Introducing Oakland Hills  - Winter Garden's premier luxury new home community. Oakland Hills is an enclave of only 17 over-sized home sites nestled among grand oak trees reminiscent of old Florida rural estates.


These brand new custom homes  feature  modern farmhouse architectural style and  are designed to maximize the natural attributes of each specific lot. No two homes will be alike ensuring individuality and unique curb appeal throughout the community.


Unlike most new communities, Oakland Hills is designed to respect the natural condition by preserving mature trees and winding a narrow roadway through the community without the use of curb and gutter. This low-impact design respects the natural lay of the land and is a key component in the overall look and feel of the development. Oakland Hills will truly evoke the sense of old Florida with its careful planning of details from the homes to the natural landscaping.


Oakland Hills is located within a two-minute bike ride from the West Orange Trail. From there it’s just another 7-minute bike ride to The Plant Street Market and the Farmers Market in downtown Winter Garden. By motor vehicle, all of Central Florida’s  major commuter corridors are easily accessible including the FL-429 which is just 4 miles away.


Availability is limited and subject to change.

Oakland Hills Brochure