My offices are actually in South Boston, so I am very familiar with the area. South Boston is great place to purchase if you are looking to be close to the Boston, public transportation, desire a good value, and there are many young professional people. There is an East side, and a West side. The East side is closer to the water & beach, and is more desirable for some people. The West side is closer to both the Andrew Square and Broadway train station. The cut off is Dorchester Street, which goes through South Boston starting at East & West 1st, and continuing down to Andrew Square. There is more development going on the West side, so you will see more luxury condo buildings there. If's difficult to explain in words. It would be easier for me to drive you around and explain it.
If you would like additional info, please email me directly at firstname.lastname@example.org. I would be more than happy to either assist you as a buyers agent or to answer some of your questions. There is also some good information on my blog at www.theterriergroup.blogspot.com