Get to Know the Top 10 Most Expensive Places to Retire

7 Minute Read

Taxes, housing prices, and the overall high cost of living might be cause to check these areas off your list. Or if you’re ready and willing to find your dream home in the lap of luxury, you can also start your search in these areas.

Two retirees stand by their pool in one of the most expensive places to retire.

In This Article

Enjoying your golden years shouldn’t require a hoard of gold to sustain an active adult lifestyle. Budget is a big part of retirement planning, especially for those with a fixed income and limited savings. Does this mean your retirement destination dreams need to take a backseat to your price point? Absolutely not! There are plenty of budget-friendly retirement options from coast to coast. 

Of course, there are also a few heavy hitters regarding that bottom line that fiscally savvy retirees may wish to avoid. While many of the most expensive places to retire in the U.S. are expected, a few of our top 10 priciest places might surprise you.

Active adult retirement communities are all about living life to the fullest. Resort-style amenities, vibrant outdoor spaces, recreation, dining, and entertainment are where we’d all like to spend our money. Taxes, housing prices, and the overall high cost of living in the most expensive places to retire might be cause to check these areas off your list in favor of 55+ communities designed for optimal budget and lifestyle balance. Or if you’re ready and willing to find your dream home in the lap of luxury, you can also start your search in these areas.

View from the Diamond Head crater across the Honolulu downtown cityshape and the Pacific Ocean.

The Hawaiian Islands are the most expensive retirement destination in the U.S. A high cost of living, a median home price of about $800,000, and health care costs above the national average create an expensive lifestyle for most. It’s worth noting that due to the additional cost of imports, groceries, dining, and shopping tend to have a higher price tag in this beachy paradise as well. If you’re seeking tropical vibes, maybe consider the Gulf Coast before Hawaii’s island sands.

The Golden Gate Bridge shrouded in fog overlooking the bay in San Francisco, California.

California’s high cost of living comes as a surprise to no one. Looking at key areas where active adult communities tend to have a high price tag, San Francisco is among the most expensive retirement cities. California’s taxes are not retiree-friendly and the average home price eats up a good chunk of savings for most 55+ residents. If your heart is set on California dreamin’ on a budget, try San Diego instead.

Spectacular view of mountains and a river in the wilderness of Oregon state.

Oregon may rank as a surprising contender for the most expensive places to retire in the U.S. The cost of housing is 22% higher than the national average, with necessities like groceries averaging 5% higher. This may make living in the Pacific Northwest difficult for retirees on a fixed income. For a more budget-friendly option with mountain views, consider retiring in states like North Carolina or Tennessee, which offer a lower cost of living and access to beautiful mountain landscapes.

A hiking trail along the coast in Orange County, California.

Coming in right after San Francisco is Southern California’s most expensive zip code. Orange County home prices are high because demand far exceeds supply. A desirable location, strong job market, and limited land for new development create intense competition, driving up prices. The OC ranks high on our list of most expensive places to retire, but other destinations like North Carolina, Utah, and Arizona may offer similar benefits at a lower price point.

An aerial view of the University of Massachusetts Amherst campus on a sunny autumn day.

Massachusetts is known for its high cost of living which ranks 27.5% above the national average. Also, a typical home costs about $557,000, which is 64.8% more than the national average. While these costs may be a deterrent for some retirees, the state offers excellent health care and a rich cultural scene. If you’re set on an East Coast retirement with historic charm, we also recommend checking out Connecticut for a more palatable cost of living.

The Colorado Rocky Mountains in the fall.

If you’re looking for a nature-centered retirement destination, the Rocky Mountains certainly hold a lot of appeal. Unfortunately, Colorado also comes with a high price tag. Cities like Denver, Vail, and Breckenridge have seen soaring housing costs over the last few years. With the cost of living continuing to rise, you may want to consider states like Montana or Idaho, which offer stunning natural landscapes and a more budget-friendly retirement experience.

Beautiful autumn colors along a boardwalk trail in the countryside of Vermont.

Images of small-town B&Bs, the scent of maple syrup, and fall foliage might be the first thing many retirees think of when considering Vermont. However, recent statistics found that 27% of Vermont seniors spend 30% or more of their income on homeowner costs. Instead of spending all your savings in one place, check out less saturated active adult communities in Charleston or Myrtle Beach.

A stunning view of New York City, showcasing iconic landmarks and the bustling urban atmosphere.

The Big Apple is well-known for its high property taxes and exorbitant home prices. NYC is a busy destination that doesn’t lend well to a stress-free retirement lifestyle. Rather than living in the heart of the city, consider areas like Albany or Saratoga Springs. While 55+ communities in these areas can still be quite expensive, the amenities even out the deal and foster a more peaceful speed of life.

The Chicago Downtown cityscape with the Chicago River at sunrise in Illinois.

A surprising feature on our list of the most expensive places to retire, Illinois is fairly expensive when compared to the national average. This is driven by high demand and limited housing supply (particularly in prime areas like Chicago and the Chicago suburbs), high state taxes, and a broad sales tax base. For a more affordable Midwestern alternative, consider states like Indiana or Wisconsin, which offer a lower cost of living and a variety of retirement-friendly communities.

View of the Puget Sound, forests, and mountain peaks from Eastsound, Washington.

Finally, we come to the beautiful Orcas Island in Washington. Although this area is picturesque, the cost of living is about 35% higher than the national average, with a median home price north of $900,000. Many budget-savvy retirees have flocked to less touristy areas of Washington State that still feature scenic views and plentiful hiking trails. Consider Sequim, Olympia, and Anacortes before venturing out to Orcas Island in search of 55+ communities.

Balancing the books on retirement planning requires dedicated research into the cost of living for your top retirement communities. Luckily for 55+ homebuyers, the team at 55palces.com is here to do the heavy lifting for you! Our local real estate experts can help you sell your current home, identify your must-haves in an active adult community, and find low-maintenance properties within your price range. Contact us today to start your journey!

Like this post?
Take me back to the top
Chad Walker
Chad Walker joined 55places in 2022 as the VP of Sales and Real Estate Operations. He comes with 14+ years of experience in the Real Estate industry, ten of which have been dedicated to leading operational excellence. Chad started off in the industry as a top producing Real Estate Agent in Seattle, WA before taking on positions to lead high-performing teams of real estate professionals to advocate for customers along their journey of home ownership. Chad specializes in the real estate tech sector and focuses on the strategy of growing sales, revenue, and teams by collaborating with other leaders on the company’s goals and initiatives. Chad has a customer-first mentality and builds his organization around that passion. Chad currently resides in Seattle with his family and enjoys traveling when not thinking about real estate. View all authors

In This Article

Related Posts

What It’s Really Like Living in a 55+ Community: Pros, Cons & Insights

What It’s Really Like Living in a 55+ Community: Pros, Cons & Insights

Is Stockton a Good Place to Retire? What You Need to Know

Is Stockton a Good Place to Retire? What You Need to Know

New Active Adult Communities Added to 55places.com

New Active Adult Communities Added to 55places.com

Stay Connected

Subscribe to our newsletter and get weekly updates.
Scroll to Top