2025 Compare Cities Rankings:
Brentwood, TN vs Winter Springs, FL

#1 America’s Manliest Cities

#1 Americas Manliest Cites 2011

#2 2005 High Gas Prices

#2 Worst Cities for Respiratory Infections

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

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

#6 Drought-Riskiest Cities

#6 America's Migraine Hot Spots

#10 America’s Manliest Sports Cities

#11 Best Cities for Teleworking - Medium Metro Areas

#12 Hypertension Hot Spots

#12 Sperlings Skincare Wrinkle Ranking

#17 Most Romantic Cities for Boomers

#18 Best Cities for Board Gamers

#18 Healthiest Cities

#18 Most Congested Cities

#19 Most Irritation Prone Cities

#19 America's Riskiest Online Cities

#20 Failure To Lunch

#21 Gloomiest Places in America

#21 America's Top Hygge Cities

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

#24 Best Cities for Seniors 2005

#25 Fiscally Fit Cities Report

#27 Cities on the Edge of Greatness

#28 Sleepless Cities 2011

#28 Most Energetic Cities

#30 Stressful Cities 2012

#32 Best Baseball Cities

#36 America's Best Cities for a Healthy Retirement

#38 America’s Least Manly Cities

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

#40 Most and Least Risky Places for Identity Theft

#40 America's Most Playful Cities

#41 Most Competitive Private Colleges

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

#46 Best Block Party Places

#48 Sleep in the City Study

#49 Best and Worst Cities for Sleep

#50 The Most (and Least) Gender Imbalanced Cities

#56 The Most Single Cities

#76 Most Comfortable Summer Cities

#87 Most Popular Cities for the Holidays

#206 2005 Best Places to Live

#226 Best Green Cities

#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

Brentwood 10 years ago was amazing! But over development, traffic, and road widening projects have killed some of the joy and this town has lost it's small town, quiet,  More

If you are moving into or out of the Brentwood, TN area feel free to contact us today! We are This Side Up Moving located in Brentwood, TN! For all of your commercial  More

I am one of a very small group that grew up here in Brentwood. I have travelled all over and there is really not another place quite like here. I know I could be a bit  More

To look at Winter Springs you would think it was the All American, Ozzie and Harriet type community. The crime rate is low and the neighbors are friendly. Most of the  More

I have lived in Winter Springs 3 times in the past 8 years and I have to agree with a couple of things and I will give you my feeling about the area. Nice schools, nice  More

I agree that this is a nice, little city to live and raise kids in...if you're rich. However, if you're a teacher, you're not going to make enough money to buy a home in  More