There is something about a long stretch of snow, cold mornings, and bundled-up walks that brings retirement dreams to the surface. I hear it every winter from homeowners in Falmouth, Yarmouth, Cumberland, and Greater Portland. One good storm and suddenly people start wondering what life might look like with a little more sunshine and a little less shoveling.
If that thought has been floating around in your mind too, winter is a good time to start planning for a warmer, more relaxed future that feels just right for you.
Many of my Mainer clients have been exploring warmer, affordable places that still offer charm, community, and a pace that feels right. A few spots that come up again and again in my conversations:
Coastal South Carolina
Think soft breezes, Spanish moss, and mild winters. Charleston and Beaufort have a gentleness to them that reminds people of Maine summers, just stretched out a little longer.
North Carolina
Wilmington, Cary, and the Outer Banks offer warmth without the extremes, plus walkable town centers and coastal views that feel comforting in their own way.
Florida’s quieter corners
Venice, Sarasota, and St. Augustine give you sunshine without the chaos. People love the relaxed neighborhoods, friendly communities, and easy access to beaches.
Tennessee and Virginia
For those not craving full coastal heat, these states offer milder winters, strong communities, and, in Tennessee’s case, no state income tax.
And while dreaming about retirement is fun, the practical steps matter too. That is where I come in. I help many clients prepare their homes for the market as they begin this new chapter. Whether it is recommending updates, coordinating trusted vendors, or helping you time your sale, my goal is to make everything feel as smooth and seamless as possible.
