There are several “distinct” regions within Talbot County so it is very useful to have some basic knowledge of each one when considering a relocation. 


One of the many wonderful restaurants in the town of Easton.

Relocating to Easton, Maryland is very popular among those from surrounding metropolitan cities and for good reason! There is so much to do here that people can’t wait to call Easton home. Mild weather, short winters and abundant outdoor recreation keep locals on their toes from morning until night should they want to stay busy and endless sources of relaxation for those who need to slow down and unwind. Easton offers a lot to do with many volunteer opportunities about town, a new library, golf courses, art and gardening classes, society memberships, YMCA wellness and fitness classes, public and private schools, historical involvement, club memberships and hunting, boating and sailing opportunities.  There are new and interesting restaurants springing up every day offering cuisine that spans the globe as well as several markets including an indoor, year-round Amish market and an award winning summer Farmer’s Market voted “Best of the Eastern Shore” year after year.  Easton is the largest town in Talbot County and is also the County seat and houses the courthouse and all additional government offices. 

St. Michaels, Tilghman Island and the “Bay Hundred” Region

View of St. Michaels Harbor from historic home on Water Street

The Bay Hundred region of Talbot County encompasses St. Michaels and all areas south and west, commonly called the “necks.”  This region includes the villages of Bozman, Neavitt, McDaniel, Claiborne, Sherwood, Wittman, and Tilghman Island.  When thinking about relocation to Talbot County, the Bay Hundred region is a popular alternative to the hussle bussle of Easton but within a 15-20 minute drive to all the things you might need to make a home, a home! A place where everyone waves to their neighbors and familiar faces are aplenty, St. Michaels and the Bay Hundred region offers newcomers a small town way of life with an abundance of waterfront properties, historic homes, and unique weekend, cottages to settle into depending on your needs. St. Michaels and its surrounding villages offer a great alternative to Easton for those looking for long driveways, deep water, more privacy and expansive water views.


One of many nautical images in and around the Oxford area.

One of many nautical images in and around the Oxford area.

Oxford is a beautiful, quiet, small town.  It is the oldest town in Talbot County giving it a rich history that can be seen in the many shipyards and original historic homes.  Still, in the small town setting, there are plenty of things to do. Boating abounds in Oxford due to its extensive maritime history and protected harbor on Town Creek off the Tred Avon River.  There are several waterfront restaurants with complimentary dockage for patrons as well as the Tred Avon Yacht Club.  With a few restaurants, antique shops, a small grocery store and the best ice cream in the county, Oxford is built for privacy. The charming, tree-lined village has a population of less than 1,000 making it the perfect place to enjoy small town living.  Oxford has an active community center and theater where you can take in some culture as well as a gorgeous waterside park perfect for picnics and sunny afternoons.  The Oxford area is the perfect place to get away from it all in a quaint town on the shores of the Chesapeake Bay. 


An historic waterfront estate outside of Trappe, MD.

Located in the south central portion of Talbot County, the Trappe area extends from Island and Trippe Creeks to the upper portions of the Choptank River.  Trappe incorporates farming, agricultural industry, waterfront estate properties a boatyard and a tiny downtown boasting its own well-rated elementary school, chop house, gourmet store and more.  Located about 10 miles south of Easton along Route 50, Trappe is an easy place to miss when exploring the Talbot County area but should never be overlooked.  For a waterfront home, farm or country-style town property, Trappe is definitely worth through exploration.