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Location: New Albany, Indiana (Greater Louisville)
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Lexington, Kentucky - just about anything south of US 60. (1) The "old money" area goes just SE of Downtown (centered by the Henry Clay Estate), (2) 'new money' area is SW part of city along Harrodsburg Rd
(1) street near city's most expensive private school (Sayre)
Anywhere close to the ocean basically. If it's wealthy and not on the ocean then it's usually areas with huge sprawling multi-acre estates about 5-15 miles inland from the ocean in the northern part of the county. Also homes on top of a hill with a view, basically anything with a view, proximity to the ocean, or a huge lot.
La Jolla, Del Mar, Rancho Santa Fe, Fairbanks Ranch, Solana Beach, etc..
Metro Philly doesn't have a good or bad side. There are very rich and very poor neighborhoods in every direction. The only pattern is that areas close to the Delaware River (which runs through the center of the metro) tend to be older, poorer and more industrial and as you move away from the river, east or west, socio economic conditions go up. (again with exceptions)
Orlando: Old Money is mainly Central Orlando and north of town in Winter Park. New money is SW Orlando (Windermere, Dr Phillips) and the far north suburbs (Lake Mary, Heathrow) mainly. West Orlando and parts of South Orlando are the worst.
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