Winter Park's Hidden History: Orlando's Most Iconic Neighborhood | Dirt Secrets - Episode 8
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Step back in time with Kim and Amanda as they uncover the surprising, rich, and often overlooked history of Winter Park, College Park, and the surrounding Orlando neighborhoods. From citrus groves and 1800s railroads to vintage Victorian homes, early hotels, Rollins College, and the famous Winter Park boat tour — this episode reveals how Central Florida evolved long before Disney put Orlando on the world map. If you've ever wondered why Winter Park feels so charming or how Orlando became a destination city, this conversation pulls back the curtain on the stories that shaped the region.
As always, your hosts at Builder's Concierge Group at RE/MAX Exclusive Collection break down what this history means for modern homebuyers, builders, and investors. From infill construction to preserving the right homes (and knowing which ones not to tear down), Kim and Amanda explain how Central Florida's past influences today's real estate market. Subscribe for expert guidance, neighborhood insights, and the inside track on building or buying your dream home in one of Florida's most dynamic markets.
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0:00 Welcome to Dirt Secrets
0:32 The surprising origins of Winter Park
1:15 How citrus groves shaped early Central Florida
2:04 The founders who named Winter Park
3:10 Railroads, wealthy northerners, and early growth
4:12 Rollins College and its lasting influence
5:30 Winter Park's historic homes and Victorian architecture
7:05 Why some historic homes survive — and why others don't
8:20 The Packing District and the revival of Orlando's orange past
10:05 How Disney transformed Orlando into an international destination
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