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The Best Cities in America for Each Generation

Home is where the heart is sure, but according to a new 2019 study, it should also be determined on a variety of other factors and what those specific factors depend on what generation you're a part of. Here are the top ten American cities to live in for baby boomers, Generation X, and millennials according to the real estate site's data.

City streets at dusk as seen from above. Aerial photograph. Urban scene.rosstomei/Shutterstock

10 best cities for baby boomers

Boomers are defined as those born in the prosperous and inventive years following World War II, generally between 1946 and 1964. According to, the first round of them turned 65 in 2011 and from then until 2030, 10,000 boomers will hit retirement age every day. Many of those will choose to stop working, start collecting social security, and enroll in Medicare. Thus, it's no surprise that determined the best places for that age group to live based on healthcare availability, retiree tax-friendliness, and the city's population share that already falls in that generational category. City scores were calculated out of 25.0 and were based on weighted factor scores. After you figure out where to retire, check out these 13 retirement facts you need to take seriously.

Skyline of downtown Pittsburgh at twilight panoramaf11photo/Shutterstock

Boomers: Pittsburgh

Steel City, which earned a score of 19, sits securely in the top spot for baby boomers, most notably because there are almost 425 doctors per 100,000 people and an already high number of boomers residing there. U.S. News & World Report voted it the fifth best place to retire, mostly because it offers affordable housing, great healthcare, a high quality of life, and lots of cultural activities and sporting events like Steelers football, the Carnegie Museums, and The Andy Warhol Museum to fill that job-free calendar.


The historical Birmingham, Alabama Skyline Morning Daytime . View from railroad park. Sharp colors and very vibrant perspective. IA Fillm Group/Shutterstock

Boomers: Birmingham, Alabama

Also earning a score of 19 was the most populous city in Alabama. More than 21 percent of that population is classified as boomers and 376 doctors serve every 100,000 folks. The retiree tax rules are also categorized as friendly. Like Pittsburgh, it is also a former industrial (steel and iron) town trying to reinvent itself as a cultural epicenter, according to U.S. News & World Report. The median home price is $171,450 and the cost of living is roughly equivalent to the national average, but everyday expenses including groceries and health care are generally lower than in other cities, which is helpful for those living on savings and fixed incomes.


American-Cities-That-Are-Safer-Than-You-Think-(And-2-That-Are-More-Dangerous)Roman Stetsyk/Shutterstock

Boomers: Miami

Coming in third was perennial retiree favorite Miami with a score of 18. Although there were only 247 doctors per 100,000 residents, a Kiplinger state-by-state study revealed Florida tax laws to be most friendly in regard to retirees. It was ranked 21ston a recent U.S. News & World Report Best Places To Retire list, earning a 6.3 out of ten for healthcare access and a 5.6 for housing affordability, although the median age of the Magic City's population is 40.7. Moving? These cities are most likely to deny you a mortgage. 


Cleveland, Ohio in the United States. City skyline.Tupungato/Shutterstock

Boomers: Cleveland

Cleveland still rocks for this age group. Ranking fourth with 18 points, it offers the highest number of doctors (439.5 per 100,000 people) among the list's top 11 cities for boomers. On the other hand, its retiree tax-friendliness level only earns mixed status. BestPlaces.Net reports that Cleveland's cost of living falls far below the national average, mostly because the median home price is $54,200.

Downtown New Orleans, Louisiana, USAf11photo/Shutterstock

Boomers: New Orleans

The Crescent City earned 17 points thanks to Louisiana's "friendly" tax situation regarding retirees and healthy healthcare status with 215 doctors to care for every 100,000 people. The median home price according to the millennial list is $216,000. SeniorHousingNet lists 67 assisted and independent living facilities in New Orleans aimed at seniors. Boomers, which make up less than 21 percent of the jazzy destination's population, are outnumbered by both millennials and X-ers. Both of those groups account for more than a quarter of the population.

Panorama of Las Vegas, Nevada, USASopotnicki/Shutterstock

Boomers: Las Vegas

Boomers make up more than 20 percent of Sin City's population and those willing to gamble on the good life there will benefit from Nevada's tax laws and rates that determined to be "most friendly to retirees." But there's also only 166 doctors per 100,000 residents. MoneyWise also warns the casino-crazy desert city's livability for seniors might be a mirage. Summers are sweaty, traffic is awful, and the city seems to cater more to the transient tourist population than its permanent players. That site does admit that finding low-cost housing in Sin City and surrounding towns is pretty easy as the average monthly rent is under $1,000 and the median home sale price is $209,000. It was hit hard by the housing crash a decade ago but has been rebounding strongly over the last few years. Want to explore the globe? Check out these 15 best places around the globe to retire.

Richmond, Virginia cityscape skyline with blue sky and clouds on the James River.vincent noel/Shutterstock

Boomers: Richmond, Virginia

Currently, boomers only make up 19.3 percent of the capital's population, despite having friendly tax status for retirees. The number of doctors (281 per 100,000 people) was also a little low, especially when compared to Pittsburgh, Cleveland, and St. Louis. It also came in at No. 53 on U.S. News & World Report Best Places To Live list in 2019.

ST.Louis MissouriDietmar Rauscher/Shutterstock

Boomers: St. Louis

The Gateway to the West built up 16 points on the boomer list despite being in a state with mixed retiree tax friendliness. Its overall tally was helped by 317 doctors to every 100,000 denizens, but MoneyWise also cautions against spending your post-work period in The Lou, noting its higher-than-average crime rate and low wages. Of course, that wouldn't affect people who are no longer interested in holding down a job and who saved well for retirement.


Aerial view of Jacksonville skyline on a sunny day, Florida, USA.pisaphotography/Shutterstock

Boomers: Jacksonville and Tampa, Florida

The Sunshine State made three appearances in the boomer top ten thanks to Jacksonville and Tampa earning 15 points each in the evaluation. Both benefit from most-friendly tax situations but Jacksonville boomers make up 20 percent of the population versus Tampa's 18.6. But Tampa is light years ahead in the medical category with 204 docs per 100,000 people compared to Jacksonville's measly 56.

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