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Talbot County

From the Breathtaking Shorelines to the Sophisticated Culture, Talbot County Has a Home for You  

As one of the wealthiest counties in the U.S., much of Talbot County’s character and culture stems from its 600-plus miles of tidal shoreline, quaint towns, treasured history, and rich heritage. There truly isn’t anywhere on earth like Maryland’s Eastern Shore. 

Talbot County is a place that makes you feel like you’ve just taken a refreshing drink of water and no matter where you go, you’ll always feel the cool bay breeze. It’s a place that not only welcomes you to sit down and stay a while but one that gets in your blood, a place that will always have a piece of your heart. 

In colonial times, the shipbuilding industry flourished in Talbot County. Some early settlers made their living trading tobacco for manufactured goods with English vessels that anchored off the plantation wharves. Talbot County’s tobacco industry has since given way to vegetable and poultry farming, and the sparkling water still fosters the harvesting and processing of seafood which supports the dozens of local restaurants in the area. 

The area is known for its wide variety of outdoor events and activities that people of all ages enjoy. When you’re in Talbot County, you can start your day with a peaceful sail, take a break for the best seafood in the country, spend the afternoon biking or fishing, and finish your day by stargazing with a perfectly aged glass of local wine. There truly is something for everyone, every season of the year!

Whether you’re looking for an immaculate vacation home away from the chaos of the city, a place to raise your growing family, or a calm haven to retire, Talbot County is a welcoming community that you’ll love to call your own.  

Exquisite Downtown Culture

Talbot County’s charming downtown areas have enough shops, restaurants, and art galleries to keep everyone in your family entertained. 

If you enjoy casually strolling downtown, visiting local coffee shops, and popping into locally-owned boutiques, you will love what this area has to offer. From antique shops to high-end specialty stores, you’re sure to stumble upon a unique find. Not to mention, there are a variety of refined art galleries, museums, and esteemed theater establishments in the area. 

Satisfying & Diverse Restaurant Scene

Talbot County offers a bounty of fantastic eateries. Whether you’re looking for a romantic, fine-dining establishment to take your sweetheart, the freshest seafood available, or a local diner where you can connect with your neighbors, you can find it here. 

Surrounded by the area’s natural serenity and exquisite beauty, enjoy a decadent meal at a restaurant or cafe with a stunning view of the Chesapeake Bay. Or, if you prefer, visit one of the local Italian restaurants for a rustic wood-fired pizza, or a chic bistro for the most indulgent European delicacies. Whatever you’re craving, you will be able to satisfy your taste buds here! 

Adventure & Exploration 

Talbot County is a great place for thrill seekers and nature enthusiasts alike. Thanks to its’ 950 acres of forests, meadows, and wetlands, there is an endless opportunity to enjoy watersports, golfing, hiking, fishing, hunting, and bird watching opportunities.

There are many rental shops and fishing and crabbing charters in the area, which will enable you to jump from one adventure to the next from sun up until sundown. With hundreds of miles of local trails, you can enjoy biking, walking, or even rollerblading. Whether you prefer to explore on land or water, you won’t have a shortage of things to do! 

Charming Small Town Living

If you’d love to have your next home reside in Talbot County, you can choose from several local gems. The variety of neighborhoods offer a multitude of housing choices and you will have access to everything you need – high-quality grocery stores, unforgettable restaurants, and enriching entertainment. 

With everything from historic “in town” homes, golfing communities, cozy cottages, luxurious estates, active-living communities, modern condominiums, and waterfront building lots, your housing options are nearly unlimited. If your heart feels at peace by the water, you are sure to find a home you love along Maryland’s Eastern Shore. Waterfront properties vary from deep water protected homes and broad water views, to wildlife and tranquil view homes.

If you are looking for a home with as much character as possible, you’ll want to look at the in-town real estate options. For a home with a story, you will enjoy the Colonial and Victorian period homes. If you prefer a more modern home, you will find what you are looking for amidst newer construction, with a variety of style offerings from Craftsman to contemporary. 

St. Michaels

If you are looking for a fun, exhilarating, all-embracing town that offers an array of eclectic shops, museums, and exceptional wineries, restaurants, and breweries, St. Michaels, Maryland is the perfect place to be. This area is steeped in history and boasts some of the best outdoor activities you can imagine – everything from golfing to sailing to fishing and biking! The opportunities for adventure and relaxation are endless. As a town that offers something for everyone, this is a place where vacationers quickly become residents. You’ll want to stay forever. In addition to the wide variety of real estate options found in Talbot County, St. Michaels offers beautiful harbor front, marina view waterfront properties, and the Miles River Yacht Club. 


Easton, Maryland, “the 8th Best Small Town in America” according to, offers residents and vacationers a way to relax, unwind, and enjoy the finer things in life. The area is a popular destination for enjoying a round of golf (there are seven golfing communities!), watching wildlife, boating the many rivers, bays, creeks and lakes, and exploring the historic and shopping districts. This charming and historic town boasts an active nightlife that offers live theater and music, movies, and a wide range of restaurants, art galleries, and museums. This is one of those places that vacationers come back year after year – they simply can’t run out of things to do! 


Voted “2011 Best Boating Town in the World” by Yachting Magazine, Oxford, Maryland is one of the most unique villages on the Eastern Shore. The abundance of local waterways attracts a variety of sailboats, yachts, and powerboats. You could truly sit and watch the boats go by, all day long (while enjoying ice cream from the local creamery)! Locals and visitors alike enjoy sailing, racing, paddle boarding, kayaking, and joining the local yacht club. For your convenience, all of your boat, yacht, or sail services and sales are provided locally. As a supremely inviting community, there is an array of historic inns, five-star dining, scenic river cruises, nine marinas, and a fantastic community center. With about 1,000 residents, most homes are within a half block from the water and are set behind charming picket fences and large shade trees. 


Hardly more than a village, Trappe is filled with white painted houses, wide front porches, tree-lined streets, churches, and has one main crossroad. Known by the locals as a place of quiet elegance, Trappe is a charming and historic town rich in history, hunting, farming, fishing, and rolling topography. This is one of those sweet local gems that is easy to miss but hard to forget. If you take the time to explore the local area, you will find family-owned antique shops and bookstores filled with character. Trappe was once the home of the late Robert Mitchum, who spent many days enjoying the recreational activities the area has to offer. The Trappe real estate community offers inland homes in all price ranges, farms, affordable waterfront homes, and expansive luxury waterfront estates.

Tilghman Island 

If the love of water is deeply rooted in your soul, you will adore this beautiful and quiet fishing village. Located at the southernmost tip of Talbot County, Tilghman Island is three miles long and rests between the majestic Chesapeake Bay and the flowing Choptank River. Known as an “old-fashioned waterman’s community” if you find your home here, your days will be filled with crab feasts, fishing expeditions, and neighborhood gatherings. While the pace of life may be slower than the other communities in the area, Tilghman Island has some of the most stunning views and the best crabbing, fishing, kayaking, and cruising.

If you’d love to find a slice of paradise that offers a variety of boating, dining, golfing, fishing, and entertainment opportunities, Talbot County is the perfect place to call home. You can find the home of your dreams, no matter your style, or price point on Maryland’s Eastern Shore. 

Contact your dream home matchmaker, today! 

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