<prompt> Human: Long story short, I bought two properties in 20092010-- an investment property in NJ and an apartment in Brooklyn. Lived in the Brooklyn apartment with a roommate for 6 years while the value more than doubled from the initial purchase price of 375k to at least 850k. Then in 2013 I decided to go to grad school instead of pursuing the path of owning more real estate. Student debt sucks, but the new career is amazing, so please-- no lectures. Id love to sell the place in Brooklyn to cash out on the equity. Id love to sell the place in NJ because its a headache, but that process will be much slower and an even bigger headache. It needs some work and hasnt appreciated much.What are my options for selling the Brooklyn property? I lived there full time until May 2016, and now Im staying with my fiance in another city most of the time. Here are the options that I am aware of:1. Sell now as a single person and take the 250k exclusion and pay tax on the rest of the profit. My future husband does not meet the residency requirements for the property, so I cant get the 500k exclusion2. Keep it strictly a rental for two years, then try to do a 1031 exchange-- problem is, I want to get out of the landlord business, so that doesnt work.3. Combine the prior options and take the Section 121 Exclusion, then do the 1031 with the remainder. Again, not looking to be a landlord...3. Hold onto it until I move back to Brooklyn permanently in June 2020. That was the initial plan, but I would really like to have that cash so I can improve my quality of life. We are also planning to have children within the next year or so.4. I would never do this, but-- I could take a HELOC to pay down the higher interest student loans. Not an option for me.So it looks like I should sell now or hold until we move back to Brooklyn? Am I missing anything?In case you want more information...Im been financially very very careful my whole life. Now at 35, I want to relax just a little bit and enjoy my success. I also have an aging grandmother on a fixed income and Id like to be able to help her out more while shes still here. Assets: -Apartment in Brooklyn Value 850kmonthly rental income 2750annual net 15k-House in NJ Value 350kmonthly rental income 2800annual net 10k-401k 75kDebt:Mortgage in Brooklyn 300k at 3.75Mortgage in NJ 200k at 5My Student Loans 210k at 5.4 Average APRFiance Student Loans 475k at 7.3 Average APROur combined income is 140,000 including net rental income. This will increase significantly in 3 years. Neither of us are spenders, so we are financially very secure with plenty of cash available in our emergency fund to cover up to a year if needed.Renting a nicer apartment would increase our expenses by 600 per month, which would make things really tight. We cant move to a cheaper area because the fiance has to live near his job. Any thoughts are appreciated! Even from cranky people.  <response>: If you dont want to be a land lord, then dont. Sell the property, pay your taxes, and move on. 