Winter Garden’s New Custom Luxury Home Community
Winter Garden’s new custom luxury home community, Oakland Hills has a unique vibe. As Winter Garden continues to grow, one of the concerns many locals have is that the small town will lose its historic charm. As new developments increase, it often means the decrease of beautiful shade trees, open spaces, and natural landmarks. Oakland Hills will be different.

A Focus on Nature
This premier luxury community in Winter Garden aims to offer high-end homes while preserving Winter Garden’s natural beauty. Oakland Hills is preserving the natural and historic aspects of this sweet town. The community will be different than many other developing Winter Garden neighborhoods in many ways. A winding road will respect the existing trees of the area. Residents will go around the beautiful shade trees instead of requiring them to be removed. Locals will enjoy a scenic drive under a canopy of oaks each time they enter and exit the neighborhood. Respect for the natural environment will play a vital role in the low impact design of this impressive neighborhood.
Oakland Hills Highlights
- 17 Large, Unique Lots
- Custom Build Homes
- No Gutters or Curbs
- Winding Scenic Roads
- Preserved, Century-old Oak Trees
- Community Firepit
- Community Farm-stand
- Near Downtown Winter Garden
The Impressive Details
Oakland Hills will be an exclusive community to only 17 estate-style homes. No two home will be the same since each will be a custom build. The decision to make each home unique is also due to preserving the different plots and what currently exists on them. The homes will be modern-farmhouse architectural style. They will feature dramatic and oversized openings and entrances, big open kitchens, covered porches, hardwood floors, and natural looking woodwork.
Residents are just a short distance from Plant Street and the historic Downtown Winter Garden District. They are a two-minute bike ride from access to the West Orange Trail. Or they can continue for another 7 minutes finding themselves at Downtown Winter Garden. Even though they are in their own little piece of old Florida, they are still conveniently located to major commuter roads like the 429 which is just 4 miles away.
Special pre-market pricing is available for a limited time. The lots are highly desirable and two are already sold.

Image Credit: www.oaklandhillswg.com
The Erica Diaz Team Knows You’ll Love Oakland Hills
Oakland Hills is designed to preserve a historic piece of Winter Garden. It combines the custom home experience with the area’s natural beauty, creating a high-end lifestyle under the oak trees.
If you’d like to discover more about Oakland Hills or Winter Garden, contact us today!
1 Comment
Beautiful