Many (even experienced) General Contractors (who have lots of 'rehab' experience) will tell you they can do it, but I recommend workingwith a team / GC who has new construction experience specifically.We have spent the better part of the last 3 years designing and building single family homes and small multi-unit buildings (on spec) on the North and NW sides of Chicago. 

The learning curve has been step but I have lots of tips for someone trying to do something similar!

Purchase price: $490,000 Cash invested: $61,000 Sale price: $649,000 Nestled in the highly sought Silver Sands neighborhood of New Smyrna Beach, this 4-bedroom, 2-bathroom home offers the ultimate coastal living experience.

Maximize your W2 earnings, get a 2nd job, swallow your pride and live at home (if that's an option), don't spend a dime on anything if it is not food, housing, or transportation, and pile up money. 

If you have a pretty place that's furnished nicely, you can rent to students for more than $1100/bed, which can add up for large, older homes with many bedrooms.

I would figure $.30 psf per month for utilities including internet.Property tax will be approximately .25 of one percent of the home’s value, per year.  

Home in question: https://www.zillow.com/homedetails/120-Ramon-Cardenas-Dr-Del...Background:I'm closing on a 4-plex in a couple weeks that I will owner-occupy. 471500 purchase price using 0% down VA loan.

Evan is right, I have been deep diving and analysing the STR market for a while now and you quickly come to realize that a decent home and location for LTR doesn't at all equate to a successful or profitable STR. 

He has 6 investment properties and his primary home.

Looking for advice on best strategy/next step following sale of a home we owned in Florida as an STR.Background: Sold 3bed/3bth home, have approx $600k equity.