Your conservative approach to estimating income provides a solid buffer, and the strategic location adds a layer of security.

Cons are the liquidity event that your parents will have to do to purchase the home (I assume the funds are in some sort of investment today so there's likely some tax ramifications on cashing those securities).

My biggest hurdle has been securing financing to work on multiple projects simultaneously.  

In Florida, land trusts offer some unique benefits similar to an LLC, such as asset protection and anonymity, which makes them especially appealing in creative real estate deals.While LLCs are often more widely used because they’re familiar to investors and offer clear liability protection across multiple states, land trusts can be highly advantageous in Florida due to the specific protections our state law provides.

Combining these strategies often gives investors the best balance of cost, simplicity, and security.

There’s no specific IRS rule against refinancing a cash purchase and deducting the interest, as long as the property is used for investment purposes and the loan is secured by it.

@Dylan Robinson I've got buddies that used their VA loan to secure big beautiful plexes in DC.

Consider all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.

I continue to pad my social security contributions full-time with the hopes of maximizing my retirement benefits.

Heard the owner was interested in selling so I proactively reached out and secured the sale How did you finance this deal?