Catskills (NY): Strong demand + higher ADRs, but regulations are town-by-town and tighteningSome towns require STR permits, owner-occupancy, caps, or outright bansBuild costs, permitting, septic/well, and taxes are generally higherMore upside, but more friction and regulatory risk  Shenandoah Valley (VA): Generally more STR-friendly, especially outside town limitsZoning and permitting tend to be simpler and fasterLower land + build costs in many areasSlightly lower ADRs, but often more stable and predictable  If your goal is simplicity and fewer regulatory surprises, Shenandoah often wins.If your goal is top-line revenue and long-term appreciation, Catskills can work—but you have to be very precise about the town, zoning, and STR rules before buying land. 

Out of town investing can make sense precisely because it forces you to build proper systems and third party management from day one, instead of trying to do everything yourself.Indianapolis is a market many Chicago based investors look at for the reasons you mentioned: lower entry prices, more predictable cash flow, and fewer regulatory headaches than the city of Chicago.

This active status is precisely what allows you to fully capitalize on the accelerated depreciation generated by a cost segregation study, often resulting in substantial tax deductions against W2 or other active income.Hope that helps!

I’ve found that once you’ve seen enough of those bids play out, the early screens become less about precision and more about knowing whether a deal is even worth advancing.

More precise measurement is a dynamic of change.

And this is precisely why I now only invest passively in real estate. 

Also I think you should specify your goal precisely such as cash flow or appreciation or both.Good luck!

Hard to say precisely without details, but foreign buyers usually have more luck with asset-based lenders instead of traditional banks.

You’re hearing it in national reporting and on NPR, and we’re seeing it reflected locally.No one knows precisely how much of this is AI reshaping early-career roles, how much is tariffs and global trade friction, and how much is simply a broader economic deceleration after a long expansion.

They withhold the information on the deal until a week prior to the release of the deal so that you precisely don't have the time to do your own due diligence.