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About the Area

Maryland’s Eastern Shore: A Small Town Feel with Big City Attractions

A Place Everyone Loves to Call Home

Discover serenity on the Eastern Shore of Maryland – a haven of tranquility with a natural canvas painted with picturesque waterfronts, lush inland forests, and charming towns exuding historic charm. Here, the stress of the city fades away, replaced by a serene ambiance, while all the amenities you desire remain at your fingertips.

The Eastern Shore offers a lifestyle that seamlessly blends relaxation with a myriad of activities. Indulge in fine dining, set sail on the pristine waters, enjoy shopping in quaint boutiques, and partake in vibrant social events. What sets this region apart is its ability to transform weekenders into locals, creating a sense of belonging that captivates all who visit.

This enchanting locale provides a diverse range of real estate options, making Maryland’s Eastern Shore the perfect destination to unwind, retire, or raise a family. From waterfront cottages to golfing communities, single-family homes to condos, and new construction to active living communities – the Eastern Shore transcends the ordinary, making every day feel like magic.

Whether you seek peaceful moments or thrilling adventures, this place offers it all. Maryland’s Eastern Shore is not just a fairytale; it’s a magical destination where dreams of a serene and fulfilling life come true.

Local Attractions

Things to Do
For those who love the outdoors, the Chesapeake Bay and the area’s waterways beckon with opportunities for fishing, crabbing, sailing, canoeing, and kayaking. Explore public parks and walking trails, indulge in hunting or bird watching, and even enjoy a round of golf in the midst of nature.

Shopping: Shopping aficionados will be delighted by the array of unique boutiques in the area. From locally owned antique stores to art galleries and distinguished outlet malls, the diverse shopping scene caters to every taste.

The Arts: Immerse yourself in the arts, from historic to contemporary, as Maryland’s Eastern Shore boasts a remarkable collection of theaters and museums. Take a front-row seat for a captivating show, wander through art galleries, or attend a concert to experience the vibrant cultural scene.

Places to See

Beautiful Landscapes: With tidal shorelines stretching over 1,700 miles, basking in the sun while watching sailboats glide across Maryland’s Eastern Shore is a must. Explore the 950 acres of forests, meadows, and wetlands, providing the perfect escape to relax and unwind from the hustle and bustle of city life.

History: History comes alive for buffs exploring the centuries-old churches, homes, and preserved historic districts of Easton, St. Michaels, Oxford, and Cambridge. Delve into the deep roots of US history, from being the residence of Underground Railroad “conductor” Harriet Tubman to the birthplace of tobacco farming. Discover local gems like St. Michaels, renowned as “the town that fooled the British.” The Eastern Shore is a living tapestry of historical significance waiting to be explored.


Seafood: Savor the irresistible allure of the region’s renowned seafood that leaves everyone’s mouth watering! Local restaurants, many of them situated waterside, present a delectable array of offerings, including delicious jumbo lump crab, rockfish, oysters, and more – all sourced fresh from the local waters.

Local Eateries: Embark on a culinary journey along Maryland’s Eastern Shore, where the restaurant scene is both vast and eclectic. From Shepherd’s Pie to sumptuous seafood, roasted duck to perfectly cooked filet mignon, the diversity of options ensures there’s something to satisfy every craving. With such a variety, you’re bound to discover a favorite establishment that becomes your go-to spot.

Wine, Beer & Spirits: Indulge in your preferred libation at the wide array of local taverns, wineries, and fine dining establishments scattered across the Eastern Shore. Whether you’re a wine enthusiast, beer lover, or prefer craft spirits, the region offers a delightful selection to complement your culinary experiences. Cheers to discovering the perfect pairing for your palate!

Begin the Search for Your Next Home
Maryland’s Eastern Shore is a tapestry of unique areas, each county boasting its own distinctive appeal and personality. As you embark on your home search, I’m here to be your guide, understanding your list of needs and wants to steer you toward the ideal starting point.

Whether you’re drawn to the historic charm of one county, the vibrant culture of another, or the tranquil landscapes of yet another, the goal is to find the place that not only suits your practical requirements but also resonates with a sense of home. Let’s embark on this journey together, ensuring that your search leads you to a place that perfectly aligns with your vision of home.

About Talbot County
About Dorchester County
About Caroline County
About Queen Anne’s County

Ready to find your home along Maryland’s Eastern Shore? Contact Barbara Watkins today!