Happy to share some names and insights to help you make the best choice.

By owner real estate listings can be free for both rental and sales, but the size of your ad with so many choices, it could look like you are a business and they could be pulling the ad for that.

He had no choice but to buy all new appliances.Income risk.

.- alternative financing.  

If you make the wrong choice, you can also be locked into that election for up to five years.On the other hand, there are cases where a C-Corp makes sense—but again, it depends on the overall picture.Bottom line: don’t rely on cookie-cutter advice.

Are there alternative strategies we should consider given that this is a primary residence sale and not an investment property?

The job growth, population increase, and overall demand make it a great choice for both building to sell and long-term rentals.

Starting in multifamily is a strong choice, and Boston suburbs can offer solid long-term value, especially if you buy right and manage well.Since you're just getting started, focus on learning how to analyze deals, understand local zoning, and network with agents and investors familiar with your target areas.

To answer your questions it really comes down to a personal choice and how much money you might need for the "dream home" and if you are willing to wait for that to happen.

I imagine there are other towns nearby with more relaxed laws and should make for a more sound choice.