I am looking to create a value ad to the property.

You make revenue here and there but the goal is to generate enough in the winter to sustain all the expenses for the entire year. 

The general idea is that you must acquire an interest in real property you do not already own, and since you already own the subject real property you want to build on, the transaction must be structured so that you are creating an interest in real property you do not already own (in fact, it does not yet exist).

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This creates a market for both short-term and long-term rental properties.Affordable housing, Compared to cities like New York, Washington D.C., or Boston, Philadelphia offers relatively affordable rent, or section 8 tenants, especially those who are relocating from more expensive areas. 

While there's no strict requirement to match the original mortgage terms, reinvesting the full proceeds without financing or using leverage to enhance returns is key.If you don't reinvest the full amount, any shortfall ("boot") will be subject to capital gains tax, and depreciation recapture may apply.This post does not create a CPA-Client relationship.

We plan on creating an llc.

You rent it for one year and create a successful STR business that shows a trailing 12 month net income of $75,000.  

I own DealMachine and I created the app to do exactly what you're asking for.

She walked away with $1,500 in hand, and we salvaged the deal, netting $8,500 in the process.That deal reinforced two crucial lessons: first, title issues can create unexpected hurdles, even in straightforward transactions.