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Baths
1021 N PENNSYLVANIA AVENUE
Winter Park, FL
Beds
Sq.Ft.
2015 SUMMERFIELD ROAD
7448 ALOMA AVENUE
120 BROADVIEW AVENUE
240 KILLARNEY DRIVE
1500 HARRIS CIRCLE
1600 S PENNSYLVANIA AVENUE
230 KILLARNEY DRIVE
1602 ALABAMA DRIVE 107
1030 BONITA DRIVE
1922 HAMMERLIN AVENUE
1735 DEMETREE DRIVE
1517 HARMON AVENUE
726/720 N PENNSYLVANIA AVENUE
616 BRECHIN DRIVE
443 BROADVIEW AVENUE
1404 BORDER DRIVE
2667 COCHISE TRAIL
1611 CHESTNUT AVENUE
2330 WESTMINSTER CT.
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 10/30/2026)
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 Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include 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 10/31/2026.
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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