If you have a concern, are you able to talk to them?

If you are concerned it will be too hard to find a renter, lower the price and rent it for three months, then place a new tenant at the higher rate after winter.

If you're looking to transact faster than that, then your only option will be private Buyers.Another alternative, other than the ideas mentioned above, might be to sell part of the land into permanent conservation. 

I tried renting there one off-season, and I had the same concerns with guests overstaying. 

I have a few concerns that I wanted to get people's thoughts on. 1 - Selling a quadraplex 10-20 years down the road seems like it may be challenging as the market for that type of asset is small.

One of my original mentors was PRO lease option on the purchase side, however I never felt  peace about it.I was always concerned what if something happened to the original seller and they did not cooperate when it came time to exercise the option. 

To who this may concern,To discuss any matter in depthYou can reach me directly at my email on my profile page(biggerpockets wouldn't allow me to comment with my email here).

The helical piers system would cost $25k but is a permanent solution.

After looking into it more, I'm concerned about potential tax implications and legal issues, such as piercing the corporate veil.

However, repairs or improvements must be permanently affixed and add value to the real property.Costs and Escrow AccountsThe costs of the renovations will be based on the plans and specifications for the work and on the Construction contract for all of the work requested by the borrower.