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Winter Park, Florida is a small, leafy city tucked right against the north side of Orlando, and it punches well above its size on charm. Rollins College anchors the place from its campus on Lake Virginia, a short walk from the famous Park Avenue district with its cobblestone street, brick storefronts, and shaded sidewalks. The city is built around a chain of six connected lakes, so paddling, the scenic boat tour, and walking the green space at Central Park are all part of student life here. Every March the streets fill for the long-running outdoor art festival. As a Rollins student renting here, you get a walkable, postcard-pretty pocket with Orlando's full slate of options sitting just down the road.
Right across from Rollins, the most walkable, social spot, ideal if you want to skip the car.
On the west side, artsy and historic with a tight-knit feel.
Keeps you close to campus and the water.
Here's what you need to know about getting around Winter Park.
The Winter Park train station sits right by Park Avenue and serves SunRail commuter trains plus Amtrak. SunRail links you north and south through the region, including into Downtown Orlando, without needing to drive or park. LYNX buses fill in the rest of the local routes. For regional trips, the SunRail station by Park Avenue is a major perk for students without a car.
Winter Park is small and genuinely walkable, especially the core around Rollins, Park Avenue, and Central Park, where you can get most places on foot or by bike. Students living near the core can handle daily errands on foot or by bike. The compact, leafy center makes walking and cycling the easy default. Daily trips near campus are short on two wheels or on foot.
The wider Orlando area is car country, so if you plan to explore beyond the train line or work across town, having a car opens things up a lot. Students living farther from the core may find a vehicle useful for errands and regional trips. Those who drive should expect to use a car mainly for destinations beyond the walkable center. For daily life near campus, though, a car is often optional.
Common questions from students searching for housing.
Winter Park sits on the pricier side for central Florida. Studios near Rollins often start around $1,250 and one or two-bedrooms can reach $1,900 per month. The smart play is sharing a three or four-bedroom, which can bring your individual share down to roughly $800-$1,200 per person per month.
Browse student housing near each Winter Park-area university.