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Pittsburgh Neighborhood Guide

Pittsburgh is a geographical paradise of rivers, hills, and valleys, which created the patchwork of friendly neighborhoods, each with its own charm. The southside of Pittsburgh is enjoying a period of revitalization thanks to the Urban Redevelopment Authority and the Pittsburgh History and Landmarks Foundation. Both organizations have been working hard to improve the building and economic infrastructure of Pittsburgh areas that had been run down, transforming them into vibrant communities with a variety of new businesses. The transformation has helped Pittsburgh shake its reputation for being a dingy steelmaking city. Here are some great neighborhoods for seniors in Pittsburgh:

Squirrel Hill

At first glance around the Squirrel Hill neighborhood, the large population of gray squirrels makes it quickly apparent that how this area got its name. Squirrel Hill is an affluent neighborhood with Jewish roots and over twenty synagogues. With half of the city’s Jewish population living in Squirrel Hill, it’s a supportive place for Jewish senior living.


The Southside neighborhood was named a National Historic District where a steel sculpture in the area gives a nod to the steelwork industries of the past. The south side boasts beautiful Victorian homes that are within walking distance from art galleries, restaurants, theater, and other fun activities. Seniors won’t be able to resist some friendly competition when they compete in the annual Soup Contest.


Seniors will love the range of housing from efficiency apartments to painted ladies in the Oakland neighborhood, where there is a housing budget for everyone. Public transportation is easy in this college area. There is plenty to do including visiting the Phipps Conservatory and Botanical Gardens or Shenley Park where the orchids bloom in every color.

Mt. Washington

Who wouldn’t want to roam the neighborhood where George Washington stood on a hilltop and mapped the forks of the rivers that flow into the Ohio River? Mt. Washington holds the claim to fame for being one of the most visited neighborhoods in Pittsburgh. Seniors are sure to enjoy hilltop dining on “Restaurant Row” where the views are spectacular. Another popular place is nearby Chatham Village, a residential garden community that has been named a National Historic Landmark.

Strip District

The locals know that the Strip District is an ironic name for a neighborhood that speaks to everything homey. This neighborhood gets its name because of the half-mile square shopping district that is set on a narrow strip. The marketplace is overflowing with fresh produce, meat markets, fish markets, coffee brewers, bread makers, and other vendors. Adventurous foodies will love the Burgh Bits and Bites food tour.


Downtown Pittsburgh is located in the heart of a trio of scenic rivers. Pittsburgh is the place to enjoy the Three River Arts Festival, the nation’s largest free arts festival. The downtown area is a great place to take a free architectural tour or enjoy the local cuisine in the open air dining in the historic Market Square area. People of all ages enjoy the river trails. Take in a gorgeous view from “The Point,” where the three rivers meet.

Learn more about Pittsburgh Retirement Planning here:

How Much Does It Cost to Retire in Pittsburgh, PA?

What's the Cost of Living in Pittsburgh, PA?

Pittsburgh Financial Advisors

Pittsburgh Elder Law Attorneys

Pittsburgh Senior Realtors

Pittsburgh Senior Movers and Downsizers

Live Like a Local in Pittsburgh

Pittsburgh Demographics and Lifestyle

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