Historic towns in rural areas

Kent County

Kent County is the smallest county in Maryland, yet boasts 265 miles of tidal shoreline and 134,000 acres of farm land. Surrounded by waterways, it covers approximately 179,480 land acres. The county is largely agricultural with 68%, or 122,050 acres zoned agricultural. There are 5,972 acres in parks and publicly owned open space. Another 17,150 acres are in some form of permanent preservation.

Kent County Farmland

Kent County Real Estate Statistics

Average Price $359K
Lowest Price $14
Highest Price $3.8M
Total Listings 102
Avg. Days On Market 248
Avg. Price/SQFT $9.8K

Property Types (active listings)

 

Kent County Homes for Sale

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6520 Swan Creek Rd, ROCK HALL

$5,000,000

6520 Swan Creek Rd, ROCK HALL

7 Beds 6.5 Baths 12,520 SqFt Farm MLS® # MDKE2004054

Century 21 Core Partners

23393 Cacaway Farm Ln, CHESTERTOWN

$1,450,000

23393 Cacaway Farm Ln, CHESTERTOWN

3 Beds 3.5 Baths 4,446 SqFt Residential MLS® # MDKE2004002

Gunther-McClary Real Estate

20806 Bayside Ave, ROCK HALL

$1,400,000

20806 Bayside Ave, ROCK HALL

10 Beds 6 Baths 4,096 SqFt Residential MLS® # MDKE2003728

Rock Hall Properties Real Estate

4938 Huntingfield Rd, ROCK HALL

$1,190,000

↓ $60,000

4938 Huntingfield Rd, ROCK HALL

5 Beds 3.5 Baths 2,174 SqFt Residential MLS® # MDKE2004616

TTR Sotheby's International Realty

5092 Edwards Ln, ROCK HALL

$1,100,000

5092 Edwards Ln, ROCK HALL

1 Bed 2.5 Baths 838 SqFt Residential MLS® # MDKE2004682

Gunther-McClary Real Estate

6024 Lawton Ave, ROCK HALL

$1,000,000

↓ $200,000

6024 Lawton Ave, ROCK HALL

3 Beds 2 Baths 1,248 SqFt Residential MLS® # MDKE2004050

Crown Homes Real Estate

26865 Mallard Rd, CHESTERTOWN

$999,000

26865 Mallard Rd, CHESTERTOWN

5 Beds 3 Baths 3,355 SqFt Residential MLS® # MDKE2004550

TTR Sotheby's International Realty

230 S Water St #1, CHESTERTOWN

$995,000

230 S Water St #1, CHESTERTOWN

3 Beds 3.5 Baths 2,490 SqFt Residential MLS® # MDKE2001598

Gunther-McClary Real Estate

21 6th Ave, BETTERTON

$973,500

↓ $25,000

21 6th Ave, BETTERTON

4 Beds 2 Baths 2,880 SqFt Residential MLS® # MDKE2004568

Select Land & Homes, LLC

228 S Water St, CHESTERTOWN

$950,000

228 S Water St, CHESTERTOWN

3 Beds 3.5 Baths 0 SqFt Residential MLS® # MDKE2001612

Gunther-McClary Real Estate

New
225 S Water St #6, CHESTERTOWN

$950,000

225 S Water St #6, CHESTERTOWN

3 Beds 3.5 Baths 2,800 SqFt Residential MLS® # MDKE2004716

Coldwell Banker Chesapeake Real Estate Company

14079 Crataegus Ct, GALENA

$949,999

14079 Crataegus Ct, GALENA

6 Beds 6 Baths 5,961 SqFt Residential MLS® # MDKE2004718

Patterson-Schwartz-Middletown

Kent County Real Estate

Kent County Properties for Sale

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.

Get to Know Kent County

A Storied Past

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.




Life in Kent County

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.

Get in Touch

Interested in finding out more about the area or a property? Murphy can help - just call (443) 480-4275 or send an email.

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