Buying a new primary residence has nothing to do with the capital gains exclusion.It is when you go to sell the new house down the line you'll run into a problem.

Again, I do not want buying the multi-family home to block me from accessing lending for the second home when I move.- Does anyone see any flaws or can offer some improvements/considerations to the financing strategy of this plan? 

If it's posted in Florida MLS, it's available in all online sites and people who are looking to buy property in your area can find your listings. 

@Makani Donaldson it all depends on your investment goals.If you buy a Class A rental, it'll usually have negative cashflow, which will be hopefully offset with appreciation and better tenants.If you buy a CLass C or D rental, it should have pretty good cashflow because you may not realize much in appreciation and you'll have a lot more problems finding good tenants.

Often they like to ultimately buy their properties and will pay over market value so they don’t have to uproot the established program to stay in the home they’ve been renting.

I also buy my own materials.

Buy a lot and build a house for sale in 2026.

I buy and hold and do short term rentals and mid term rentals.Located in Racine Wisconsin  Hello Gabriel: I also live in Racine County there are some great deals our way and including southern milwaukee county too!   

Buy the property that you want to own the most 10 years from now.

Quote from @Rolayne Taylor: We started with one buy and hold in 2019.