Kent Island is one of Maryland’s most desirable Chesapeake Bay communities, offering scenic waterfront living, small-town charm, and easy access to both the Eastern Shore and Annapolis. As the largest island in the Chesapeake Bay, it’s often considered the “Gateway to the Eastern Shore,” conveniently located just across the Bay Bridge from the western shore.

Info

What to know

  • Population 20,110 at the 2020 census
  • Kent Island is the largest island in the Chesapeake Bay 
  • Area 31.62 sq mi
  • At only four miles wide, the main waterway of the bay is at its narrowest at this point and is spanned here by the Chesapeake Bay Bridge

Community

Why Homebuyers Choose Wilmington

  • Homebuyers looking for a waterfront lifestyle that balances coastal tranquility, family-friendly neighborhoods, and convenient access to urban centers.

Lifestyle

Take life to the next level

  • Residents enjoy a relaxed coastal lifestyle with abundant opportunities for boating, fishing, and waterfront dining, along with quick commutes to major metro areas. The island’s local marinas, boardwalks, and waterfront parks give it a strong sense of connection to the bay and its maritime heritage.

Neighborhoods

Bay Bridge Cove

Description:
A premier 55+ active adult community located near the Chesapeake Bay Bridge, Bay Bridge Cove offers resort-style living with easy access to shopping, restaurants, and the bay. It’s designed for those seeking comfort, community, and convenience in a scenic waterfront setting.

Housing style & price:
Single-level, low-maintenance homes featuring modern designs and open floor plans. Median prices typically range from $500K–$700K.

Advantages:
Amenities include a clubhouse, fitness center, outdoor pool, pickleball courts, and walking trails. Close to commuter routes and the Kent Narrows waterfront district.

Considerations:
Age-restricted community — not ideal for families with school-age children.

Best for:
Active adults seeking modern coastal living with strong community engagement and resort-style amenities.

Kent Island Estates

Description:
A long-established residential neighborhood on the southern end of Kent Island, known for its spacious lots, quiet atmosphere, and proximity to the Chesapeake Bay.

Housing style & price:
Primarily single-family homes built between the 1970s and early 2000s. Home prices generally range from $450K–$800K, depending on size and water access.

Advantages:
Large yards, mature trees, and nearby beach access. The community association maintains a private park and boat ramp.

Considerations:
Older homes may need updates; limited commercial development nearby.

Best for:
Families and retirees who prefer peaceful, established neighborhoods with easy access to outdoor recreation.

    Queen Anne Colony

    Description:
    One of Kent Island’s most scenic waterfront neighborhoods, Queen Anne Colony sits along the Chesapeake Bay and offers breathtaking views, large wooded lots, and a peaceful residential atmosphere.

    Housing style & price:
    A mix of custom single-family homes and waterfront estates, many with private docks and expansive yards. Home prices typically range from $700K–$1.5M+.

    Advantages:
    Community park, golf course access, walking trails, and water access for boating and kayaking. It’s also just minutes from the Bay Bridge and Kentmorr Marina.

    Considerations:
    Limited inventory and higher price point compared to other Kent Island neighborhoods.

    Best for:
    Buyers seeking an upscale, quiet waterfront community with spacious homes and bay access.

      Cloverfields

      Description:
      Cloverfields is one of the most popular family-oriented communities on Kent Island, offering an ideal blend of suburban comfort and waterfront amenities.

      Housing style & price:
      Features single-family homes with varied architecture — from split-levels to colonials — priced between $400K–$700K.

      Advantages:
      Private beach, marina, boat ramp, and community pool. The neighborhood also has a clubhouse and playgrounds, making it one of the most family-friendly areas on the island.

      Considerations:
      Some properties are older and may require modernization.

      Best for:
      Families seeking a strong sense of community and access to Chesapeake Bay recreation.

      Chester River Beach

      Description:
      A small, close-knit waterfront neighborhood on the northeast side of Kent Island, Chester River Beach offers a true Chesapeake lifestyle with boating, fishing, and river access steps from home.

      Housing style & price:
      Predominantly ranch-style and cottage homes, many updated or rebuilt with modern finishes. Prices typically range from $500K–$1.2M, depending on water frontage.

      Advantages:
      Private boat ramp, pier, and picnic area along the Chester River. The community often hosts social gatherings and neighborhood events.

      Considerations:
      Limited inventory due to small neighborhood size.

      Best for:
      Water enthusiasts looking for a relaxed, tight-knit waterfront community with authentic Eastern Shore charm.

        Marling Farms

        Description:
        Located on the eastern side of Kent Island, Marling Farms is a waterfront community known for its peaceful setting, neighborhood beaches, and strong sense of community. Residents enjoy easy access to both the Chesapeake Bay and Crab Alley Creek, making it a popular choice for those who love boating and nature.

        Housing style & price:
        Primarily single-family homes built from the 1960s through the early 2000s, many updated or expanded. Home prices typically range from $450K–$900K, depending on proximity to the water.

        Advantages:
        Four community beaches, a boat ramp, and a playground. The neighborhood association is active and family-oriented, with events throughout the year.

        Considerations:
        Some older properties may need renovation or storm-resilience upgrades.

        Best for:
        Families and retirees looking for a waterfront neighborhood with community amenities and laid-back coastal living.

          School District

          Cape Queen Anne’s County Public Schools
          School District

          Primary District for Kent Island and surrounding areas in Queen Anne’s County. This district is recognized for its high academic standards, well-rounded extracurricular programs, and strong community support. Schools consistently perform above state averages, and families appreciate the district’s safe, close-knit learning environment.

          Highlights:

          • Schools: Kent Island Elementary, Bayside Elementary, Stevensville Middle School, Matapeake Middle School, and Kent Island High School.
          • Programs: Offers Advanced Placement (AP) courses, dual-enrollment opportunities with Chesapeake College, career and technical education pathways, and comprehensive arts and athletics programs.
          • Community Focus: The district places a strong emphasis on family involvement, community partnerships, and local volunteer initiatives that support both academics and student well-being.
          • Strengths: Kent Island High School has a reputation for academic excellence, competitive sports teams, and career-readiness programs that prepare students for college or the workforce.
          • Ideal For: Families seeking a high-performing, community-driven school district with small class sizes, strong parental involvement, and a well-balanced approach to education.