It's very hard to give you an answer since it will come down to your personal preference. As a general rule of thumb: houses in great areas and are move-in ready (generally referred to as class A properties); tend to have a smaller return on the investment but instead provide less work and have a higher probability of attracting higher quality tenants (all tenants still need to be screened regardless). So this allows for a more passive return path towards real estate investing. The properties that need work or in less ideal neighborhoods often provide higher cash flow at the expense of needing a more direct approach to managing that property. So which option you should pick depending on what you are looking to get from the investments: higher return on your investment or a more passive investment option.
Another thing I would like to point out that's been mentioned a few times in this post already is the advantages of using debt to purchase more real estate rather than paying all-cash for any property you select. I am going to copy in an excerpt from a book I write that I think goes over the debt-leverage strategy for purchasing real estate (sorry in advance for the self-promotion):
"This leads directly into a concept I would like to discuss known as debt leverage. When you purchase a property, you not only gain equity and return in investment on the money you paid towards the property’s down payment but on the full value of the asset. This may seem like a very simple and
common-sense statement, but its importance cannot be overstated. If you have a certain amount of capital to invest; pursuing traditional options such as stocks, mutual funds, index funds, certificate of deposits, etc. will allow the total capital you have invested to grow at a given percentage. By contrast,
leveraged debt in real estate acquisition allows not only the capital you have invested up front to grow but the full value of the property that was acquired through leveraged debt from a lender. To truly understand how important this is; I would like to provide the following example:
You have $100,000 to invest. You want to pick one of three investment routes. You can purchase
a single house that costs $100,000 (let’s assume a conservative 3% increase in annual value driven by normal inflation), you can purchase $100,000 in an index fund (let’s assume a reasonable 9% annual return on investment), or you can purchase 5 houses using a $20,000 deposit for each house (we will assume the same conservative 3% increase in value). Now let’s look at how each of these investments faired at the end of 30 years (let’s pretend each house was acquired using a 30-year loan from a lender). We will also be using compounding interest in each scenario.
Scenario A:
1 house purchased for $100,000 will have a value of $242,726.25 after 30 years
Scenario B:
$100,000 worth of index funds with a 9% annual return will have a value of $1,326,767.85 after 30 years.
Scenario C:
5 houses purchased through lending will be fully paid off after 30 years and will have a total value of $1,213,631.24 after 30 years.
Now let’s discuss what these numbers mean. In terms of total value, the 5 houses and index funds have similar asset values at the end of 30 years in comparison with a single house, despite all three investments beginning with the same starting value of $100,000. By using leveraged debt, the investor in
scenario C was able to earn compounding appreciation value in the form of equity build on a real estate portfolio with an initial start value of $500,000 instead of the $100,000 effective start value that was represented in scenario A. This leveraging allowed the real estate portfolio to have a similar end asset
value to an index portfolio that was earning 3x greater annually compounding percentage return in the form of capital gains. Now let’s take this a step further to appreciate what real estate can do as an investment vehicle. Although a portion of the index fund gains may have been cash payments in the form of dividend payouts, these would need to be reinvested for us to achieve our total anticipated value after 30 years. By contrast, both real estate scenario end values only represent the appreciated values of the
assets themselves. Over the course of those 30 years, each property would also be earning a cash payment to their owners in the form of rent collected from tenants and within scenario C, there are 5 monthly rent
checks being collected from each house of that 30-year period as opposed to 1 rent check in scenario A.
Although scenario A may initially represent a higher cash flow property due to not having a mortgage payment to make each month, the combined total of 5 rental property cash flows (rent has historically gone up very often) will overtake the single property at some point in time. At the end of 30 years, scenario C would provide its investor with the highest total return on their initial $100,000 investment through the combination of appreciated real estate asset value and 30 years of cash flow profits from the 5 properties.
Properly acquired and managed real estate can truly form the foundation of generational wealth for a family and be a realistic avenue of economic progression for those willing to put the time, effort, and research into such a venture. Please remember though that real estate is not a get rich quick venture.
Properties need to be constantly maintained, tenants screened and managed, and many challenges that will need to be overcome. Unforeseen circumstances such as natural disasters can quickly lead to nightmare scenarios that will be the responsibility of the landlord to remedy. This is not a path for everyone, but it is a path open to everyone. Like all investments, it does carry with it risk and this needs to be factored into each investor’s personal investment requirements."
One caveat in all of this is that leveraged debt does open you up to increased risk which is something that should be factored in. Being able to handle risk is nothing something everyone is able to do (there is nothing wrong with that). If taking on debt risk by leveraging will cause too large a stress level for you, then investing in all cash is an option you can pursue for your properties.