Barron’s: Moving in Retirement Doesn’t Always Go as Planned. 3 Things to Keep in Mind

September 28, 2025

Moving during retirement can offer new beginnings, lower costs, and warmer climates but it’s not without challenges. In an article from Barron’s, Michael Landsberg, Chief Investment Officer at Landsberg Bennett Private Wealth Management, emphasized that many people overlook critical steps before making the move. From unexpected financial costs to social disconnects, retirees who relocate without fully understanding their new environment may face difficulties that lead them to regret the decision.

Key Takeaways:

  1. Thorough Research is Critical: Retirees often make relocation decisions based on assumptions or short visits. Michael Landsberg noted, “Most people make the mistake of not investigating enough on the front end.” Renting first, understanding the local community, and evaluating seasonal conditions can reduce the risk of unpleasant surprises.

  2. Hidden Financial Costs Can Emerge: A move might appear financially beneficial at first glance especially when shifting from high tax states to those without income tax but other expenses may catch retirees off guard. In Florida, for example, hurricane-related home insurance premiums and property tax resets often wipe out expected savings. What looks affordable on paper may feel very different in practice.

  3. Tax Surprises on Pensions: Relocating to another state can change how retirement income is taxed. For example, pensions that were exempt in a retiree’s home state might be subject to taxation in the new location. These details are often missed until it’s too late.

  4. Health Planning Matters: As retirees age, proximity to family or access to assisted living becomes increasingly important. Michael Landsberg shared a case in which a client proactively planned for this shift: after spending years in Florida away from family, the client decided to move into an independent care facility to prepare for the future.
  1. Emotional Considerations Are Just as Important: While many retirees thrive in their new communities, others find themselves missing familiar surroundings, friends, and routines. Some even return to their original hometowns. Feeling isolated or unprepared can turn what seemed like a dream move into a source of stress.

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