Hilliard Isle: Kissimmee’s Next Premier Neighborhood

Kissimmee’s real estate market is preparing for one of its most ambitious projects yet — Hilliard Isle, a nearly 900-acre master-planned community set along the scenic shores of East Lake Tohopekaliga (East Lake Toho). Designed to blend residential living, commercial space, and waterfront recreation, Hilliard Isle is poised to become a destination for families, retirees, and investors alike.

Originally published on October 10th, 2025. Updated for accuracy.

A Long-Term Vision Backed by Major Developers

Behind the project is Empresas Fonalledas, Puerto Rico’s largest mall developer, known for world-class retail and mixed-use projects. Through its affiliate Plaza Lakes LLC, the company has invested $70 million over two decades to assemble the land for this project.

In partnership with Pulte Homes, one of the nation’s top homebuilders, Hilliard Isle is moving from vision to reality. Zoning approvals and early site planning are already underway, setting the stage for groundbreaking in early 2026.

City officials, including Kissimmee Development Director Craig Holland, have called the site the city’s “last big undeveloped piece of property”, a fitting description for a project expected to reshape the area’s eastern corridor.

Residential Living: From Bungalows to Lakefront Homes

A Range of Home Styles for Every Buyer

Hilliard Isle’s master plan includes up to 3,000 residential units, offering something for everyone, from low-maintenance townhomes to single-family residences and multifamily apartments.

Phase 1, expected to begin construction in 2026, will feature 245 total units, including:

• 58 townhomes
• 62 bungalow-style homes on 32-foot lots
• Detached homes on 40-, 50-, and 60-foot lots

Future phases will add more housing types, community parks, and lakefront amenities, totaling 988 homes and townhomes within the first four phases.

Town Center & Commercial Spaces: The Heart of Hilliard Isle

The 67-acre town center will serve as the vibrant hub of the community — featuring retail shops, restaurants, and entertainment venues designed for walkability and convenience. Empresas Fonalledas will retain ownership of this portion, which includes entitlements for:

• 620 multifamily units
• 190,000 sq ft of mixed commercial use

Across the wider development, over 125,000 sq ft of additional commercial space will provide local dining, shopping, and everyday services, helping residents live, work, and play all within their own neighborhood.

Lakefront Living: The Marina and Waterfront Amenities

At the heart of Hilliard Isle’s appeal is its connection to East Lake Toho. The community’s planned marina will offer residents opportunities for boating, fishing, kayaking, and sunset views, transforming this stretch of Kissimmee into a lifestyle destination.

Scenic trails, open green spaces, and community gathering areas will further enhance the waterfront experience, blending modern living with Florida’s natural beauty.

Design Philosophy: A Walkable, NeoTraditional Community

Hilliard Isle embraces NeoTraditional design principles, a modern approach inspired by classic small-town planning. This design style prioritizes walkability, connected streets, and community-focused spaces that encourage interaction and active living.

What NeoTraditional Design Means

NeoTraditional, or Traditional Neighborhood Design, focuses on creating neighborhoods that feel connected and human in scale. Expect:

• Walkable streets: Sidewalks, shade trees, and bike-friendly paths that make it easy to move without a car.
• Mixed uses: Homes, parks, and small shops located close together for everyday convenience.
• Architectural charm: Front porches, detailed facades, and homes designed to enhance curb appeal.
• Community spaces: Courtyards, parks, and greenways that serve as gathering points for residents.
• Connectivity: Interconnected streets and trails rather than isolated cul-de-sacs.

How It Shapes Hilliard Isle

At Hilliard Isle, these principles will come to life through tree-lined avenues, open courtyards, and integrated parks. The community’s layout encourages walking, biking, and meeting neighbors — while still offering easy access to major roads and nearby conveniences.

Prime Location with Endless Convenience

Situated on Kissimmee’s eastern edge, Hilliard Isle offers the perfect balance between tranquility and accessibility. Residents will enjoy:

• Direct lake access to East Lake Toho
• Quick routes to Orlando International Airport and Medical City in Lake Nona
• Close proximity to shopping, dining, and entertainment hubs
• Easy connections via Simpson Road and major regional corridors

This location makes it ideal for relocating professionals, families, and retirees seeking a peaceful yet connected lifestyle.

Investment Potential: A Ground-Floor Opportunity

With Phase 1 still in pre-construction, early interest in Hilliard Isle represents a rare investment window. Large-scale master-planned communities like this often see substantial property value growth as phases progress and infrastructure develops.

Buyers and investors entering at this stage could benefit from early positioning, future demand, and Kissimmee’s growing popularity as a real estate and relocation hotspot in Central Florida.

Looking Ahead: Kissimmee’s Next Great Destination

Hilliard Isle represents more than just another development — it’s a carefully planned vision that blends lifestyle, design, and community into one cohesive waterfront experience. As construction moves closer to 2026, the community is already generating excitement among those watching Kissimmee’s continued growth.

For those interested in new communities, investment opportunities, or learning more about Kissimmee’s evolving real estate market, our team is here to help. Contact Aponte Group to connect with local experts who can guide you through the area’s newest and most promising developments.