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Beds
Baths
Sq.Ft.
244 OSCEOLA COURT
Winter Park, FL
850 JUANITA RAEL
1673 MAYFIELD AVENUE
1600 PALMER AVENUE
1611 WALNUT AVENUE
503 W CANTON AVENUE
1807 YORKSHIRE DRIVE
2015 SUMMERFIELD ROAD
1150 KENWOOD AVENUE
1822 GREENWICH AVENUE
100 S INTERLACHEN AVENUE 415
1540 MILLER AVENUE
501 W CANTON AVENUE
1981 BLUE RIDGE ROAD
525 LAKEVIEW AVENUE
501 LAKEVIEW AVENUE
800 HAMILTON PLACE COURT
952 MOSS LANE
726 and 720 N PENNSYLVANIA AVENUE
726/720 N PENNSYLVANIA AVENUE
Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas. In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range. Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves. Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College. This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically. However, the college is not the town's only point of pride. One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art. Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.
Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.
(Data as of 1/9/2026)
Information deemed reliable but not guaranteed.
Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.
Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved
Data is updated as of 1/10/2026.