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Homes Recently Sold in Winter Park, FL | Page 46

2,745 Homes
 
270 E Lake Sue Ave, Winter Park, FL 32789
  • $1,900,000
  • 5Bd
  • 5Ba
  • 3,151 Sq Ft
SOLD
8495 Anson Way, Winter Park, FL 32792
  • $445,000
  • 3Bd
  • 2Ba
  • 1,634 Sq Ft
SOLD
4046 Quenita Dr, Winter Park, FL 32792
  • $735,000
  • 4Bd
  • 4Ba
  • 3,394 Sq Ft
SOLD
3124 Queens Way #3124, Winter Park, FL 32792
  • $295,000
  • 3Bd
  • 3Ba
  • 1,565 Sq Ft
SOLD
146 Lewfield Cir #146, Winter Park, FL 32792
  • $170,000
  • 1Bd
  • 1Ba
  • 678 Sq Ft
SOLD
228 Balfour Dr #17, Winter Park, FL 32792
  • $294,999
  • 2Bd
  • 2Ba
  • 1,287 Sq Ft
SOLD
1350 S Pennsylvania Ave, Winter Park, FL 32789
  • $775,000
  • 4Bd
  • 2Ba
  • 2,480 Sq Ft
SOLD
7661 Bent Bow Trl, Winter Park, FL 32792
  • $585,000
  • 4Bd
  • 3Ba
  • 2,340 Sq Ft
SOLD
520 Selkirk Dr, Winter Park, FL 32792
  • $685,000
  • 3Bd
  • 2Ba
  • 1,668 Sq Ft
SOLD
110 Lewfield Cir #110, Winter Park, FL 32792
  • $209,000
  • 2Bd
  • 2Ba
  • 953 Sq Ft
SOLD
230 Killarney Bay Ct #3, Winter Park, FL 32789
  • $310,000
  • 2Bd
  • 3Ba
  • 1,536 Sq Ft
SOLD
1744 W Cheryl Dr, Winter Park, FL 32792
  • $420,000
  • 4Bd
  • 2Ba
  • 1,694 Sq Ft
SOLD
1340 Heavenly Cv, Winter Park, FL 32792
  • $1,290,000
  • 5Bd
  • 4Ba
  • 3,248 Sq Ft
SOLD
1333 Mayfield Ave, Winter Park, FL 32789
  • $1,700,000
  • 5Bd
  • 4Ba
  • 3,159 Sq Ft
SOLD
1203 Germaine Dr, Winter Park, FL 32789
  • $1,050,000
  • 3Bd
  • 2Ba
  • 2,797 Sq Ft
SOLD
107 Lewfield Cir #107, Winter Park, FL 32792
  • $215,000
  • 2Bd
  • 2Ba
  • 953 Sq Ft
SOLD
700 Melrose Ave #K4, Winter Park, FL 32789
  • $240,000
  • 1Bd
  • 1Ba
  • 730 Sq Ft
SOLD
313 Gilbert Rd, Winter Park, FL 32792
  • $650,000
  • 3Bd
  • 2Ba
  • 1,642 Sq Ft
SOLD
1681 Tioga Trl, Winter Park, FL 32789
  • $979,000
  • 3Bd
  • 3Ba
  • 2,331 Sq Ft
SOLD
215 Sandlewood Trl #7, Winter Park, FL 32789
  • $300,000
  • 2Bd
  • 3Ba
  • 960 Sq Ft
SOLD
1477 Lone Feather Trl, Winter Park, FL 32792
  • $730,000
  • 5Bd
  • 4Ba
  • 2,894 Sq Ft
SOLD
1875 Grinnell Ter, Winter Park, FL 32789
  • $2,150,000
  • 5Bd
  • 6Ba
  • 4,435 Sq Ft
SOLD
1431 Golfside Dr, Winter Park, FL 32792
  • $1,122,500
  • 4Bd
  • 4Ba
  • 3,082 Sq Ft
SOLD
2164 Crandon Ave, Winter Park, FL 32789
  • $280,000
  • 2Bd
  • 1Ba
  • 900 Sq Ft
SOLD
1500 Gay Rd #9-C, Winter Park, FL 32789
  • $231,000
  • 2Bd
  • 2Ba
  • 1,026 Sq Ft
SOLD
2026 Japonica Rd, Winter Park, FL 32792
  • $445,000
  • 3Bd
  • 2Ba
  • 1,846 Sq Ft
SOLD
7915 Bates Rd, Winter Park, FL 32792
  • $365,000
  • 4Bd
  • 2Ba
  • 1,800 Sq Ft
SOLD
200 Saint Andrews Blvd #405, Winter Park, FL 32792
  • $160,000
  • 1Bd
  • 1Ba
  • 727 Sq Ft
SOLD
1771 Bryan Ave, Winter Park, FL 32789
  • $1,100,000
  • 3Bd
  • 3Ba
  • 2,507 Sq Ft
SOLD
1551 Harris Cir, Winter Park, FL 32789
  • $2,100,000
  • 4Bd
  • 4Ba
  • 3,300 Sq Ft
SOLD
7921 Pleasant Pine Cir, Winter Park, FL 32792
  • $660,000
  • 5Bd
  • 3Ba
  • 2,572 Sq Ft
SOLD
1725 Pine Ave, Winter Park, FL 32789
  • $1,102,000
  • 4Bd
  • 4Ba
  • 3,125 Sq Ft
SOLD
1927 Azalea Ave, Winter Park, FL 32792
  • $334,000
  • 4Bd
  • 3Ba
  • 1,760 Sq Ft
SOLD
2796 Bright Bird Ln, Winter Park, FL 32792
  • $474,590
  • 3Bd
  • 3Ba
  • 1,782 Sq Ft
SOLD
2538 Leeward Way, Winter Park, FL 32792
  • $225,000
  • 2Bd
  • 2Ba
  • 898 Sq Ft
SOLD
160 Trismen Ter, Winter Park, FL 32789
  • $1,800,000
  • 4Bd
  • 4Ba
  • 3,504 Sq Ft
SOLD
1655 Barcelona Way, Winter Park, FL 32789
  • $2,485,000
  • 5Bd
  • 5Ba
  • 5,429 Sq Ft
SOLD
1538 Lawndale Cir, Winter Park, FL 32792
  • $365,000
  • 2Bd
  • 2Ba
  • 1,126 Sq Ft
SOLD
1433 Lone Feather Trl, Winter Park, FL 32792
  • $690,000
  • 5Bd
  • 4Ba
  • 2,416 Sq Ft
SOLD
2645 Galliano Cir, Winter Park, FL 32792
  • $322,500
  • 2Bd
  • 3Ba
  • 1,550 Sq Ft
SOLD
2821 Little John Rd, Winter Park, FL 32792
  • $563,000
  • 4Bd
  • 2Ba
  • 1,974 Sq Ft
SOLD
5139 Lazy Oaks Dr #5139, Winter Park, FL 32792
  • $265,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
SOLD
1205 Via Lugano, Winter Park, FL 32789
  • $1,902,500
  • 4Bd
  • 5Ba
  • 3,404 Sq Ft
SOLD
152 Oak Grove Rd, Winter Park, FL 32789
  • $310,000
  • 3Bd
  • 2Ba
  • 1,156 Sq Ft
SOLD
1113 Wading Waters Cir, Winter Park, FL 32792
  • $1,000,000
  • 5Bd
  • 5Ba
  • 4,295 Sq Ft
SOLD
151 Stirling Ave, Winter Park, FL 32789
  • $925,000
  • 3Bd
  • 2Ba
  • 2,352 Sq Ft
SOLD
700 Melrose Ave #J-32, Winter Park, FL 32789
  • $395,000
  • 2Bd
  • 2Ba
  • 1,074 Sq Ft
SOLD
1369 Hyde Park Dr, Winter Park, FL 32792
  • $405,000
  • 3Bd
  • 2Ba
  • 1,518 Sq Ft
SOLD
2498 Whitehall Cir, Winter Park, FL 32792
  • $800,000
  • 4Bd
  • 2Ba
  • 2,241 Sq Ft
SOLD
3629 Midiron Dr, Winter Park, FL 32789
  • $1,355,000
  • 5Bd
  • 5Ba
  • 3,252 Sq Ft
SOLD
2,251 - 2,300 of 2,745 Homes 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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