We are not from the New England area (we are from Michigan) but I can share our experience:
We moved to the Gulf Coast of Florida (an hour north of Tampa - 2 hours from Disney) 6 years ago. We are in the low-mid middle class income bracket and have found that our lifestyle is much better here than it was up north. When we moved we had the mind-set that we are going to be here no matter what it takes, and there is no option to move back. So far, it has worked. We find that some things are more expensive here such as groceries, but we have found that it is much cheaper to live here in other areas such as:
1. We do not have that huge heating bill to heat our home every winter. Our electricity bill averages to be about $150.00 per month (higher in the summer months) and we have no natural gas or propane bill.
2. We do not have to purchase as much clothing to accomodate all of the season changes. You can wear spring/summer clothing about 9 months out of the year. No need for 4 wardrobes to get through the year.
3. Cars seem to last longer down here, we own 2 cars that are approx 10 years old now and they are in great shape. I think the harsh changes in weather takes it's toll on vehicles.
4. We vacation for very cheap. We love Florida so we spend our vacation time in Florida. We love Disney, the beaches, etc. Plus we have taken 2 cruises at rock-bottom prices because of Florida Resident rates. We are now planning our 3rd cruise.
5. Housing is cheaper - we paid about half of what we would have for the same square footage up north. This could also have something to do with the area we are in. Of course as with anywhere, housing is more expensive the closer you are to the water, major metropolitan areas, etc.
As far as schools go, we have been very blessed with terrific schools. My daughter attends an Academy (through our public school system) that has some of the best test scores in the nation. There are some really bad districts out there, but there are also some very good ones. (I found the same to be true where we lived in Michigan). Florida also has a very good college scholarship program called "Bright Futures". If your child keeps a very good GPA through High School they can get a full ride to Florida Universities.
Now I will tell you, my husband had to completely change his line of work, but he loves what he does now. I was able to stay in my line of work, but I do make less money. Again, that could be because of the area we are in.
I wish you much pixie dust in your decision.

For us, it was the best decision we ever made and we are extremely happy here.
Steph