A Local's Guide To Living In Chesapeake Harbour, Annapolis

Written By Malcolm Lawson

Welcome to the Chesapeake Harbour Community

Located on the shores of the Chesapeake Bay, this gated community is gathered around the Chesapeake Harbour Marina and offers ideal water access. The community thrives on sporting activities and boasts a range of amenities for leisure including dining, boating and enjoying nature. 

The Chesapeake Harbour Community provides resort-style living with privacy and security, while also being easily accessible to Historic Downtown Annapolis and within commuting distance of Baltimore and Washington, D.C. 

Community Amenities

The community boasts a variety of amenities, the primary being the Chesapeake Harbour Marina. Located near the mouth of the Severn River, the Marina offers an amazing location for boaters in addition to well-maintained docks and full yacht service. Annual, monthly, weekly, & daily rates are available. 

Additional amenities to the Chesapeake Harbour Community and Marina include:

  • Onsite restaurant with doc bar and entertainment (Sam’s Waterfront Café )  
  • Two swimming pools with bay views 
  • A private sand beach
  • Fishing piers
  • Tennis courts 
  • Picnic area
  • Walking and biking trails 
  • Kayak launch 
  • Fitness center
  • Two bath houses
  • Onsite laundry facilities
  • 24/7 security for the gated community
  • 81 wet slips, each equipped with fresh water, electricity, and WiFi 

The Chesapeake Harbour Marina is minutes from some of the Bay’s best cruising and fishing areas. In addition, the Marina has been praised by environmental groups for their voluntary adoption of pollution prevention practices and certification as a Maryland Clean Marina. 

While small, the community is ideally located within Annapolis and is a short trip away from other popular destinations such as Baltimore’s Inner Harbor, St. Michael’s, Oxford, Cambridge and Solomon’s Island.

Follow “Chesapeake Harbour Marina” on Facebook for photos, special rates, and other community updates. Follow “Sam’s on the Waterfront” on Facebook for menu items, musical guests, and more.


Being a private gated community, there are no schools within the Chesapeake Harbour Community. However, the community is within the Anne Arundel County Public School district and several elementary and middle schools are nearby. Also close to the community are private schools such as The Pathways School and St. Martin’s Lutheran Church School.  See a complete list of Annapolis homes with reviews here.

Cost Of Living In Chesapeake Harbour, Annapolis

Comprised of four unique villages, each with its own neighborhood atmosphere, home styles include townhouses, duplexes, garden-style and loft condominiums with either Bay front living or marina access. 

The four villages of Chesapeake Harbour mostly feature midsize homes built primarily between 1985 and 1998. The community does provide an HOA with fees averaging $637 a year. Property taxes hover around $4,776 per year.  

Home prices vary from $450,000 to $1,300,000 but on average, homes here are $321 per square foot and typically list for around $495,000. Homes are typically purchased at 96% of asking price.


Other Annapolis, Maryland Neighborhood

Cape Saint Claire, Annapolis

Eastport, Annapolis

Chesapeake Harbour 

Heritage Harbour 

Annapolis, Maryland


Mathew Arnold, Living In Maryland Team

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