Is there anything you can switch up strategy wise or do you need to expand your search a little outside Boston?

And yes, the income from renting is still taxable, but ideally you are offsetting a chunk of that with depreciation which is a non-cash expense.You should read Amanda Han and Matt MacFarland's books as well which are available in the BP Bookstore. https://store.biggerpockets.com/products/tax-strategies-book...

In my experience (personal & w/clients) the wife usually doesn't want to pick up and move too often to stick with a strategy like yours.

I'm from Leesburg, and I can tell you—multi-family is a solid choice (piggybacking the previous comments which I agree 💯), especially with that live-in/rent-out, house hack strategy.

If you prefer to maintain privacy and don’t want your tenants to know you are the property owner, I often recommend a two-entity strategy.

I have a ton of pro's and con's about these options, but I'm stuck on what is the best investment strategy. 

Many businesses adjust their pricing strategies in January, which historically leads to a temporary bump in inflation.

That video will go over a complicated strategy to help you get a primary home without much of a down payment and with built in equity. 

As part of my strategy, I would like to build an master bath/bed extension, with its own entrance, to the three bedroom, two bath home mentioned in a different post.A 20'x15' (could be smaller) structure that can accomodate the bedroom and the bathroom.

I'm looking for general feedback on the strategy, brokers, sponsors, etc.