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Known as a place where you can set sail, go for a river cruise, or spend time reading on the dock, Oxford, Maryland is the ultimate relaxation haven. While the community provides phenomenal seafood and exquisite boutique shopping, this small town is known for having the best sailing in the country and offers access to paddle boarding, windsurfing, kayaking, fishing, and log canoe races.

It’s not surprising that Oxford was voted the “2011 Best Boating Town in the World” by Yachting Magazine. If you’re looking for a community where your worries can be washed away, you may be looking for the quaint, yet lively town of Oxford.


If your family is looking for waterfront access, Oxford may be what you’re searching for. In fact, this friendly village is surrounded by water thanks to the flowing Town Creek and Tred Avon River. With everything from cozy waterside cottages, lavish estates, and private marina communities, living near the water is easy. Unique options near harbor fronts, marinas, and the Tred Avon Yacht Club add to this small town’s charm.

With its rich history and culture, Oxford offers a plethora of in town historical options including Colonial and Victorian period homes. As you walk down the picturesque streets, you will be reminded of a simpler time. The quiet streets are lined with old trees and yards are adorned with Oxford’s own white picket fences. While the community’s history reaches back for many generations, the town continues to blossom and offers a variety of newly remodeled, contemporary, and Craftsman-style homes.

Oxford has perfectly appointed condos and townhomes for everybody – whether you’re downsizing, looking for a home away from home, or searching for a family getaway. With a multitude of water activities, shopping, and dining options within reach, this is the perfect place to get away from the busy city life. Life will slow down, but you won’t be bored!


The Oxford real estate market is known for its waterfront communities. Bachelor’s Point is a private-like community offering deep water deeded boat slips with each property! Jack’s Point, on the other hand, is the newest community in the area and boasts multiple marinas and views of Town Creek. If you’re looking for a luxury estate, you may be interested in Morgan’s Point – an exclusive private community that offers homes from 5 to 30 acres along the Tred Avon River. Whichever lifestyle you prefer, you’re sure to find a home among Oxford’s communities!


Oxford is the perfect place to relax and enjoy some of life’s sweetest pleasures! If you’re feeling like a refined experience, visit the local museum and go out for a delicious meal at one of Oxford’s five-star restaurants. Hoping for a more active experience? Try out the local community center which offers tennis courts, walking trails, exercise classes, and summer camps!

With the wide variety of in town activities, it’s hard to believe there is more to do on the water! With ten marinas, a yacht club, and harbor front access, you don’t even need to leave town to enjoy the calming waters. With numerous festivals, boat races, river cruises, fishing excursions, and sailboat charters, you can spend every day doing the things you love.
With local theatrical productions, an abundance of walking trails, a new nature park, a variety of waterfront parks, and scenic river cruises, you will be content throughout the daytime and evening. However, if you would like to explore more of Talbot County, St. Michaels is a short ferry ride away.


With everything from an old-fashioned Scottish creamery to high-end dining, there is no reason to refrain from indulging! And of course, with it being the perfect place for fishermen, you can have daily caught seafood for breakfast, lunch, and dinner! Check out a few of our recommendations:

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