Call us at (888) 625-4885 to learn more about active adult communities near Winter Park
Winter Park, FL 55+ active adult communities & homes for sale
90 communities near Winter Park
2,487 homes near Winter Park
Relevance
2 beds
|2 baths
|1,160 sq ft
|Villa
2 beds
|2 baths
|1,374 sq ft
|House
3 beds
|2 baths
|2,227 sq ft
|House
3 beds
|2 baths
|2,010 sq ft
|House
3 beds
|2 baths
|2,011 sq ft
|House
2 beds
|2 baths
|1,540 sq ft
|House
2 beds
|2 baths
|1,357 sq ft
|House
2 beds
|2 baths
|1,132 sq ft
|Villa
3 beds
|2 baths
|1,685 sq ft
|House
2 beds
|2 baths
|1,723 sq ft
|House
2 beds
|2 baths
|1,248 sq ft
|House
2 beds
|2 baths
|1,087 sq ft
|Villa
4 beds
|2 baths
|2,054 sq ft
|House
3 beds
|2 baths
|1,844 sq ft
|House
1 beds
|1 baths
|810 sq ft
|Villa
2 beds
|2 baths
|1,670 sq ft
|House
2 beds
|2 baths
|1,405 sq ft
|House
3 beds
|2 baths
|1,894 sq ft
|House
2 beds
|2 baths
|1,268 sq ft
|House
3 beds
|2 baths
|1,265 sq ft
|House
3 beds
|2 baths
|2,028 sq ft
|House
3 beds
|2 baths
|2,260 sq ft
|House
2 beds
|2 baths
|1,156 sq ft
|Villa
3 beds
|3 baths
|2,366 sq ft
|Villa
2 beds
|2 baths
|1,278 sq ft
|Villa
2 beds
|2 baths
|1,374 sq ft
|Villa
2 beds
|2 baths
|1,156 sq ft
|House
3 beds
|2 baths
|1,764 sq ft
|House
3 beds
|2 baths
|2,062 sq ft
|House
3 beds
|2 baths
|1,902 sq ft
|House
3 beds
|2 baths
|1,365 sq ft
|Condo
4 beds
|3 baths
|2,924 sq ft
|House
2 beds
|2 baths
|1,616 sq ft
|House
2 beds
|2 baths
|1,584 sq ft
|Villa
2 beds
|2 baths
|1,227 sq ft
|Villa
3 beds
|2 baths
|1,210 sq ft
|House
Want more information about active adult communities around Winter Park?
Want to learn more about 55+ communities in Winter Park?
The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2025 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Nov 30, 2025.
This application does not include information on all of the properties available for sale at this time.