Where you pick will depend on your goals for cash flow and your budget to buy.

Now the decision between option 2 or 3 depends on a few variables.

But, there are still deals that can make sense depending on your budget. 

The better option would be depending on your priorities.

Selling for $380k means an $80k taxable gain at long-term capital gains rates (0%, 15%, or 20%, depending on income).The $80k HELOC used for personal debts doesn’t affect your taxes.A 1031 exchange could defer taxes, but you’d need to reinvest in another investment property, not a home for your mom.

Both options have pros and cons, and the right choice depends on your lifestyle, experience, and long-term goals.

It may even be higher than 5% depending on the area. 

CT is 1-2 hour drive from my location depending on the town and is manageable for one project.

It really depends on your bigger picture and also what you are hoping to accomplish in the future.

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