Movoto Real Estate

Winter Park, FL Homes for Sale & Real Estate

462 Homes
 
1507 Golfside Dr, Winter Park, FL 32792
  • $849,000
  • 3Bd
  • 2Ba
  • 2,003 Sq Ft
New 2 Hours
2176 Crandon Ave, Winter Park, FL 32789
  • $399,000
  • 2Bd
  • 1Ba
  • 959 Sq Ft
New 4 Hours
1124 N Pennsylvania Ave, Winter Park, FL 32789
  • $1,650,000
  • 3Bd
  • 3Ba
  • 2,254 Sq Ft
1735 Meadowgold Ln, Winter Park, FL 32792
  • $480,000
  • 3Bd
  • 2Ba
  • 1,768 Sq Ft
New 22 Hours
1663 N Park Ave, Winter Park, FL 32789
  • $2,750,000
  • 4Bd
  • 5Ba
  • 3,640 Sq Ft
New 24 Hours
1824 Jessica Ct, Winter Park, FL 32789
  • $1,149,000
  • 4Bd
  • 3Ba
  • 2,582 Sq Ft
New 39 Hours
5415 N Lake Burkett Ln, Winter Park, FL 32792
  • $435,000
  • 3Bd
  • 3Ba
  • 2,027 Sq Ft
New 44 Hours
700 Melrose Ave #B23, Winter Park, FL 32789
  • $295,000
  • 2Bd
  • 2Ba
  • 1,074 Sq Ft
New 44 Hours
2315 Kestrel Perch Pl, Winter Park, FL 32792
  • $739,000
  • 4Bd
  • 4Ba
  • 2,553 Sq Ft
New 2 Days
3019 Antique Oaks Cir #127, Winter Park, FL 32792
  • $139,998
  • 1Bd
  • 1Ba
  • 749 Sq Ft
New 2 Days
1118 Washington Ave #5C, Winter Park, FL 32789
  • $895,000
  • 3Bd
  • 3Ba
  • 2,170 Sq Ft
New 2 Days
1398 Grove Ter, Winter Park, FL 32789
  • $1,949,000
  • 4Bd
  • 4Ba
  • 3,450 Sq Ft
New 3 Days
1261 Michigan Ave, Winter Park, FL 32789
  • $650,000
  • 3Bd
  • 3Ba
  • 1,798 Sq Ft
New 5 Days
2535 Leeward Way, Winter Park, FL 32792
  • $325,000
  • 3Bd
  • 2Ba
  • 1,783 Sq Ft
New 5 Days
1350 Lyndale Blvd, Winter Park, FL 32789
  • $1,499,000
  • 4Bd
  • 4Ba
  • 3,478 Sq Ft
New 6 Days
700 Melrose Ave #A22, Winter Park, FL 32789
  • $325,000
  • 2Bd
  • 2Ba
  • 1,074 Sq Ft
New 7 Days
1441 Grove Ter, Winter Park, FL 32789
  • $5,950,000
  • 5Bd
  • 6Ba
  • 5,796 Sq Ft
New 7 Days
2237 Woodcrest Dr, Winter Park, FL 32792
  • $1,425,000
  • 4Bd
  • 5Ba
  • 3,563 Sq Ft
New 7 Days
1534 Miller Ave, Winter Park, FL 32789
  • $1,379,900
  • 4Bd
  • 4Ba
  • 2,984 Sq Ft
New 7 Days
2011 Harmon Ave, Winter Park, FL 32789
  • $849,900
  • 4Bd
  • 3Ba
  • 2,434 Sq Ft
New 7 Days
4940 Tangerine Ave #4940, Winter Park, FL 32792
  • $249,000
  • 3Bd
  • 2Ba
  • 1,345 Sq Ft
New 7 Days
3471 Athena Dr, Winter Park, FL 32792
  • $389,000
  • 3Bd
  • 2Ba
  • 1,416 Sq Ft
125 S Interlachen Ave #4, Winter Park, FL 32789
  • $3,995,000
  • 3Bd
  • 5Ba
  • 3,885 Sq Ft
7361 Grand Ave, Winter Park, FL 32792
  • $385,000
  • 3Bd
  • 2Ba
  • 1,305 Sq Ft
Open SAT 01-3
1441 Palm Ave, Winter Park, FL 32789
  • $2,449,000
  • 5Bd
  • 5Ba
  • 3,391 Sq Ft
1935 Azalea Ave, Winter Park, FL 32792
  • $410,000
  • 3Bd
  • 2Ba
  • 1,300 Sq Ft
Open SAT 12-3
1780 Bryan Ave, Winter Park, FL 32789
  • $825,000
  • 0.19 Acre
200 St Andrews Blvd #906, Winter Park, FL 32792
  • $175,000
  • 1Bd
  • 1Ba
  • 727 Sq Ft
1500 Harris Cir, Winter Park, FL 32789
  • $1,175,000
  • 3Bd
  • 3Ba
  • 2,096 Sq Ft
2038 Ponderosa Ave, Winter Park, FL 32792
  • $415,000
  • 3Bd
  • 2Ba
  • 1,360 Sq Ft
2718 Eastern Pkwy, Winter Park, FL 32789
  • $2,450,000
  • 4Bd
  • 5Ba
  • 3,308 Sq Ft
257 Lincolnshire Rd, Winter Park, FL 32792
  • $550,000
  • 3Bd
  • 2Ba
  • 1,610 Sq Ft
1825 Chilean Ln, Winter Park, FL 32792
  • $450,000
  • 5Bd
  • 3Ba
  • 1,636 Sq Ft
Open SUN 1-3
3027 Aaron Bur Ave #L1, Winter Park, FL 32792
  • $169,999
  • 2Bd
  • 3Ba
  • 1,090 Sq Ft
470 W Comstock Ave, Winter Park, FL 32789
  • $5,480,000
  • 6Bd
  • 7Ba
  • 6,134 Sq Ft
2168 Ridge Dr, Winter Park, FL 32792
  • $359,900
  • 3Bd
  • 2Ba
  • 1,208 Sq Ft
$5.1K
345 Beloit Ave, Winter Park, FL 32789
  • $1,625,000
  • 3Bd
  • 3Ba
  • 2,884 Sq Ft
2352 Sun Valley Cir, Winter Park, FL 32792
  • $280,000
  • 2Bd
  • 2Ba
  • 1,495 Sq Ft
1830 Gladiolas Dr, Winter Park, FL 32792
  • $375,000
  • 3Bd
  • 2Ba
  • 1,674 Sq Ft
1386 Clematis Ln, Winter Park, FL 32792
  • $417,000
  • 4Bd
  • 3Ba
  • 1,714 Sq Ft
1021 Princess Gate Blvd, Winter Park, FL 32792
  • $410,000
  • 3Bd
  • 2Ba
  • 1,318 Sq Ft
7463 Canford Ct #15, Winter Park, FL 32792
  • $270,000
  • 3Bd
  • 3Ba
  • 1,580 Sq Ft
Open SAT 11-2
1940 Magnolia Ave, Winter Park, FL 32792
  • $1,190,000
  • 4Bd
  • 4Ba
  • 5,519 Sq Ft
1200 Via Salerno, Winter Park, FL 32789
  • $5,995,000
  • 5Bd
  • 6Ba
  • 5,476 Sq Ft
1735 Demetree Dr, Winter Park, FL 32789
  • $1,050,000
  • 4Bd
  • 3Ba
  • 2,787 Sq Ft
603 Carnation Dr, Winter Park, FL 32792
  • $419,900
  • 4Bd
  • 2Ba
  • 1,427 Sq Ft
2330 Westminster Ct, Winter Park, FL 32789
  • $985,000
  • 5Bd
  • 3Ba
  • 3,296 Sq Ft
1030 Bonita Dr, Winter Park, FL 32789
  • $1,100,000
  • 0.18 Acre
808 Densmore Dr, Winter Park, FL 32792
  • $509,999
  • 3Bd
  • 2Ba
  • 1,460 Sq Ft
1884 Jessica Ct, Winter Park, FL 32789
  • $699,900
  • 3Bd
  • 2Ba
  • 1,666 Sq Ft
1 - 50 of 462 Homes for sale in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of November 2026
$575K
Avg. list price
$333/Sqft
Avg. price/sqft
430
Homes for sale
1,836 Sqft
Avg. home size
70 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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