End Game Strategy

[Tom T.]

Hi all,
Here is the scenario.
61 years old. Will soon look at retiring. Probably collecting social security at 62, maybe 63.
I have a rental property that is almost paid off (less than 10k away.)
FMV: 280. Purchased in 2013 for 60k. Put in 25k of renovations at start. Current rent at 1500/month. Grade B-C single family home. Taxes and Insurance at 350 month. Average maintenance and capital improvement: 350/month (4-5kyr). Vacancy is about never. Good renters.

Option A: Continue to rent.
Pros: Rent is inflation hedge.  House may continue to appreciate.
Cons: Not sure how the revenue plays against social security, Medicare & taxes. Also being a landlord. Growing tired of dealing with it. 

Option B: DSCR loan against property continue rent and hire a PM.
Pros: Loan money is tax free. Hiring a PM removes me of land lord duties.
Cons: this property is no longer a cash flowing entity. 90+% of money goes to the DSCR and expenses. 

Option C: Sell and cash out.
Pros: get 10 years rents profit in a day. No more land lord responsibilities.
Cons: Pay: Massive tax bill. Couldn't contribute to ROTH IRA in year of sale if sale this year. Any year I do this in the future there is a 2 year look back for health care cost. Plus, taxing on social security becomes an issue if I do this later.

I keep going back and forth on which avenue is best for me. 
Thoughts?

[Matthew Kwan]

You can use DSCR cash out or conventional cash out on your rental property to continue expanding your rental portfolio. For DSCR, it's usually slightly higher than the conventional route due to it only looks how well the subject property rental performs + credit vs conventional where it requires credit, income, assets to be reviewed.

Once you have the equity in hand, you will have multiple routes to explore, it's just a matter of time when and how you liquidate!
@Albert Bui @Carlos Valencia