2025 Compare Cities Rankings:
Paradise Valley, AZ vs Winter Park, FL

#6 Failure To Lunch

#6 Wrinkle Ranking Cities Most at Risk for Skin Damage by 2040

#10 Most and Least Risky Places for Identity Theft

#10 Most Irritation Prone Cities

#10 America's Most Playful Cities

#10 Fiscally Fit Cities Report

#13 Best Cities for Board Gamers

#15 Best Cities for Teleworking - Extra Large Metro Areas

#18 Stressful Cities 2012

#19 Sperlings Skincare Wrinkle Ranking

#20 America's Most (and Least) Stressful Cities (100 Largest Metro Areas)

#21 America’s Best (and Worst) Cities for Dating

#21 Healthiest Cities

#21 America’s Manliest Sports Cities

#22 America’s Manliest Cities

#23 Drought-Riskiest Cities

#23 Second Annual “America’s Manliest Cities” Rankings

#24 America’s Least Manly Cities

#25 Best and Worst Cities for Sleep

#25 High Gas Prices - Which Cities are Hit the Hardest?

#28 Most Popular Cities for the Holidays

#32 Best Airports to Make a Connection

#32 Americas Manliest Cites 2011

#33 Most Energetic Cities

#33 Hypertension Hot Spots

#33 Best and Worst Airports to make a Connection List

#33 Best and Worst Airports to make a Connection List

#34 America's Riskiest Online Cities

#35 Best Cities for Seniors 2005

#37 The Most Single Cities

#38 Most Romantic Cities for Boomers

#38 Sleepless Cities 2011

#40 2005 High Gas Prices

#40 America's Best Cities for a Healthy Retirement

#42 Cities on the Edge of Greatness

#44 Metro Areas with Fastest Rising Income 2020

#44 Best Block Party Places

#45 America's Top Hygge Cities

#45 Worst Cities for Respiratory Infections

#50 Gloomiest Places in America

#54 America's Migraine Hot Spots

#72 Most Comfortable Summer Cities

#80 The Most (and Least) Gender Imbalanced Cities

#115 Best Green Cities

#273 2005 Best Places to Live

#2 Failure To Lunch

#5 Fiscally Fit Cities Report

#5 High Gas Prices - Which Cities are Hit the Hardest?

#6 2005 High Gas Prices

#6 Stressful Cities 2012

#7 Sleepless Cities 2011

#8 Best Cities for Teleworking - Large Metro Areas

#9 America’s Manliest Sports Cities

#10 Sperlings Skincare Wrinkle Ranking

#11 Most Irritation Prone Cities

#14 America’s Manliest Cities

#15 Drought-Riskiest Cities

#15 America’s Least Manly Cities

#15 Most Popular Cities for the Holidays

#15 Best Cities for Board Gamers

#16 Second Annual “America’s Manliest Cities” Rankings

#18 Worst Cities for Respiratory Infections

#19 Most Romantic Cities for Boomers

#20 Most and Least Risky Places for Identity Theft

#21 America's Most (and Least) Stressful Cities (100 Largest Metro Areas)

#22 Best and Worst Airports to make a Connection List

#23 America’s Best (and Worst) Cities for Dating

#27 Best Block Party Places

#29 Hypertension Hot Spots

#30 Americas Manliest Cites 2011

#30 Best Cities for Seniors 2005

#31 Most Energetic Cities

#32 Wrinkle Ranking Cities Most at Risk for Skin Damage by 2040

#34 America's Most Playful Cities

#34 Best Airports to Make a Connection

#35 America's Best Cities for a Healthy Retirement

#36 The Most Single Cities

#37 Best and Worst Cities for Sleep

#38 Cities on the Edge of Greatness

#38 America's Top Hygge Cities

#40 Gloomiest Places in America

#44 Best Baseball Cities

#46 Healthiest Cities

#49 Metro Areas with Fastest Rising Income 2020

#76 America's Migraine Hot Spots

#96 Most Comfortable Summer Cities

#97 The Most (and Least) Gender Imbalanced Cities

#134 2005 Best Places to Live

#143 Best Green Cities

In addition to some of the best climate, other than months of mid June through mid October, we have many hiking, tennis, and golf opportunities. Sky Harbor airport is  More

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

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

near park  More