Local Information

Winter Garden

Welcome to Winter Garden

Winter Garden is located just West of Orlando. It’s proximity to the theme parks and major highways is what makes this area so desirable. It’s known for it’s Florida style and charm, and most of the streets are surrounded and lined with oak trees. Old Winter Garden is a favorite destination for many. You will find restaurants, brewery, shops & West Orange Trail connects through this area. When out and about in Winter Garden you will notice a lot of cyclist who frequent the trails. Weekends are full of entertainment, farmer’s market, and special events. If you are looking to purchase in this area, you will have an assortment of homes to choose from, including historical homes and new construction.

Winter Garden Homes for Sale


Relocating to Winter Garden?

Are you thinking about relocating to Winter Garden? We can help! Check out our relocation resources, including tips and everything you need to know about moving to the area.

Selling Your Winter Garden Home?

Selling a home in Winter Garden? We have the tools you need to succeed. Learn more about listing your home with our team, including the tools and resources we offer our sellers, our marketing strategies, and our featured listings.

Learn the Value of Your Winter Garden Home

There's So Much to LOVE in Winter Garden!

Local Lifestyles

Whereas Orlando is a mecca for tourism, Winter Park is a more traditional city relying on its old-school charm to appeal to visitors and residents. Cobblestone streets cut through Winter Park, making up the centralized Park Avenue. It’s here where the city comes to life with art and culture, though there’s so much to explore beyond Downtown. Much of the city’s appeal lies in its outdoor spaces like Central Park, which bloom with greenery and retain an attractive aesthetic year-round.

Nearby Attractions

Winter Park features a mix of historical, cultural, and outdoorsy attractions, like The Charles Hosmer Morse Museum of American Art, the 19th-century estate of the Harry P Leu Gardens, and the beauty of Mead Botanical Garden. Get to know a bit of the city’s history at Casa Feliz Historic Home Museum or kick back and enjoy the weather by Dinky Dock Park. The city’s proximity to Orlando puts attractions like Universal Studios Orlando and Walt Disney World on the map for residents.

Shopping & Dining

Though Winter Park is not without its busy streets lined with Starbucks, Publix, and other recognizable names, Downtown Winter Park has a more eclectic selection found along the tree-lined Park Avenue. Stroll down the cobblestone street and grab a bite to eat at Pannullo’s Italian Restaurant or enjoy a more casual spot like Barnie’s Coffee & Tea Co. Window shop at the row of stores lining the historic street or take a trip around town to find everything you could need to survive, from grocery stores to pharmacies.

Public Schools

Students in Winter Park are part of the Orange County Public Schools district, which Niche rates as one of the best schools in Florida for sports. Nearly 200,000 students attend one of five top-rated elementary, middle, and high schools each, including the Pinecrest Collegiate Academy Charter school. Parents may also send their children to Trinity Preparatory School, Lake Highland Preparatory School, or The First Academy for a privatized education. High school graduates can look into the many degree programs of the University of Central Florida or Full Sail University.

Winter Garden Attractions

More Details on Winter Garden

Winter Park is a suburb of Orlando that separates itself from the heavy flow of tourism. Residents looking for a city that boasts ample outdoor recreation and scenic neighborhoods won’t have to look far. Brimming with single-family homes linked to the city’s earliest history and new builds, there’s a little bit of everything to cover all preferences.

Parks and Recreation

Winter Park is known for its connection with the outdoors. Scattered around the suburb are plenty of green-lined, family-friend outdoor spaces, from the popular Phelps Park to Ward Park and its nearby wetlands trail. Downtown Winter Park is a great way to enjoy the outdoors, or you can take a swing at the 40-acre Winter Park Golf Course. To get in touch with nature, check out Howell Branch Preserve or join the outdoor festivities and participate in any of the city's annual events.


There are several core neighborhoods in Winter Park that all capture the city's historic charm and innate beauty. Peppered with small bodies of water and stretches of greenery, each neighborhood is a spectacle with stunning curb appeal and plenty for homeowners to enjoy. At the center of Winter Park, you’ll find affluent neighborhoods like Green Oaks and Park North, Comstock Park, and Windsong. Striking estates, modest ranches, and cozy two-story homes serve each community and provide a comfortable space to call home.

Job Opportunities

Being nearly 20 minutes away, Orlando tends to be the employment capital for Winter Park residents that aren’t employed at local eateries, shops, medical facilities, and schools. Universal Studios Orlando and Walt Disney World Resort provide a vast selection of job opportunities that fit most skill levels. Back in Winter Park, companies like the information technology and defense systems company Indra Sistemas and Ruth’s Chris Steak House are among the biggest and best companies to work for.

Find Your Winter Garden Home

Ready to find your dream home or condo in Winter Garden? We can help! Contact the Dana Hall-Bradley Group today to experience Winter Garden like a local. We'd love to show you around the area and ultimately find the perfect place for you to put down roots. Our team can even help you sell a home in Winter Garden, too!

Winter Garden Real Estate Resources