I was trying to appeal to the next generation with more app-based management rather than phone calls and emails.  

I'd go to Small Claims Court (<$7000. in MA).

It didn't yell "cute" in the Zillow picture, but improving curb appeal won't be a huge investment.

., 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.

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

I am wondering whether they are requesting the Court to repay the first mortgage although the auction stated it was subject to the first mortgage. 

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. 

A condo or townhouse are appealing to us as a first investment.

If it goes south, you'll have to evict, having the real estate lawyer who drafted your lease agreement has a stronger argument in court if it makes it that far.

., 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.