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Are You Ready? The Ultimate Guide to Knowing When to Retire

April 21, 2026

Written by Juanita Fox, director of media experiences and storytelling

Retirement is a rewarding milestone that offers you the freedom to relax, explore new passions and celebrate your career achievements. While most Americans expect to retire at 63, there’s no best age to retire.

Deciding when to retire from work is a significant life choice that requires you to evaluate your current lifestyle and future goals.

5 Key Factors for Retirement Readiness

The following factors can help you determine the right time for you to retire.

1. Financial Security

To determine how to decide when to retire, you’ll need to consider whether you’ve saved enough and how much you’ll need to live comfortably. Ask yourself:

  • What is my savings total? Consider your individual retirement account (IRA), pension, 401(k) and any other savings intended for your retirement.
  • What is my retirement budget? Determine what your daily expenses will be, including everything from healthcare costs to the funds you’ll need to travel or pick up your dream hobby. Factors like whether your mortgage will be paid off and if you’ll live at home or in a retirement community should also be taken into account. 
  • What will my source of income be? Social Security is often an essential piece of the puzzle. Remember that delaying your benefits means that your monthly payments will be higher, with the increase being capped when you turn 70 years old. You might also be able to rely on your pension or other sources of income. 

These questions can help you understand whether you’re financially secure enough to retire or if working a little longer will give you a bigger safety net. A certified financial planner can also help you weigh your options and decide the best time to start drawing Social Security.

2. Health and Wellness

While we all hope for longevity, it’s important to reflect on how your brain and body have changed over time and how your job can affect that. If work is physically taxing or your health is declining, retiring early can preserve your remaining active years. However, if you enjoy your job and feel well, staying employed can boost both your finances and mental health. 

To maximize your wellness, prioritize regular medical checkups to stay ahead of potential health issues. Additionally, make sure your financial plan accounts for healthcare costs. A typical 65-year-old can expect to budget up to $165,000 for medical expenses after taxes. If you decide to retire before 65, you’ll need private insurance to bridge the gap until Medicare

3. Retirement Plans and Goals

Retirement offers you more free time, but making the most of your time requires a clear plan. Whether you dream of traveling, volunteering, or working a part-time job you enjoy, visualizing your daily life helps determine your ideal retirement goals and plan.

Where you’ll spend your retirement is equally vital. While aging in place offers independence, home maintenance can become a burden. A continuing care retirement community (CCRC) eliminates these chores, freeing you to focus on hobbies, social groups, or travel. By aligning your living situation with your lifestyle goals, you can ensure your retirement is as active and fulfilling as possible.

A continuing care retirement community also provides the security of knowing that you have planned for future healthcare needs. If you choose to age in place, a continuing care at home program like Vibrance can help you plan for future health care needs.

4. Family Commitments and Responsibilities

If you’re married or have a long-term partner, remember that retirement is a “we” thing — not just a “me” thing. Discuss whether you see yourselves retiring at the same time or whether one of you wants to continue working. You should also be aligned about your finances, living plans and lifestyle goals. 

With grown-up children out of the house and self-sufficient, retirement becomes much more achievable. However, if you have kids and are still helping them out, you might want to reconsider your retirement timing. The same holds for potential retirees supporting their parents.

5. Social and Emotional Readiness

Beyond adequate retirement planning and savings, you need to be emotionally ready to retire — your work is likely a big part of who you are as a person. In addition to paying the bills, it gives you a routine, a sense of purpose and a chance for social connection. 

To know if it’s the right time to retire, ask yourself:

  • Am I at peace with leaving my job? 
  • Are there hobbies or activities that excite me?
  • What would my typical day look like? 

While the transition to retirement is different for everyone, the key is to strike a balance between feeling emotionally fulfilled and financially secure. Retirement can be an exciting chapter as long as you embrace an active lifestyle to keep your body moving, your mind engaged and your social life buzzing as you get older. 

Deciding if It Is the Right Time to Retire

If you’re feeling a little stuck, here are some signs that indicate retirement readiness: 

  1. You’re financially prepared: Because the average life expectancy is increasing around the world, people can spend as many as 30 years in retirement. You’ve got the savings you need to cover the expenses of your retirement and a solid income plan to match. 
  2. You’ve considered Social Security: While you can claim from age 62, claiming before you’ve reached full retirement age — which differs based on your birth year — will reduce your monthly payment. However, if an early retirement makes you happy or if you need the income to retire, start Social Security sooner. 
  3. You’re almost or completely debt-free: Every dollar spent toward debt is a dollar that could be used for your retirement. If retiring without a home mortgage is possible, you’ll have much more financial flexibility. However, avoid tapping into your retirement fund to pay off your mortgage early. 
  4. You have a plan for your healthcare costs: Even with Medicare, you’ll still have healthcare expenses. The monthly premium for the Part B range starts at $202.90, but this depends on your income. Along with Medicare, you have a Health Savings Account and long-term care insurance. 
  5. You feel ready: You’re emotionally prepared to leave work, and you have lots of fun activities and plans lined up for your retirement. 

Frequently Asked Questions

Here are some common questions about retirement timing. 

Financial benchmarks can help you determine whether you’re on track with your retirement savings. Depending on your ideal retirement age and lifestyle, aim to save:

  • 1x your salary by 30.
  • 3x your salary by 40. 
  • 8x your salary by 60.
  • 10x your salary 65.

Enjoying good health can mean you’re able to work longer and retire later. Experiencing health concerns can affect your ability to work, and you might need to retire sooner than planned. It’s essential to consider your health and anticipated medical costs in your retirement strategy, rather than leaving them as an afterthought.

It is possible to retire early and live comfortably, but doing so requires a bigger nest egg. If you hope to retire at 55, you’ll need to save significantly more compared to if you were planning to retire at 65.

Still Have Questions?

Scott and Juanita talk to Kelly Sweigart, director of sales at Garden Spot Village, about some frequently asked questions she receives during the sales process.

Start Your Next Chapter at Garden Spot Village

“Many of our friends say, ‘You’re too young to be there,’” says Doug Moister, who moved to a cottage at Garden Spot Village with his wife Pegge in December 2016. “Why? Am I going to spend the next several years taking care of the almost two acres of grass, hedges, and gardens, or do I want to be able to do the things I want to do? We feel like this is a gift from God.” Doug adds, “I am just blown away by the people who live here — artists, engineers, farmers, housewives, missionaries… With stories and careers behind them, they’re still accomplishing things. Every aspect of living here is a dream come true for us.”

— Doug and Pegge Moister
OIlder couple holding golf clubs and walking towards car with hatch open.

Once you’ve identified the right time to retire, living a purposeful and active life can help you make the most of your retirement. At Garden Spot Village, we believe this period should be one of growth and connection.

As a premier CCRC, we provide the wellness and longevity resources necessary to make your retirement exceptional—whether through exploring new hobbies or building meaningful friendships. Our on-site healthcare gives you seamless access to expert medical services whenever they’re needed, helping you feel confident in your decision when to retire.

Ready to begin? Attend a Look and Learn event to discover the vibrant lifestyle waiting for you at Garden Spot Village.

Juanita Fox, director of media experiences and storytelling for Garden Spot Communities, brings a wealth of marketing and storytelling experience. She is the managing editor for Destination Magazine as well as the co-host for Garden Spot’s Purpose in Retirement Podcast.

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