I always enjoy learning about other markets, and this post gives a fantastic blend of data and local insights that really paint a full picture.The real estate stats are particularly interesting.

Unfortunately it sounds like you've already missed your capital gains exclusion if you've been renting it out for more than 3 years, as it's 2 of the past 5 years. 

Be sure to check out the free tools BP provides to help analyze deals you may have and also market insights.

It recently dawned on me the idea of a non military affiliated individual assuming a VA loan, would this individual be able to then also gain the benefit of using an IRRRL since they have now acquired a VA loan through assumption?

That being said, we might see continued focus on business-friendly policies, particularly in sectors like real estate and construction.There’s been discussion in the past about indexing capital gains taxes to inflation or lowering capital gains tax rates further.

I think your issue is (if I recall your other post) that you don't have any experience as a co-host but are trying to gain it by offering your help for free.

It will give you some insights on rental rates around the property.

I am just looking for insight from local MA realtors, attorneys or landlords regarding what my typical monthly expenses (if any) will likely be (I don’t mean one-off expenses like roof repairs). 

We help our clients do exactly that — evaluate properties objectively, stick to their buy box, and make sure every deal fits their long-term goals.If you'd like to see how we structure our analysis or want to review a few sample deals, we’re happy to share insights.

I am just unsure if we can avoid capital gains taxes if we do the seller financing route.