Built around 1906 by Charles Herbert Tilden, son of Winter Garden pioneer Luther Fuller Tilden, the Oakland Arms stands as one of Central Florida’s most storied residences. Once the centerpiece of the Tildenville community, and minutes from Downtown Winter Garden today, the home has long represented the charm, craftsmanship, and spirit that shaped the region’s early growth.
More than a century later, the historic Oakland Arms Mansion is being thoughtfully restored, preserving its timeless architecture while integrating today’s finest materials and construction standards. The restoration and development are being led by J&J Building, a family of builders crafting homes with generations of expertise in Central Florida since 1976. Every element is being reimagined to celebrate its original character, ensuring this landmark continues to inspire for generations to come.
Surrounding the restored mansion, eleven private estates will soon take shape, each designed to reflect the architectural integrity and enduring beauty of the original home. Together, they form an exceptional residential enclave rooted in history and refined for modern living.
