[CoachKandSportsguy]

Originally Posted by OrangeBlossomBaby

For two months, January & February:

2 pairs of jeans
1 pair of sweatpants
2 pairs shorts
1 bathingsuit
1 beach cover-up
5 tee-shirts or similar - polo-style shirts if tee-shirts aren't your jam
2 long-sleeve shirts that aren't sweaters
1 sweatshirt
1 button-down or "open-front" sweater
1 hoodie
2 sleeveless blouses
1 "semi-nice" outfit in case you want to play dressup - this is optional, The Villages is 100% casual dress except golf, which requires collared shirts.
1 pair open-toe sandals (flats, flip-flops or Birkenstocks or Tevas or whatever)
1 pair walking shoes/sneakers
1 pair "nicer" low-heeled shoes for that one time in two months you want to play dressup.
however much underwear, bras, socks floats your boat.

great list!
consider increasing the quantities of cool weather clothing, for 40-60 degree weather.