Movoto Real Estate

School for Young Performers FL Zone Homes For Sale

104 Homes
 
1250 S Denning Dr #119, Winter Park, FL 32789
  • $265,000
  • 2Bd
  • 2Ba
  • 908 Sq Ft
New 4 Days
1660 Orange Ave, Winter Park, FL 32789
  • $479,900
  • 3Bd
  • 2Ba
  • 1,614 Sq Ft
New 4 Days
1211 Schultz Ave, Winter Park, FL 32789
  • $475,000
  • 3Bd
  • 2Ba
  • 1,085 Sq Ft
New 5 Days
100 S Virginia Ave #201, Winter Park, FL 32789
  • $1,450,000
  • 3Bd
  • 3Ba
  • 2,756 Sq Ft
New 6 Days
533 Country Club Dr, Winter Park, FL 32789
  • $1,599,000
  • 4Bd
  • 4Ba
  • 2,942 Sq Ft
New 6 Days
120 Broadview Ave, Winter Park, FL 32789
  • $1,250,000
  • 3Bd
  • 2Ba
  • 1,747 Sq Ft
New 6 Days
1306 S Pennsylvania Ave #5, Winter Park, FL 32789
  • $359,000
  • 2Bd
  • 1Ba
  • 830 Sq Ft
1517 Harmon Ave, Winter Park, FL 32789
  • $1,095,000
  • 4Bd
  • 4Ba
  • 2,135 Sq Ft
Open SAT 10-3
250 Carolina Ave #202, Winter Park, FL 32789
  • $699,000
  • 3Bd
  • 2Ba
  • 1,450 Sq Ft
504 W Swoope Ave, Winter Park, FL 32789
  • $1,300,000
  • 3Bd
  • 3Ba
  • 2,563 Sq Ft
786 W Canton Ave, Winter Park, FL 32789
  • $450,000
  • 0.11 Acre
540 N Pennsylvania Ave, Winter Park, FL 32789
  • $3,950,000
  • 4Bd
  • 2Ba
  • 1,652 Sq Ft
1256 S Pennsylvania Ave #9, Winter Park, FL 32789
  • $950,000
  • 3Bd
  • 3Ba
  • 1,957 Sq Ft
$15K
822 Symonds Ave, Winter Park, FL 32789
  • $599,999
  • 0.25 Acre
1250 S Denning Dr #127, Winter Park, FL 32789
  • $245,000
  • 2Bd
  • 2Ba
  • 908 Sq Ft
1320 Orchid Ave, Winter Park, FL 32789
  • $1,350,000
  • 4Bd
  • 4Ba
  • 2,998 Sq Ft
443 Broadview Ave, Winter Park, FL 32789
  • $1,095,000
  • 4Bd
  • 3Ba
  • 2,803 Sq Ft
1259 Indiana Ave, Winter Park, FL 32789
  • $575,000
  • 2Bd
  • 3Ba
  • 1,648 Sq Ft
471 Holt Ave, Winter Park, FL 32789
  • $975,000
  • 4Bd
  • 3Ba
  • 2,528 Sq Ft
$20.9K
151 N Orlando Ave #242, Winter Park, FL 32789
  • $269,000
  • 2Bd
  • 1Ba
  • 710 Sq Ft
601 Westminster St, Orlando, FL 32803
  • $995,000
  • 3Bd
  • 3Ba
  • 2,486 Sq Ft
1016 Aragon Ave, Winter Park, FL 32789
  • $660,000
  • 4Bd
  • 4Ba
  • 1,840 Sq Ft
2403 Euston Rd, Winter Park, FL 32789
  • $4,299,000
  • 40 Acre
1526 Miller Ave, Winter Park, FL 32789
  • $1,574,900
  • 5Bd
  • 5Ba
  • 3,252 Sq Ft
1278 S Pennsylvania Ave #13, Winter Park, FL 32789
  • $799,000
  • 3Bd
  • 3Ba
  • 1,957 Sq Ft
250 Carolina Ave #205, Winter Park, FL 32789
  • $739,000
  • 2Bd
  • 2Ba
  • 1,311 Sq Ft
2183 Crandon Ave, Winter Park, FL 32789
  • $489,000
  • 4Bd
  • 2Ba
  • 1,200 Sq Ft
$10K
1250 S Denning Dr UNIT 233, Winter Park, FL 32789
  • $245,000
  • 2Bd
  • 2Ba
  • 913 Sq Ft
1652 Berkshire Ave, Winter Park, FL 32789
  • $479,000
  • 3Bd
  • 2Ba
  • 1,498 Sq Ft
$20K
310 Granada Dr, Winter Park, FL 32789
  • $315,000
  • 3Bd
  • 2Ba
  • 1,344 Sq Ft
$24.9K
1071 Aragon Ave, Winter Park, FL 32789
  • $575,000
  • 2Bd
  • 3Ba
  • 1,851 Sq Ft
669 W Comstock Ave, Winter Park, FL 32789
  • $210,000
  • 0.05 Acre
$39K
1061 Aragon Ave #1061, Winter Park, FL 32789
  • $510,000
  • 3Bd
  • 3Ba
  • 1,669 Sq Ft
1546 Miller Ave, Winter Park, FL 32789
  • $1,419,900
  • 4Bd
  • 4Ba
  • 2,984 Sq Ft
901 Harmon Ave, Winter Park, FL 32789
  • $650,000
  • 2Bd
  • 2Ba
  • 1,277 Sq Ft
230 Killarney Dr, Winter Park, FL 32789
  • $1,250,000
  • 4Bd
  • 1Ba
  • 1,260 Sq Ft
240 Killarney Dr, Winter Park, FL 32789
  • $1,275,000
  • 3Bd
  • 3Ba
  • 1,329 Sq Ft
1204 Nottingham St, Orlando, FL 32803
  • $2,745,000
  • 5Bd
  • 6Ba
  • 3,689 Sq Ft
$250K
1500 Gay Rd #4D, Winter Park, FL 32789
  • $164,500
  • 1Bd
  • 1Ba
  • 732 Sq Ft
$5.4K
250 Killarney, Winter Park, FL 32789
  • $1,600,000
  • 4Bd
  • 4Ba
  • 2,568 Sq Ft
462 W Lyman Ave, Winter Park, FL 32789
  • $1,495,000
  • 3Bd
  • 3Ba
  • 1,944 Sq Ft
$100K
2041 Jewell Ave, Winter Park, FL 32789
  • $439,900
  • 3Bd
  • 1Ba
  • 1,508 Sq Ft
$30.1K
981 Aragon Ave, Winter Park, FL 32789
  • $494,999
  • 2Bd
  • 1Ba
  • 857 Sq Ft
$4K
1138 S Pennsylvania Ave, Winter Park, FL 32789
  • $999,000
  • 3Bd
  • 3Ba
  • 2,434 Sq Ft
$26K
259 Orange Terrace Dr, Winter Park, FL 32789
  • $449,900
  • 3Bd
  • 2Ba
  • 1,248 Sq Ft
$10K
660 W Morse Blvd, Winter Park, FL 32789
  • $2,800,000
  • 3Bd
  • 4Ba
  • 3,286 Sq Ft
1500 Gay Rd #3C, Winter Park, FL 32789
  • $235,000
  • 2Bd
  • 2Ba
  • 1,026 Sq Ft
$3K
512 W Swoope Ave, Winter Park, FL 32789
  • $1,399,000
  • 3Bd
  • 3Ba
  • 2,585 Sq Ft
101 S New York Ave #311, Winter Park, FL 32789
  • $1,775,000
  • 3Bd
  • 4Ba
  • 3,112 Sq Ft
$74.9K
437 N Capen Ave, Winter Park, FL 32789
  • $849,000
  • 3Bd
  • 3Ba
  • 1,904 Sq Ft
1 - 50 of 104 Homes for sale in Winter Park, FL
1 2 3
By entering my info and clicking Submit below, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Explore nearby locations

The prices shown are the median list prices.

Narrow your search

Winter Park, FL real estate market trends

Statistics as of September 2026
$556K
Avg. list price
$332/Sqft
Avg. price/sqft
439
Homes for sale
1,770 Sqft
Avg. home size
67 Days
Avg. days on market
Movoto makes it easy to track market trends in Winter Park, FL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winter Park, FL?
Schools
Ratings provided by great school

Frequently Asked Questions about Real Estate in Winter Park, FL

Meet with a real estate agent today (844) 417-0593
  • Movoto Logo
  • Download IOS APP Download Android APP
The multiple listing information is provided by Stellar MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information 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. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
Stellar MLS
The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS. All information provided is deemed reliable but is not guaranteed and should be independently verified. 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 exclusively for consumers’ 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.
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.