Oakland Park Winter Garden FL Homes For Sale

The Oakland Park Community Entrance
The Oakland Park Community Entrance

Find Your Dream Home: Homes for Sale Oakland Park Winter Garden, FL

Welcome to the enchanting Oakland Park Winter Garden, where a serene suburban lifestyle meets the convenience of city living. Prepare to be captivated by this beautifully designed community featuring stunning homes for sale Oakland Park Winter Garden, charming streets. and a wealth of amenities. All nestled in the heart of picturesque Winter Garden Florida.

Homes For Sale in Winter Garden FL

Oakland Park Summary

  • Discover Oakland Park Winter Garden with its tranquil natural setting and nearby urban amenities.

  • Enjoy exciting events, activities, parks & playgrounds in the vibrant neighborhood of Oakland Park Winter Garden.

  • Experience suburban tranquility with easy access to Orlando only a 20 minute drive away!

Discovering Oakland Park Winter Garden

A view of Oakland Park Winter Garden, Florida

Nestled in the heart of Central Florida, Oakland Park Winter Garden is an enchanting community that boasts a beautiful natural setting and an array of amazing amenities. Positioned North of W., Oakland Park Boulevard & East Oakland Avenue is the location. Colonial Dr (HWY 50) is very nearby. The community offers residents the perfect blend of serenity and excitement with easy access to charming Downtown Winter Garden, the popular West Orange Trail and the revitalized Lake Apopka.

Oakland Park Home Owners Association HOA


The appeal of Oakland Park Winter Garden lies in its perfect balance between nature and urban living. The community is surrounded by majestic oak trees, lush green spaces, and vibrant wildlife, creating a peaceful retreat for residents to enjoy. But just a short drive away the bustling city of Orlando awaits, providing endless opportunities for shopping, dining, entertainment and more.

Downtown Winter Garden

Stepping into Downtown Winter Garden is like taking a trip back in time. The charming, historic area features brick-lined streets, unique shops, delicious dining options and exciting cultural venues. Downtown Winter Garden is also renowned for hosting delightful public events and being the center of commerce and agriculture in West Orange County. With its authentic small-town Florida feel, there’s always something to explore and enjoy in this vibrant community of Winter Garden FL.

As you stroll through the streets of Downtown Winter Garden, you’ll be greeted by an abundance of amazing amenities. From delightful restaurants serving up mouthwatering dishes to unique shops offering one-of-a-kind treasures. There’s something for everyone to enjoy. Looking to soak up some culture? Inspiring galleries and exciting entertainment venues are just around the corner. And for those who love the great outdoors, beautiful parks, scenic trails and enjoyable outdoor activities are always within reach.

West Orange Trail

The West Orange Trail is a true gem of Oakland Park Winter Garden. This impressive 22-mile paved trail runs through the towns of Killarney, Oakland and Winter Garden. The trail provides a fantastic outdoor experience for residents of all ages. Completed in 1999, the West Orange Trail has become a popular spot for biking, hiking and enjoying leisurely strolls to Downtown Winter Garden.

Not only does the West Orange Trail offer a secure and practical way for locals to move around town, but it’s also an excellent opportunity to stay fit and enjoy the outdoors. As you explore the trail, you’ll be surrounded by lush greenery and stunning scenery, making it easy to forget you’re just minutes away from the bustling city of Orlando.

A beautiful aerial view of Lake Apopka with the surrounding area showing homes for sale Oakland Park winter garden

Lake Apopka

Lake Apopka, once considered one of the most polluted lakes in the country, is now a flourishing natural attraction near Oakland Park Winter Garden. Thanks to a massive cleanup effort, over 1 million cubic yards of contaminated sediment have been removed, a new water treatment plant has been installed, and a comprehensive monitoring program has been implemented, resulting in an above-average improvement in water quality.

Today, Lake Apopka is a beloved spot for fishing and birdwatching. The lake is home to a variety of fish species, including largemouth bass, bluegill and catfish. With over 200 species of birds having been spotted in the area it’s a true haven for nature enthusiasts. So pack your binoculars and fishing gear, and prepare to be amazed by the beauty of Lake Apopka, FL.

Homes for Sale in Oakland Park Winter Garden

A house for sale in Oakland Park Winter Garden, Florida

As you explore Oakland Park Winter Garden, you’ll find an array of stunning homes for sale, showcasing the community’s beautiful, mostly newer homes in northern Winter Garden. With a variety of builders, architectural styles and features to choose from there’s something to suit every taste and lifestyle.

In the following sections, we’ll delve into builder information, home features, and search tips to help you find your dream home in this enchanting community.

Ashton Woods

Meet Ashton Woods, an award-winning luxury home builder that has been delighting customers for over 30 years. Founded in 1986, Ashton Woods has grown to become one of the largest home builders in the United States. They are now building over 100,000 homes in more than 200 communities across the country. With a dedicated team of over 1,100 employees and ownership by six families or family trusts, Ashton Woods is committed to delivering exceptional quality and service.

Ashton Woods offers a remarkable variety of features and services, including energy-efficient construction, high-end design, personalization options and a 10-year warranty. The builder’s dedication to excellence has earned them recognition from the National Association of Home Builders as one of the top 10 home builders in the United States. They also were awarded the prestigious Builder of the Year award by Professional Builder magazine. With their expertise, Ashton Woods has built a reputation for creating exceptional homes.

Home Features

As you explore the homes for sale in Oakland Park Winter Garden, you’ll discover a diverse range of architectural styles and features to suit your personal taste and preferences. From open floor plans designed for modern living to energy-efficient appliances that help reduce your environmental footprint, each home is thoughtfully crafted with your needs in mind.

While we have yet to uncover the specific green certifications available in Oakland Park Winter Garden homes, it’s clear that environmentally conscious living is a priority for this community. With a focus on sustainability and responsible development. You can enjoy the benefits of a greener lifestyle in your new home.

Search Tips

Finding the perfect home in Oakland Park Winter Garden may seem like a daunting task, but with a few helpful search tips, you’ll be well on your way to discovering your dream residence. Start by considering the size, style, and features that are most important to you in a home. Research the area and amenities, including local schools and crime rates, to ensure the community is a good fit for your lifestyle.

Creating a budget is another crucial step in the home search process. Assess your income, evaluate your expenses, and explore financing options to determine how much you can comfortably afford. Finally, enlist the help of a reputable real estate agent with experience in the area to guide you through the process and help you find the perfect home in Oakland Park Winter Garden.

Community Life in Oakland Park Winter Garden

A park in Oakland Park Winter Garden, Florida

Life in Oakland Park Winter Garden is truly something special. As a certified green community located on the shores of Lake Apopka, the neighborhood is designed to be an inviting front porch community, boasting majestic live oak trees and a peaceful suburban atmosphere. With an array of parks, playgrounds, and events to enjoy as well as convenient proximity to Orlando. Here, residents can experience the best of both worlds.

Local Farmers Market

Whether exploring the beautiful West Orange Trail, attending a local event, or simply enjoying the serene surroundings of the community there is always something to see and do in Oakland Park Winter Garden. In the following sections, we’ll delve into the parks, events and activities that make this neighborhood truly unique.

Parks and Playgrounds

The community of Oakland Park Winter Garden is home to several amazing parks and playgrounds, providing residents with ample opportunities to enjoy the outdoors and connect with nature. Notable parks include Speer Park, Oakland Nature Preserve and Maple Street Park in Park Winter Garden, FL.

Speer Park is a fantastic park located in the heart of Winter Garden, featuring a playground, picnic area, and walking trails. Oakland Nature Preserve is a protected area of natural beauty, offering wildlife sightings, walking trails, and educational programs. Maple Street Park, a delightful smaller park, boasts a playground, picnic area, and basketball court.

With so many outdoor spaces to explore, residents of Oakland Park Winter Garden can enjoy an active and fulfilling lifestyle.

Events and Activities

Oakland Park Winter Garden is a community that truly comes to life through its events and activities. Residents can enjoy recreational activities in parks and trails such as Pollard Park, Speer Park, and VanderLey Park. From festivals, concerts and farmers markets to community movie nights and holiday celebrations, there’s always something happening in this vibrant neighborhood.

For those interested in urban farming and gardening, the Urban Farming Institute is a popular destination within the community. Offering educational programs and workshops, the institute provides residents with the opportunity to learn about sustainable living practices and connect with like-minded individuals.

Proximity to Orlando

One of the many advantages of living in Oakland Park Winter Garden is its convenient location just 14 miles west of downtown Orlando. This proximity allows residents to easily explore the city’s many attractions, such as theme parks, museums and entertainment venues, while still enjoying a tranquil and peaceful suburban lifestyle.

The most convenient way to get to Orlando from Oakland Park Winter Garden is by car, with the drive taking only about 20 minutes. Whether you’re heading into the city for work, shopping, dining, or entertainment, you’ll find that the best of both worlds is within reach living in Oakland Park Winter Garden.


In Oakland Park Winter Garden, you’ll find a community that seamlessly blends the charm of small-town living with the excitement of city life. With stunning homes, beautiful surroundings, and a wealth of amenities and activities, this enchanting neighborhood is the perfect place to call home. Discover the magic of Oakland Park Winter Garden for yourself and start creating a lifetime of memories in this remarkable community.

Frequently Asked Questions

What makes Oakland Park Winter Garden unique?

Oakland Park Winter Garden’s certified green status and beautiful natural surroundings make it a unique place to live providing residents with a perfect blend of serenity and excitement.

The area is home to a variety of outdoor activities, from biking and hiking trails to kayaking and fishing. Residents can also enjoy a variety of cultural attractions, such as art galleries, museums and performing arts venues. The city is also nearby.

Are there any parks or trails in Oakland Park Winter Garden?

Yes, Oakland Park Winter Garden features several parks and playgrounds, including the popular West Orange Trail - a 22-mile paved trail running through the city.

The trail is a great way to explore the city and its many attractions, from the historic downtown to the beautiful lakes and gardens. It’s also a great way to get some exercise and enjoy the outdoors.

What types of homes are available in Oakland Park Winter Garden?

Oakland Park Winter Garden features an array of beautiful homes, from traditional to modern designs with unique features to suit every lifestyle.

The homes range from cozy bungalows to sprawling estates, with plenty of options for customization. The neighborhood is conveniently located near shopping, dining and entertainment, making it a great place to call home.

How close is Oakland Park Winter Garden to Orlando?

Oakland Park Winter Garden is conveniently close to Orlando, just 14 miles away, making it easy to enjoy all the city has to offer.

Are there any events or activities in Oakland Park Winter Garden?

Oakland Park Winter Garden offers an exciting range of events and activities, such as festivals, concerts, farmers markets and recreational activities in parks and trails.

These events and activities provide a great opportunity for residents and visitors to explore the city and enjoy the outdoors. There are plenty of activities to choose from, including outdoor concerts, farmers markets, and recreational activities in parks and trails. Contact me about any of the Oakland Park Winter Garden FL homes for sale.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 2/22/24 11:59 PM) |

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Contact Wendy Morris


Wendy Morris LLC
DBA Wendy Morris Realty
Licensed in the State of Florida
BK 3146762
16797 Broadwater Avenue
Winter Garden, Florida 34787

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