Imagine waking up to the gentle lapping of waves or the rustle of leaves in a landscape where water and nature define daily life. Along the Eastern Shore, six unique properties—from a cozy cooperative retreat to a historic colonial estate and a modern 55+ haven—embody this serene connection. Spanning diverse lifestyles, each offers a distinct perspective on the region’s scenic beauty, blending waterfront access, natural surroundings, and community charm. Whether seeking a seasonal escape or a private legacy, these homes invite you to explore the timeless allure of the Eastern Shore.
111 Beach Harbor Rd | $95,000


Amber Bertholdt

Amber Bertholdt
Set against the serene backdrop of the waterfront in Grasonville, Maryland, this charming Town and Country Park model ranch-style home offers a tranquil escape at the coveted Beach Harbor Camper Cooperative Inc. Ideal for water and beach enthusiasts, this three-season retreat seamlessly blends comfort with captivating views of the shimmering shoreline. Step outside to enjoy exclusive access to a private boat ramp, perfect for spontaneous aquatic adventures, or unwind at the community pool under the sun. The nearby beach invites leisurely strolls along the water’s edge, while tennis courts provide an active outlet just steps from your door. Whether you’re savoring quiet mornings with panoramic vistas or engaging in the vibrant community amenities, this property embodies the essence of waterfront living. It’s a rare opportunity to embrace a lifestyle defined by relaxation and natural beauty in a truly inspiring setting.
- Price:
- $95,000
- Size:
- 950 sq ft
- Contact:
- Amber Bertholdt, HSA By The Bay, 410.961.5377
Wilderness Estate Trappe | Contact for pricing


Coard Benson

Coard Benson
Set against the serene backdrop of the Choptank River, Wilderness Estate spans ±234 acres across five parcels, embodying a rare fusion of architectural elegance, historical depth, and Eastern Shore allure. Surrounded by preserved farmland and ancient woodlands, this waterfront haven promises complete privacy while offering sweeping southern vistas and deep water access. Just a short drive from the charming towns of Easton, Oxford, and St. Michaels, the estate provides a perfect balance of seclusion and convenience. The meticulously maintained residence, with its 18th- and 19th-century brick wings, seamlessly blends colonial heritage with modern updates, ensuring comfort without sacrificing character. Ideal for those seeking a tranquil retreat, this property invites a lifestyle of quiet sophistication, where nature’s beauty and history converge in perfect harmony along the river’s edge.
Price: Contact for pricing
- Size:
- 9,566 sq ft
- Contact:
- Coard Benson, Benson & Mangold Real Estate, 410.310.4909
A Beautifully Maintained, Light-Filled Single-story Home | Contact for pricing


Julie Stevenson

Julie Stevenson
Situated in the welcoming Easton Club East 55+ community, 29744 Dustin Avenue offers a beautifully maintained, single-story retreat on Maryland’s Eastern Shore. This light-filled, 2-bedroom home, complete with an office and 2 bathrooms, showcases a thoughtful layout and fresh updates throughout. Hardwood floors grace the foyer, hallway, and living room, where a vaulted ceiling and gas fireplace create a cozy ambiance. Double-hung windows invite abundant natural light, while four ceiling fans ensure year-round comfort. The kitchen impresses with Corian countertops, maple cabinets, and modern appliances, including a GE gas range. A charming breakfast nook flows into a sunroom-like space, perfect for savoring morning coffee with backyard views. Outside, fresh landscaping and a paver patio beckon for al fresco dining or gardening, complemented by a rear-loading two-car garage with built-in shelving. This home embodies bright, effortless living.
Price: Contact for pricing
- Size:
- 2,377 sq ft
- Contact:
- Julie Stevenson, Shore Living Real Estate, 410.251.5291
Comfort, Style & Space All In Town! | Contact for pricing


Raj Patel

Raj Patel
Situated on the edge of town, this charming split-level home offers a serene escape from the bustle while remaining close to everyday conveniences. Spanning nearly 1,500 square feet, the residence features three spacious bedrooms and two full bathrooms, thoughtfully updated with fresh paint, modern toilets, new bathroom sinks, and stylish lighting. Luxury vinyl tile flooring flows throughout, enhancing the home’s inviting ambiance. The kitchen provides ample cabinet storage, while abundant natural light fills every corner. Outside, a nearly one-third-acre level lot awaits, perfect for yard games and gatherings, complemented by a welcoming patio for entertaining. Additional highlights include a covered front porch, a two-car carport, generous parking, and two large storage sheds. With a centralized HVAC system and backup baseboard heating, comfort is assured year-round. Proximity to Highway 15 and a local park adds to the home’s appeal.
Price: Contact for pricing
- Size:
- 1,496 sq ft
- Contact:
- Raj Patel, Ikon, 703.282.8444
Walk To Historic Downtown Berlin | Contact for pricing


Madeleine Forrester

Madeleine Forrester
Positioned on a generous double corner lot in the heart of Berlin, this captivating ranch-style home embodies the charm of “America’s Coolest Small Town.” A short stroll from Downtown Berlin and directly across from Buckingham Elementary, the property offers seamless access to local boutiques, restaurants, and vibrant community events. Inside, the thoughtfully redesigned interior features three cozy bedrooms, two updated bathrooms, and a modern kitchen with stainless steel appliances and a gas range. An open floor plan invites effortless living and entertaining, while a unique bonus—a spacious one-bedroom in-law suite with a full kitchen and private bath—provides flexibility for multi-generational living or guests. Outside, a fenced backyard with a large deck and expansive yard awaits, but the true gem is the front porch, reminiscent of Berlin’s historic Atlantic Hotel, where small-town memories are made amid blooming hydrangeas.
Price: Contact for pricing
- Size:
- 1,872 sq ft
- Contact:
- Madeleine Forrester, Coldwell Banker Realty Madeleine Forrester, 443.235.9838
5233 Braddock Road | Contact for pricing


Yolanda Menjivar-Vasquez

Yolanda Menjivar-Vasquez
Situated in the serene Woodbine Area, this beautifully renovated rancher offers a tranquil escape on nearly three-quarters of an acre. Spanning approximately 1,775 square feet of finished living space, the home features four spacious bedrooms and two full bathrooms, ideal for family living or quiet retreats. The recently updated kitchen, adorned with sleek granite countertops, serves as the heart of the home, perfect for crafting meals and gathering with loved ones. Both bathrooms have been thoughtfully modernized, blending style with functionality. Just a short distance from Krim Gold Park, residents can easily enjoy outdoor recreation and scenic beauty. Surrounded by a peaceful, picturesque setting, this property embodies the charm of rural living while offering modern comforts. It’s a rare opportunity to embrace a lifestyle of calm and convenience in a highly sought-after location.
Price: Contact for pricing
- Size:
- 1,775 sq ft
- Contact:
- Yolanda Menjivar-Vasquez, Weichert Realtors, 240.731.5368















