Winter Garden

Find the newest homes for sale & real estate listings in Winter Garden! In this competitive market, it’s important to stay on top of the newest listings & to alert us on anything you would like to see. If you would like more information on any of these Winter Garden homes for sale, just request information on the listing details page of the property. We can provide you with information that’s not available to the public including disclosures, past sales history, dates and prices of homes recently sold nearby, and more. 

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Winter Garden Community Info

Winter Garden is a city located in Orange County, Florida, and is home to approximately 48,000 people. The city is known for its historic downtown, tree-lined streets, and family-friendly atmosphere.

Winter Garden's historic downtown area features several restaurants, shops, and entertainment venues, all within walking distance. The city also hosts several community events throughout the year, such as the Winter Garden Farmers Market, which offers fresh produce, local crafts, and live music.

In addition to its downtown area, Winter Garden offers residents a variety of recreational opportunities. The West Orange Trail, which runs through the city, is a popular destination for walkers, runners, and cyclists. The city also has several parks, including the Newton Park, which features a splash pad and playground.

Winter Garden has a strong public school system, with several highly-rated schools in the area. The city is also home to the Westside Tech vocational school, which offers students a variety of career-focused programs.

Winter Garden is a diverse community, with a mix of families, young professionals, and retirees. The city has a low crime rate and is considered to be a safe place to live.

Overall, Winter Garden offers residents a high quality of life, with a charming downtown area, recreational opportunities, and excellent schools. The city's sense of community and family-friendly atmosphere makes it a great place to call home.



Tourist Destinations

Tourist Destinations in Winter Garden

West Orange Trail: This popular trail runs through Winter Garden and spans 22 miles, making it ideal for biking, walking, or jogging. The trail winds through scenic countryside and offers stunning views of Lake Apopka.

Plant Street Market: This indoor market located in the heart of downtown Winter Garden offers a variety of unique local vendors selling everything from artisanal food to handmade crafts. The market is a perfect spot to enjoy a meal, shop, or relax.

Oakland Nature Preserve: Located just a few miles from downtown Winter Garden, the Oakland Nature Preserve offers visitors a chance to explore Florida's natural beauty with over 128 acres of pristine forest and wetlands.

Best Restaurants

Best Restaurants in Winter Garden

The Chef's Table at the Edgewater: This upscale restaurant located in the historic Edgewater Hotel offers a gourmet dining experience with a focus on seasonal, locally sourced ingredients. The menu changes frequently to reflect the freshest ingredients available.

Moon Cricket Grille: This family-friendly restaurant in downtown Winter Garden offers classic American fare, including burgers, sandwiches, and salads. The restaurant has a cozy atmosphere and a friendly staff.

Crooked Can Brewing Company: This popular brewery in Plant Street Market offers a variety of craft beers and pub fare. Visitors can relax in the brewery's spacious taproom or enjoy live music on the outdoor patio.

Top Schools

Top Schools in Winter Garden

Lake Whitney Elementary School: Lake Whitney Elementary is a highly-rated public school that offers a rigorous academic curriculum and a variety of extracurricular activities. The school has a dedicated faculty, a supportive community, and a focus on STEM education.

SunRidge Middle School: SunRidge Middle School is a top-rated public middle school that provides students with a challenging academic curriculum and a supportive learning environment. The school has experienced teachers, excellent resources, and a strong emphasis on technology.

West Orange High School: West Orange High School is a highly-rated public high school that offers a comprehensive education to students from ninth through twelfth grade. The school has a diverse student body, experienced teachers, and excellent facilities.


frequently asked questions ( faqs )

  • Winter Garden is a charming city that offers a unique blend of small-town charm and modern convenience. Situated in the heart of Central Florida, this city is an ideal destination for those seeking a peaceful and relaxing lifestyle, without sacrificing access to the amenities of a larger city. Winter Garden boasts a rich history that is still visible today in its beautiful architecture and historic landmarks. As the city continues to grow and evolve, it maintains its strong sense of community and dedication to preserving its heritage.

    Experience the Best of Both Worlds in Winter Garden. With its idyllic setting and abundance of natural beauty, Winter Garden provides the perfect backdrop for a relaxing and fulfilling lifestyle. The city offers a wide range of recreational opportunities, including hiking and biking trails, parks, and lakes, all surrounded by breathtaking scenery. At the same time, Winter Garden is also home to a vibrant downtown area, filled with shops, restaurants, and cultural attractions. Whether you're looking for outdoor adventures or indoor entertainment, Winter Garden has something for everyone.

    A Growing City with a Rich History. Over the years, Winter Garden has grown from a small agricultural town into a thriving city, while still maintaining its unique charm and character. The city's growth has been carefully managed to ensure that it remains a desirable place to live, work, and play. Today, Winter Garden is a vibrant community that is home to a diverse population of families, professionals, and retirees. With its strong sense of community, rich history, and modern amenities, Winter Garden is truly a city that has it all.

  • A Snapshot of the Winter Garden Real Estate Market. Winter Garden's real estate market is a dynamic and ever-changing landscape that offers something for everyone. The city's real estate market is highly competitive, with many buyers vying for a limited number of homes. However, despite the competition, Winter Garden's real estate market remains strong, with steady growth and rising home values. Whether you're looking for a starter home, a retirement property, or a luxury estate, Winter Garden is a great place to invest in real estate.

    A Look at the Current Trends in Winter Garden. In recent years, Winter Garden's real estate market has experienced steady growth, with new construction and renovations taking place throughout the city. One of the most notable trends in the market is the rise of eco-friendly and sustainable homes, which have become increasingly popular among homebuyers. Additionally, many buyers are seeking homes with features such as open floor plans, modern kitchens, and large outdoor living spaces. With so many options available, it's easy to find a home that fits your unique needs and lifestyle.

  • A Wide Range of Homes to Suit Your Needs. Winter Garden offers a diverse range of homes that are sure to meet the needs of any homebuyer. From cozy bungalows to spacious modern homes, the city has something to offer everyone. The real estate market in Winter Garden features a variety of home styles, including Craftsman, Mediterranean, and contemporary. There are also many historic homes in the city that have been carefully preserved and restored to their former glory.

    From Cozy Bungalows to Spacious Modern Homes. Winter Garden's real estate market features homes of all sizes and styles, making it easy to find the perfect home to fit your lifestyle. Many of the homes in Winter Garden feature modern amenities such as gourmet kitchens, luxurious master suites, and spacious outdoor living spaces. Others offer cozy and charming living spaces with unique architectural details. Whether you're looking for a cozy starter home or a luxurious estate, Winter Garden has something to offer.

  • Winter Garden boasts a wide range of community amenities that cater to residents of all ages. Whether you're looking to enjoy a relaxing day in nature or explore the city's rich history, there's something for everyone here. Some of the top-rated restaurants in Winter Garden include The Chef's Table at the Edgewater, The Whole Enchilada, and the Winter Garden Pizza Company. Landmarks like the Winter Garden Heritage Museum and the Central Florida Railroad Museum offer a glimpse into the city's past. For those looking to enjoy the great outdoors, Winter Garden is home to several beautiful parks, including Newton Park, Veterans Memorial Park, and West Orange Trail.

  • Education is a top priority in Winter Garden, and the city is home to several renowned schools that provide high-quality education to students of all ages. Elementary schools like Dillard Street Elementary School, Lake Whitney Elementary School, and SunRidge Elementary School offer a strong foundation for young learners. For middle school students, Bridgewater Middle School and Lakeview Middle School provide challenging and engaging coursework. For high school students, West Orange High School offers a comprehensive education that prepares students for college and beyond.

  • Winter Garden is home to several quaint and charming neighborhoods that offer a welcoming atmosphere and a strong sense of community. The Lakeview Pointe neighborhood is located in the heart of Winter Garden and is known for its beautiful homes and proximity to Lake Apopka. The Stoneybrook West neighborhood offers a range of amenities, including a golf course, community pool, and clubhouse. The Westfield neighborhood is located in a highly desirable area and offers a mix of modern and traditional homes. With so many great neighborhoods to choose from, you're sure to find your dream home in Winter Garden.