Celebrating Juneteenth: The History of Parramore and Its Cultural Significance

by James Oxendine

🎉 Celebrating Juneteenth: The History of Parramore and Its Cultural Significance

Juneteenth isn’t just another date on the calendar—it’s a powerful day of reflection and celebration marking the emancipation of enslaved African Americans. In Orlando, one neighborhood in particular—Parramore—holds deep roots in this legacy. As we observe Juneteenth in 2025, here’s a look at Parramore’s history, its evolving cultural identity, and why it matters to our community.


🏘️ A Neighborhood Born of Segregation—and Resilience

Founded in the 1880s by Mayor James B. Parramore, Parramore was deliberately built as a segregated Black community—across the tracks and west of Division Avenue—so that African Americans could live close to where they worked, even as white residents remained on the other side visitorlando.comthejaxsonmag.com+2anthroyeti.net+2en.wikipedia.org+2.

Despite discriminatory planning and urban intrusions—like Interstate 4 slicing through its heart—the area developed a close-knit spirit, with churches, schools, and local businesses forming the backbone of a vibrant African American neighborhood .


🏛️ Anchors of Culture: Wells’Built, South Street Casino & Ongoing Legacy

The historic Wells’Built Hotel, opened in 1926 by Dr. William Monroe Wells, was more than a hotel—it was a statement. It provided lodging to Black residents and travelers alike during segregation, and its adjacent South Street Casino hosted legends like Ella Fitzgerald and Louis Armstrong orlandomeeting.com+5en.wikipedia.org+5clickorlando.com+5.

Now converted into the Wells’Built Museum, it stands as a living heirloom preserving artifacts and stories from Orlando’s Chitlin’ Circuit, the Civil Rights Movement, and beyond.


🖼️ Parramore Today: Historic Preservation Meets Cultural Revival

Today, the Holden–Parramore Historic District is nationally recognized—after being listed on the National Register in 2009—a testament to the neighborhood’s resilience and significance thejaxsonmag.com+2en.wikipedia.org+2visitorlando.com+2youtube.com+13en.wikipedia.org+13hmdb.org+13.

Recent cultural initiatives—murals, guided tours during Black History Month, and Juneteenth events—shine a light on Parramore’s narrative and honor its role in Orlando’s cultural fabric. The City of Orlando even highlights Juneteenth happenings downtown with emphasis on Parramore and surrounding communities orlando.gov+15visitorlando.com+15visitorlando.org+15.


🎙️ Why Juneteenth Matters in Parramore

  • Commemoration: Parramore was a place where news of freedom would have spread slowly, making Juneteenth a tangible reminder of delayed—but steadfast—liberation.

  • Redress: It highlights past injustices—including segregation lines, redlining, and highway disruptions—and the strength it took to stay resilient.

  • Revitalization: Today’s Juneteenth events—like “Juneteenth 407 Weekend” and parades through Parramore—play a role in economic uplift and cultural affirmation for Black-owned businesses members.doporlando.com+1facebook.com+1.


🌟 How You Can Engage This Juneteenth

  1. Attend community events—“Juneteenth 407 Weekend” features celebrations across downtown, including Parramore .

  2. Visit the Wells’Built Museum—for storytelling that brings Black Orlando history to life.

  3. Take a guided tour or mural walk—learn Parramore’s rich history firsthand clickorlando.com+6gottagoorlando.com+6visitorlando.com+6.

  4. Support Black-owned businesses in Parramore—your spending fosters longevity and recognition.


📌 Final Thoughts

Parramore is more than a neighborhood—it’s a testament to both injustice and tenacity. This Juneteenth, take time to learn, reflect, and celebrate the community that shaped Orlando’s identity. Every event attended, every story heard, and every dollar spent in Parramore carries the weight of history—and the promise of a better, more inclusive tomorrow.


✨ Let’s Celebrate Together

From Parramore to Lake Nona, my mission is to connect you—to homes, neighborhoods, and the incredible people behind them. If you’re curious about Orlando’s rich history, or you're thinking about buying or selling nearby, let’s chat.

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James Oxendine

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