Oakland Park Homes with Sidewalks Community Features

Welcome to Oakland Park, a vibrant and inviting community nestled in the heart of Winter Garden, Florida. This picturesque subdivision in Orange County is the perfect blend of suburban charm and modern conveniences, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of Oakland Park is its thoughtfully designed layout, which includes beautiful homes with sidewalks that encourage outdoor living and foster a sense of community. Picture yourself taking leisurely strolls along tree-lined streets, where neighbors become friends and children play safely in their front yards. The sidewalks not only enhance the aesthetic appeal of the neighborhood but also promote an active lifestyle, making it easy to enjoy morning jogs or evening walks with loved ones.

The homes in Oakland Park are designed with comfort and elegance in mind, offering a variety of styles and sizes to suit diverse preferences. Many properties feature open floor plans, spacious backyards, and modern amenities that cater to today’s discerning buyers. Whether you're looking for a cozy single-family home or a larger residence to accommodate a growing family, Oakland Park has something for everyone.

In addition to its beautiful homes, Oakland Park boasts a prime location with easy access to shopping, dining, and recreational activities. The nearby Winter Garden Village offers a plethora of retail options and delightful eateries, while the scenic West Orange Trail provides endless opportunities for outdoor adventures.

Experience the charm and warmth of Oakland Park, where community spirit thrives and every day feels like a vacation. Discover your dream home in this enchanting neighborhood today!

Newest Oakland Park Homes with Sidewalks Community Features

$625,000

3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Looking for a move-in ready home in Winter Garden with modern upgrades, an ideal location, and a true sense of community? Welcome to this beautifully maintained 3-bedroom, 3-bathroom home in the highly desirable Oakland Park neighborhood. Designed for today's lifestyle, this home features a bright open-concept floor plan, abundant natural light, spacious living areas, and a functional layout that's perfect for both everyday living and entertaining. Premium upgrades include gas appliances, elegant plantation shutters, and stylish finishes throughout, offering a turnkey, low-maintenance home you can enjoy from day one. Located in one of Winter Garden's most sought-after golf cart communities, Oakland Park offers resort-style amenities, scenic trails, parks, green spaces, and top-rated schools, creating the perfect setting for an active, connected lifestyle. Just minutes from Historic Downtown Winter Garden, you'll have easy access to the nationally recognized farmers market, local restaurants, boutique shopping, coffee shops, seasonal festivals, live entertainment, and the West Orange Trail. Whether you're searching for a close knit neighborhood, a home near downtown Winter Garden, or a community with exceptional amenities, this property checks every box. Don't miss this opportunity to own a beautifully upgraded home in one of Central Florida's most desirable communities.

914 Trowman Alley, Winter Garden

$2,098,000

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve of the sought-after Oakland Park community. This is a RCB Homes custom-built two story, four-bedroom, four-bath floor plan that you will customize with all the luxury finishes you will pick yourself! The floorplan is an open concept design, but you can still make changes to the floorplan if you want! The lot affords beautiful views of Lake Apopka on a secluded cul-de-sac. The community is conveniently located minutes away from downtown Winter Garden, with a plethora of restaurants, shopping, and more. If outdoor recreation is up your alley, enjoy the various walking trails in the community or explore the 22-mile paved West Orange Trail connecting Oakland/Winter Garden to Apopka! Seize your opportunity to become a part of the luxury lifestyle inside Oakland Park with its multiple community living spaces, pools, playgrounds, and more. Don't settle for a community or home that doesn't have your wants and needs; build this home one to your specifications. Call us to find out more!

1258 Ridge Lake Way, Oakland

Start Your Search