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Eastern Shore Town Feature: St. Michaels, Maryland

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St. Michaels

Voted one of the “Top 10 Best Small Coastal Towns in America” by USA Today! St. Michaels, Maryland has captured the love of visitors from all over the country! Nestled on Maryland’s Eastern Shore, the 300-year-old town is rich in historic charm, but with a refreshingly modern vibe. It’s also close to other popular destinations such as Easton and Oxford, and just a day trip to Washington, DC. St. Michaels is not simply a stop on the way, it’s a destination unto itself! It’s actually one of the best boating vacation spots on the Chesapeake.

Ready to chart your course to St. Michaels for a fun-filled vacation adventure for the whole crew? Or have you dreaming of finding a community to call home that offers a bounty of outdoor activities, boutique shops, and exceptional eateries? If so, you may be searching for the rich cultural scene of St. Michaels. Here’s some of what the town of St. Michael’s has to offer!

Don’t let St. Michaels fool you!

 To really appreciate this seaport town, you should know a bit of its inimitable history and clever early settlers. First, it’s known as “the town that fooled the British.” And there’s a good reason for it. Just before dawn on August 10th, 1813, British barges off the coast of St. Michaels planned to attack the town and its harbor fort.  But the people of St. Michaels caught wind of the impending attack and did something quite clever.  They hoisted lanterns high on the masts of their sailboats and in the tree tops. The lights so high above the actual town, caused the attacking British to overshoot the town completely. Well, almost. One house was hit by cannon fire. That sturdy house still stands today and is known as the “Cannonball House.”  Apparently, the cannon ball came through the roof and rolled down the stairs. You can check out the house when you go there. It’s on Mulberry Street, adjacent to St. Mary’s Square. Unfortunately, you can’t go in, it’s a private residence.

Things to Do in Saint Michaels, MD

Residents of Saint Michaels find plenty of ways to relax in their off time. Browse through the Chesapeake Bay Maritime Museum, which hosts one of the world's largest collections of historic watercraft and Chesapeake Bay artifacts. In summer, meander down to Church Cove Park, locally known as Muskrat Park, for the weekend farmers market or Thursday evening concerts. At any time of year, you can take a walk around town and discover more than three dozen historic buildings dating back to the 17th and 18th centuries. Warm-weather festivals are a near weekly occurrence, kicking off with the Sea Glass Festival in early April and Running Festival in late May. One of St. Michael’s claims to fame is their decadent offering of Chesapeake Bay cuisine. Local seafood restaurants offer the freshest fish, crabs, and oysters you have ever tasted. The area is also known for its high-end wineries and breweries. If you decide to visit or call St. Michaels home, you will never have a shortage of things to do! 

For even more things to see and do, visit the St. Michaels website.

Buying a Home in Saint Michaels, MD

Whether you have a young family and are looking for a home near the water, or are retired and looking for a golfing community to enjoy, St. Michael’s historical and contemporary real estate offerings have everything from luxury estates to cottages. 

Waterfront: If you have always dreamed of waking up with a breathtaking view of the sunrise over a serene body of water, St. Michaels may be your dream come true. The immaculate waterfront properties vary from deep water protected homes to residences with broad water, wildlife, and tranquil views. Love boating? Your next home could have harbor front access or a view of one of the many local marinas! No matter your budget or style preference, there is a home along the Miles River perfect for you. 

In Town: Given St. Michael’s welcoming and beautifully developed downtown, in town living is very popular. If you are looking for new construction or a more historic home, you will find what you’ve been dreaming of in one of St. Michael’s welcoming neighborhoods. Do you want your home to have a lot of character and be recognized as part of the town’s history? Pick from one of the unique Colonial and Victorian period style homes available. Prefer new construction? There is a variety of Craftsman and contemporary style homes in the area, as well. By living in town, you will have premium access to all of the attractions of St. Michael’s – restaurants, museums, and shops! 

Communities: No matter if you’re looking for a golfing or a water access community, St. Michaels offers some of the most pristine and inclusive communities in the Eastern Shore area. There is Chance Hope Farm, a small waterfront community with 50 luxury single family homes or Martingham, a golf course neighborhood with single family homes, townhomes, villas, and condos. There is also Back Creek Landing, a small, single family home community or Rio Vista, a small waterfront community that offers more modest in land homes and waterfront homes. The communities and neighborhoods in St. Michaels are inviting, beautiful, and peaceful.

Current Homes For Sale In St. Michaels, MD!

Ready to find your “forever” home in St. Michaels? Give us a call today!



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