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Winter Park High School Zone Homes For Sale | Page 4

468 Homes
 
900 Carver St, Winter Park, FL 32789
  • $664,000
  • 3Bd
  • 3Ba
  • 1,794 Sq Ft
Open SUN 12-4
4512 Bridgewater Dr, Orlando, FL 32817
  • $799,000
  • 4Bd
  • 2Ba
  • 2,091 Sq Ft
$26K
7525 Lodge Pole Trl, Winter Park, FL 32792
  • $575,000
  • 4Bd
  • 2Ba
  • 1,936 Sq Ft
$25K
2783 Upper Park Rd, Orlando, FL 32814
  • $629,900
  • 3Bd
  • 3Ba
  • 1,818 Sq Ft
$10K
623 Grenadine Ct #623, Winter Park, FL 32792
  • $194,900
  • 2Bd
  • 2Ba
  • 1,037 Sq Ft
$5K
1621 Chestnut Ave, Winter Park, FL 32789
  • $879,000
  • 3Bd
  • 3Ba
  • 2,022 Sq Ft
Open SUN 1-4
943 Fairway Dr, Winter Park, FL 32792
  • $650,000
  • 4Bd
  • 3Ba
  • 2,067 Sq Ft
Open SUN 12-2
4309 N Semoran Blvd #2, Orlando, FL 32822
  • $220,000
  • 3Bd
  • 3Ba
  • 1,426 Sq Ft
720 Pansy Ave, Winter Park, FL 32789
  • $1,295,000
  • 3Bd
  • 4Ba
  • 2,191 Sq Ft
$55K
8118 Esperanza St, Orlando, FL 32817
  • $279,900
  • 3Bd
  • 2Ba
  • 1,619 Sq Ft
$20K
1256 Melissa Ct, Winter Park, FL 32789
  • $660,000
  • 3Bd
  • 3Ba
  • 1,690 Sq Ft
311 E Morse Blvd #4-5, Winter Park, FL 32789
  • $925,000
  • 2Bd
  • 2Ba
  • 1,763 Sq Ft
$50K
250 Carolina Ave #205, Winter Park, FL 32789
  • $739,000
  • 2Bd
  • 2Ba
  • 1,311 Sq Ft
2633 Cavanaugh Dr, Orlando, FL 32817
  • $635,990
  • 4Bd
  • 3Ba
  • 2,903 Sq Ft
2641 Carvell Ct, Winter Park, FL 32792
  • $525,000
  • 4Bd
  • 2Ba
  • 2,126 Sq Ft
$25K
648 Worthington Dr, Winter Park, FL 32789
  • $2,700,000
  • 5Bd
  • 5Ba
  • 3,588 Sq Ft
3336 Tcu Blvd, Orlando, FL 32817
  • $454,000
  • 4Bd
  • 2Ba
  • 1,680 Sq Ft
$11K
Photos coming soon
  • $374,900
  • 3Bd
  • 2Ba
  • 1,519 Sq Ft
$10K
1922 Tropic Bay Ct, Orlando, FL 32807
  • $325,000
  • 3Bd
  • 2Ba
  • 1,105 Sq Ft
$10K
2627 Ambergate Rd, Winter Park, FL 32792
  • $575,000
  • 4Bd
  • 3Ba
  • 1,745 Sq Ft
1555 Hanks Ave, Orlando, FL 32814
  • $898,900
  • 3Bd
  • 3Ba
  • 1,838 Sq Ft
$40.1K
1250 S Denning Dr UNIT 233, Winter Park, FL 32789
  • $245,000
  • 2Bd
  • 2Ba
  • 913 Sq Ft
2343 Versailles Ave, Winter Park, FL 32789
  • $1,699,000
  • 4Bd
  • 4Ba
  • 3,307 Sq Ft
$51K
620 Virginia Dr, Winter Park, FL 32789
  • $3,890,000
  • 6Bd
  • 5Ba
  • 4,677 Sq Ft
3004 Plaza Terrace Dr #3004, Orlando, FL 32803
  • $259,900
  • 2Bd
  • 2Ba
  • 890 Sq Ft
8310 Rolling Log Dr, Orlando, FL 32817
  • $336,000
  • 3Bd
  • 2Ba
  • 1,170 Sq Ft
2308 Mulbry Dr, Winter Park, FL 32789
  • $1,699,000
  • 4Bd
  • 4Ba
  • 2,530 Sq Ft
8126 Crushed Pepper Ave, Orlando, FL 32817
  • $499,000
  • 3Bd
  • 2Ba
  • 1,752 Sq Ft
$26K
1325 Common Way Rd, Orlando, FL 32814
  • $550,000
  • 3Bd
  • 4Ba
  • 2,060 Sq Ft
$30K
2407 Lafayette Ave, Winter Park, FL 32789
  • $1,625,000
  • 5Bd
  • 5Ba
  • 3,133 Sq Ft
857 Brock St, Winter Park, FL 32789
  • $4,350,000
  • 5Bd
  • 6Ba
  • 4,827 Sq Ft
$300K
2014 Linda St, Orlando, FL 32803
  • $530,000
  • 4Bd
  • 2Ba
  • 1,453 Sq Ft
9216 Amity Ct, Orlando, FL 32817
  • $454,900
  • 4Bd
  • 2Ba
  • 1,857 Sq Ft
$4.1K
283 Sandlewood Trl #3, Winter Park, FL 32789
  • $285,000
  • 2Bd
  • 3Ba
  • 960 Sq Ft
1840 Bryan Ave, Winter Park, FL 32789
  • $1,725,000
  • 4Bd
  • 4Ba
  • 3,727 Sq Ft
1140 S Orlando Ave #G3, Maitland, FL 32751
  • $315,000
  • 2Bd
  • 2Ba
  • 816 Sq Ft
Seafarer Way, Orlando, FL 32817
  • $198,499
  • 2.41 Acre
$1K
1650 Prospect Ave, Orlando, FL 32814
  • $649,900
  • 3Bd
  • 4Ba
  • 1,964 Sq Ft
$29.1K
8624 Baylor Cir, Orlando, FL 32817
  • $465,000
  • 3Bd
  • 2Ba
  • 1,689 Sq Ft
$5K
2692 Cavanaugh Dr, Orlando, FL 32817
  • $625,000
  • 5Bd
  • 4Ba
  • 2,560 Sq Ft
$25K
3140 Tcu Blvd, Orlando, FL 32817
  • $485,000
  • 4Bd
  • 2Ba
  • 1,950 Sq Ft
$20K
2315 Upper Park Rd #9-203, Orlando, FL 32814
  • $610,000
  • 3Bd
  • 2Ba
  • 1,412 Sq Ft
$10K
2627 Cavanaugh Dr, Orlando, FL 32817
  • $639,990
  • 5Bd
  • 3Ba
  • 3,198 Sq Ft
7413 Belle River Ct #3, Winter Park, FL 32792
  • $214,900
  • 3Bd
  • 3Ba
  • 1,151 Sq Ft
$5K
1071 Aragon Ave, Winter Park, FL 32789
  • $575,000
  • 2Bd
  • 3Ba
  • 1,851 Sq Ft
4026 Tenita Dr, Winter Park, FL 32792
  • $599,000
  • 3Bd
  • 2Ba
  • 2,031 Sq Ft
4286 Anissa Ave #10-202, Orlando, FL 32814
  • $549,000
  • 2Bd
  • 2Ba
  • 1,417 Sq Ft
$24K
7427 Fordham Ct, Orlando, FL 32807
  • $400,000
  • 4Bd
  • 2Ba
  • 1,695 Sq Ft
669 W Comstock Ave, Winter Park, FL 32789
  • $210,000
  • 0.05 Acre
$39K
2667 Cochise Trl, Winter Park, FL 32789
  • $985,000
  • 4Bd
  • 3Ba
  • 2,868 Sq Ft
$15K
151 - 200 of 468 Homes for sale in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of October 2026
$599K
Avg. list price
$346/Sqft
Avg. price/sqft
445
Homes for sale
1,786 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?
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