2026 Compare Cities Overview:
Winter Park, FL vs San Mateo, CA

Change Cities
Highlights
Are people in San Mateo older or younger than people in Winter Park?
- The Median Age in San Mateo is 7.6 years younger than in Winter Park.

Are housing costs cheaper in San Mateo or Winter Park?
- San Mateo housing costs are 178.7% more expensive than Winter Park housing costs.

Which city has a longer commute, San Mateo or Winter Park?
- The average commute for residents of San Mateo is 3.7 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 San Mateo?
San Mateo, California is a vibrant city located in San Mateo County. From its breathtaking views to its many cultural attractions, San Mateo has something for everyone! Outdoor activities like Coyote Point Recreation Area and Golden Gate National Recreation Area will keep visitors entertained all day long. Plus, those looking for an educational experience can browse places like the San Mateo Main Library or the Museum of San Carlos History. And when they've had their fill of activities, visitors can enjoy a delicious meal from restaurants like The Fish Market or Los Primos Mexican Restaurant. With so much to offer, San Mateo is an ideal destination for a memorable experience!

 Winter Park, FLSan Mateo, CAUnited States
 Population  Unlock105,087329,725,481
 Median Income$88,688  Unlock$69,021
 Median Age  Unlock37.738.4
 Avg. Home Price$494,800  Unlock$338,100
 Unemployment Rate  Unlock4.4%6.0%
 Avg. Commute Time24.04  Unlock26.38
Reviews for Winter Park    9 Reviews

Over 4 years ago

I think Winter Park is ideally suited for families and couples, and individuals. It is a beautiful part of Central Florida. There is almost no crime, and it is  More

   |    Reply

Over 8 years ago

I've lived in the city for 5 years and certainly, I ??it! Polite people, great schools, nice & very pacific oriented entertainment, family  More

   |    Reply

Over 15 years ago

near park  More

   |    Reply

Start Your Review of Winter Park

Reviews for San Mateo    12 Reviews

I have lived in San Mateo since 2013. It has seen tremendous growth, lots of new restaurants which have become progressively more high-end though there is ample  More

   |    Reply

I'm a native of California. I have lived in the southern part of the state and the northern part of the state for most of my life. I have spent the last 29 years in  More

   |    Reply

Over 16 years ago

San Mateo has a diverse mix of people, a pleasant climate, a very pleasant downtown park with lots going on, and pretty much whatever you need handy. It's not far to  More

   |    Reply

Start Your Review of San Mateo


Premium Subscription
Includes Cost of Living compares for child care, utilities, transportation, health, taxes, housing for home owners vs renters, weather, insurance premiums and so much more.


The premier source for comprehensive city data for over 30 years.

© Best Places. All rights reserved.