Rent paid for all of the expenses, so it cost me nothing and over the years (I kept it for ~20 years) price almost tripled by the time I sold it.Not sure what grad program is 3 years (I'm used to 2 for masters, 4 for PhD), but if you do need to sell one, I'd look at each property and see which one has the most equity, highest interest rates, lowest return, major expenses in the near future (eg new roof) and you mentioned you'd lived in two for 2 of the last 5 years, so have capital gains exemptions. 

Hi Rene,I have received four quotes so far:First Quote: $90,000 ($273/sq ft) or $100,000 ($303/sq ft) as mentioned in the initial posting.Second Quote: $92,000Third Quote: $158,290 (Including Interior Design)Fourth Quote: $140,000 - $150,000I plan to go with the first quote/contractor, as they've previously done renovations in the house, and I appreciate both their communication and work quality.

As Nathan already mentioned, it's tough to provide guidance without your goals, skillset, etc.

It’s worth weighing that against the benefits of accessing that equity for future investments.Since you’re considering DSCR loans, that could be a strong option, especially if you’re focused on rental income covering the mortgage—no personal income or DTI requirements needed not to mention the easy qualificaiton process compared to conventional.

A few good suggestions already mentioned here, but I have see many advertise on Nextdoor app too.Any financing questions let me know.Good LuckCraig 

If Newburgh sees valuation like Beacon did there still could be opportunity, however like I mentioned the people betting on this already did it years ago. 

They still mention settling the estate, checking in to see how things are going, I'm still interested in buying your property etc.

I know you mentioned you do not want to live in the property.

I should also mention that my main goal right now is cash flow rather than appreciation, because while I love my job, it doesn't pay me the income Id like.

You mentioned costs might be higher than what I think, can you explain that a little more?