Movoto Real Estate

Homes Recently Sold in Winter Park, FL | Page 53

2,744 Homes
 
1705 Michigan Ave, Winter Park, FL 32789
  • $773,000
  • 4Bd
  • 3Ba
  • 2,325 Sq Ft
SOLD
3221 Athena Dr, Winter Park, FL 32792
  • $449,900
  • 3Bd
  • 2Ba
  • 1,557 Sq Ft
SOLD
914 Grover Ave, Winter Park, FL 32789
  • $445,000
  • 2Bd
  • 1Ba
  • 1,209 Sq Ft
SOLD
1529 Bantam Way, Winter Park, FL 32792
  • $465,000
  • 3Bd
  • 3Ba
  • 2,308 Sq Ft
SOLD
613 Glenarden Rd, Winter Park, FL 32792
  • $486,000
  • 3Bd
  • 2Ba
  • 1,386 Sq Ft
SOLD
2040 Jewell Ave, Winter Park, FL 32789
  • $470,000
  • 3Bd
  • 3Ba
  • 1,200 Sq Ft
SOLD
720 W New England Ave, Winter Park, FL 32789
  • $351,300
  • 2Bd
  • 1Ba
  • 1,089 Sq Ft
SOLD
27 Stymie Pl, Winter Park, FL 32789
  • $750,000
  • 5Bd
  • 3Ba
  • 2,327 Sq Ft
SOLD
1525 Wilbar Cir, Winter Park, FL 32789
  • $1,200,000
  • 4Bd
  • 5Ba
  • 2,842 Sq Ft
SOLD
205 E Rockwood Way, Winter Park, FL 32789
  • $3,600,000
  • 6Bd
  • 7Ba
  • 4,376 Sq Ft
SOLD
1805 Harland Park Dr, Winter Park, FL 32789
  • $1,475,000
  • 4Bd
  • 4Ba
  • 3,052 Sq Ft
SOLD
2400 Roxbury Rd, Winter Park, FL 32789
  • $997,500
  • 4Bd
  • 4Ba
  • 3,110 Sq Ft
SOLD
1645 Berkshire Ave, Winter Park, FL 32789
  • $510,500
  • 2Bd
  • 2Ba
  • 1,539 Sq Ft
SOLD
525 Glenarden Rd, Winter Park, FL 32792
  • $495,000
  • 3Bd
  • 2Ba
  • 1,466 Sq Ft
SOLD
7051 Green Needle Dr, Winter Park, FL 32792
  • $385,000
  • 3Bd
  • 2Ba
  • 1,536 Sq Ft
SOLD
2452 Harbour Way, Winter Park, FL 32792
  • $282,000
  • 3Bd
  • 2Ba
  • 1,560 Sq Ft
SOLD
1800 Temple Dr, Winter Park, FL 32789
  • $1,725,000
  • 4Bd
  • 4Ba
  • 3,298 Sq Ft
SOLD
1717 Golfside Dr, Winter Park, FL 32792
  • $765,000
  • 4Bd
  • 2Ba
  • 2,020 Sq Ft
SOLD
601 Ololu Dr, Winter Park, FL 32789
  • $350,000
  • 3Bd
  • 1Ba
  • 1,274 Sq Ft
SOLD
106 S Interlachen Ave #219A, Winter Park, FL 32789
  • $1,725,000
  • 3Bd
  • 2Ba
  • 1,952 Sq Ft
SOLD
1352 Heavenly Cv, Winter Park, FL 32792
  • $710,000
  • 4Bd
  • 3Ba
  • 2,921 Sq Ft
SOLD
674 W Morse Blvd, Winter Park, FL 32789
  • $3,325,000
  • 4Bd
  • 5Ba
  • 4,390 Sq Ft
SOLD
7340 Daniel Webster Dr #A, Winter Park, FL 32792
  • $145,500
  • 2Bd
  • 2Ba
  • 1,267 Sq Ft
SOLD
1405 Chapman Cir #OR, Winter Park, FL 32789
  • $1,285,000
  • 3Bd
  • 4Ba
  • 2,950 Sq Ft
SOLD
1020 N Pennsylvania Ave, Winter Park, FL 32789
  • $1,695,000
  • 4Bd
  • 3Ba
  • 2,609 Sq Ft
SOLD
2721 Salisbury Blvd, Winter Park, FL 32789
  • $329,900
  • 2Bd
  • 1Ba
  • 1,080 Sq Ft
SOLD
811 W Webster Ave, Winter Park, FL 32789
  • $335,000
  • 3Bd
  • 1Ba
  • 1,274 Sq Ft
SOLD
106 S Interlachen Ave #416, Winter Park, FL 32789
  • $660,000
  • 2Bd
  • 2Ba
  • 1,143 Sq Ft
SOLD
7348 Daniel Webster Dr #F-1D, Winter Park, FL 32792
  • $190,000
  • 2Bd
  • 3Ba
  • 1,090 Sq Ft
SOLD
2409 Antilles Dr, Winter Park, FL 32792
  • $325,000
  • 3Bd
  • 2Ba
  • 1,719 Sq Ft
SOLD
911 Osceola Ave, Winter Park, FL 32789
  • $965,000
  • 3Bd
  • 4Ba
  • 2,342 Sq Ft
SOLD
2775 Bright Bird Ln, Winter Park, FL 32792
  • $458,590
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD
7875 Pleasant Pine Cir, Winter Park, FL 32792
  • $560,000
  • 4Bd
  • 3Ba
  • 2,268 Sq Ft
SOLD
1500 Gay Rd #6-C, Winter Park, FL 32789
  • $195,000
  • 1Bd
  • 1Ba
  • 732 Sq Ft
SOLD
1457 Hyde Park Dr, Winter Park, FL 32792
  • $435,000
  • 3Bd
  • 2Ba
  • 1,673 Sq Ft
SOLD
2624 Passamonte Dr, Winter Park, FL 32792
  • $343,000
  • 3Bd
  • 3Ba
  • 1,790 Sq Ft
SOLD
1640 Oneco Ave, Winter Park, FL 32789
  • $2,400,000
  • 5Bd
  • 6Ba
  • 4,000 Sq Ft
SOLD
2563 Fifeshire Dr, Winter Park, FL 32792
  • $720,000
  • 4Bd
  • 3Ba
  • 2,332 Sq Ft
SOLD
1695 Lee Rd #B114, Winter Park, FL 32789
  • $150,000
  • 2Bd
  • 1Ba
  • 881 Sq Ft
SOLD
1277 Michigan Ave, Winter Park, FL 32789
  • $639,000
  • 3Bd
  • 3Ba
  • 1,823 Sq Ft
SOLD
2469 Firstlight Way, Winter Park, FL 32792
  • $462,500
  • 3Bd
  • 3Ba
  • 2,308 Sq Ft
SOLD
300 S Interlachen Ave #601, Winter Park, FL 32789
  • $5,995,000
  • 4Bd
  • 5Ba
  • 5,430 Sq Ft
SOLD
140 E Morse Blvd #I, Winter Park, FL 32789
  • $2,200,000
  • 3Bd
  • 2Ba
  • 2,291 Sq Ft
SOLD
235 W Fawsett Rd, Winter Park, FL 32789
  • $2,600,000
  • 4Bd
  • 5Ba
  • 3,481 Sq Ft
SOLD
3076 Nicholson Dr, Winter Park, FL 32792
  • $433,000
  • 3Bd
  • 2Ba
  • 1,438 Sq Ft
SOLD
4469 Gabriella Ln, Winter Park, FL 32792
  • $430,000
  • 3Bd
  • 3Ba
  • 2,021 Sq Ft
SOLD
2630 Amsden Rd, Winter Park, FL 32792
  • $446,000
  • 3Bd
  • 2Ba
  • 1,800 Sq Ft
SOLD
2760 Bright Bird Ln, Winter Park, FL 32792
  • $429,190
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD
601 Ellen Dr, Winter Park, FL 32789
  • $1,400,000
  • 4Bd
  • 5Ba
  • 2,841 Sq Ft
SOLD
1724 W Cheryl Dr, Winter Park, FL 32792
  • $445,000
  • 3Bd
  • 2Ba
  • 1,656 Sq Ft
SOLD
2,601 - 2,650 of 2,744 Homes in Winter Park, FL
1 ... 51 52 53 54 55
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
Winter Park, FL Schools. Ratings provided by great school See all…

Frequently Asked Questions about 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.