Princess Anne : Maryland


What It Is Like to Retire in Princess Anne

Princess Anne, Maryland is a quaint historic town with two nearby universities, the U of Maryland Eastern Shore and Salisbury University. Just 30 minutes to Ocean City and the pristine beaches of Assateague (with the wild horses). 3 hours from Baltimore, Washington DC, Philadelphia and Williamsburg. Two hours from Annapolis, Wilmington, Cape May and Virginia Beach. There are 300 structures on the National Register of Historic Places in Princess Anne. Much of the town's architectural heritage dates from its early days when it was an important river town in the mid 18th century.
Photo of Courthouse courtesy of Wikipedia and USDA employee in the public domain; photo of Manokin Presbyterian Church courtesy of Wikipedia and NatalieMaynor, Licensed under CC BY-SA 3.0/

Where to Retire in Princess Anne and Home Prices

Princess Anne has some historic neighborhoods with classic houses, or you can live in surrounding area.
Prices have been volatile in Princess Anne.  According to the median home value In mid-2021 was $138,016, less than half the national home value figure.


What Is Special about Princess Anne

Active historic groups, slow pace, no traffic, plenty of shopping. 300 structures and 150 acres in the Princess Anne Historic District. The Princess Anne Main Street Partnership. The Teackle Mansion is a stunning example of the Federal Style. Architectural styles include authentic Colonial (two structures from 1750's), Federal, Greek Revival, Italianate, Victorian and American bungalow.

What Is Not Special about Princess Anne

The crime rate in this city for all types of crime is almost double the rate in the rest of Maryland.

Who Will Like Retirement in Princess Anne

People interested in history will love the historic district and the heritage of this old town. Just over half of the residents are African-American due to an historically black college nearby, so people of color will feel comfortable here. Many retirees come from urban areas like Baltimore, Washington DC,  and Philadelphia areas, many are retired educators, journalists, artists, govt. employees.

Local Economy Is Driven by

Farming, fishing,  Education, light industry and tourism.

Princess Anne has ambitious plans to capitalize on its historic past and has restore the downtown and mainstreet, with historic lighting, brick walkways, hanging flowers and restored building facades.


Climate and Physical Environment

Mild winters and somewhat mild summers. Ten degrees warmer in the winter and cooler in the summer in comparison to the mainland Virginia and Maryland.


Restaurants & Cultural Scene

Cultural activities abound at the two local universities, and the museums of DC, Baltimore and Philadelphia are a three hour drive away; Salisbury Symphony has a regular season;  annual skipjack races and Olde Princess Anne Days;  art and wine festival are in the Fall; annual Christmas candlelight tour and parade.



Crime rate in Princess Anne is much higher than the national average.


Medical Facilities

Peninsula Regional Medical Center, a highly rated hospital is 10 miles away, with top Cancer and heart centers.



Hourly bus service to Salisbury and Ocean City.

Low and slow  (laidback) traffic.


Valuable Links

Town of Princess Anne

What people are saying about Princess Anne

No Comments

Leave a Comment

To comment you must be a registered member of

Login Here


Create Your Free Membership Account

Suggest a community we want to know about your top retirement spots
Please note that all contributions to Topretirements may be edited, altered, or removed by other contributors. If you don't want your writing to be edited mercilessly, then don't submit it here. By submitting content and/or photographs here you agree to give the rights to use them in any manner without cost or attribution.You are also promising us that you wrote this yourself, or copied it from a public domain or similar free resource (see Project:Copyrights for details). DO NOT SUBMIT COPYRIGHTED WORK WITHOUT PERMISSION!

Copyright © 2006-2022 All Rights Reserved.