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Beds
Baths
Sq.Ft.
785 N PHELPS AVENUE
Winter Park, FL
1570 PALMER AVENUE
1750 CAROLLEE LANE
1840 BRYAN AVENUE
1016 HOWELL BRANCH ROAD
906 ENCLAVE PLACE
1181 VIA CAPRI
914 ENCLAVE PLACE
1177 KENWOOD AVENUE
501 HENKEL CIRCLE
1560 WOODLAND AVENUE
1705 ELIZABETHS WALK
1521 CHESTNUT AVENUE
2423 VIA SIENNA
2501 WINTER PARK ROAD
629 COUNTRY CLUB DRIVE
2036 VIA TUSCANY
2501 LAFAYETTE AVENUE
1810 HOLLYWOOD 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 3/24/2026)
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 3/26/2026.