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Beds
Baths
Sq.Ft.
1250 S DENNING DRIVE 127
Winter Park, FL
2500 LEE ROAD 143
3020 ANTIQUE OAKS CIRCLE 129
3302 ROYAL STREET
151 N ORLANDO AVENUE 242
623 GRENADINE COURT 623
7468 CANFORD COURT 24
1250 S DENNING DR Unit 233
283 SANDLEWOOD TRAIL 3
1695 LEE ROAD D107
7413 BELLE RIVER COURT 3
669 W COMSTOCK AVENUE
1000 S SEMORAN BOULEVARD 305
1500 GAY ROAD 4D
7450 WYNNEWOOD SQUARE 189
1000 S SEMORAN BOULEVARD 306
1000 S SEMORAN BOULEVARD 404
1000 S SEMORAN BOULEVARD 408
3381 CEDAR SPRINGS PLACE 151
1000 S SEMORAN BOULEVARD 302
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 10/9/2026)
Information deemed reliable but not guaranteed.
The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.
© 2026 Georgia MLS. All rights reserved
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 10/12/2026.