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1416 BORDER DRIVE
Winter Park, FL
Sq.Ft.
2824 PRINCE JOHN ROAD
1621 CHESTNUT AVENUE
2333 WESTMINSTER COURT
151 N ORLANDO AVENUE 261
1313 S DENNING DRIVE
3019 ANTIQUE OAKS CIRCLE 127
565 HUNTINGTON AVENUE 565
1256 MELISSA COURT
2765 ABBEY ROAD
623 GRENADINE COURT 623
250 CAROLINA AVENUE 205
1409 SUNSET DRIVE
2183 CRANDON AVENUE
7468 CANFORD COURT 24
1652 BERKSHIRE AVENUE
1250 S DENNING DR Unit 233
2627 AMBERGATE ROAD
1955 ELAND AVENUE
1431 PALM 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 9/5/2026)
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 9/5/2026.