Homes for Sale in Rock Hall, Maryland

Find your next waterfront escape, family home, or investment property in one of the Eastern Shore’s most peaceful and picturesque towns.

About Rock Hall, Maryland

Rock Hall is a small but vibrant town on Maryland’s Eastern Shore in Kent County, known for its maritime charm, quiet beaches, and close-knit community. Situated on the Chesapeake Bay, it’s a haven for boaters, birdwatchers, and those seeking a slower pace of life. With walkable waterfront attractions, art festivals, and fresh-caught seafood at every turn, Rock Hall offers a rare blend of beauty and authenticity.

Town Highlights

  • Rock Hall Beach & Ferry Park
  • Downtown Rock Hall
  • Quick access to Chestertown (20 min) and Baltimore (90 min)

Current Properties in Rock Hall:

Sorry, there are currently no homes for sale by Courtney Chipouras in Rock Hall, MD
Sorry, there are currently no homes for sale by Courtney Chipouras in Rock Hall, MD

Why Buy in Rock Hall?

Whether you're searching for a serene weekend retreat, a dock-ready waterfront estate, or a year-found family home, Rock Hall offers unmatched lifestyle value. Property options range from cozy cottages to sprawling acreage, all near the Chesapeake Bay and minutes from marinas.

Why Buyers Choose Rock Hall

  • Low-key coastal lifestyle
  • Proximity to water and wildlife
  • Affordable luxury compared to metro waterfronts
  • Strong short-term rental potential
  • Friendly, welcoming community
  • Walkable downtown

Homes Sold by Courtney in Rock Hall, MD

Aerial view of waterfront farm estate 5135 Crosby Road Rock Hall home and farm

5135 Crosby Road, Rock Hall, MD 21661

6 BD | 4 1/2 BA | 4,214 SQFT | 212.88 ACRES

$5,900,000

4511 Piney Neck Road, Rock Hall, Maryland

5 BD | 4 BA | 4,050 SQFT | 31.99 ACRES

$3,350,000

Aerial view of Waterman's Crab House in Rock Hall, Maryland

21053 W Sharp St, Rock Hall, MD 21661

MDW | 9,437 SQFT

$2,100,000

Aerial view of 21321 Rock Hall Ave in Rock Hall, Maryland

21321 Rock Hall Avenue, Rock Hall, MD 21661

C-3 | 6,100 SQFT | .48 ACRES

4938 Huntingfield Road, Rock Hall, MD 21661

5 BD | 3.5 BA | 2,174 SQFT | 0.83 ACRES

$850,000

21736 Sunnyside Avenue, Rock Hall, MD 21661

3 BD | 2 BA | 1,660 SQFT | 0.66 ACRES

$799,900

5883 Williams St. Rock Hall, MD 21661

3 BD | 2 BA | 1,358 SQFT | .22 ACRES

$362,000

21235 Rock Hall Avenue, Rock Hall, MD 21661

3 BD | 2 BA | 1,364 SQFT | .17 ACRES

$370,000

Front of Prime Building for sale in Rock Hall

5781 N Main Street, Rock Hall, MD 21661

1,532 SQFT | .18 ACRES

$95,000

Courtney Chipouras, Eastern Shore Realtor

About Courtney Chipouras, Realtor

As a local real estate agent with deep roots in the Chesapeake Bay area, Courtney Chipouras brings professionalism, integrity, and insider knowledge to every transaction. Whether buying, selling, or investing in Rock Hall real estate, she's your go-to guide.

 

Courtney Chipouras at her annual Pie Party event