The house is set way back at the end of a long winding driveway, the front is fully fenced for maximum privacy. 

It is also not an option to not renovate as she came with the house when I purchased it and absolutely trashed the place. 

EBR housing allows around $1,300/month for 3 bedrooms.

I would keep rent a little below market, then split the monthly bill between the tenants on top of rent.Old houses in cold climates get expensive in the winter.

Focus on analyzing properties and starting small, like house hacking or buying a single-family home to rent out rooms, while ensuring cash flow and maintaining an emergency fund.

I'm a fellow real estate investor and I own properties throughout New Hampshire and Maine Southern Coast, I'd love to connect and bounce ideas off each other. 

Quote from @John Friendas: There's a house I'm considering buying with a business partner as an investment rental.

My initial idea was to find a house in the &150k-$200k range and flip it for $300k-&350k.

@Adam Luepke - Great first house hack! 

In short, I can afford the additional $1100/mo cost of a second house, even until I rent it out.I have around $35K in HYSA and emergency funds that I could use for a down payment, but that's less than 20% which would be required for a conventional loan, assuming full purchase price.