Tilghman MD Real Estate & Homes for Sale

THIS HOME IS UNDER CONSTRUCTION! Welcome to Sussex, the epitome of modern rancher living! This single-level floor plan has captured the hearts of many, and it's not hard to see why. With stunning curb appeal and thoughtfully designed features and finishes, the Sussex offers versatility to suit any modern lifestyle. Step into an open-concept floor plan that seamlessly connects the Kitchen, Breakfast area, and Great Room, perfect for entertaining or simply enjoying quality time with loved ones. Just off the Great Room, the Owner's Suite is a true retreat with two walk-in closets that offer ample storage space that extends into a private Owners Bath. In addition to the Owner's Suite, there are two more bedrooms and a hall bath, providing versatility for families of any size. Discover your top-quality new home at Tilghman on Chesapeake! Gemcraft Homes' exquisite bay access community is nestled in the heart of the Eastern Shore. Here, homeowners can experience the perfect blend of luxury living and coastal charm in Tilghman, MD, where every day feels like a retreat. Our community, known for its breathtaking views of the Chesapeake Bay, offers a unique blend of tranquility and excitement, accompanied by stunning new homes in Tilghman, MD. Immerse yourself in the essence of resort living as you indulge in membership privileges at our exclusive clubhouse, pool, and marina-and experience the allure of a lifestyle where time gracefully slows down, allowing you to rejuvenate amidst serene settings, picturesque landscapes, and delectable seafood delights.

Welcome to 5820 Tilghman Beach Drive. Come experience the most beautiful sunsets the Chesapeake Bay has to offer. Centrally located on Tilghman Island this little slice of paradise is ready for its new owners to make their dream of waterfront living come true. Home offers two bedrooms and one full bath, hardwood floors, recently remodeled kitchen, encapsuled crawl space, Central heat and air, two car garage. The large bayfront yard offers many possibilities. Plan your visit today.

Simple Pleasures & Smart Living : Tilghman Island Cottage Retreat Charming Eastern Shore Cottage with Endless Possibilities Discover the perfect blend of simplicity and comfort at 5934 Tilghman Island Road, where thoughtful upgrades meet cozy cottage charm. This delightful 2-bedroom, 1 and one half bathroom home offers a smartly designed living space that maximizes every corner for comfortable everyday life. The cottage welcomes you with its fresh, cheerful exterior and inviting screened front porch-the perfect spot for morning coffee or evening relaxation. Step inside to find a thoughtfully laid-out interior that makes the most of its compact footprint, with recent upgrades throughout the past five years enhancing both style and functionality. The real treasure lies beyond the back door: a surprisingly generous, level yard that offers endless possibilities. The mature trees provide natural privacy and tranquility, creating your own secluded canvas for whatever you envision. Picture a crackling fire pit for cozy evenings, a stone patio for entertaining, or flourishing garden beds filled with your favorite plants. The spacious deck already sets the stage for summer dinners and weekend grilling, while the expansive lawn provides a perfect clean slate for the avid gardener or anyone ready to create their own outdoor sanctuary. It's remarkable how much potential this yard holds. Located in the heart of Tilghman Island, you will enjoy easy access to the renowned Choptank River and the pristine waters of the Eastern Chesapeake Bay. Historic Dogwood Harbor with its boat ramp access puts you just minutes from some of the best fishing, crabbing, and boating on the Eastern Shore. This versatile cottage is ready to serve many roles: a peaceful vacation retreat, a profitable Airbnb investment, a charming retirement hideaway, or simply a refreshing escape from the hustle and bustle of city life. The smart layout and recent improvements mean you can move right in and start enjoying the laid-back island lifestyle immediately. Experience the magic of Tilghman Island living, where time moves a little slower, neighbors wave hello, and the water is always calling. This cottage isn't just a house-it's your gateway to the authentic Eastern Shore experience you've been dreaming of. Come see how good simple living can be.

Welcome to 5520 Leeward Lane, a private waterfront estate tucked away at the end of a quiet, tree-lined drive on Tilghman Island-a rare opportunity to own a stunning piece of Marylands Eastern Shore. This expansive home features panoramic water views from almost every room and delivers the ultimate blend of luxury, comfort, and natural beauty. The grand foyer sets a graceful tone, leading into a spacious main-level layout designed to impress. The expansive living room is flooded with natural light and flanked by a formal dining area, a warm and inviting den, and a breakfast nook with vaulted ceilings-all connected by elegant sight lines and polished hardwoods. A true chefs kitchen anchors the heart of the home, outfitted with a commercial-grade gas stove, a commercial refrigerator, two dishwashers, granite countertops, and an oversized island perfect for entertaining or casual morning coffee. The main-level primary suite is a private retreat, offering dual walk-in closets, a spa-inspired bath with soaking tub and glass shower, and serene views of the surrounding landscape. A conveniently placed laundry room with a half bath adds thoughtful utility to the main floor, while the upstairs offers flexibility with four generous bedrooms, a shared full bath, and a secondary living space complete with its own kitchenette-ideal for extended guests or multigenerational living. From nearly every room, you're drawn to the shimmering water just beyond the windows. Whether enjoying sunsets from the deck, stargazing from the rooftop deck above the three-car garage, or savoring peaceful mornings with the birdsong of the bay, this home embraces its setting with elegance and ease. Attic storage above the garage ensures ample space for seasonal gear or future creative use. Tilghman Island itself is a captivating enclave, celebrated for its maritime heritage, vibrant wildlife, and relaxed coastal vibe. Here, youll enjoy unmatched privacy, historic charm, and proximity to waterfront dining, boutique shops, and world-class boating-just far enough to escape, yet close enough to stay connected. 5520 Leeward Lane isnt just a home-its a lifestyle. A sanctuary where land, sea, and sky converge in perfect harmony. Schedule your private showing and experience Eastern Shore living redefined.

Bay Breezes & Beautiful Views: Your Tilghman Island Haven Waterview Living with Room to Breathe on Maryland's Eastern Shore Step into the good life at 5379 Anchor Road, where Chesapeake Bay magic meets everyday comfort. This charming home in Tilghman's friendly beach neighborhood sits just a short stroll from the community beach where neighbors gather and memories are made. Picture yourself unwinding on the deck with morning coffee, watching the sun sparkle across the bay waters. Inside, the welcoming home greets you with warm hardwood floors throughout, two comfortable bedrooms, and two full baths. The kitchen is a joy to cook in-featuring granite countertops, stainless appliances, and beautiful hand-crafted wood cabinets perfect for whipping up fresh seafood dinners or casual breakfasts before heading out to explore the water. What makes this place truly special is the adorable guest cottage built in 2017. This sweet retreat offers a screened porch with more water views, its own heating and cooling, and a half bath-perfect for visiting friends or your own creative escape when you need a moment to yourself. For water lovers, you're in paradise-grab your kayak or paddleboard and launch right from your backyard. Gardening opportunities abound-whether ornamental or the fun of your own fresh summer veggies-the property also includes fruit trees -pies and jams in your future? The practical perks are all here too: a roomy two-car garage with workshop space for projects, outdoor shower for rinsing off sandy feet, beautiful landscaping, plus recent updates including a new roof (2018) and HVAC system (2016) so you can relax knowing the essentials are taken care of. Beyond your doorstep, discover the authentic charm of Tilghman Island. A short, scenic drive connects you to the fabulous restaurants, shops and galleries of St. Michaels, Easton, and Oxford. When you choose this Tilghman Island home, you're investing in more than just real estate-you're gaining a lifestyle where stress melts away with each bay breeze and sunset. Whether you're looking for a full-time home with vacation vibes, a weekend getaway from the city grind, or the perfect spot to eventually retire and watch the osprey soar, this special place offers what so many of us are searching for-a chance to slow down, breathe deeply, and connect with the beauty of the bay. Come see what life on Tilghman time feels like. Your Eastern Shore story is waiting to begin.

Welcome to Tilghman Landing on the Chesapeake Bay! This unique waterfront property offers an incredible opportunity, featuring three separate homes, two of which include garages, as well as a charming crab shack and private dock, all situated on .625 acres of Chesapeake Bay shoreline. Home #1: 6020 Sunset Lane This spacious residence offers breathtaking, unobstructed views of the Bay. It includes 3 bedrooms and 2.5 bathrooms, and showcases an open-concept main level with a living room, gourmet kitchen featuring custom cabinetry, granite countertops, stainless steel appliances, a large center island with seating, cozy Vermont Casting propane fireplace, solid hickory floors with a tiled kitchen floor. The dining area and primary ensuite bedroom with jacuzzi tub and separate shower complete the first floor. A generous waterside deck provides the perfect setting for relaxing or entertaining while enjoying the view. Upstairs, you'll find two additional bedrooms and a full bathroom. A detached garage also includes a full laundry room, storage room and a delightful apartment above, complete with a living room, kitchen, bedroom, and bathroom. Home #2: 6030 Sunset Lane This quant 1-bedroom, 1-bath waterfront cottage offers direct Bay access and views. The main level includes a cozy living room, eat-in kitchen, hardwood floors, Vermont Casting propane fireplace and a full bath, along with a large deck overlooking the water. The second floor features a spacious bedroom with a large skylight and private balcony that captures stunning Bay vistas. There is a hardwood Maple Floors throughout. Home #3 This 3-Story home offers 2 bedrooms and 1.5 bathrooms, with lovely views of the Bay. The custom kitchen, living room and half bath are located on the third level, while both bedrooms are found on the second level with a large full bathroom and connecting deck, maximizing the views and privacy. Currently, all three homes and the apartment are leased, providing an excellent investment opportunity. Additionally, 6030 Sunset Lane holds a short-term rental license, offering potential for continued vacation rental income. Crab Shack and Fishing Dock The Crab Shack overlooks the Bay and is a 4-Season room complete with a wood-burning fireplace and small refrigerator. It accommodates a dozen people for summer crab feasts and winter holiday gatherings. Tilghman Island is known as "the land of pleasant living." Whether you're into fishing, crabbing, kayaking, paddleboarding, boating, or simply soaking in the serene views, this location is ideal. Just 15 minutes from St. Michaels and about 30 minutes to Easton, you can enjoy the charm of the Eastern Shore while still being close to town amenities. Make Tilghman Landing your home or your next investment!

Don't miss out on this beautifully landscaped yard with a deck and pool, perfect for entertaining and enjoying the serene water views. This gorgeous two-story traditional home features three bedrooms and three baths, offering the perfect location to enjoy the picturesque views of Black Walnut Creek and the Chesapeake Bay. The current owners have meticulously maintained the property and spent a considerable sum on upgrades and improvements - such as Crown Molding, Chair Rail, wood floor refinishing, decks in addition to a custom Gunite pool just to name a few. A complete security system with Carbon Monoxide detectors, smoke detectors and cameras will make you feel secure. The first-floor full bath, conveniently located off the laundry area, is ideal for pool guests. The large kitchen, with 42" cabinets and granite countertops, flows seamlessly into the family room, which boasts a wood-burning fireplace with glass doors. A spacious dining room, large foyer, and living room are situated at the front of the house, with hardwood flooring throughout the entire first floor. The stairs, located off the family room, wrap around the fireplace chimney, providing additional heat to the interior. Upstairs, you'll find two large bedrooms and a hall bath with a new vanity and top. The primary bedroom features an en-suite bath, remodeled in 2017, with a Jacuzzi tub, new vanity, and Carrera marble top. Both baths have porcelain tile floors. Off the primary bedroom, down a hall with ample closet space, is the bonus room, equipped with a mini-split system. Enjoy stunning views of the Bay and River from every room in the house and from both the front and back decks. At the end of the day, relax around the fire pit, swinging on the metal swings installed enjoying the wildlife.

Welcome to this beautiful, spacious 5-bedroom, 3 1/2-bathroom single-family home located in the sought-after Tilghman on Chesapeake community. This property offers the perfect blend of modern comfort and serene island living, featuring an open-concept floor plan with plenty of natural light and elegant finishes. Each bedroom offers ample space and comfort with the Primary Suite offering 2 separate walk in closets. Enjoy the convenience of well-appointed bathrooms with stylish fixtures and finishes. The gourmet kitchen includes stainless steel appliances, granite countertops, and a large center island ideal for entertaining and a huge walk in pantry. A large living room and dining area flow seamlessly into the kitchen, making this home perfect for both everyday living and special occasions. A large ,conditioned, encapsulated crawl space offers storage options as well as easy access to your mechanicals. Relax and unwind in your own backyard overlooking the community pond and fountain or enjoy the tranquility of the surrounding natural beauty. Situated in the friendly and charming Tilghman on Chesapeake community, this home is set in a peaceful atmosphere with easy access to local amenities, water activities, and scenic views. Community pool and clubhouse access available through the HOA.

The Nottingham, (elevation Z) is a modern ranch-style home with 3 bedrooms, 2.5 baths, and a 2-car garage with entry through a mudroom that leads to an expansive Great Room area that opens to the Kitchen. The Kitchen is ready for entertaining and cooking comforting meals for family and friends. An open dinette and large kitchen island offer a plethora of space for informal dining. You can take advantage of the optional four-foot extension added to the dinette for even more space. This home design also offers the optional rear sunroom. The encapsulated crawl space is climate controlled, and a white vinyl fence surrounds the back yard. The private Owners Suite includes an ensuite bath featuring a double vanity and walk-in closet. Two additional bedrooms with a hall bath and laundry room with water softener system and access to the full attic space complete the floor plan. Gemcraft Homes presents an exquisite bay-access community in the heart of the Eastern Shore, where homeowners can enjoy the perfect blend of luxury living and coastal charm in Tilghman, MD. Known for its breathtaking views of the Chesapeake Bay, the community offers a unique blend of tranquility and excitement. Experience the essence of resort living with membership privileges at the exclusive clubhouse, pool, and marina. Immerse yourself in a lifestyle where time slows down, allowing for rejuvenation amidst serene settings, picturesque landscapes, and delectable seafood delights.

History: "The Elms" is located on the Northeast corner of Mission Road and Route 33 in the village of Tilghman on Tilghman Island, Talbot County, MD. The house faces west, with the gable oriented on a north/south axis. Built around 1893. The Elms is clad in weatherboard and supported by a brick pier foundation. The roof of this two story frame home is covered in asphalt shingles. The five bay west main facade has a central door with sidelights and a four light transom. A latticed portico with a scroll sawn balustrade shelters the entrance door and is flanked by a pair of six over six sash windows. On the second floor, there is a central projecting five sided bay with a single four over four sash window on each side. A cross gable, clad in green shingles and supported by decorative brackets, roof this projecting bay. The central bay is flanked by a pair of six over six windows. The north elevation of the primary wing gable end has two four light windows at the attic story, cornice returns, and an interior brick chimney. An extensive addition extends from the rear of the primary wing to the east. The north elevation of this addition has a assortment of one over one, two over two, and six over six sash windows on the first floor and second floor. There is an exterior chimney located on the east side of the addition. The east elevation of the primary wing is an addition connected to the main house by an enclosed breezeway. The south elevation has a full length porch enclosed in 1943. There are two outbuildings which were formerly used to house boarders which at a later date were used for storage. There is three room shed and a cinderblock garage with dormer winders and seven bedrooms. "The Elms" was built by Charles James Howeth who came to Tilghman with his family from Poplar Island in 1893. This property was purchased from Charlotte Howeth by the current family in 1928 and operated as a boarding house until the 1960's. "The Elms" got its name from the two large elm trees at the entrance which stood in the front yard. The ornate central bay of the front facade is distinctive. The house is large and rambling and situated on two acres of land in the center of the village of Tilghman. Like many houses on the Island, (Tilghman Island Watermen's Museum) the "Lee House" was named after its original owners. The Lee family, who owned the home during the early 1900s, was said to have resided there until sometime in the 1930s. The house was inherited by a Tilghman Island resident, Leona Garvin Harrison, and it soon became a part of â??The Elms,â? a very popular and successful island fishing party resort. The Elms included the property adjacent to the Lee House. â??Miss Leona,â? as she was known, ran the resort and decided that the Lee House would serve well as a boarding house, taking in any overflow guests. The house could sleep up 12 people and is said to have provided lodging for doctors, lawyers and prominent business owners who would often visit. All meals were served in the main house and the well-traveled sidewalk leading to it from the Lee House is still visible. A day of fishing would cost $25 and for an additional $5.50 guests enjoyed a full breakfast, a packed lunch, and a family-style feast for dinner. Common on the dinner menu were the resorts famous Crab Imperial, fried chicken, roast beef, and crab cakes always accompanied by sliced tomatoes, corn, and staff Chef Theodores freshly baked bread. After dinner and a long day on the water, guests would head back to the Lee House to play cards, exchange stories and call it a night. As times began to change and more and more people purchased their own boats, the demand for the fishing party properties began to wane. The Lee House closed as a boarding house in 1971 and has remained vacant ever since. In 1984 the house was passed on to Ms. Leonas daughter, Shirley Garvin Walton and was later inherited by Shirleys son John and daughter Barbara in 2000.