3 beds
2.5 baths
2,255 sqft
36026 Bay Drive, Chaptico, MD 20621
samson properties 
The word Chaptico is believed to be Algonquian for “big broad river it is.” It is believed to be derived from the Chaptico Tribe of natives that lived in the area. The Chaptico Tribe lived in this area for thousands of years before the arrival of Captain John Smith in 1608. The area was later settled by the English in the 1600’s. Chaptico was once the second largest port in Maryland and the first incorporated town in St. Mary’s County. Chaptico was a thriving port town with warehouses, taverns, and stores lining the riverfront. The town was eventually surpassed by nearby Leonardtown as the county seat in 1708. Today, Chaptico is a small rural community that retains much of its historic charm.
Chaptico is located along the Wicomico River in St. Mary’s County, Maryland. It is part of what is known as the Seventh District of St. Mary’s County. The community is primarily residential with a mix of waterfront homes, farms, and wooded properties. Residents enjoy a quiet rural lifestyle with easy access to outdoor recreation, including boating, fishing, and hunting. Chaptico is also home to historic landmarks such as the Christ Episcopal Church and St. Andrew’s Church.
Living in Chaptico offers residents a peaceful lifestyle surrounded by nature. The area is known for its scenic views of the Wicomico River and abundant wildlife. While Chaptico itself is small, residents are just a short drive from nearby towns such as Leonardtown and Mechanicsville, where they can find shopping, dining, and entertainment options. The community is also within commuting distance to Patuxent River Naval Air Station and other major employers in Southern Maryland.
Chaptico real estate offers a variety of housing options, including waterfront properties, single-family homes, and large parcels of land. Homes in the area are popular with buyers looking for privacy, water access, and a rural setting. Whether you are looking for a primary residence, vacation home, or investment property, Chaptico has something to offer. If you are interested in buying or selling real estate in Chaptico or anywhere in St. Mary’s County and south Maryland real estate please contact us any time.
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3 beds
2.5 baths
2,255 sqft
36026 Bay Drive, Chaptico, MD 20621
samson properties 
You can call it HOME - Peaceful Waterfront living in Chaptico Maryland, approximately 6-10 miles from Mechanicsville Maryland and Leonardstowne; Carefully laid out in the Millpoint Shores Community, this 3 bedroom, 2.5-bath ranch-style home with Den/Family room and laundry room, is nestled on the banks of the stunning Wicomico River. Extending approximately 60ft the home has a private pier with boat lift—perfect for fishing, crabbing, and enjoying a Chesapeake Aquatic lifestyle. Wanna a boat? The spacious backyard includes a large deck and gazebo ideal for relaxing and entertaining while taking in peaceful water views. Inside, the kitchen boasts granite countertops, rich cherry wood cabinetry, center island for added function and style. The home also delivers a beautiful tone of Brazilian hardwood floors. The owner’s suite offers an updated full bath along with floor to ceiling windows and doors that frame breathtaking bay views of the river. A cozy fireplace and hardwood floors create warmth in the living room, while the dining room opens directly to the deck—offering what can only be described as a million-dollar view. Home comes with a back up generator & transferable service plan. Secluded and serene, this home is a rare find. Sold As-is. .......... Wanna a boat? Seller reserves the right to accept or reject any offer.