Since you'll be seeking financing ($10k down), my advice would be to get savvy on underwriting guidelines (especially Debt-to-income ratio) and make sure your credit score is in tip top shape.There are definitely markets in that price range!

Take some time and seek out the competition in the area, looking at the popular vacation rental sites.

Then you're free to decide if you'd rather (1) keep fixing the carriage house, to subdivide and rent or sell, or (2) seek your next deal.

I'm literally in the same boat as you, as we previously made a point of seeking water front property, as you might have gathered from above.

@Dominika M I'll preface all of this response with the acknowledgement that I am neither an accountant nor solicitor and with the encouragement that you seek your own council with such individuals before engaging in international business.

@Steven Hamilton III get the taxation in the scenario you describe, but part of the reason behind incorporating an apartment building (or commercial property) in its own company is, you can just sell the company.If I were to incur the capital gains in my own hands, the treatment wouldn't be any gentler.

You should be pre approved for the amounts you are seeking before making offers.

What are best type of loans to seek when trying to acquire more properties for buy and hold or maybe quick wholesale flips?

I'm seeking an accountant to advise on investment and tax strategy, who is willing to work with a startup with a goal of becoming a trusted partner in building and growing my business.

I would like to network with professionals, seek advice and help.Something about my background, I am software product manager and really enjoy math and data analysis.