Interested in moving to Winter Haven, Florida? A charming small town awaits! Everywhere you look, you’ll see lakes with picture-perfect scenery. Enjoy feeling at peace while surrounded by nature. Residents live a coastal life with waterfront homes, restaurants and attractions.

With popular theme parks practically in your backyard, you can spend the weekends riding rollercoasters and speeding down waterslides. Get ready for the adventure of a lifetime when you call this family-friendly paradise your home.

Is Winter Haven, FL, a Good Place to Live?

Winter Haven is a city in Polk County, Florida. The area is famous for its Chain of Lakes, which includes about 50 lakes within its borders. With these abundant lakes, the area has played a significant role in water skiing’s history. Many water skiing world records have been set here, and you can see water skiers practicing their sport at various lakes all year round. 

This prime location is about 50 miles from Tampa and about 45 miles from Orlando. That means you’ll find many job opportunities, shopping, museums, aquariums, sports games, events and festivals within your reach. 

The amenities and attractions make Winter Haven ideal for college students, families looking to settle down, individuals pursuing a career and professionals who want to enjoy many hobbies and activities throughout retirement. 

Demographics and Population

Winter Haven, Florida, features a population of about 60,000 people within 32 square miles. The beautiful destination continues to attract more residents, resulting in a growth rate of about 4% annually. The median age of residents is 38 years old for males and 43 years old for females. 

The area’s racial composition includes about 53% of residents identifying as white, around 26% of residents identifying as African American or Black, about 11% of residents identifying as multiple races and the rest identifying as Native American, Asian or Other. 

Cost of Living

Want an affordable way to live in paradise? Winter Haven, Florida, is the place for you. The cost of housing, transportation, health services, food and miscellaneous expenses is about 14% lower than other locations in the state and about 11% lower than the national average. 

The average monthly rent for an apartment in Winter Haven is about $1,500, while single-family homes average around $2,300. You can use a cost of living tool to see how much your monthly and annual expenses will cost compared to where you live now and other locations. 


You’ll get to bask in sunshine all year round while living in Winter Haven, Florida. Enjoy warm-weather activities like going to the beach, walking on nature trails and gardening. Typically, the warm season lasts from May to September. The hottest month is July, which provides temperatures averaging 75 to 90 degrees Fahrenheit.

Usually, the cool season lasts from December to February. The coldest month of the year is January. During this time, you can expect temperatures averaging around 50 to 70 degrees Fahrenheit. You won’t ever have to shovel snow and prepare for blizzards during the winter — instead, you can wear tank tops and flip-flops while celebrating the holidays!

Best Places to Live in Winter Haven, FL

Here are the top-rated neighborhoods in the area:

  • Cypresswood: Embrace the country club lifestyle in a luxury condominium, estate home or villa. The master-planned Cypresswood Community features an 18-hole championship golf course, an Olympic-sized swimming pool and a clubhouse with a restaurant. 
  • Eloise Pointe Estates: Feel at peace with a swimming pool in your backyard and lakefront views. The Eloise Pointe Estates neighborhood includes executive-sized homes on spacious lots around the shore of Lake Eloise. 
  • Lake Ashton: Go swimming, play a challenging round of golf, play pickleball, watch a movie at the cinema and meet your neighbors for lunch at the clubhouse’s restaurant when you live in the Lake Ashton neighborhood. This retirement community provides plenty of ways to make friends and socialize at events throughout the year.
  • Poinsettia Park: Live in a quiet suburban community with single-family homes built between 1963 and 2004. Residents in the Poinsettia Park neighborhood spend their leisure time golfing, fishing and boating. 
  • Ruby Lake: Experience a peaceful atmosphere in a gated community with about 200 homes. The Ruby Lake neighborhood is located on Cypress Gardens Boulevard, just two miles from the city’s main attractions, schools and landscaped parks. 
  • Winterset: Enjoy resort-style living in a condo or single-family home with a clubhouse, heated pool, spa, tennis court and fishing pier. The Winterset gated community is only about 10 minutes away from the LEGOLAND Florida theme park. 

Schools and Education

The Polk County Public School District includes over 150 schools and almost 95,000 students. Some top-rated options include the Frank E. Brigham Academy Elementary School, the Cypress Junction Montessori Charter School and the Chain of Lakes Collegiate High School.

Just a short 35-minute drive away, you’ll find Florida Southern College and Keiser University. Additionally, the popular University of South Florida is located about an hour away in Tampa, Florida. 


There are many places to work around Winter Haven, Florida. Some diverse industries in the area include health care, transportation, education, finance and carpentry. The Winter Haven HospitalIndian River TransportPolk State College and the Carpenter Contractors of America are a few top employers here.


There are many comfortable and family-friendly areas throughout Winter Haven, Florida. The chances of becoming a property crime victim and the crimes per square mile are lower than the state and national averages. However, practicing the best safety protocols is still a good idea to practice the best safety protocols.

Things to Do in Winter Haven, FL

Enjoy these local activities with your friends and family:

  • Visit LEGOLAND: Experience the thrill of three theme parks at LEGOLAND Florida. Ride over 50 awesome rollercoasters, adventure down water slides and step into the playful world of Pegga Pig. 
  • Play a round of golf: Spend your leisure time at the Willowbrook Golf Course where you’ll find a fun and challenging layout for golfers of all skill levels. Refuel at the onsite Grille with burgers and fries.
  • Relax on a boat cruise: Book a Living Water Boat Cruise with local guides. Watch the sunset and look for wildlife, including birds, turtles, otters and alligators throughout the city’s lakes and waterways. 
  • Enjoy a scenic walk: Visit the downtown shopping area. Follow the boardwalk to enter South Lake Howard Nature Park, where you can spot egrets and herons among picture-perfect wetlands. 
  • Attend a water ski show: See why Winter Haven is known as the “Water Ski Capital of the World.” Watch the Cypress Gardens Water Ski Team perform world-record-breaking tricks at the LEGOLAND Florida Resort. 
  • Support the performing arts: Visit Theatre Winter Haven, which is known as one of the best community theaters in America. Watch over 120 performances yearly or sign up for a subscription service to see five plays monthly. 

Schedule Services With David McCarthy Moving

Are you moving to a family-friendly neighborhood? Or want to relocate your business? David McCarthy Moving is here to help! With over 30 years of experience, we’re the professional moving company you can trust throughout Florida.

Our experts offer residential moving servicescommercial moving servicespacking plan services and storage unit solutions to make your move as seamless and stress-free as possible. 

To get started, contact our team today. We look forward to providing you with more information and a free quote.


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