Retire in Annapolis

Best Retirement City - Annapolis

See why many believe that Annapolis is the best city to retire

Located directly on the Chesapeake Bay, the state capital of Maryland is home to more than just water activities. Although perhaps most well-known to being home of the US Naval Academy, Annapolis features rich history and architecture, as it is home to more 18th century brick buildings than any other US city. With a quaint downtown experience, a walk up Main Street mixes luxury retailers with family-owned restaurant establishments. The culture is supported by the strong diversity of the community, with large Hispanic and African American populations. Cost of living is a bit high, and while social security isn’t taxed, the state taxes inheritances and some pensions. Annapolis is ideal for those looking to experience four seasons without the brutal winters of the Northeast, as the temperatures are fairly mild year-round. Perhaps the best aspect of Annapolis is its access to both Baltimore and Washington DC, as it is less than an hour to each of the cities. For those looking for easy access to downtown, Eastport offers a laid back atmosphere just across the river, but it lacks in shopping centers and other amenities. Meanwhile, Severna Park and Bay Ridge are located a little bit further away from downtown, but bolster a community of their own. Click on the tabs to learn more about what it's like to retire in Annapolis.

City Highlights

  1. Immediate access to the Chesapeake Bay
  2. Rich architecture
  3. Highly educated 65+ community
  4. Mild climate year-round
  5. Access to Washington DC and Baltimore

Potential Drawbacks

  1. Above average cost of living
  2. High home prices

At a glance



Median age:


Median Household Income:

$ 75,320

Nearest City with Population of 200k+:

Baltimore, MD

Population Growth Last 3 Years



Anne Arundel

Age Breakdown (%)

  • 55 and under
  • 55 to 64 years
  • 65 to 74 years
  • Over 75

Gender breakdown over 65 years (%)

  • Men
  • Women


Closest Airport:

Baltimore/Washington International Thurgood Marshall

Distance to Closest Airport:


Closest Major Airport:

Baltimore/Washington International Thurgood Marshall

Distance to Closest Major Airport:


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