Hannibal Square
Winter Park, Orange County, FL$350K - $1.2M
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8/10
School Rating
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About Hannibal Square
Hannibal Square is a vibrant, historically significant neighborhood in Winter Park that has evolved into one of Central Florida's most desirable mixed-use districts. The area combines rich cultural heritage with modern restaurants, boutiques, and residential options, creating a unique neighborhood character that celebrates both its past and its future.
The neighborhood features a mix of renovated historic homes, new townhomes, and contemporary residences arranged along walkable streets. Hannibal Square's commercial district along New England Avenue and West Fairbanks has become a culinary destination with acclaimed restaurants and local businesses.
Hannibal Square's location provides easy walking access to both Park Avenue and the Winter Park SunRail station, making it exceptionally convenient for commuters and those who value an urban lifestyle. The Hannibal Square Heritage Center preserves the neighborhood's important cultural history.
The area has seen significant investment and revitalization while maintaining its distinctive character, making it attractive to buyers seeking authenticity, walkability, and a strong sense of community in a prime Winter Park location.
Neighborhood Highlights
- Vibrant restaurant and boutique district
- Rich cultural heritage and community identity
- Walking distance to Park Avenue and SunRail
- Mix of historic and new construction homes
- Strong sense of neighborhood community
Property Types
ZIP Codes
Schools Serving This Neighborhood
District: Orange County Public Schools
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Audubon Park Elementary
Elementary
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Maitland Middle
Middle
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Winter Park High
High
School ratings and boundaries change — visit GreatSchools.org for current information.
Search All Schools in Winter ParkSchool data provided in partnership with GreatSchools.org
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(407) 490-0397Frequently Asked Questions About Hannibal Square
What is Hannibal Square known for?
Hannibal Square is known for its vibrant restaurant scene, cultural heritage, walkability, and its location between Park Avenue and the Winter Park SunRail station.
What are home prices in Hannibal Square?
Homes in Hannibal Square range from $350,000 for smaller homes to over $1 million for renovated or new construction properties.
Is Hannibal Square walkable?
Yes, Hannibal Square is highly walkable with restaurants, shops, Park Avenue, and the SunRail station all within walking distance.
What restaurants are in Hannibal Square?
Hannibal Square features acclaimed restaurants including The Ravenous Pig, The Osprey Tavern, and numerous other dining options along New England Avenue.
Is Hannibal Square a good investment?
Yes, Hannibal Square has seen strong appreciation due to ongoing revitalization, its walkable location, and growing demand for authentic urban neighborhoods.