Kissimmee, FL
    All Communities

    Florida

    Kissimmee

    Affordable growth near attractions.

    Median Price

    $340,000

    Avg. Days on Market

    32

    YoY Price Change

    +3.5%

    Market Trend

    Rising

    About Kissimmee

    Kissimmee offers entry points for first-time buyers and strong rental returns for investors, all within minutes of Disney. Rapid development is adding new communities and commercial corridors.

    What Makes It Stand Out

    • Proximity to Disney, Universal, and attractions
    • Strong short-term rental market
    • Affordable entry point for the Orlando metro
    • Rapid infrastructure development

    Lifestyle

    Living in Kissimmee

    Walkability & Transit

    30

    Walk

    20

    Transit

    28

    Bike

    Local Amenities

    • Old Town shopping & entertainment district
    • Shingle Creek Regional Park & trails
    • Osceola Regional Medical Center
    • Loop & The Promenade shopping centers

    Cost of Living

    100 = National Average

    Overall

    89/ 100

    Housing

    82/ 100

    Groceries

    98/ 100

    Transportation

    95/ 100

    Education

    Schools in Kissimmee

    Osceola County School District

    B

    Elementary

    B-

    Middle

    B-

    High

    Neighborhoods

    Where to Live in Kissimmee

    Storey Lake

    Vacation & investment

    Storey Lake

    Resort-style community popular with short-term rental investors.

    Reunion

    Luxury resort

    Reunion

    Master-planned golf resort community.

    Poinciana

    Budget-friendly

    Poinciana

    Affordable suburban living with growing infrastructure.

    Kissimmee, Florida

    Local Insight

    Broker Tips for Kissimmee

    For Buyers

    If you're buying for rental income, research HOA rules on short-term rentals carefully. Not all communities allow them.

    For Sellers

    Highlight rental income potential and proximity to attractions in your listing. Investor buyers drive a large portion of this market.

    Direct Line

    Speak with a Kissimmee broker

    Cora A. Johnson and the Wynnmore team will reach out personally — no call center, no form-bots.

    Ready to Explore Kissimmee?

    Connect with Wynnmore for expert guidance in the Kissimmee market.

    Temporary Access Restriction

    Account Access Temporarily Restricted

    This account is currently in restricted status. The website remains available in view-only mode. Please contact the account administrator to restore full access.

    For buyers, sellers, agents, and current clients, Wynnmore Realty remains available:

    View-only mode