If you're using all cash then obviously that's not an issue.Another thing to consider is if the land has deed restrictions, checking on the city website or MLS would be your best bet there.I'd love to learn more about what you're trying to do and maybe be able to help answer any questions you might have!

Which is true - but the refi is going to cost you $3,000-$5,000 in closing costs again - which actually moves you backwards by a couple of years to recoup those costs at the $200 more per month you will make once rates get back down to 5.x%.My bet is that unless you can find some seriously undervalued real estate that your numbers won't look pretty at 8% interest (all in).  

I do agree that mechanical upgrades are a good idea if necessary, those are almost always a safe bet for ROI and resale-ability.

It's possible your loan officer is either unaware of the guidelines or his company has an overlay.As a lender who specializes in VA financing, I reach out to the VA Regional Loan Center of jurisdiction (based on what state the property is in) anytime I have a scenario like this, that way I have VA's position in writing to submit to my underwriters.Aside from the fact that both units are under lease for 10 more months, is there any other reason you could not occupy the home within 60 days?

Happy to chat anytime, just trying to get my feet wet again after a long break from investing.

Here is a recent post of mine that addresses your questions:  Cost Segregation - The Basics (biggerpockets.com)You can perform a cost segregation anytime before you file your tax return in April, 2025. 

Quote from @Thomasina Pearce: Quote from @Gladimir Lobo: Heading downtown to try your luck at Jack's is a much better bet.

I bet you do a great job rehabbing!

Feel free to connect with me any time!

I believe I can invest and then take out whatever I have to pay the IRS next year so at least it makes me some money before I part ways with it.My long term goals are just to wealth build with my cash.I dont plan on needing anything for another house, college, etc any time soon.I may buy a car and travel but again I can take that out of the brokage account when I needed so at least it makes some money till then.