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Beds
Baths
Sq.Ft.
560 OLOLU DRIVE
Winter Park, FL
1405 MILLER AVENUE
1411 MILLER AVENUE
1621 CHESTNUT AVENUE
437 N CAPEN AVENUE
724 MONMOUTH WAY
338 BLUE HERON DRIVE
1507 GOLFSIDE DRIVE
1431 PALM AVENUE
1927 ELAND AVENUE
1265 ARLINGTON PL
950 S KENTUCKY AVENUE
1278 S PENNSYLVANIA AVENUE 13
722 S RANGER BOULEVARD
1826 BANCHORY ROAD
1562 ARBOR PARK DRIVE
408 HOLT AVENUE
250 CAROLINA AVENUE 205
1850 BRYAN AVENUE
3377 N FORSYTH ROAD
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 8/30/2026)
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 9/1/2026.