Orlando
Orlando opens in Winter Park, the planned resort town of brick streets and a chain of lakes six miles northeast of downtown: Park Avenue's shops and museums, Rollins College on Lake Virginia, and a boat tour that has run the canals since 1938.
Metro Snapshot
Winter Park sets the first comparison points. Its Redfin median sale price of $660,000 (February 2026) buys a Walk Score of 86 on Park Avenue, an average one-bedroom rent of $1,446 a month, and downtown Orlando about six miles southwest. Around it, the metro brackets the range: Maitland trades the same lakes and rail line a step down in price, Baldwin Park trades newer and planned, and College Park trades closer to downtown.
Reports in This Metro
Winter Park
Brick streets, a chain of lakes and old Florida polish: Park Avenue runs its boutiques, cafes and museums along a Central Park that has stayed an open public lawn since 1906, Rollins College sits on Lake Virginia at the south end of town, and the boat tour has threaded the canals between the lakes since 1938, about six miles northeast of downtown Orlando.
Median $660,000Walk Score 86
Photo: Ebyabe, CC BY-SA 3.0, Wikimedia Commons
Around Winter Park sit its natural comparisons: Maitland to the north, Baldwin Park in Orlando, and College Park along Edgewater Drive.