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10 Cities Where Retirees Would Find Life Way Too Difficult

Not every city is likely to shine during your golden years.

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Updated June 10, 2025
Fact checked

The fun part of planning for retirement includes a lot of dreaming about your ideal life. Maybe you imagine strolling along a beach each morning. Or, perhaps you've always pictured living in a chic apartment in the city.

Unfortunately, many wonderful cities have drawbacks that make them less than ideal places to retire. Here are 10 cities where life might be too difficult for retirees.

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Miami

espiegle/Adobe skyline view of miami florida

Miami is often thought of as a retirement destination thanks to its abundant sunshine and Florida's lack of income tax. However, the city is no longer a cost-effective move for many people.

The median price for a home is just under $600,000, according to Zillow. And the cost of both homeowners and car insurance has shot up in recent years.

Add in the risk from hurricanes, and Miami might not be as appealing as it looks at first glance.

Fortunately, many other cities in Florida — such as Citrus Park and Mount Dora — are more affordable.

Honolulu

Maridav/Adobe honolulu city from diamond head lookout

A trip to Hawaii is on the bucket list for many retirees, but what about living there?

Unfortunately, retirement in Hawaii is a pipe dream for many people, largely due to the state's notoriously high cost of living.

Because most items have to be imported, everyday purchases are more expensive. This is in addition to high housing costs, Zillow pegs the median home price at north of $773,000, and utilities, as well as high taxes.

Newark, New Jersey

Leonid Andronov/Adobe Newark downtown in New Jersey

If you're in the Northeast and looking to explore options outside of the big cities, Newark might be on your radar. But this New Jersey city isn't where you should look to retire if affordability is a priority.

Zillow says the median home price is more than $700,000, while PayScale says the cost of living is 15% higher than the national average. The state also has record-high property taxes, so this might not be an appealing place to take your retirement income.

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Los Angeles

John/Adobe Los Angeles skyline with mountains

Zillow says the median housing price in Los Angeles is closing in on $1 million, which puts it out of reach of many retirees who don't have a few movie credits to their name.

Add in the traffic, which could make daily tasks a pain, especially if you have to drive often, and it's probably best to steer clear of the City of Angels.

Key West, Florida

aiisha/Adobe Smathers beach at sunrise Key West

Those looking for a laid-back lifestyle within the continental U.S. find Key West is an appealing place to visit. It feels like you've escaped to a tropical island, with a side of Jimmy Buffet fun.

So, why wouldn't you want to retire there? Well, it starts with the high cost of living, with the median home price topping $1 million, according to Zillow.

Key West is also relatively isolated from the rest of the country. It's at the southernmost point of the U.S., and there is just one highway in and out. Evacuation during a hurricane can become a difficult endeavor, which may not be ideal as you age.

San Francisco

heyengel/Adobe The Golden Gate Bridge at Sunset, San Francisco, CA

The cost of living in San Francisco is 70% higher than the national average, according to PayScale. That makes it hard to get ahead financially if you are a retiree or a resident of any age.

For the record, Zillow says the median home price is more than $1.3 million. So, even if you are determined to retire to San Francisco, owning a home may be out of the cards for most people.

New York

SeanPavonePhoto/Adobe New York City Skyline at sunset

On one hand, there are advantages to retiring in New York. You don't need a car and are surrounded by other people. You'll find culture and restaurants at every turn.

However, the city is expensive. Housing, taxes, and health care are all significantly more costly than the national average.

People often say life is hard in the Big Apple — if you can make it there, you can make it anywhere. But do you want to struggle when you're supposed to enjoy retirement?

New Orleans

SeanPavonePhoto/Adobe bourbon street new orleans

New Orleans is a city full of culture and foods, as well as walkable neighborhoods. For retirees looking to make their home in a beloved vacation destination, this might seem like an obvious next stop.

But New Orleans is expensive. Housing costs are 49% higher than the national average, while health care is 10% higher, according to PayScale. Add in frustrations with infrastructure and crime, and you might be better off looking at other vibrant Southern destinations.

Flagstaff, Arizona

Matt Gush/Adobe flagstaff arizona historic downtown district

Arizona's sunshine makes it a popular destination for retirees, but not every city in the Grand Canyon State is a good fit for your golden years.

Flagstaff, located near Sedona, is a particularly expensive place to retire, with a median home price of approximately $675,000, according to Zillow. PayScale estimates the overall cost of living to be 20% higher than the national average.

Instead, consider Arizona cities such as Mesa or Sierra Vista for a more affordable retirement, particularly if you have a fixed income.

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Washington, D.C.

Gang/Adobe us congress

Retiring to the nation's capital could be great if you're looking for culture, great restaurants, and walkability. But there are downsides for retirees considering a new life in Washington, D.C.

The cost of living is 39% above the national average, according to PayScale. Zillow says the median home price is more than $615,000, and traffic in the surrounding suburbs can make it a challenging place to put down roots.

Bottom line

bernardbodo/Adobe senior couple finalising budget for vacation

One of the best ways to create a stress-free retirement is to bring down your biggest monthly costs. The cost of living in your area will determine whether you can live there comfortably.

For some people, the tradeoff of a more expensive city could be worth it for the amenities. But others want a place where they can kick back, relax, and live on Social Security and savings.

If you are in the latter camp, you might want to look beyond the cities on this list when thinking about where to spend your golden years.

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