I'm in San Diego as well, so please don't hesitate to reach out if there is ever anything you need.

Don't hesitate to make a low ball offer or get creative - seller financing, etc.

If I can be of service please don't hesitate to reach out

I did some quick calculations and I'm very interested but at the same time I'm very hesitant.

Let me know how I can help you get started, don't hesitate to reach out!

In regards to your current deal, I would be hesitant because even though you will be able to afford the mortgage payment and it looks like you have a renter already in place, there is still a lot more that would need to be figured in.1) Taxes ( Not sure in your area, but you could find out very easily or this may already be included in your payment)2) Cap Expenditure (Figure at least $100/mo)3) Repairs (Figure at least $100/mo)4) Property management (8-10% of current rental rate roughly $150) - I know you may manage it yourself but if you ever decide not to, you want to take that into consideration so you can plan for that.5) Vacancy Rate (5-10% of current rental rate $75-$150) - even though you have a renter you have to plan for the worst case scenario if something happened to him and you were unable to find someone to rent to.So if you add the above that is an additional $425-$500 not including your monthly taxes.  

Both, along with Pembroke, Kingston, Marshfield, Carver and Plympton (much more rural) are all places that I'd live without hesitation.

If you have questions or need help, don't hesitate to reach out.  

Most private lenders I know are hesitant to lend >300k.

Whenever you need help getting started, don't hesitate to reach out, I have a strong connection with a hard money lender, and I personally sell investment properties in need of rehab.