You could offset some of the purchase price through a selective harvest that won't destroy the recreational value you seek from the property. 

If you have a taxable brokerage account, are there opportunities for tax loss harvesting?

Similar to their resolution to water conservation, Los Angeles instituted rain harvesting tanks as a requirement to any new roof areas built.

If you are taking a harvesting strategy which it appears you are; I would take it out and put to work in other properties increasing your equity buildup.You also have some interest rate risk at the end of the 5 year term which could see your cashflow shrink some.

Where you're going to make your money is on the long game because in the beginning when you don't need/want that money for your own sustenance (because you have a good job), you can be rolling every dime the thing makes back into the "business" instead of harvesting dividends.

Do you have any other investments you can tax loss harvest to offset the gain? 

It can be especially effective if you had lived in the home for the 2 of the 5 year requirement, rented it out the other 3, made improvements to reduce your taxable income, then sold the property and harvested the capital gains.At some point, however, you have to just accept that if you are making money you are paying taxes.

Hi Experts,Thinking of selling a rental investment that will probably be at a loss, it also had passive losses. Can I offset any of the below with these losses:1) Short/long-term capital-gains from stock sale2) W2 inc...

I have  recruited a few close friend who live in or near  Atlanta GA ,Chattanooga TN and Miami FL, as well as my sister in-law in NJ   and all are keen to help ..This last few days our PI  farm manager harvested and sold some of our crops,  so our PI bank account Is looking very healthy , now we won’t have to dip into our AUS  saving to cover the trip there next month.  

I see that such interest from an individual or LLC is treated as ordinary income, so if I can tax-loss harvest from equities to offset the gains, how to optimize?