In an ideal world I would start with a house flip, but I am tentative about starting out with this kind of project given than I have zero experience with buying real estate or managing a commercial real estate property.

Ideally, if you can’t start in your town, try to choose the closest town to you with a larger population.

You’re in a unique position with significant real estate assets, so here’s a streamlined take on how to proceed.Carlsbad homePrime spot near the beach, ideal for either short-term or mid-term rentals (STR/MTR).

The difference on each was ~10% and 10% on these properties were 6 figure difference.To address @Patrick Britton sarcastic reply on why I know the value better than the appraiser in my market is that I deal primarily with small multiplex in my market. 

For instance, in New York State, it's not permitted to collect last month's rent, additional security deposits beyond one month's rent, or pet deposits.Regarding the carpet issue, even tenants without pets can sometimes leave carpets in less-than-ideal condition after a couple of years.

I would contact the housing authority who manages the S8 program in your area to get an accurate ideal of how they determine what they'll pay on the tenant's behalf.

We’re thinking it could be seasonality, especially since our place is ideal for families and perhaps most families have done their moving for the year before school starts.

You must also calculate the property’s potential to generate income.Let’s look briefly at several methods professional property investors use to look for good opportunities.The 1% rule in real estate investingThe 1% rule in real estate says that a rental property’s monthly rental income should ideally be at least 1% of its total purchase price.

Ideally I move into my own home with a minimum down and use the rest of the cash out to flip or brrr again.

It is also the retraction from primary footageThere are many reasons that ADUs are not typically an ideal RE investment, but this is typically when adding a single ADU.