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The market around Hilliard Isle in Kissimmee

Hilliard Isle in Kissimmee is too small for its own price trend, so here is the market around it.

Across Osceola County, 4,396 homes are active and 1,122 pending (20% under contract).

ZIP and county figures describe the wider market, not Hilliard Isle in Kissimmee specifically. Momentum Research analysis of MLS records.

Recent Developments in Hilliard Isle

Development, infrastructure, retail, and school activity affecting Hilliard Isle, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Dev Momentum49/100 · Active
  1. June 2026
    Builder Activity

    Pulte community page live for Hilliard Isle while pre-opening

    Pulte's official community page for Hilliard Isle is live and collecting interest while the community is pre-opening. No home pricing has been published. Sales were expected to open in early 2027 following the start of Phase 1 development.

    What it may mean for the marketAn active builder interest list ahead of sales is a common pre-opening step; first-release pricing for a master plan of this size typically lands closer to the sales-office opening.

    Source: Pulte Homes official community page
  2. February 2026
    Builder Activity

    Pulte partner closes on Hilliard Isle residential land for reported $47.95M

    GrowthSpotter reported Pulte and its land-banking partner closed on the residential portion of Hilliard Isle, a roughly 2,016-home master-planned community on East Lake Tohopekaliga in Kissimmee, for a reported $47.95 million. Phase 1 of about 245 units across five product lines was set to break ground in early 2026 with sales expected to open in early 2027.

    What it may mean for the marketA 2,000-plus-home lakefront master plan with Pulte as exclusive builder represents a major addition to east Osceola's housing pipeline, with effects on area supply that build out over years.

    Source: GrowthSpotter (Orlando Sentinel)
  3. November 2025
    Infrastructure

    Simpson Road South widening completed ahead of schedule

    Osceola County completed its 31.47 million dollar Simpson Road South project, reconstructing about two miles of Simpson Road from US 192 into a divided four-lane roadway with a grassed median and a 10-foot shared use path on each side. The work, finished November 18, 2025 along with companion improvements at the Fortune Road and Simpson Road intersection, is part of the county's larger 134.8 million dollar Simpson Road corridor plan serving the area around the Hilliard Isle site.

    What it may mean for the marketExpanded capacity on Simpson Road could help absorb traffic from Hilliard Isle's phased buildout as home construction ramps up nearby.

    Source: Osceola County

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in the Orlando Metro.

If we were buying in Hilliard Isle in Kissimmee today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Hilliard Isle in Kissimmee.

The location and the amenities are priced into every listing in Hilliard Isle in Kissimmee. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Hilliard Isle in Kissimmee sales matched to your home.

What is your Hilliard Isle in Kissimmee home worth?

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Real comps, not an automated estimate.

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-08-18

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.

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The real cost & risk here

Before the list price, the Florida math the portals skip. These are Nassau County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,804/mo
Nassau County typical true cost to own
$97/mo
Nassau County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.