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Kent County is unique with its many diverse real estate options including historic homes, rural farms, secluded waterfront homes, waterfront cottages, residential communities and condos. Residents enjoy access to the Chesapeake Bay, Chester River and other waterways. A drive out of Chestertown through the countryside leads to Betterton Beach where Barbaras on the Bay Restaurant offers breathtaking Chesapeake Bay views. Residents also enjoy golf and boating at the Chester River Yacht and Country Club.
Primarily rural, Kent County's population has changed little over the last 100 years, and there remains a strong sense of community. Chestertown is the county seat and principal municipality with a population of just over 4,000. Kent County, Maryland was previously honored by Progressive Farmer by being selected as #1 in Best Rural Places to Live in America. The county of 20,000 residents was chosen in part because of its commitment to preserving the county's rural roots, despite being about 90-minutes from Washington, D.C., Baltimore and Philadelphia.
Currently for sale and pictured below is Historic Brampton Inn, c. 1860, one of the most impressive of the Antebellum dwellings in Kent County. A "Select Registry" property, Brampton is currently offered for sale. Set on 20 acres, the beautifully restored 1860 Eastern Shore manor house offers gracious hospitality and 13 ensuite refined lodgings near downtown Chestertown.
Kent County is the second oldest county in Maryland, founded in 1642 by settlers who named it for the county they left in England. The railroad arrived in Kent County soon after the Civil War and farmers and watermen found that their products could be shipped overnight to Baltimore, Philadelphia and New York. Farmers grew vegetables and fruits for city markets and watermen harvested enormous numbers of oysters, crabs and fish from the Bay and rivers. Rock Hall became the "Rockfish Capital of the World".
The Chester River Steamboat Company was formed in 1865. They stopped at Chestertown, Rolphs Wharf, Quaker Neck, Spaniards Point and other locations. The steamboat service between Baltimore and Chestertown allowed watermen and farmers a way to transport their perishable produce, rockfish, crabs and oysters.
Chestertown celebrates its history with several annual events. Memorial Weekend is the Chestertown Tea Party Festival. This festival commemorates the 1774 event, where, in revolt against British tax on tea, local lore has it the disgruntled citizens marched down to the Chester River and tossed tea overboard from the brigantine Geddes. Enjoy seeing the reenactment out on the River
Sultanta Downrigging Weekend takes place every Fall and the event has grown to be one of the largest Tall Ship rendezvous in the country. Visitors can view the beautiful illumination of the ships at night and enjoy a weekend of festivities, ship tours and bluegrass music.
Many residents move to the area looking for a slower pace of life and to actively embrace the great outdoors. Kent County offers miles of creeks to kayak and explore the beautiful Eastern Shore flora and fauna. Boaters enjoy the easy access to the Chesapeake Bay, rivers and creeks and use the marinas and public landings throughout Kent County. Popular places for walking and bike riding include the rails-to-trails and Wilmer Park on the Chester River.
Things to do in Kent County include a Chester River cruise on the River Packet, visiting Crow Vineyards for a farm stay or wine tasting or head to Betterton Beach and waterfront dining at Barbaras on the Bay. Some of the annual events include the Chestertown Tea Party with the crazy raft race, Harry Potter Festival, Dickens Christmas and Sultana downrigging weekend when the tall ships visit.Kent County offers shops, galleries, music venues, live theater, restaurants, pubs and an award winning farmers market. Washington College is just a walk away from downtown and offers residents access to facilities and programs for seniors. Residents have many volunteer opportunities in the area. Those interested in environmental education can be active with Shore Rivers, a non-profit focused on the Eastern Shore waterways or the Sultana Education Foundation.
Interested in finding out more about the area or a property? Richard can help - just call (443) 480-1181 or send an email.
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Listing information last updated on September 24th, 2023 at 8:30pm EDT.
