You’ll Love Living in Winter Garden, Florida!

You’ll Love Living in Winter Garden, Florida!

No matter what you’re looking for in a hometown, Winter Garden, Florida has it. Starting with a classic small-town vibe, with locally-owned businesses, beautiful parks, and a range of community events. Add in its combination of gorgeous settings, a unique history, and a convenient location near Orlando, and it’s no surprise Winter Garden is a favorite for young professionals and growing families as well as retirees. 

When it comes to living comfortably near Orlando, a Dream Finders home at Serenade at Ovation or Palms at Windermere is truly the place to live. In fact, one of the best things about these communities is how close they are to everything, whether you’re exploring the West Orange Trail or heading to Orlando for an evening of fun. 

Should You Move to Winter Garden, FL?

Winter Garden is located just west of Orlando. Tucked in the heart of the Sunshine State, it has been growing steadily, making it a diverse place where neighbors truly connect with each other. If you are considering a move, take the time to explore what living in Winter Garden, Florida is like, from the cost of living to the schools, community activities to the renowned West Orange Trail. 

Living in winter garden fl

Cost of Living

Winter Garden boasts a moderate cost of living, making it an attractive option for families and individuals alike. Housing options range from townhomes and bungalows to spacious single family homes, catering to a variety of budgets. With no state income tax and reasonable property taxes, your hard-earned money goes further in this picturesque town.


 If you have children, Winter Garden offers access to excellent educational options. The Orange County Public Schools system is known for its commitment to providing quality education. Additionally, there are several private and charter schools in the area, allowing parents to choose the best fit for their children’s educational needs. Some Winter Garden families home-school as well. Winter Garden is also very close to colleges in Orlando, including Central University of Florida, Rollins College, Florida Technical College, and more. 

West Orange Trail

One of the crown jewels of Winter Garden is the famous West Orange Trail. Stretching over 22 miles, this multi-use trail is a paradise for outdoor enthusiasts, joggers, cyclists, and families. The trail winds through a stunning natural landscape, featuring lush greenery and serene lakes. It offers a peaceful escape from the hustle and bustle of city life, and you’ll frequently spot locals taking advantage of this fantastic resource.

West orange trail

Outdoor Activities

In addition to the West Orange Trail, Winter Garden offers a plethora of outdoor activities. Lake Apopka, the fourth-largest lake in Florida, provides opportunities for fishing, boating, and bird-watching. There are also several parks in the area to enjoy picnics, playgrounds, and community events. 

Community Events

Winter Garden has a strong sense of community, and this is reflected in the events and festivals that take place throughout the year. The Winter Garden Farmers Market is a Saturday morning staple, offering fresh produce, artisan crafts, and a taste of local culture. The city also hosts seasonal offerings like Downtown Winter Garden’s holiday events, where the streets come alive with lights and music.


Dining and Entertainment

Winter Garden is not just a haven for outdoor enthusiasts; it’s also a destination for foodies. The historic downtown area is dotted with charming cafes, restaurants, and shops. You can enjoy a diverse range of cuisine, from southern comfort food to international flavors. The Garden Theatre offers live performances and movie screenings, providing entertainment options for all tastes.

With its affordable cost of living, excellent schools, and wealth of outdoor and cultural activities, Winter Garden is a place where you can truly experience the best of Florida living. Plus, it is far enough away from the theme parks that residents can have a normal life, but close enough so that they can take advantage of the local attractions. 

Winter garden florida

Browse Our Homes for Sale in Winter Garden, FL

Dream Finders Homes is now building new homes in Winter Garden! Introducing our two brand new, conveniently located communities: Palms at Windermere in Windermere and Serenade at Ovation in Winter Garden! 

Nestled near Reams Road and Ficquette Road, minutes from Disney World and Hamlin Town Center, Palms at Windermere offers spacious homesites, upscale finishes, and amenities including tot lots and pickleball courts. Palms at Windermere is the perfect blend of luxury, convenience, and affordability. Single Family Homes from the mid $800s. 

Serenade at Ovation, within the Horizon West community, is in a prime location near top schools, Disney World, Hwy 192, Flamingo Crossing, and Hamlin Town Center. Our diverse options offer affordable living in this popular area. Abundant green spaces, pocket parks, and the Aria Community Park (featuring a playground, shaded pavilion and dog parks), make this community a family-friendly choice. Townhomes, Bungalows & Single Family Homes from the $400s. 

Contact Dream Finders Today!

Dream Finders Homes is excited to show you our homes for sale in Winter Garden, FL, and help you build a new start. Our wonderful communities are located in a booming area, giving you a great mix of lifestyle, convenience, and fun. The culture, great schools, and range of things to do are just a few highlights of living in Winter Garden, FL along with the homes in Serenade at Ovation or Palms at Windermere. If this historic town seems to check off all your boxes for the perfect place to live, connect with us. We’re more than happy to help!

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