We are literally next to a golf course and about 10 mins from a ski place and I don't think fancier amenities would generate a ton of ROI. 

House hacking lets you live in one unit and rent out the others, which can help cover your mortgage and generate some extra income.

The ability to generate more income for simply the cost of a building is another huge cost saving over buying an expensive commercial lot and developing it.

I think the HELOC is the way to go if you can - However after reading your post, if you are talking about a 6 figure pay day, how long would the property take to generate that 6 figures in cash flow?

A single property is simpler to manage, carries lower financial risk, and offers streamlined tax reporting but may generate taxable income sooner.

Here are a couple of developers you should take a look at Trion Properties, their principal Max Sharkansky posts here on BP, https://www.biggerpockets.com/blog/top-5-markets-multifamily-rentals-2019and Feldman Equities out of Tampa (3rd generation real estate family famous for having built the terminals at Chicago O'Hare) who are among the only ones opening up downtown skyrise office buildings to accredited investors.

I've started flipping houses in the HRM (currently flipping a house in Fairview that was purchased off market) and plan to focus on flipping to generate cash flow for the next while. 

The goal is legitimate: due to complex tax rules, you have opportunities to game the system by selling some of your investments and intentionally generating either gains or losses.

Hey Mark,I’d also recommend considering DataFlik for deal sourcing and lead generation.

Hi everyone,I’m seeking advice on a property for a family friend who’s considering selling it to reinvest in opportunities that generate better cash flow.