Winter Park, Florida, is a charming city located just north of Orlando, known for its picturesque tree-lined streets, historic architecture, and vibrant cultural scene. Founded in the late 19th century as a winter retreat for wealthy Northerners, it retains an elegant, small-town feel with its centerpiece, Park Avenue, lined with boutique shops, upscale restaurants, and cozy cafés. The city is home to Rollins College, a prestigious liberal arts institution, and cultural gems like the Charles Hosmer Morse Museum of American Art, which houses the world’s largest collection of Louis Comfort Tiffany works. Scenic lakes, boat tours, and lush parks like Central Park add to its appeal, making Winter Park a beloved destination for both residents and visitors seeking a blend of sophistication and relaxation.

Winter Park currently has 304 single family homes for sale with an average list price of $1,291,837.26, 37 townhouses for sale with an average list price of $482,678.30, 125 condos for sale with an average list price of $348,400.62, and 17 lots for sale with an average list price of $1,405,876.47. The average annual property tax for Winter Park is $5,052.48.