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Homes Recently Sold in Winter Park, FL | Page 9

2,743 Homes
 
1701 Summerland Ave, Winter Park, FL 32789
  • $4,550,000
  • 5Bd
  • 6Ba
  • 5,253 Sq Ft
SOLD 04/17/26
1785 Walnut Ave, Winter Park, FL 32789
  • $825,000
  • 0.25 Acre
SOLD 04/17/26
3172 Crown Jewel Ct, Winter Park, FL 32792
  • $335,000
  • 3Bd
  • 3Ba
  • 1,406 Sq Ft
SOLD 04/17/26
2015 N Park Ave, Winter Park, FL 32789
  • $2,250,000
  • 5Bd
  • 5Ba
  • 3,963 Sq Ft
SOLD 04/17/26
1661 Woodland Ave, Winter Park, FL 32789
  • $1,300,000
  • 3Bd
  • 4Ba
  • 3,215 Sq Ft
SOLD 04/16/26
3720 Jonquil Ln, Winter Park, FL 32792
  • $445,000
  • 3Bd
  • 2Ba
  • 1,647 Sq Ft
SOLD 04/16/26
7796 Fernbrook Way, Winter Park, FL 32792
  • $285,000
  • 3Bd
  • 2Ba
  • 1,332 Sq Ft
SOLD 04/16/26
3204 Netherwood, Winter Park, FL 32792
  • $286,000
  • 2Bd
  • 2Ba
  • 1,056 Sq Ft
SOLD 04/16/26
1711 Barcelona Way, Winter Park, FL 32789
  • $2,010,000
  • 5Bd
  • 3Ba
  • 3,669 Sq Ft
SOLD 04/16/26
311 E Morse Blvd #2 - 5, Winter Park, FL 32789
  • $1,969,000
  • 2Bd
  • 2Ba
  • 1,900 Sq Ft
SOLD 04/16/26
1302 Raintree Pl, Winter Park, FL 32789
  • $4,720,000
  • 5Bd
  • 6Ba
  • 4,738 Sq Ft
SOLD 04/16/26
1713 Elizabeths Walk, Winter Park, FL 32789
  • $1,850,000
  • 4Bd
  • 4Ba
  • 3,670 Sq Ft
SOLD 04/15/26
5330 Tangerine Ave, Winter Park, FL 32792
  • $354,900
  • 3Bd
  • 2Ba
  • 1,642 Sq Ft
SOLD 04/15/26
135 W Swoope Ave, Winter Park, FL 32789
  • $2,570,000
  • 3Bd
  • 3Ba
  • 2,667 Sq Ft
SOLD 04/15/26
1760 Via Venetia, Winter Park, FL 32789
  • $4,300,000
  • 4Bd
  • 7Ba
  • 6,242 Sq Ft
SOLD 04/15/26
2330 Coldstream Dr, Winter Park, FL 32792
  • $600,000
  • 4Bd
  • 2Ba
  • 1,750 Sq Ft
SOLD 04/15/26
5130 Lazy Oaks Dr #5130, Winter Park, FL 32792
  • $215,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
SOLD 04/15/26
1951 Staunton Ave, Winter Park, FL 32789
  • $599,900
  • 3Bd
  • 2Ba
  • 2,556 Sq Ft
SOLD 04/15/26
1500 Gay Rd #8D, Winter Park, FL 32789
  • $261,000
  • 2Bd
  • 2Ba
  • 1,026 Sq Ft
SOLD 04/14/26
3110 Heartleaf Pl, Winter Park, FL 32792
  • $600,000
  • 4Bd
  • 3Ba
  • 2,704 Sq Ft
SOLD 04/13/26
7529 Village Green Dr, Winter Park, FL 32792
  • $340,000
  • 3Bd
  • 2Ba
  • 1,575 Sq Ft
SOLD 04/13/26
736 Warrenton Rd, Winter Park, FL 32792
  • $310,000
  • 2Bd
  • 2Ba
  • 1,320 Sq Ft
SOLD 04/13/26
200 Saint Andrews Blvd #705, Winter Park, FL 32792
  • $180,000
  • 1Bd
  • 1Ba
  • 727 Sq Ft
SOLD 04/13/26
1280 Gladiolas Dr, Winter Park, FL 32792
  • $469,900
  • 3Bd
  • 2Ba
  • 1,624 Sq Ft
SOLD 04/13/26
640 N Park Ave #5, Winter Park, FL 32789
  • $420,000
  • 1Bd
  • 1Ba
  • 673 Sq Ft
SOLD 04/13/26
1822 Greenwich Ave, Winter Park, FL 32789
  • $800,000
  • 3Bd
  • 2Ba
  • 1,627 Sq Ft
SOLD 04/13/26
543 E Lake Sue Ave, Winter Park, FL 32789
  • $1,875,000
  • 4Bd
  • 5Ba
  • 3,657 Sq Ft
SOLD 04/12/26
1453 Via Sangro Pl, Winter Park, FL 32792
  • $985,000
  • 4Bd
  • 3Ba
  • 3,057 Sq Ft
SOLD 04/12/26
119 Oak Grove Rd, Winter Park, FL 32789
  • $287,500
  • 3Bd
  • 2Ba
  • 1,134 Sq Ft
SOLD 04/11/26
1181 Via Capri, Winter Park, FL 32789
  • $1,700,000
  • 0.3 Acre
SOLD 04/11/26
520 Fitzwalter Dr, Winter Park, FL 32792
  • $1,000,000
  • 3Bd
  • 2Ba
  • 2,111 Sq Ft
SOLD 04/11/26
1841 Harland Park Dr, Winter Park, FL 32789
  • $1,635,000
  • 4Bd
  • 4Ba
  • 3,470 Sq Ft
SOLD 04/11/26
2919 Bower Rd, Winter Park, FL 32792
  • $760,000
  • 3Bd
  • 2Ba
  • 2,325 Sq Ft
SOLD 04/10/26
2423 Via Sienna, Winter Park, FL 32789
  • $2,080,000
  • 4Bd
  • 4Ba
  • 3,472 Sq Ft
SOLD 04/10/26
3642 Periwinkle Dr, Winter Park, FL 32792
  • $440,000
  • 5Bd
  • 3Ba
  • 1,945 Sq Ft
SOLD 04/10/26
7444 Woodburn Ct #29, Winter Park, FL 32792
  • $162,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
SOLD 04/10/26
2820 Bear Island Pointe, Winter Park, FL 32792
  • $2,000,000
  • 3Bd
  • 5Ba
  • 5,138 Sq Ft
SOLD 04/09/26
218 Orange Terrace Dr, Winter Park, FL 32789
  • $560,000
  • 3Bd
  • 2Ba
  • 1,618 Sq Ft
SOLD 04/09/26
5180 Lazy Oaks Dr #5180, Winter Park, FL 32792
  • $280,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
SOLD 04/08/26
643 Dunblane Dr, Winter Park, FL 32792
  • $720,000
  • 3Bd
  • 2Ba
  • 1,575 Sq Ft
SOLD 04/08/26
675 Overspin Dr, Winter Park, FL 32789
  • $735,000
  • 4Bd
  • 4Ba
  • 3,062 Sq Ft
SOLD 04/08/26
3711 Vinsetta Ct, Winter Park, FL 32792
  • $1,200,000
  • 6Bd
  • 4Ba
  • 4,214 Sq Ft
SOLD 04/08/26
1952 Spring St, Winter Park, FL 32792
  • $260,000
  • 3Bd
  • 2Ba
  • 1,050 Sq Ft
SOLD 04/08/26
4923 N Magnolia Ave, Winter Park, FL 32792
  • $375,000
  • 3Bd
  • 2Ba
  • 1,559 Sq Ft
SOLD 04/07/26
518 Shoreview Ave, Winter Park, FL 32789
  • $450,000
  • 2Bd
  • 2Ba
  • 1,609 Sq Ft
SOLD 04/07/26
823 Granville Dr, Winter Park, FL 32789
  • $1,425,000
  • 4Bd
  • 4Ba
  • 2,544 Sq Ft
SOLD 04/06/26
1336 College Pt, Winter Park, FL 32789
  • $4,250,000
  • 4Bd
  • 5Ba
  • 3,181 Sq Ft
SOLD 04/06/26
781 Northwood Cir, Winter Park, FL 32789
  • $776,533
  • 3Bd
  • 2Ba
  • 1,566 Sq Ft
SOLD 04/05/26
Undisclosed, Winter Park, FL 32789
  • $225,000
  • 2Bd
  • 3Ba
  • 959 Sq Ft
SOLD 04/05/26
2519 Windward Way, Winter Park, FL 32792
  • $272,250
  • 2Bd
  • 2Ba
  • 1,105 Sq Ft
SOLD 04/05/26
401 - 450 of 2,743 Homes in Winter Park, FL
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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?
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