Hilliard Isle: Kissimmee’s New Master-Planned Community

Hilliard Isle is moving from a long-planned development into an active new construction community in Kissimmee, Florida. Located along East Lake Tohopekaliga near Simpson Road and Pebble Pointe Way, the nearly 900-acre master-planned community is now under development with Pulte Homes as the residential builder.

Originally published October 10th, 2025. Updated October 1st, 2026.

The project is planned for approximately 2,016 homes across eight phases, with the first phase consisting of approximately 245 homes. Pulte is currently marketing Hilliard Isle as a coming-soon community, with homes starting in the upper $300s. Individual floor plans, specific homesites, and full inventory have not yet been released.

For buyers, this makes Hilliard Isle particularly interesting because there is still an opportunity to understand the community before the full range of homes and pricing becomes available. For investors, the combination of new construction, a large-scale master plan, its location in eastern Kissimmee, and proximity to Lake Nona and major Central Florida attractions makes Hilliard Isle a development worth watching.

Below, we are breaking down what is known today, what has changed since the project was first announced, what buyers and investors should be watching, and what information has not yet been released.

Hilliard Isle at a Glance

• Location: Kissimmee, Florida, near Simpson Road and Pebble Pointe Way
• Size: Nearly 900 acres
• Residential builder: Pulte Homes
• Planned homes: Approximately 2,016
• Development plan: Eight residential phases
• First phase: Approximately 245 homes
• Home types: Townhomes, bungalow-style homes, and detached single-family homes
• Current status: Coming soon and under development
• Current advertised pricing: Starting in the upper $300s, according to Pulte
• Sales status: Individual home inventory and floor plans have not yet been released
• Community amenities: Planned resort-style pool, lazy river, splash pad, sports courts, fitness facilities, trails, gathering spaces, and more
• Future town center: Approximately 67 acres planned for commercial, residential, and community uses

Hilliard Isle Has Officially Moved Into Development

When we originally published this article, Hilliard Isle was still primarily a development story. That has changed.

In 2026, the project moved forward with construction and the residential portion of Hilliard Isle advanced with Pulte Homes. The development is planned across nearly 900 acres along East Lake Tohopekaliga and is expected to introduce approximately 2,016 new homes to this part of Kissimmee.

The first phase includes approximately 245 homes and represents the beginning of a much larger community that will be built over multiple phases.

That distinction matters for anyone researching Hilliard Isle today. This is no longer simply a proposed Kissimmee development. Construction is underway, but the community is still in its early stages, which means many details buyers will eventually want to know have not been released yet.

Who Is Building Hilliard Isle?

Pulte Homes is the residential builder behind Hilliard Isle.

Pulte is one of the largest homebuilders in the United States, and its involvement gives buyers an established builder to work with as the community begins releasing homes and floor plans.

The current Pulte community page identifies Hilliard Isle as a coming-soon community and is collecting interest from prospective buyers. Pulte currently advertises homes starting in the upper $300s, although pricing will vary based on floor plan, homesite, structural options, design selections, and other factors once inventory is released.

For buyers who are interested in getting into Hilliard Isle early, registering interest directly with the builder and working with a local real estate professional can help you stay informed as additional information becomes available.

What Homes Will Be Available in Hilliard Isle?

Hilliard Isle is expected to include several different residential product types rather than a single style of home.

The first phase is planned to include approximately:

• 58 townhomes
• 62 bungalow-style homes on approximately 32-foot homesites
• Detached single-family homes on approximately 40-, 50-, and 60-foot homesites

The first four phases are expected to include approximately 988 homes, with the entire community planned for approximately 2,016 homes across eight phases.

At this stage, Pulte has not publicly released the complete collection of floor plans, elevations, available homesites, structural options, or individual home pricing. Those details should become clearer as the community gets closer to opening for sales.

If you are researching Kissimmee new homes, Hilliard Isle is worth keeping on your list because the community will offer multiple home types and price points within one larger master-planned development.

How Much Will Hilliard Isle Homes Cost?

Pulte currently advertises Hilliard Isle homes starting in the upper $300s.

That gives prospective buyers an initial point of reference, but it should not be treated as the final price of a completed home. New construction pricing can change as builders release inventory, and the final purchase price may be affected by the floor plan, lot location, homesite premium, structural options, design selections, financing incentives, and other costs.

For investors, the distinction is especially important. A home's advertised base price is only one part of the investment equation. Property taxes, insurance, HOA costs, financing, maintenance, rental restrictions, potential rental income, and future resale demand all need to be considered before evaluating a property as an investment.

As Pulte releases additional pricing and inventory information, this section should be updated to reflect current Hilliard Isle homes and available opportunities.

What Amenities Will Hilliard Isle Have?

One of the more notable aspects of Hilliard Isle is the scale of the planned amenities.

Pulte currently highlights a range of planned community features, including:

• Resort-style swimming pool
• Lazy river
• Sun shelf
• Splash pad
• Pool cabanas
• Covered social veranda
• Food truck lane
• Gaming turf
• Sports courts
• Fitness facilities
• Nature trails
• Outdoor gathering areas

Pulte also highlights included high-speed internet and streaming television as part of the community offering.

Because Hilliard Isle is being built in phases, buyers should pay attention to when individual amenities are scheduled to open. A planned amenity is not necessarily an amenity that will be available when the first homes are completed.

What About East Lake Tohopekaliga?

Hilliard Isle's location along East Lake Tohopekaliga is one of the defining characteristics of the development.

The lake is part of the larger Lake Tohopekaliga system in Osceola County and provides a significant natural feature for the surrounding area. Hilliard Isle is planned with conservation areas, trails, and outdoor spaces that take advantage of its lakeside setting.

Earlier planning information surrounding the development also referenced future waterfront and marina-related uses. However, current Pulte materials do not provide enough detail to treat a resident marina or specific private boating access as a confirmed community amenity.

If lake access is an important part of your decision, we recommend verifying exactly what access, boating facilities, waterfront features, and community rights will be available before purchasing.

The 67-Acre Town Center

Hilliard Isle is planned as more than a residential neighborhood.

The broader master plan includes an approximately 67-acre town center intended to create a mix of uses within the larger development. Previous development plans have included entitlements for multifamily housing and commercial space, including approximately 620 multifamily units and roughly 190,000 square feet of mixed commercial use.

The long-term vision is important because large master-planned communities can evolve significantly as additional phases are built. Future retail, services, dining, multifamily housing, and other commercial uses could eventually change how residents interact with the surrounding area.

At the same time, buyers should distinguish between what is planned or entitled and what is currently open and operating. Development timelines can change, and individual commercial projects may be delivered years after the first homes are completed.

Hilliard Isle, Lake Nona and the Rest of Central Florida

Location is one of the reasons Hilliard Isle has attracted attention from both homebuyers and investors.

The community is positioned in eastern Kissimmee, giving residents access to Kissimmee, St. Cloud, Lake Nona, Orlando International Airport, major theme parks, and other Central Florida employment and entertainment destinations.

Hilliard Isle also benefits from its proximity to major transportation routes, including access toward SR 417 and Florida's Turnpike.

For buyers comparing Lake Nona with newer communities farther south and east, Hilliard Isle offers another option to consider. The two areas are not interchangeable, but their proximity makes it reasonable for buyers who work, invest, or spend significant time in the Lake Nona area to compare housing options across both locations.

Simpson Road Improvements Are Changing the Area

Transportation infrastructure is another important part of the Hilliard Isle story.

Osceola County completed the Simpson Road South project in November 2025. The project reconstructed approximately two miles of Simpson Road from U.S. 192 into a divided four-lane roadway with a grass median and 10-foot shared-use paths on both sides. Improvements were also made at the Fortune Road and Simpson Road intersection.

Infrastructure improvements do not guarantee how an area will develop or how property values will perform. However, they are worth watching when evaluating a large new community because transportation capacity can influence accessibility as additional homes and businesses are built.

Schools Near Hilliard Isle

Current information from Pulte identifies Neptune Middle School and Tohopekaliga High School among the schools associated with Hilliard Isle.

School assignments can change as new developments are built and enrollment boundaries are adjusted. Families considering a purchase should verify the current school assignment directly with the School District of Osceola County before making a purchase decision.

Hilliard Isle vs. Hilliard Ridge: Are They the Same?

No. Hilliard Isle and Hilliard Ridge are separate developments in the Kissimmee area.

The similar names can create confusion, particularly when searching online for new construction homes. Hilliard Isle is the large, nearly 900-acre master-planned development being built with Pulte Homes near Simpson Road and Pebble Pointe Way.

When researching listings, builder information, investment opportunities, or future development plans, make sure you are looking at information specifically related to Hilliard Isle.

Why Hilliard Isle Has Attracted Investor Attention

Hilliard Isle has generated interest beyond traditional homebuyers because of the combination of new construction, a large master plan, multiple housing types, planned amenities, and its location within the broader Orlando-Kissimmee growth corridor.

It has also historically attracted attention from investors researching Central Florida real estate from outside the immediate Orlando market, including buyers and investors from Puerto Rico.

That connection is understandable. Hilliard Isle's development team has a Puerto Rico connection through Empresas Fonalledas, while the community itself is located in one of the country's most active residential and tourism markets. For someone researching Florida real estate from Puerto Rico, that combination can make a new development like Hilliard Isle particularly interesting.

However, a recognizable development team or strong location does not automatically make a property a good investment. Investors should evaluate each property based on its actual purchase price, financing terms, taxes, insurance, HOA expenses, rental policies, projected operating costs, potential rental income, and comparable properties available at the time of purchase.

For buyers outside Central Florida, local representation can also be useful before inventory opens. A local agent can help track builder releases, compare Hilliard Isle with other Kissimmee and Orlando-area new construction communities, review purchase terms, and evaluate the property beyond the builder's advertised base price.

Hilliard Isle for Puerto Rico Buyers and Investors

If you are researching Hilliard Isle from Puerto Rico, you are not alone. The project has historically attracted interest from Puerto Rico because of its development connection, Central Florida location, and potential appeal as a new-construction investment market.

For an investor purchasing from outside Florida, the research process is a little different from buying a primary residence. It is important to understand the builder's purchase process, financing options, property taxes, insurance requirements, HOA rules, rental restrictions, property management considerations, and the differences between short-term and long-term rental strategies.

It is also worth comparing Hilliard Isle with other new construction opportunities throughout Kissimmee, St. Cloud, Lake Nona, and the surrounding Orlando area rather than evaluating the community in isolation.

Our team can help buyers and investors understand the local market, compare available communities, and evaluate a property based on its location and numbers rather than relying solely on projected future growth.

What Buyers Should Know Before Hilliard Isle Opens

Hilliard Isle is still early in its development cycle, so there are several important details that prospective buyers should watch for.

• Floor plans: The full collection of homes has not yet been released.
• Final pricing: Current starting prices provide a reference point, but actual home prices will vary.
• Homesite premiums: Specific lot locations may carry additional costs.
• Incentives: Builder incentives can change based on inventory, financing, and market conditions.
• HOA: Buyers should review the final HOA structure, fees, restrictions, and community rules before purchasing.
• Taxes and insurance: These costs should be included in any ownership or investment analysis.
• Rental restrictions: Investors should verify what types of rentals are permitted before purchasing.
• Amenity timing: Planned amenities may not all be available when the first homes close.
• School assignments: Verify the current assignment before purchasing, particularly for future phases.
• Construction timelines: New construction completion dates can change based on builder schedules and market conditions.

Is Hilliard Isle a Good Fit for Buyers Looking for New Construction?

Hilliard Isle may be worth considering if you are specifically looking for new construction in the Kissimmee area and want access to a larger master-planned community rather than a smaller neighborhood.

The community offers several characteristics that new construction buyers often look for: multiple home types, planned amenities, a large development footprint, access to major roads, and proximity to the broader Orlando area.

The tradeoff is timing. Because Hilliard Isle is still being built, buyers entering during the early phases will be making decisions based partly on plans for a community that will take years to fully develop.

That can be appealing to some buyers and less appealing to others. Understanding the current phase, builder offerings, costs, and timeline is important before deciding whether the community fits your plans.

Is Hilliard Isle an Investment Opportunity?

Hilliard Isle is worth monitoring for investors interested in Central Florida investment properties, but the investment case should be based on current numbers rather than assumptions about future appreciation.

For a potential investment property, consider:

• Purchase price and total acquisition costs
• Expected monthly rent
• Property taxes
• Homeowners insurance
• HOA fees
• Maintenance and repair costs
• Financing terms and interest rates
• Rental restrictions
• Property management costs
• Comparable rental properties
• Comparable resale properties
• Potential vacancy
• Long-term demand in the surrounding area

New construction can also involve costs that are easy to overlook when comparing a builder's base price with an existing home. Upgrades, lot premiums, closing costs, insurance, taxes, and financing can materially change the total investment.

For investors coming from outside Florida, including Puerto Rico, having someone local who understands both the property and the surrounding market can make the research process much easier.

Hilliard Isle FAQ

Where is Hilliard Isle located?

Hilliard Isle is located in Kissimmee, Florida, near Simpson Road and Pebble Pointe Way along East Lake Tohopekaliga. Its location places the community within reach of Kissimmee, Lake Nona, Orlando International Airport, major theme parks, and major Central Florida roadways.

Who is building Hilliard Isle?

Pulte Homes is the residential builder for Hilliard Isle. The community is currently being marketed as a coming-soon Pulte community, with homes advertised starting in the upper $300s.

How many homes will Hilliard Isle have?

The current development plan calls for approximately 2,016 homes across eight phases. The first phase is planned for approximately 245 homes, with the first four phases expected to include approximately 988 homes.

What types of homes will be built in Hilliard Isle?

The community is planned to include townhomes, bungalow-style homes, and detached single-family homes. The first phase is expected to include 58 townhomes, 62 bungalow-style homes on approximately 32-foot homesites, and detached homes on approximately 40-, 50-, and 60-foot homesites.

How much will homes in Hilliard Isle cost?

Pulte currently advertises Hilliard Isle homes starting in the upper $300s. Actual pricing will vary based on floor plan, homesite, structural options, design selections, incentives, and other factors. Individual home inventory and the complete floor plan collection have not yet been released.

When will Hilliard Isle homes go on sale?

Hilliard Isle is currently a coming-soon community and is under development. Pulte is collecting interest from prospective buyers, but individual inventory and floor plans have not yet been publicly released. Sales timing can change as construction progresses.

What amenities will Hilliard Isle have?

Planned amenities include a resort-style pool, lazy river, sun shelf, splash pad, cabanas, covered social areas, a food truck lane, gaming turf, sports courts, fitness facilities, nature trails, and outdoor gathering spaces. Buyers should confirm the timing and final details of amenities as the community develops.

Will Hilliard Isle have lake access or a marina?

Hilliard Isle is planned along East Lake Tohopekaliga and includes a lakeside setting, conservation areas, and outdoor amenities. Earlier development information referenced waterfront and marina-related concepts, but current Pulte materials do not provide enough detail to confirm a private resident marina or specific boating access. Buyers interested in lake access should verify the final plans before purchasing.

Is Hilliard Isle a good investment?

Hilliard Isle may be worth researching for investors interested in new construction in the Kissimmee and Central Florida market. However, whether an individual property makes sense as an investment depends on its purchase price, financing, taxes, insurance, HOA costs, rental restrictions, expected rent, operating expenses, and comparable properties at the time of purchase.

Are Hilliard Isle and Hilliard Ridge the same community?

No. Hilliard Isle and Hilliard Ridge are separate developments in the Kissimmee area. Hilliard Isle is the nearly 900-acre master-planned community being developed with Pulte Homes near Simpson Road and Pebble Pointe Way.

Are Hilliard Isle homes available to investors from Puerto Rico?

Hilliard Isle is a Florida real estate development, so buyers from Puerto Rico can research and potentially purchase properties there subject to the same builder, financing, legal, tax, and ownership requirements that apply to other buyers. Investors purchasing from outside Central Florida should carefully evaluate rental rules, operating expenses, financing, insurance, and the local market before purchasing.

Can an agent help me buy a Hilliard Isle home?

Yes. A local buyer's agent can help you monitor the community as Pulte releases floor plans and inventory, compare Hilliard Isle with other new construction communities, review purchase terms, and evaluate the total cost of a property. This can be particularly useful for buyers and investors who are researching the Central Florida market from outside the area.

What Happens Next at Hilliard Isle?

The next major milestones to watch are the release of Pulte floor plans, official inventory, detailed pricing, homesite availability, incentives, HOA information, and additional details about the community's amenities and future development.

As more information becomes available, Hilliard Isle will become easier to evaluate on an individual home basis. Until then, the most useful approach is to separate confirmed information from future plans and keep track of changes as each phase moves forward.

We will continue updating this guide as new information is released.

Looking for Hilliard Isle Homes for Sale?

If you are considering Hilliard Isle as a future home or investment, getting connected before the community fully opens can give you more time to understand the builder's plans, compare available options, and prepare for new inventory releases.

Aponte Group works with buyers throughout Kissimmee, Orlando, and Central Florida, including buyers relocating to the area and investors researching Florida real estate from outside the region.

Whether you are looking for a new construction home, evaluating Hilliard Isle as an investment, or comparing it with other communities in Kissimmee and the Orlando area, we can help you understand the local market and your options.

Contact Aponte Group at Real Broker to start the conversation.