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Beds
Baths
Sq.Ft.
1319 BESSMOR ROAD
Winter Park, FL
1741 WESTCHESTER AVENUE
1830 EDWIN BOULEVARD
927 FAIRWAY DRIVE
2756 SHERIFF WAY
1701 GOODRICH AVENUE
1618 INDIANA AVENUE
2713 EASTERN PARKWAY
2600 EUSTON ROAD
350 CORNWALL RD
418 GILBERT ROAD
2330 COLDSTREAM DRIVE
1760 GREENWICH AVENUE
1034 TURNER ROAD
259 E CANTON AVENUE 259
1926 NATALEN ROAD
1354 INDIANA AVENUE
2708 LION HEART ROAD
1108 FAIRWAY DRIVE
675 OVERSPIN DRIVE
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 5/26/2026)
Information deemed reliable but not guaranteed.
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes the name of the listing brokers.
The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Data is updated as of 5/26/2026.
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.
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