@Matt J.As an out-of-state investor in San Diego, key tax and legal considerations include filing a California non-resident tax return for rental income or capital gains, managing double taxation with potential tax credits from your home state, and complying with withholding requirements on property sales.

As an accredited investor you have access to hundreds of new potential syndications every month (and crowdfunding deals which are the same thing except are allowed to market on the Internet).You may want to start off on a site like CrowdStreet or FinResi , where you can view the variety ( different types of asset classes, strategies, stances) and start to come up with your own method for looking at deals (which matches your unique, personal  risk tolerance, financial situation and financial goals).Thanks Ian.

The towns you're targeting—Rochester, Dover, Farmington, and Milton—offer great potential, especially for flipping and buy-and-hold multifamily investments.

The best strategy depends on your goals, but here’s a breakdown:Selling outright would result in paying capital gains tax and depreciation recapture, but since the appreciation is minimal, the tax impact may be relatively low.Gifting the property to your son could potentially allow him to sell it with a lower tax rate, but since he hasn't used it as a primary residence, he won’t qualify for the exclusion of capital gains tax on a primary residence, and you'd need to account for gift tax implications.1031 exchange could defer taxes, but you would need to purchase a like-kind property of equal or greater value and meet all the IRS requirements.

It's more passive, but not passive.Jonathan, can you share the process you use to “vett” potential syndication investments?  

Hi @Orane Jacobs MTR has potential almost anywhere in NJ and it has potential to get around the extreme laws of Irvington because of under 1 year occupancy.

While I manage my expenses responsibly, I don’t have a significant amount of capital leftover each month to invest in holding properties or funding larger ventures.That’s why I’ve been exploring wholesaling as a potential entry point into real estate—it seems like a feasible way to build up the necessary capital while learning more about the market and the process.

After it's rehabbed, you could then rent both units and use the cash flow to offset another primary residence or potentially refi and use those funds to scale your portfolio.I wish this policy change was being talked about more because it unlocks a creative new strategy for investors in MA, since you do not need to owner occupy to do it! 

Analyze cash flow, potential vacancy rates, and maintenance costs before making a decision.Secure FinancingTake advantage of owner-occupied loans such as FHA, VA, or conventional loans, which often have lower down payment requirements.

Hi everyone,I’m exploring a potential investment and would love any insights from those with experience in similar properties.