Hi Christine
I have lived from 2006 to end of 2014 at Punta del Este with my kids, and Have been living in Montevideo since beginning of 2015.
Answerring your answer, no, I won't do it again...
Even if we had some quiet and nice time living at Punta when my children were all younger, I don't think Uruguay is the best place to live
It's etremenly expensive, the job opportunities are very limited and cultural life almost inexistent.
Also, the country has become quite dangerous during the last years. Not so fat, I had a gun shooting at the corner of my house a few weeks ago, in the hearth of Pocitos (the "chic" place to live in Montevideo)
I apologize if my mesaage is not the most positive
I used to be one of those foregner falling in love with Uruguay during the first year of expatriation
But my biew have changed over the years