The Retirement Winners and Losers – These 14 Locations Are Either Perfect or Problematic

1. Sarasota, Florida – Winner

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According to Derek Gilliam from the Herald-Tribune, Sarasota is frequently hailed as one of the best places to retire in the U.S., and it’s not hard to see why. The area offers a combination of beautiful beaches, a low cost of living, and a vibrant arts scene. Plus, Florida’s lack of state income tax is a huge benefit for retirees looking to stretch their savings. With great healthcare options and a mild climate, Sarasota provides the ideal setting for both relaxation and adventure.

On the flip side, the area does have a fairly high property cost compared to some other Florida cities. However, it’s still more affordable than many major cities across the country. The cost of living is manageable, especially when compared to places like Miami or Naples. All things considered, Sarasota is a great choice for retirees looking for a blend of nature, culture, and financial benefits.

2. Phoenix, Arizona – Winner

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Phoenix offers a warm climate year-round, which appeals to many retirees, especially those looking to escape harsher winters. The city also has an affordable cost of living, with housing options ranging from urban condos to suburban homes. With a growing economy and excellent healthcare facilities, it’s an attractive destination for retirees wanting comfort and convenience, according to Phelps LaClair Law. Additionally, Arizona is tax-friendly, with no state tax on Social Security benefits.

However, the desert climate can be a challenge for those not accustomed to extreme heat, particularly in the summer months when temperatures often exceed 100°F. Air conditioning becomes essential, and some may struggle with the hot, dry air. While the overall cost of living is low, property prices have been climbing in certain areas. Still, Phoenix’s many amenities and affordability make it a strong contender for retirement.

3. Austin, Texas – Winner

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Austin has become a hot spot for all ages, but it’s particularly attractive to retirees looking for an active, growing community, according to Stacey Leasca from Travel + Leisure. Known for its vibrant music scene, excellent healthcare, and diverse population, Austin offers plenty to keep you busy in retirement. It’s also one of the few places in the U.S. with no state income tax, which is a massive perk for retirees on fixed incomes. The city has a reputation for being safe, with a low crime rate compared to other major cities.

One downside is the rising cost of living, particularly in housing. Austin has seen significant population growth in recent years, driving up property prices and making it more competitive to find affordable homes. Traffic can also be a challenge, with congestion increasing as the city expands. Nonetheless, for those who can navigate these challenges, Austin remains a great choice for retirees looking for a mix of culture and convenience.

4. Boise, Idaho – Winner

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Boise, Idaho, has emerged as one of the top places for retirees in recent years, according to Vincent Medina from Idaho Statesman. The city boasts a low cost of living, combined with an incredibly scenic environment perfect for outdoor enthusiasts. With easy access to hiking, skiing, and lakes, it’s ideal for active retirees. Additionally, Boise is a tax-friendly city, with no tax on Social Security income, making it an even more attractive option for those living on retirement savings.

However, Boise is starting to see an influx of people, which could lead to higher costs in the future. The housing market has been heating up, and while it’s still relatively affordable compared to major cities, prices are rising quickly. The local economy is strong, but some retirees may find that the small-town feel is less appealing as the city grows. Still, Boise’s quality of life and access to nature make it a fantastic place to retire.

5. Nashville, Tennessee – Winner

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Nashville has become a popular retirement destination, and it’s easy to understand why. Known for its rich music history, vibrant arts culture, and mild climate, it’s a city that offers plenty for retirees to enjoy. The cost of living is reasonable, and Tennessee is tax-friendly, with no state income tax. Healthcare is top-notch, with world-class facilities like the Vanderbilt Medical Center just around the corner.

However, the housing market in Nashville has been rising quickly, making it more difficult for retirees to find affordable options. Traffic can also be a problem, especially during rush hour, as the city’s popularity continues to increase. While Nashville still offers a lot of perks for retirees, the increasing cost of living and congestion could make it less appealing for some. Nonetheless, for those who enjoy culture and entertainment, it remains a strong contender.

6. Charlotte, North Carolina – Winner

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Charlotte has seen rapid growth over the past decade, making it a popular destination for retirees looking for modern amenities. The city offers a reasonable cost of living, along with a booming healthcare sector that includes top hospitals and medical facilities. The climate is mild, with four distinct seasons but without the extreme cold that many northern cities face. Charlotte’s financial sector also means there’s plenty of access to professional services, should retirees need assistance managing their wealth.

On the downside, the city is experiencing a housing boom, which is pushing prices up. While still relatively affordable compared to many U.S. cities, home prices in Charlotte have climbed. Additionally, like many growing cities, traffic congestion can be an issue during peak hours. Still, Charlotte remains a strong contender for those who want modern city living with a reasonable cost of living.

7. Savannah, Georgia – Winner

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Savannah is a charming Southern city that offers a unique combination of history, culture, and natural beauty. The slower pace of life is perfect for retirees looking to enjoy their golden years without the stress of a fast-paced environment. With mild winters and a relatively low cost of living, it’s an appealing option for those on a fixed income. Additionally, Georgia’s property taxes are lower than many other states, which makes it a budget-friendly choice.

However, Savannah’s hot and humid summers might not be for everyone, especially those who don’t enjoy the heat. The city is also becoming more popular, which means housing prices are slowly creeping up. While the cost of living is still manageable, finding a perfect spot might take some time as demand increases. But for those who appreciate a historic, picturesque setting, Savannah remains a top contender for retirement.

8. Miami, Florida – Loser

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While Miami is known for its beautiful beaches and lively atmosphere, it’s not the best retirement destination for everyone. The cost of living is quite high, particularly when it comes to housing, which can eat into retirement savings. Additionally, while Florida is tax-friendly, Miami’s higher-than-average property taxes and insurance costs could offset those savings. The city is also known for its intense summer heat, which can be uncomfortable for some.

Another downside to Miami is the traffic, which can be frustrating for retirees looking for a more relaxed lifestyle. The city also has a reputation for a fast-paced environment, which might not be ideal for those seeking peace and quiet in their later years. While there are certainly many perks, such as access to entertainment and culture, Miami’s high costs and bustling environment make it less ideal for some retirees. It’s a city better suited for those who want to stay active and involved in a big city lifestyle.

9. New York City, New York – Loser

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New York City may be a dream for many, but it’s not the best place for retirement. The cost of living is notoriously high, especially when it comes to housing, which is a major concern for retirees on a fixed income. The fast-paced lifestyle, coupled with the noise and constant hustle, can be overwhelming for those seeking tranquility in retirement. While NYC does offer excellent healthcare options, the high cost of medical services can be a drawback.

The city’s public transportation system is convenient but can be difficult for older adults, especially those with mobility challenges. Additionally, the weather can be harsh in the winter, which could be a problem for retirees accustomed to warmer climates. Taxes in New York are high, particularly for property, and that can add an extra financial burden. For those who prefer a quieter, more affordable lifestyle, New York City can be a problematic choice.

10. Honolulu, Hawaii – Loser

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While Honolulu might sound like a paradise for retirement, it comes with several challenges that could make it less appealing for many retirees. The cost of living is extremely high, especially when it comes to housing, groceries, and healthcare. Hawaii’s remote location also means higher prices for imported goods, which can add up quickly. While the climate is lovely year-round, the high cost of living often outweighs the appeal of island life.

Healthcare can be a concern too, as access to specialized medical services is more limited compared to mainland cities. The cost of healthcare, in general, is high, and with limited options, retirees might struggle to find affordable care. Additionally, the isolation of living in Hawaii can make it difficult for retirees who want access to more amenities or family. While the views and climate are exceptional, Honolulu is often seen as too expensive for most retirees on a fixed budget.

11. Detroit, Michigan – Loser

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Detroit has seen a resurgence in recent years, but it still struggles with a number of issues that could make it problematic for retirees. The cost of living is relatively low, but the city is also dealing with high crime rates and economic instability. Healthcare in Detroit can be hit or miss, as the city’s hospitals have struggled to keep up with demand. The cold winters can also be harsh for retirees who prefer warmer climates.

Additionally, while the cost of housing is low, the local economy hasn’t fully recovered, which can make long-term financial stability uncertain. While there are some great neighborhoods and attractions in Detroit, the city’s infrastructure needs improvement. For retirees looking for a safe, stable environment with consistent healthcare and amenities, Detroit may not be the best fit. Despite its revitalization efforts, it’s still a city with a lot of challenges for retirees.

12. Chicago, Illinois – Loser

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Chicago offers a lot of culture and amenities, but it’s not the best retirement destination. The cost of living is high, particularly in terms of property taxes and housing. The city also has brutal winters, which can be tough for retirees looking for year-round sunshine. Healthcare options are excellent, but again, the costs can add up, especially for those on a fixed income.

Public transportation is available but not always the most convenient for older adults. The crime rate in certain parts of the city is also a concern for retirees looking for a safe environment. Although Chicago has a lot to offer in terms of culture and social activities, it might not be ideal for those looking for a quieter, more affordable place to retire. With high costs and other challenges, Chicago could be a problematic choice for many retirees.

13. San Francisco, California – Loser

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San Francisco is one of the most expensive cities in the U.S., and its cost of living is particularly tough for retirees. Housing prices are astronomical, and the cost of medical care can also take a huge chunk out of a retirement budget. While the city offers fantastic amenities, cultural attractions, and healthcare, the high costs can be overwhelming. The lack of affordability in nearly every category makes it a challenging place to retire for those on a fixed income.

Additionally, the city’s overall density and traffic congestion can create a less-than-ideal environment for retirees looking for peace and quiet. The weather is mild, but the city can be foggy and chilly, which may not appeal to everyone. For those with the means, San Francisco can be a beautiful place to spend retirement, but for most retirees, the costs are simply too prohibitive. It’s better suited for those who can afford the high price of living in one of the most expensive cities in the world.