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Living a Lakeside Lifestyle in Annapolis, Maryland

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Where to Retire in Annapolis and Home Prices

Annapolis is a very desirable place to live for anyone, but particularly for active adults 55+ who have the time and inclination to live a slower lifestyle. Some say that the place has become too developed. Retirees can choose to live in an antique home in the downtown, or in a development nearby.
Real estate prices reflect the desirability of living here. reported that the median home value in mid-2019 was $425,500, making this an expensive place to live.

What is special about Annapolis

You get to live in an 18th Century Museum;  U.S. Naval Academy (since 1845) and St. Johns College;  Proximity to great boating on the Chesapeake Bay; Many upscale housing opportunities for retirees, including many apartments;  Great shops; The nation's largest in-water sailboat and powerboat show

What is not special about Annapolis

Annapolis is so desirable that is has become quite expensive; Crowds and traffic; Living in a museum.

Climate and Physical Environment

Annapolis is just inland on the Severn River from Chesapeake Bay on the flat Atlantic Coastal Plain. The climate is a warm temperate climate - summers are hot and winters chilly. Here is our review of Leonardtown, MD as a retirement community

Restaurants & Cultural Scene

History buffs will find much to admire here. Resident ensembles include a chamber orchestra, opera, symphony orchestra, and ballet. In the historic district are the Colonial Players, a company with a small theatre-in-the-round stage. Annapolis Summer Garden Theatre presents three shows in the summer. Offerings from the student theatre group at St. John's College free and open to the public


Crime in Annapolis is above the national average.

Medical facilities

Anne Arundel Medical Center is in town. Other hospitals are available in nearby Crownsville, Glen Burnie, and Baltimore (22 miles).


Baltimore Washington International Airport, which has frequent flights and low cost carriers such as Southwest Airlines, is 18 miles away. That airport has an Amtrak station. Norfolk NS is 38 miles away.  Annapolis' walkability is about average when compared to other towns.

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