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Beds
Baths
Sq.Ft.
1690 DALE AVENUE
Winter Park, FL
101 S INTERLACHEN AVENUE 104
730 W SWOOPE AVENUE
220 OVERLOOK ROAD
1945 GUNN ROAD
690 OSCEOLA AVENUE 203
1641 CHESTNUT AVENUE
1807 N PARK AVENUE
1835 EDWIN BOULEVARD
1730 ONECO AVENUE
240 ORANGE TERRACE DRIVE
2181 LINDEN ROAD
2862 KINGS DEER ROAD
332 HARRIS AVENUE
1891 OGLESBY AVENUE
2809 BOWER ROAD
2128 SYCAMORE DRIVE
1315 WESTCHESTER AVENUE
3326 YOUNG STREET
1055 CHEROKEE 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 1/5/2026)
Information deemed reliable but not guaranteed.
The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.
The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing
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 1/5/2026.