More importantly, what kind of area is this property in? Is

If Worcester is an area you are interested in, I have a great PM.

Since your condo isn't going to be available forever, and it should only take you about 1.5 years to buy enough investment properties to cover the $700 a month, (at your current savings rate), I would lean towards point 3 for buying the new home.You did mention building equity in the new home that you intend to live in.  I

Also, what areas do you recommend to invest in? I

I am really thinking about vinyl flooring, that would be waterproof but only in the kitchen because I know that there will be a big family to live in. I

@Kendal L Rogers I will chime in. I

That is definitely a situation you do not want to be in. I

I've done that corner shower with curtains before... and ended up with a lot of water damage because the curtains will never keep that water in.  I

One of the tenants moved in May 2018, on a 1 year lease, to one of the units.Since tenant moved in, I had to replace the washer/dryer twice (with refurbished ones).I also replaced the stove & fridge, within the last year, with the advice of my property management company.I also hired a professional/reputable property management company to help manage the property and that aspect has been going well.In June 2019, the tenant had a flood in the kitchen and the laminate floor was damaged significantly.

Travelers has one but its generally rigid and overpriced as they will try to put you in a box you may not fit in.  I