Movoto Real Estate

Homes Recently Sold in Winter Park, FL | Page 14

2,747 Homes
 
1007 Early Ave, Winter Park, FL 32789
  • $375,000
  • 3Bd
  • 2Ba
  • 1,721 Sq Ft
SOLD
617 Worthington Dr, Winter Park, FL 32789
  • $1,725,000
  • 5Bd
  • 5Ba
  • 3,533 Sq Ft
SOLD
637 N Park Ave, Winter Park, FL 32789
  • $3,800,000
  • 3Bd
  • 5Ba
  • 4,237 Sq Ft
SOLD
1695 Lee Rd #B216, Winter Park, FL 32789
  • $125,000
  • 3Bd
  • 2Ba
  • 1,149 Sq Ft
SOLD
690 Osceola Ave #503, Winter Park, FL 32789
  • $472,000
  • 2Bd
  • 2Ba
  • 1,148 Sq Ft
SOLD
1630 Chestnut Ave, Winter Park, FL 32789
  • $1,690,000
  • 3Bd
  • 5Ba
  • 3,164 Sq Ft
SOLD
2042 Yorkshire Dr, Winter Park, FL 32792
  • $475,000
  • 3Bd
  • 2Ba
  • 1,573 Sq Ft
SOLD
1670 Clematis Ln, Winter Park, FL 32792
  • $390,000
  • 3Bd
  • 2Ba
  • 1,401 Sq Ft
SOLD
1920 Carrigan Ave, Winter Park, FL 32792
  • $290,000
  • 3Bd
  • 2Ba
  • 1,242 Sq Ft
SOLD
1317 Medinah Ct, Winter Park, FL 32792
  • $755,000
  • 4Bd
  • 2Ba
  • 2,015 Sq Ft
SOLD
1573 Lawndale Cir, Winter Park, FL 32792
  • $330,000
  • 3Bd
  • 2Ba
  • 1,446 Sq Ft
SOLD
2805 Northwood Blvd, Winter Park, FL 32789
  • $630,000
  • 3Bd
  • 2Ba
  • 1,252 Sq Ft
SOLD
1378 Chilean Ln, Winter Park, FL 32792
  • $379,990
  • 3Bd
  • 2Ba
  • 1,424 Sq Ft
SOLD
107 Scottsdale Sq #107, Winter Park, FL 32792
  • $70,000
  • 1Bd
  • 1Ba
  • 756 Sq Ft
SOLD
1444 Pelican Bay Trl, Winter Park, FL 32792
  • $965,000
  • 4Bd
  • 3Ba
  • 3,121 Sq Ft
SOLD
315 E New England Ave #7, Winter Park, FL 32789
  • $1,500,000
  • 2Bd
  • 2Ba
  • 1,609 Sq Ft
SOLD
1267 Michigan Ave, Winter Park, FL 32789
  • $555,000
  • 3Bd
  • 3Ba
  • 1,798 Sq Ft
SOLD
1449 Pelican Bay Trl, Winter Park, FL 32792
  • $714,000
  • 4Bd
  • 3Ba
  • 2,928 Sq Ft
SOLD
1820 Glencoe Rd, Winter Park, FL 32789
  • $3,600,000
  • 5Bd
  • 7Ba
  • 4,055 Sq Ft
SOLD
740 Baffie Ave, Winter Park, FL 32789
  • $414,000
  • 3Bd
  • 2Ba
  • 1,456 Sq Ft
SOLD
1250 S Denning Apt 122 St #00122, Winter Park, FL 32789
  • $162,000
  • 1Bd
  • 1Ba
  • 653 Sq Ft
SOLD
151 N Orlando Ave #212, Winter Park, FL 32789
  • $530,000
  • 3Bd
  • 2Ba
  • 1,875 Sq Ft
SOLD
607 Dunblane Dr, Winter Park, FL 32792
  • $615,000
  • 4Bd
  • 3Ba
  • 2,046 Sq Ft
SOLD
700 Melrose Avenue Apt J 23 Ave #J 23, Winter Park, FL 32789
  • $220,000
  • 1Bd
  • 1Ba
  • 772 Sq Ft
SOLD
1092 Wading Waters Cir, Winter Park, FL 32792
  • $1,088,000
  • 4Bd
  • 3Ba
  • 3,057 Sq Ft
SOLD
319 Santiago Dr, Winter Park, FL 32789
  • $1,900,000
  • 4Bd
  • 5Ba
  • 3,515 Sq Ft
SOLD
1429 Chapman Cir, Winter Park, FL 32789
  • $1,280,000
  • 4Bd
  • 4Ba
  • 3,116 Sq Ft
SOLD
1840 Shiloh Ln, Winter Park, FL 32789
  • $1,025,000
  • 0.28 Acre
SOLD
2432 Barbados Dr, Winter Park, FL 32792
  • $249,000
  • 2Bd
  • 2Ba
  • 1,020 Sq Ft
SOLD
850 Juanita Rael, Winter Park, FL 32789
  • $1,425,000
  • 4Bd
  • 3Ba
  • 2,306 Sq Ft
SOLD
1932 Houndslake Dr, Winter Park, FL 32792
  • $450,000
  • 3Bd
  • 2Ba
  • 1,671 Sq Ft
SOLD
1655 Tremont Ln, Winter Park, FL 32792
  • $387,000
  • 3Bd
  • 2Ba
  • 1,592 Sq Ft
SOLD
3028 George Mason Ave #7, Winter Park, FL 32792
  • $60,000
  • 2Bd
  • 2Ba
  • 1,088 Sq Ft
SOLD
1742 Willa Cir, Winter Park, FL 32792
  • $460,000
  • 4Bd
  • 2Ba
  • 2,313 Sq Ft
SOLD
Photos coming soon
  • $985,000
  • 2Bd
  • 2Ba
  • 1,329 Sq Ft
SOLD
801 Audubon Ln, Winter Park, FL 32789
  • $850,000
  • 2Bd
  • 2Ba
  • 1,320 Sq Ft
SOLD
636 Dunblane Dr, Winter Park, FL 32792
  • $714,000
  • 3Bd
  • 2Ba
  • 1,803 Sq Ft
SOLD
1816 Azalea Ave, Winter Park, FL 32789
  • $369,900
  • 3Bd
  • 2Ba
  • 1,584 Sq Ft
SOLD
2817 Fitzooth Dr, Winter Park, FL 32792
  • $600,000
  • 3Bd
  • 2Ba
  • 1,619 Sq Ft
SOLD
1245 Wading Waters Cir, Winter Park, FL 32792
  • $1,075,000
  • 4Bd
  • 3Ba
  • 3,050 Sq Ft
SOLD
1250 S Denning Dr #213, Winter Park, FL 32789
  • $260,000
  • 2Bd
  • 2Ba
  • 908 Sq Ft
SOLD
151 N Orlando Ave #204, Winter Park, FL 32789
  • $234,000
  • 2Bd
  • 1Ba
  • 710 Sq Ft
SOLD
200 Saint Andrews Blvd #1905, Winter Park, FL 32792
  • $172,500
  • 2Bd
  • 2Ba
  • 987 Sq Ft
SOLD
300 Carolina Ave #201, Winter Park, FL 32789
  • $702,050
  • 2Bd
  • 2Ba
  • 1,305 Sq Ft
SOLD
265 E Canton Ave #GE, Winter Park, FL 32789
  • $586,000
  • 2Bd
  • 2Ba
  • 1,057 Sq Ft
SOLD
1018 Turner Rd, Winter Park, FL 32789
  • $850,000
  • 3Bd
  • 2Ba
  • 2,237 Sq Ft
SOLD
Photos coming soon
  • $310,000
  • 3Bd
  • 2Ba
  • 1,548 Sq Ft
SOLD
1701 Palmer Ave, Winter Park, FL 32789
  • $1,100,000
  • 4Bd
  • 3Ba
  • 2,841 Sq Ft
SOLD
3651 N Goldenrod Rd #E102, Winter Park, FL 32792
  • $160,000
  • 2Bd
  • 2Ba
  • 840 Sq Ft
SOLD
641 Bonita Dr, Winter Park, FL 32789
  • $4,800,000
  • 5Bd
  • 6Ba
  • 6,699 Sq Ft
SOLD
651 - 700 of 2,747 Homes in Winter Park, FL
1 ... 11 12 13 14 15 ... 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.
The multiple listing information is provided by Miami Association of REALTORS® from a copyrighted compilation of listings. The compilation of listings and each individual are ©2026 Miami Association of REALTORS®. All Rights Reserved. The information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified.
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.