We went through a similar decision making process several years ago. We were currently living in a metro west suburb about 40 miles outside Boston. Needing a larger house, we grappled with purchasing in our current area and getting a large new house with all the bells and whistles or purchasing in Wellesley where our budget would only allow us a modest Cape style home. It was tough, but we made the decision to move to Wellesley and I can't tell you how happy we are.....from so many perspectives.
Great school system----the proximity to Boston (15 miles vs 40-50)--the diversity of the neighborhoods--Centennial Park---Longfellow Pond--- great downtown area -- and so much more
Our two children both did well in the public school system, both graduating from Boston College. I love our neighborhood.....we live in the "Standish Estates" area near Longfellow Pond and it was so much fun to watch our kids walk to their friends house--while they thought they were "independent and on their own" , little did they know that I was watching from my window, on the phone with the other mom, as she was watching them approach her house. (small example of the benefits of a smaller lot). I also love the diversity of our area. Different style homes, large ones, small ones and as a result, various income levels of the inhabitants.
Our neighborhood is continually changing, tear downs and new construction, additions to existing homes. As I look out my window, there are 3 new homes that were built in the last 3 years and roughly 6 that did major renovations and additions......and I am only including those that I can see from my window!!! This continual change will be the same for the Boulder Brook area. While the lot you are looking at, may now be surrounded by smaller, older homes it is likely this will change. Wellesley has always been a very desirable town and because of all it has to offer and its' close proximity to Boston, will continue to be so.
I think if you made the decision to move here you wouldn't have one regret!!
PS....One more thing.... Every time I make the trip to Logan Airport (weekly) I celebrate our decision!!!