Homes for Sale in Kent Island, Maryland

About Kent Island

Kent Island is the largest island in the Chesapeake Bay and one of the most sought-after residential areas on Maryland’s Eastern Shore. Located just across the Bay Bridge in Queen Anne’s County, it offers waterfront living, established neighborhoods, and convenient access to Annapolis, Baltimore, and Washington, DC. Communities such as Stevensville, Chester, and Grasonville each offer distinct neighborhoods, marina access, and varying levels of proximity to the bridge — giving buyers options within the broader Kent Island market.

Area Highlights

  • Direct access to the Chesapeake Bay Bridge
  • Waterfront neighborhoods, marinas & boating access
  • Local restaurants, shops & small businesses
  • Part of Queen Anne’s County Public Schools

Current Properties by Courtney in Kent Island

There are currently no properties for sale by Courtney Chipouras in Queenstown.
There are currently no properties for sale by Courtney Chipouras in Queenstown.

Why Buy in Kent Island?

Kent Island offers something rare in the Mid-Atlantic: true waterfront living with everyday accessibility. Located just across the Chesapeake Bay Bridge in Queen Anne’s County, it provides the coastal lifestyle many buyers want — without sacrificing proximity to Annapolis, Baltimore, or Washington, DC.

Why Buyers Choose Kent Island

  • Immediate Bay Bridge access for commuters who want Eastern Shore living without a long drive
  • Chesapeake Bay & Eastern Bay waterfront communities with boating, marinas, and private dock potential
  • Established neighborhoods and year-round residents
  • Scenic views, coastal charm, and a relaxed pace without the congestion of resort destinations
  • Local restaurants, parks, golf communities, and everyday conveniences within minutes

Recent Homes Sold by Courtney in Kent Island

1026 Long Point Road, Grasonville Maryland

1026 Long Point Road, Grasonville Maryland

6 BD | 5.5 BA | 4,016 SQFT | 0.35 ACRES

$1,699,999

906 Auckland Way Chester, MD 21619

906 Auckland Way Chester, MD 21619

3 BD | 4 BA | 2,076 SQFT

$499,900

No results found.
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 Queenstown real estate, she’s your go-to guide.

 

Courtney Chipouras at her annual Pie Party event