The Best Neighborhoods in Kissimmee, FL (2026)
Looking for the best neighborhoods in Kissimmee? Instead of opinions, we ranked Kissimmee’s 305 communities by the numbers that actually matter when you’re choosing where to live — how fast homes sell, price per square foot, and how values are moving. Here’s where Kissimmee stands, by the data (as of 2026-06-16).
Fastest-selling neighborhoods in Kissimmee
Where homes sell quickest — a sign of strong buyer demand. (Lowest median days on market, communities with recent closings.)
- HIDDEN HARBOR — 0 days on market · $630,000
- KINGS POINT — 1 days on market · $460,000
- LAUREL RUN AT CRESCENT LAKES — 1 days on market · $344,000
- PINEHURST AT CYPRESS WOODS — 1 days on market · $397,000
- REGAL OAKS — 1 days on market · $320,000
Most affordable neighborhoods in Kissimmee (price per sq ft)
The lowest median price per square foot in Kissimmee — where your dollar stretches furthest.
- ARISHA ENCLAVE — $1/sq ft · $3,000
- GARDNER LANE TWNHMS — $1/sq ft · $2,000
- PROSPECT PARK — $1/sq ft · $2,000
- RIO HILLS TWNHS — $1/sq ft · $2,000
- TWNHOMES FLORA RIDGE P2 — $1/sq ft · $2,000
Top neighborhoods in Kissimmee by Momentum Score
Momentum’s overall 0-100 market score blends value, demand, and momentum.
- KNIGHTSBRIDGE 50S — score 92 · $430,000
- Evergreen Park — score 86 · $327,000
- Westview Villas — score 86 · $248,000
- EAGLE BAY — score 78 · $398,000
- LINDFIELDS — score 76 · $409,000
How we ranked these
These lists come from Momentum’s MLS data for Kissimmee, limited to communities with recent closings so the numbers are meaningful. ‘Fastest-selling’ uses median days on market, ‘most affordable’ uses median price per square foot, ‘fastest-appreciating’ uses the 1-year price change, and the Momentum Score is our overall 0-100 read on each market. The right neighborhood for you also depends on schools, commute, and lifestyle — use these as a data-driven starting point.
Explore Kissimmee further
Common questions
What are the best neighborhoods in Kissimmee?
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How were these Kissimmee neighborhoods ranked?
Rankings are aggregates from Momentum Realty’s MLS data for Kissimmee, as of 2026-06-16, and change over time. A data-driven starting point, not a guarantee or an endorsement of any community. Equal Housing Opportunity.