2026 Compare Cities Overview:
Winter Park, FL vs Anna Maria, FL

Are people in Anna Maria older or younger than people in Winter Park?
- The Median Age in Anna Maria is 20.0 years older than in Winter Park.

Are housing costs cheaper in Anna Maria or Winter Park?
- Anna Maria housing costs are 376.7% more expensive than Winter Park housing costs.

Which city has a longer commute, Anna Maria or Winter Park?
- The average commute for residents of Anna Maria is 1.4 minutes longer than it is for residents of Winter Park.

Things to do in Winter Park?
Winter Park, FL is nestled between Orlando & Sanford offering magnificent mansions combined with vibrant street scenes fulls fabulous restaurants and boutique stores. Visitors here can enjoy swan boats cruising across Lake Virginia or find tranquility at Leu Gardens which offers breathtaking views no matter which season you visit during!

Things to do in Anna Maria?
Living in Anna Maria, FL is a dream come true for many people! With its pristine beaches, stunning sunsets, beautiful nature parks and unique wildlife, it's the perfect destination for anyone looking to get away from the hustle and bustle of daily life. The local culture is vibrant and welcoming, with plenty of activities to enjoy year-round. From kayaking and fishing to shopping and dining out, there’s something here for everyone. The area is also home to a number of excellent schools, making it a great place to raise a family. With its relaxed atmosphere and endless opportunities for adventure, Anna Maria is an amazing place to live!