Central Florida Real Estate

Winter Park

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Nestled among the Winter Park Chain of Lakes, Winter Park is one of the most beautiful areas of Florida, located adjacent to Orlando. Winter Park is recognized as the first centrally planned community in Florida and enjoys more park space per capita than any other Florida city. 

Key Features

  • The Great Outdoors
    Winter Park offers many entertainment and recreational events, including boating, skiing, golfing, trails, and community sports.

  • History At Its Finest
    A celebrated historical landmark, Winter Park is one of the few places in Florida with structures that are more than 100 years old. The scenic "Olde Winter Park" area is filled with small, winding brick streets, and a canopy of old Southern Live Oak and Camphor trees, draped with spanish moss.

Top Area Picks

  • Dining
    Winter Park is home to much fine dining, including Hamilton's Kitchen, The ravenous Pig, Scratch, and Luma on Park.

  • Shopping
    Upscale shopping abounds, from boutiques like Current, to speciality shops like The Spice & Tea Exchange of Winter Park.

  • Area Attractions
    The area offers many historical sites and area museums to explore, along with the annual Winter Park Sidewalk Art Festival.

Relocate to Winter Park

Would you like to learn more about the area of Winter Park? You can use our Winter Park MLS search features to browse Winter Park homes for sale, and learn more about the Orlando-Kissimmee Metropolitan Area by requesting our Winter Park Relocation Guide. More Questions? Would you like to tour some homes? Simply contact me, Debbie Summers, your expert Winter Park real estate agent.


$459,900 - $600,000
Sq Ft: 3,000 - 5,111