How to Think About Regret When Deciding Whether to Sell Your Home

Regret is one of the strongest forces shaping seller decisions, even though it’s rarely discussed openly. People worry about selling too early, selling too late, selling for the “wrong” price, or missing out on something better.
The fear of regret often keeps people stuck, not because they don’t want to move, but because they want to avoid feeling foolish later.
Why regret feels so powerful in real estate
Homes carry high stakes. They’re financial assets, emotional anchors, and symbols of stability all at once. That combination makes decisions feel permanent, even when they’re not.
Regret thrives in uncertainty. When outcomes are unknown, the mind fills in worst-case scenarios.
The two kinds of regret sellers worry about
Most sellers are caught between two fears:
- Regret of action: “What if I sell and wish I hadn’t?”
- Regret of inaction: “What if I wait and wish I’d sold earlier?”
Trying to eliminate regret entirely usually leads to paralysis.
Why clarity reduces regret more than timing
Regret tends to be lower when decisions are made with intention and information, even if the outcome isn’t perfect.
Sellers who understand their reasons, explored alternatives, and chose a path aligned with their values tend to feel steadier afterward. Sellers who rushed or avoided the decision often replay it more.
How to work with regret instead of against it
Instead of asking how to avoid regret, it can help to ask:
- Which decision would I feel at peace explaining to myself later?
- What choice aligns with how I want this chapter to close?
Those questions anchor decisions in meaning rather than prediction.
A planning-forward reframe
There is no version of selling that removes all uncertainty. But there are versions that feel honest, thoughtful, and grounded.
When you focus on clarity over certainty, regret tends to lose its grip.
ABOUT THE AUTHOR
Andi Dyer is a Bellingham-based real estate broker with RE/MAX Whatcom County, specializing in helping longtime homeowners and sellers make confident, well-informed decisions. With a calm, data-driven approach and strong negotiation expertise, Andi focuses on protecting equity, reducing stress, and guiding sellers through the process with clarity and care.
📍 Serving Bellingham and all of Whatcom County
📞 Call or text: 360 • 734 • 6479
📧 Email: andi [at] andidyer [dot] com
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