Your move depends on supply, not just the home you want
If you're trying to upsize without ending up in a temporary housing gap, the decision comes down to how much supply is actually available. With supply measured at 1.3 months in January 2026 in Grosse Pointe Farms, MI, I build an upsizing plan that reduces timing risk first.
Here is the constraint I plan around in January 2026 supply was 1.3 months in Grosse Pointe Farms, MI, with 17 active listings at month-end. In January 2026, there were 7 pending listings, with a typical pending list price of $434,900. This changes your plan because low supply can compress your choices while you are trying to coordinate two transactions. Some metrics were not reported for this period, but 1.3 months of supply and the pending count 7 in January 2026 are enough for me to prioritize a sequencing strategy that avoids unnecessary exposure. Decide the order of operations early identify the price band you can live in based on what is going pending typical pending ask was $434,900 in January 2026. Keep your search tight and tour quickly because supply was only 1.3 months in January 2026. If selling your current home is part of the plan, align your prep to compete in a market where completed sales typically took 29 days in January 2026.