Chesapeake Properties - Eastern Shore & Cape Charles Real Estate

ABOUT CHESAPEAKE PROPERTIES: Whether you are searching for a waterfront property, historic home, acreage, or a building lot for your dream home, we have the experience to guide you every step of the way. Our dedication to helping you find your own little piece of paradise is rooted in a deep appreciation for the Eastern Shore and for the people of our community.

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Waterfront Listings

The Eastern Shore of Virginia (ESVA) is a beautiful place to purchase existing waterfront and beachfront homes, waterfront lots and acreage to build your own dream home, as well as property that includes deeded water access. Water is absolutely a way of life here on the Eastern Shore! » Learn More about Waterfront Listings

Bay Creek Listings

Bay Creek is a gated community in Cape Charles, VA. It is home to two of the best golf courses in the country (click here for more details and photos), as well as the 10,000 square foot Bay Creek Beach Club and Fitness Center that includes state-of-the-art equipment, tennis courts, several pools, and even a 52 foot waterslide and splash pad... » Learn More about Beachfront Listings

Cape Charles Listings

Cape Charles, located on the Chesapeake Bay side of Virginia’s Eastern Shore, is a popular destination for vacationers, retirees and real estate investors, as well as year-round residents. It doesn’t hurt that HGTV Beachfront Bargain Hunt filmed four episodes in Cape Charles… » Learn More about Bay Creek Listings

Featured Property

Grapeland: An Historic Eastern Shore Plantation

3743 Grapeland Circle, Wardtown, VA 23350

Step back in time with a waterfront estate situated on 36 acres. Grapeland is among the Eastern Shore’s most important and sophisticated Federal houses featuring precise Flemish bond brickwork, refined proportions and rich Federal detailing. The earliest part of the home dates back to 1743 with the colonnade and Federal manor house added in the 1820s. Grapeland is registered in the Virginia Landmark Registry and the National Registry of Historic Places, and was featured in the book, Virginia’s Plantation Homes. With over 850 feet of frontage on the high banks of the Occohannock Creek, there are 14 manicured acres with mature trees including crepe myrtle, cedar and boxwood. Truly a unique, one-of-a-kind property.

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13 hours ago

Chesapeake Properties

Shoutout to Chris Glennon and all of those who participated! We love our community 💙Cape Charles Main Street is excited to share all of the great shots from our first Cape Charles Porch Happy Hour. Special thanks to Chris Glennon Photographer for the amazing capture of our unique event images! These photos are sponsored by the great team at Chesapeake Properties.
Stay tuned for the next fun event practicing necessary #socialdistancing and tons of #capecharlesfun! ... See MoreSee Less

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