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Homes Recently Sold in Winter Park, FL | Page 48

2,745 Homes
 
7318 Swallow Run #7318, Winter Park, FL 32792
  • $182,500
  • 2Bd
  • 2Ba
  • 775 Sq Ft
SOLD
431 Fletcher Pl, Winter Park, FL 32789
  • $1,700,000
  • 4Bd
  • 4Ba
  • 4,045 Sq Ft
SOLD
7109 Nathan Ct, Winter Park, FL 32792
  • $360,000
  • 4Bd
  • 4Ba
  • 2,282 Sq Ft
SOLD
810 Bonita Dr, Winter Park, FL 32789
  • $1,500,000
  • 4Bd
  • 4Ba
  • 3,501 Sq Ft
SOLD
3244 Crown Jewel Ct, Winter Park, FL 32792
  • $354,750
  • 3Bd
  • 3Ba
  • 1,408 Sq Ft
SOLD
801 Eastbrook Blvd, Winter Park, FL 32792
  • $399,000
  • 4Bd
  • 2Ba
  • 1,605 Sq Ft
SOLD
195 Scottsdale Sq #195, Winter Park, FL 32792
  • $92,000
  • 1Bd
  • 1Ba
  • 600 Sq Ft
SOLD
3204 Shady Pine Ave, Winter Park, FL 32792
  • $355,000
  • 4Bd
  • 2Ba
  • 1,615 Sq Ft
SOLD
Grand Road, Winter Park, FL 32792
  • $630,000
  • 3.18 Acre
SOLD
300 S Interlachen Ave #303, Winter Park, FL 32789
  • $3,350,000
  • 3Bd
  • 4Ba
  • 3,355 Sq Ft
SOLD
689 S Lakemont Ave, Winter Park, FL 32792
  • $595,000
  • 3Bd
  • 3Ba
  • 1,698 Sq Ft
SOLD
3168 Dwarf Pine Ave, Winter Park, FL 32792
  • $350,000
  • 4Bd
  • 2Ba
  • 1,609 Sq Ft
SOLD
1695 Lee Rd #A115, Winter Park, FL 32789
  • $225,000
  • 3Bd
  • 2Ba
  • 1,149 Sq Ft
SOLD
1835 Clematis Ln, Winter Park, FL 32792
  • $395,000
  • 4Bd
  • 2Ba
  • 1,328 Sq Ft
SOLD
2838 Bright Bird Ln, Winter Park, FL 32792
  • $452,090
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD
1331 Wooddale Ave, Winter Park, FL 32789
  • $1,875,000
  • 5Bd
  • 4Ba
  • 3,703 Sq Ft
SOLD
1000 S Semoran Blvd #413, Winter Park, FL 32792
  • $142,000
  • 1Bd
  • 1Ba
  • 735 Sq Ft
SOLD
2274 King James Ct, Winter Park, FL 32792
  • $539,000
  • 3Bd
  • 2Ba
  • 1,599 Sq Ft
SOLD
1670 Tremont Ln, Winter Park, FL 32792
  • $493,000
  • 3Bd
  • 3Ba
  • 1,980 Sq Ft
SOLD
2068 Wood Thrush Ln, Winter Park, FL 32792
  • $1,235,000
  • 6Bd
  • 5Ba
  • 4,309 Sq Ft
SOLD
2821 Bright Bird Ln, Winter Park, FL 32792
  • $468,490
  • 3Bd
  • 3Ba
  • 1,782 Sq Ft
SOLD
360 Cortland Ave, Winter Park, FL 32789
  • $2,495,000
  • 4Bd
  • 7Ba
  • 4,240 Sq Ft
SOLD
1040 S Kentucky Ave, Winter Park, FL 32789
  • $725,000
  • 3Bd
  • 3Ba
  • 1,853 Sq Ft
SOLD
108 Lewfield Cir, Winter Park, FL 32792
  • $206,000
  • 2Bd
  • 2Ba
  • 953 Sq Ft
SOLD
3069 Aaron Burr Ave #1, Winter Park, FL 32792
  • $80,000
  • —Bd
  • 1Ba
  • 537 Sq Ft
SOLD
1520 Sugarwood Cir, Winter Park, FL 32792
  • $480,000
  • 5Bd
  • 3Ba
  • 2,917 Sq Ft
SOLD
3146 Lowndes Dr, Winter Park, FL 32792
  • $466,000
  • 3Bd
  • 3Ba
  • 1,570 Sq Ft
SOLD
3032 Antique Oaks Cir #148, Winter Park, FL 32792
  • $170,000
  • 1Bd
  • 1Ba
  • 749 Sq Ft
SOLD
2258 Whitehall Dr, Winter Park, FL 32792
  • $530,000
  • 4Bd
  • 2Ba
  • 1,620 Sq Ft
SOLD
3364 River View Way #51, Winter Park, FL 32792
  • $200,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
SOLD
7809 Fox Knoll Pl, Winter Park, FL 32792
  • $424,900
  • 3Bd
  • 2Ba
  • 1,630 Sq Ft
SOLD
2028 Cocos Ct, Winter Park, FL 32792
  • $402,800
  • 3Bd
  • 2Ba
  • 1,419 Sq Ft
SOLD
Undisclosed, Winter Park, FL 32789
  • $360,000
  • 2Bd
  • 2Ba
  • 1,404 Sq Ft
SOLD
814 Hamilton Place Ct, Winter Park, FL 32789
  • $1,060,000
  • 4Bd
  • 4Ba
  • 2,907 Sq Ft
SOLD
440 Lakewood Dr, Winter Park, FL 32789
  • $2,320,000
  • 4Bd
  • 4Ba
  • 3,910 Sq Ft
SOLD
104 S Interlachen Ave #414, Winter Park, FL 32789
  • $650,000
  • 2Bd
  • 2Ba
  • 1,267 Sq Ft
SOLD
2387 Flamingo Way, Winter Park, FL 32792
  • $280,000
  • 2Bd
  • 2Ba
  • 1,020 Sq Ft
SOLD
918 Mead Ave, Winter Park, FL 32789
  • $499,000
  • 4Bd
  • 2Ba
  • 1,659 Sq Ft
SOLD
1131 Oxford Rd, Winter Park, FL 32789
  • $700,000
  • 2Bd
  • 2Ba
  • 1,608 Sq Ft
SOLD
7408 Woodburn Ct #22, Winter Park, FL 32792
  • $225,000
  • 2Bd
  • 2Ba
  • 990 Sq Ft
SOLD
728 Cornwall Rd, Winter Park, FL 32792
  • $750,000
  • 3Bd
  • 3Ba
  • 2,342 Sq Ft
SOLD
419 Mallard Cir, Winter Park, FL 32789
  • $1,030,500
  • 5Bd
  • 4Ba
  • 2,544 Sq Ft
SOLD
1943 Strathaven Rd, Winter Park, FL 32792
  • $984,000
  • 4Bd
  • 3Ba
  • 2,609 Sq Ft
SOLD
2527 Eastbrook Blvd, Winter Park, FL 32792
  • $430,000
  • 4Bd
  • 2Ba
  • 1,630 Sq Ft
SOLD
1651 Mayfield Ave, Winter Park, FL 32789
  • $2,200,000
  • 4Bd
  • 5Ba
  • 3,238 Sq Ft
SOLD
7572 Aloma Pines Ct, Winter Park, FL 32792
  • $381,000
  • 3Bd
  • 3Ba
  • 1,787 Sq Ft
SOLD
2035 Soaring Oak Way, Winter Park, FL 32792
  • $785,000
  • 4Bd
  • 3Ba
  • 2,706 Sq Ft
SOLD
420 Worthington Dr, Winter Park, FL 32789
  • $675,000
  • 3Bd
  • 2Ba
  • 1,830 Sq Ft
SOLD
1400 Elizabeth Dr, Winter Park, FL 32789
  • $2,499,000
  • 0.29 Acre
SOLD
753 Gilbert Rd, Winter Park, FL 32792
  • $680,000
  • 4Bd
  • 3Ba
  • 2,328 Sq Ft
SOLD
2,351 - 2,400 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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