The appeal of having a second source of income is very appealing and I would like to be able to build wealth outside of my W2 job. 

After some research online, I am reading that the cost per square foot on a gut renovation of this nature in Stamford CT is anywhere from $150-$350, which is ultimately not very helpful, because at $150 per sq ft, this is a very appealing project with a total profit of ~$175K (46% ROI) and at $350 per sq ft, it very much isn't, because it would be a net loss of 83K (haha).QUESTIONS:What can I do refine my estimate a bit given that I am not allowed to a formal inspection on the property? 

If you remodeled, added a room, replaced a roof, painted, boosted the curb appeal, etc. that's a different story.

Further enhancements included constructing a back deck and repainting the interior to modernize and enhance the home’s appeal.

., known for its upscale appeal and strong demand for vacation homes.Properties in the Hamptons attract affluent buyers and renters, offering a high potential for appreciation and steady rental income.he property may have been undervalued due to its condition, presenting an opportunity to add value through targeted renovations.

Charge them for when you believe would be a tenant charge and re-consider if/when they appeal. 

At one point I was told I could obtain funding (non-conforming was the term that was used) with 12 months of bank statements.My question is what would make me more appealing to a lender; should I continue with 1099 work or go to W2??

Whether you're looking for short-term rentals, long-term rentals, or fix-and-flips, Florida has something to offer.Favorable Tax Environment: Florida boasts no state income tax, making it an attractive option for investors looking to maximize their returns.Year-Round Appeal: Unlike seasonal markets, Florida offers consistent rental demand year-round.

Further enhancements included constructing a back deck and repainting the interior to modernize and enhance the home’s appeal.

@Arun MaheshwariFrom my experience of working with over 400 investors, Richmond, Texas, is a promising location for single-family home investments due to its growing population, suburban appeal, and proximity to Houston's strong job market.