and one of Maryland's most extraordinary natural settings come together. Yet remarkably convenient, the property is approximately 45 minutes from Washington, DC and just minutes from the restaurants, shops, and waterfront amenities of Chesapeake Beach. Welcome Home!

Adorable waterfront cottage nestled along the peaceful shores of Hudson Creek., This charming 2-bedroom, 1-bath home features an open-concept kitchen, dining, and living area designed to maximize comfort and showcase beautiful waterfront views and amazing sunsets. Additional features include front and back porches, firepit, fresh paint throughout and a detached storage shed for all your outdoor gear, Experience Eastern Shore waterfront living and spend your days fishing or crabbing from your private pier, launch your kayaks for an afternoon on the creek, or simply unwind on the deck while taking in the spectacular sunsets. This low-maintenance property has been successfully operated as an income generating vacation rental, making it an excellent opportunity as a personal getaway, investment property, or both. The home is being sold fully furnished, including two kayaks, a BBQ grill and deck furniture

Endless westerly vistas stretch across Madison Bay, delivering breathtaking sunsets that feel like a private showing each and every evening. This is more than a home-it's a waterfront sanctuary designed for those who expect their lifestyle to be as elevated as their surroundings. Welcome to Saltmarsh, an extraordinary 8.5-acre estate where luxury, privacy, and coastal beauty converge. With 5 bedrooms (plus a bonus room that could be considered a 6th) and 3 full bathrooms, this property effortlessly transitions between an exceptional full-time residence and the ultimate weekend retreat for unforgettable gatherings with friends and family. Spanning over 5,000 square feet, the home is thoughtfully designed to maximize both space and scenery, with walls of windows that flood the interior with natural light and showcase those sweeping bay views from nearly every room. The main level is nothing short of an entertainer's masterpiece-an open-concept layout anchored by a stunning great room, seamlessly flowing into a chef's gourmet kitchen and sun-drenched sunroom on one side, while the opposite wing reveals a full-scale game room complete with a pool table and custom bar built for hosting on any scale. Step outside and the experience only gets better. Multiple expansive decks offer the perfect setting for everything from quiet mornings to lively evenings, all framed by panoramic water views. At the private dock, every detail has been accounted for-featuring water and electric, two jet ski lifts, and a 10,000-pound boat lift-creating a true waterfront playground. The oversized 3-bay garage provides ample space for all your water toys, equipment, and more-because a property like this is meant to be enjoyed without compromise. Offered fully furnished, Saltmarsh is completely turnkey-allowing you to step right into an effortless, elevated coastal lifestyle from day one. This is not just a home-it's a statement.

Your Own Private Island; A 90-Minute Drive from Washington DC Even if our own experience was different, most of us can envision care-free summer days at the shore. Games on the beach, hiking in the forest; only coming back to the house at sunset when it was obvious that we were late for dinner. Now you and your family can create your own summer wonderland with the purchase of an idyllic island located in a sheltered cove of the Chesapeake Bay. Tippity Wichity Island includes a charming and spacious three-bedroom home with a focus on connection to the lush grounds and surrounding water. Each bedroom provides direct outside access. One side of the home features two bedrooms, one of which is the primary, and a full bath. The primary bedroom provides a prominent view of the St. Mary’s River through sliding glass doors giving way to a private porch. The third bedroom and additional full bath are located on the opposite end of the living area for guest privacy. The open “great” room of the home serves as the central gathering place, providing ample space for living, dining, and entertaining. The room is accentuated by a wood-burning fireplace in the center and large windows offering views down the river on one side and access to the back porch, garden, and grounds on the other. While each of the numerous porches offer a unique view and tranquility, the highlight is the screened-in “gazebo” porch. The space welcomes outdoor dining year-round or a shaded respite with the ebb and flow of the river in the background. The Island itself is just under 5 acres highlighted by the dock with boat lift, permitted riprap shoreline and living shoreline with a small beach, soft launch for kayaks/canoes, scenic nature trail and multiple storage structures. The river is clean and temperate, but a heated in-ground swimming pool sits adjacent to the house in its own private garden location. Although much has been written about the erosion of islands in the Chesapeake, Tippity Wichity sits four meters above the high-water line and is protected from all but the most calamitous storms. Mean low water at the boat dock is approximately six feet, which allows for many sail and powerboat options. Nestled squarely in the St. Mary’s River Sanctuary, the Island provides a scenic outpost for nature enthusiasts and the avid outdoorsperson to pursue the abundant wild game and fish down the river, across the mouth of the Potomac, and into the fabled Chesapeake Bay. This incredible property could also serve as a corporate/non-profit retreat or sporting lodge. The property enjoys an easement across farmland on the bank of the River for access to a dock. In addition, the Island itself is just a 5-10 minute boat ride from St. Mary’s College, an historic liberal arts college in St. Mary’s City. In addition to shopping and dining options, the town/College and nearby Leonardtown offer ample opportunities for entertainment, including an outdoor summer concert series and the Governor’s Cup yacht race.

Price reduced SIGNIFICANTLY!! Beautiful views of Harris Creek and the Choptank River beyond provide a stunning backdrop for this beautifully maintained home in the established community of Tilghman on Chesapeake. A welcoming front porch framed by mature landscaping and colorful gardens leads into a bright, light-filled interior featuring soaring two-story ceilings, hardwood floors, crown moldings, and abundant natural light. Designed for both everyday living and entertaining, the gourmet kitchen opens to a spacious family room with a gas fireplace, breakfast area, and inviting sunroom. The adjoining rear deck, complete with a hot tub, provides a wonderful setting for outdoor entertaining while overlooking the beautifully landscaped grounds and tranquil water views. The main level also includes gracious formal living and dining rooms, as well as a private office. The upper level overlooks the family room below and features a spacious primary suite with a private balcony and luxurious ensuite bath with a jetted tub and walk-in shower. Three additional bedrooms—one currently used as a library—share a full hall bath. An attached two-car garage provides convenient parking and storage. Residents of Tilghman on Chesapeake enjoy an exceptional array of amenities, including a waterfront clubhouse, swimming pool, picnic area, community pier, and private boat slips available for lease, offering residents an ideal opportunity to enjoy the waterfront lifestyle of Maryland’s Eastern Shore.