446 LONG AND WINDING ROAD

HOWEY IN THE HILLS, FL 34737

Set within a private, gated enclave of custom residences and scenic wetlands, 446 Long and Winding Road presents a rare opportunity to design and build a legacy estate on 3.94 acres of beautifully positioned land in one of the area’s most refined settings. From the moment you enter the community, the atmosphere shifts—architecturally distinctive homes and protected natural surroundings create a sense of space and permanence that is increasingly rare.Generously proportioned and thoughtfully situated, this homesite offers the ideal canvas for both architectural presence and privacy. There is ample room to design a substantial primary residence while preserving expansive views of Florida’s scenic wetlands just beyond your backyard. Whether envisioning a sprawling single-story estate with a resort-style pool and expansive lanai, or a contemporary design that frames long, tranquil vistas, the parcel supports flexible architectural possibilities while maintaining comfortable separation from neighboring homes.The setting lends itself beautifully to seamless indoor-outdoor living. Covered terraces, a summer kitchen, gardens, and inviting entertaining spaces can be thoughtfully integrated to embrace Florida’s year-round climate and natural beauty. Unlike more compact subdivisions, this nearly four-acre property provides true breathing room—allowing for privacy buffers and mature landscaping without compromising elegance or design integrity.The gated entrance enhances both peace of mind and the enduring value of the community’s custom architecture. While the environment feels serene and secluded, the location remains exceptionally convenient for everyday living, with easy access to major roadways, shopping and dining destinations, and quality schools. Positioned less than an hour from Orlando International Airport and the world-renowned attractions of Central Florida, the property offers a rare balance of retreat and connectivity.For buyers seeking land that accommodates both luxury design and long-term livability, this parcel delivers an exceptional combination of scale, setting, and location. Opportunities to secure this amount of acreage within a high-end, gated community are increasingly limited. Bring your architect and builder and begin creating a residence that fully reflects your vision and lifestyle.

Listing courtesy of IAD FLORIDA LLC (208) 957-3160



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Last checked: 2026-09-25 09:41 AM EDT