Below is a list of properties that are active, under contract or have sold in Winter Park in the last 90 days. This will give you a general idea where the Winter Park housing market trends are headed. Sign up for the monthly reports to stay updated or create your own custom market report for the area you are interested in.
| Address | Beds | Baths | Living ft2 | List Price | Cost per ft2 | DOM |
|---|---|---|---|---|---|---|
| 40 Palmer Avenue | 5 | 6 | 5,905 | $7,250,000 | $1,227 | 213 days |
| 1260 Alabama Drive | 6 | 7 | 6,396 | $6,900,000 | $1,078 | 191 days |
| 1571 Woodland Avenue | 5 | 8 | 7,397 | $6,000,000 | $811 | 104 days |
| 2661 Via Tuscany | 4 | 5 | 3,880 | $5,999,990 | $1,546 | 1 day |
| 2228 Azalea Place | 5 | 6 | 5,152 | $5,600,000 | $1,086 | 75 days |
| 313 Sylvan Drive | 4 | 5 | 4,775 | $5,500,000 | $1,151 | 87 days |
| 231 Chelton Circle | 4 | 7 | 5,550 | $4,950,000 | $891 | 92 days |
| 857 Brock Street | 5 | 6 | 4,827 | $4,650,000 | $963 | 31 days |
| 1525 Granville Drive | 5 | 6 | 5,211 | $4,595,000 | $881 | 41 days |
| 229 Alexander Place | 4 | 6 | 4,431 | $4,250,000 | $959 | 59 days |
| 1441 Cardinal Court | 4 | 6 | 4,066 | $3,995,000 | $982 | 148 days |
| 125 S Interlachen Avenue Unit 1 | 3 | 5 | 3,878 | $3,895,000 | $1,004 | 42 days |
| 620 Virginia Drive | 6 | 5 | 4,677 | $3,890,000 | $831 | 28 days |
| 207 E Kings Way | 5 | 5 | 3,719 | $3,650,000 | $981 | 352 days |
| 276 Detmar Drive | 4 | 5 | 4,202 | $3,600,000 | $856 | 16 days |
| 2240 Venetian Way | 4 | 4 | 4,036 | $3,500,000 | $867 | 97 days |
| 160 W Rockwood Way | 5 | 6 | 4,015 | $3,395,000 | $845 | 0 days |
| 1627 Mizell Avenue | 5 | 6 | 3,421 | $3,300,000 | $964 | 116 days |
| 1581 Forest Avenue | 4 | 6 | 4,683 | $3,275,000 | $699 | 182 days |
| 1761 Legion Drive | 5 | 6 | 4,924 | $3,265,000 | $663 | 15 days |
| 361 E Kings Way | 4 | 5 | 3,737 | $3,199,000 | $856 | 38 days |
| 125 S Interlachen Avenue Unit 2 | 3 | 5 | 3,244 | $3,150,000 | $971 | 93 days |
| 1821 Englewood Road | 5 | 6 | 3,863 | $3,075,000 | $796 | 356 days |
| 1836 Whitehall Drive | 5 | 7 | 4,168 | $2,995,000 | $718 | 88 days |
| 660 W Morse Boulevard | 3 | 4 | 3,286 | $2,800,000 | $852 | 77 days |
| 648 Worthington Drive | 5 | 5 | 3,588 | $2,700,000 | $752 | 27 days |
| 541 W Canton Avenue | 4 | 4 | 3,553 | $2,650,000 | $745 | 173 days |
| 413 W Morse Boulevard | 3 | 4 | 3,048 | $2,625,000 | $861 | 96 days |
| 1754 Taylor Avenue | 5 | 5 | 3,670 | $2,569,999 | $700 | 64 days |
| 1823 Sunset Drive | 5 | 5 | 3,479 | $2,549,000 | $732 | 65 days |
| 450 Lakewood Drive | 5 | 6 | 4,572 | $2,500,000 | $546 | 132 days |
| 926 Enclave Place | 5 | 5 | 4,150 | $2,475,000 | $596 | 113 days |
| 2228 Howard Drive | 4 | 4 | 3,294 | $2,460,000 | $746 | 120 days |
| 946 Enclave Place | 5 | 5 | 3,989 | $2,375,000 | $595 | 105 days |
| 200 S Interlachen Avenue Unit 350 | 3 | 4 | 3,110 | $2,350,000 | $755 | 2 days |
| 938 Enclave Place | 5 | 5 | 3,865 | $2,300,000 | $595 | 113 days |
| 1840 Laurel Road | 5 | 5 | 2,868 | $2,299,000 | $801 | 44 days |
| 930 Enclave Place | 5 | 5 | 3,813 | $2,275,000 | $596 | 119 days |
| 1885 Temple Drive | 5 | 4 | 3,691 | $2,195,000 | $594 | 302 days |
| 914 Enclave Place | 5 | 5 | 3,617 | $2,070,000 | $572 | 174 days |
| 240 N Phelps Avenue | 5 | 5 | 2,889 | $2,050,000 | $709 | 91 days |
| 525 S Lakemont Avenue | 4 | 4 | 3,330 | $1,999,990 | $600 | 42 days |
| 922 N Pennsylvania Avenue | 4 | 4 | 3,440 | $1,995,000 | $579 | 58 days |
| 751 Pansy Avenue | 3 | 4 | 2,703 | $1,950,000 | $721 | 15 days |
| 1420 Aloma Avenue | 3 | 4 | 2,422 | $1,949,500 | $804 | 34 days |
| 1702 Arbor Park Drive | 4 | 4 | 2,950 | $1,900,000 | $644 | 9 days |
| 2343 Versailles Avenue | 4 | 4 | 3,307 | $1,865,000 | $563 | 28 days |
| 1550 Palm Avenue | 4 | 4 | 2,706 | $1,829,000 | $675 | 16 days |
| 281 Brewer Avenue | 5 | 5 | 4,029 | $1,800,000 | $446 | 52 days |
| 2032 Kimbrace Place | 5 | 4 | 3,382 | $1,800,000 | $532 | 93 days |
| Average: | 3.3 | 3.1 | 2,191 | $1,247,771 | $478 | 98 days |
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| Address | Beds | Baths | Living ft2 | List Price | Cost per ft2 | DOM |
|---|---|---|---|---|---|---|
| 1180 Via Lugano | 5 | 6 | 4,961 | $4,900,000 | $987 | 47 days |
| 2525 Temple Drive | 5 | 5 | 4,542 | $4,750,000 | $1,045 | 9 days |
| 1417 Williams Drive | 5 | 6 | 4,891 | $3,999,000 | $817 | 6 days |
| 1150 Via Salerno | 4 | 6 | 3,826 | $3,750,000 | $980 | 427 days |
| 609 S Phelps Avenue | 5 | 5 | 4,018 | $2,800,000 | $696 | 151 days |
| 948 Poinciana Lane | 4 | 5 | 3,676 | $2,750,000 | $748 | 6 days |
| 1597 Oakhurst Avenue | 5 | 5 | 4,410 | $2,699,000 | $612 | 2 days |
| 2812 Mulford Avenue | 5 | 6 | 3,656 | $2,495,000 | $682 | 0 days |
| 2412 Chantilly Avenue | 5 | 7 | 4,506 | $2,394,500 | $531 | 104 days |
| 645 Pansy Avenue | 4 | 5 | 3,661 | $2,390,000 | $652 | 27 days |
| 1630 Elm Avenue | 5 | 5 | 3,408 | $2,385,000 | $699 | 16 days |
| 140 E Morse Boulevard Unit J | 3 | 3 | 2,143 | $2,350,000 | $1,096 | 76 days |
| 1661 Laurel Road | 3 | 3 | 3,127 | $1,875,000 | $599 | 7 days |
| 311 E Morse Boulevard Unit 1-3 | 2 | 2 | 2,304 | $1,825,000 | $792 | 99 days |
| 631 Williams Drive | 4 | 4 | 2,972 | $1,824,000 | $613 | 1 day |
| 1230 Sunset Drive | 4 | 4 | 3,250 | $1,795,000 | $552 | 4 days |
| 2501 Lafayette Avenue | 4 | 4 | 2,819 | $1,795,000 | $636 | 75 days |
| 890 N Phelps Avenue | 4 | 5 | 3,630 | $1,775,000 | $488 | 8 days |
| 2501 Winter Park Road | 5 | 4 | 3,304 | $1,649,000 | $499 | 181 days |
| 607 Ellen Drive | 4 | 5 | 2,812 | $1,389,500 | $494 | 294 days |
| 802 Hamilton Place Court | 4 | 4 | 2,843 | $1,295,000 | $455 | 124 days |
| 1870 Walker Avenue | 3 | 3 | 2,046 | $1,199,000 | $586 | 161 days |
| 311 E Morse Boulevard Unit 4-5 | 2 | 2 | 1,763 | $1,050,000 | $595 | 6 days |
| 632 Country Club Drive | 3 | 2 | 2,342 | $1,050,000 | $448 | 338 days |
| 1800 Magnolia Avenue | 4 | 3 | 2,431 | $950,000 | $390 | 160 days |
| 1405 Miller Avenue | 3 | 3 | 1,884 | $899,000 | $477 | 67 days |
| 770 W Webster Avenue | 4 | 2 | 1,008 | $725,000 | $719 | 281 days |
| 2157 Lake Drive | 3 | 3 | 2,124 | $689,000 | $324 | 34 days |
| 433 Gilbert Road | 3 | 2 | 1,770 | $669,900 | $378 | 38 days |
| 1009 Lake Bell Drive | 3 | 2 | 1,467 | $650,000 | $443 | 95 days |
| 840 W Canton Avenue | 3 | 2 | 1,370 | $649,900 | $474 | 66 days |
| 1037 N Virginia Avenue | 3 | 1 | 1,101 | $649,000 | $589 | 46 days |
| 565 Huntington Avenue Unit 565 | 3 | 3 | 2,015 | $635,000 | $315 | 13 days |
| 531 W Swoope Avenue | 2 | 2 | 1,188 | $635,000 | $534 | 7 days |
| 744 Cornwall Road | 4 | 2 | 1,968 | $630,000 | $320 | 378 days |
| 786 Mcintyre Avenue | 3 | 3 | 1,934 | $625,000 | $323 | 15 days |
| 2361 Roxbury Road | 3 | 2 | 1,723 | $599,000 | $347 | 30 days |
| 1946 Strathaven Road | 4 | 3 | 2,102 | $599,000 | $284 | 86 days |
| 1313 S Denning Drive | 3 | 2 | 1,700 | $589,900 | $347 | 10 days |
| 2881 Temple Trail | 2 | 3 | 1,704 | $575,000 | $337 | 12 days |
| 4033 Tenita Drive | 4 | 2 | 2,022 | $569,000 | $281 | 4 days |
| 1134 Washington Avenue Unit 13C | 3 | 4 | 2,195 | $525,000 | $239 | 33 days |
| 2781 Abbey Road | 3 | 2 | 1,596 | $520,000 | $325 | 3 days |
| 410 Saint Dunstan Way | 3 | 2 | 1,512 | $500,000 | $330 | 73 days |
| 512 N Lakemont Avenue | 3 | 2 | 1,413 | $500,000 | $353 | 167 days |
| 351 Starling Road | 3 | 2 | 1,979 | $499,900 | $252 | 11 days |
| 1807 Hammerlin Avenue Unit G | 3 | 3 | 1,818 | $499,000 | $274 | 152 days |
| 630 Killarney Bay Court Unit 3 | 2 | 3 | 1,428 | $475,000 | $332 | 205 days |
| 2803 Banchory Road | 4 | 2 | 1,596 | $474,000 | $296 | 88 days |
| 2826 Ambergate Road | 3 | 2 | 1,521 | $460,000 | $302 | 3 days |
| Average: | 3.2 | 2.9 | 2,123 | $1,131,797 | $452 | 81 days |
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| Address | Beds | Baths | Living ft2 | List Price | Sold Price | Cost per ft2 | DOM | Sold Date |
|---|---|---|---|---|---|---|---|---|
| 1821 Pinetree Road | 5 | 7 | 5,006 | $6,997,000 | $6,997,000 | $1,397 | 5 days | 5/15/26 |
| 1120 Preserve Point Drive | 7 | 11 | 11,255 | $8,950,000 | $8,950,000 | $795 | 309 days | 8/28/26 |
| 405 Lakewood Drive | 4 | 3 | 4,208 | $6,700,000 | $6,700,000 | $1,592 | 0 days | 7/31/26 |
| 550 Palmer Avenue | 5 | 7 | 5,939 | $6,495,000 | $6,495,000 | $1,093 | 285 days | 8/21/26 |
| 2025 Summerland Avenue | 5 | 5 | 4,432 | $5,295,000 | $5,295,000 | $1,194 | 0 days | 9/2/26 |
| 1221 Richmond Road | 5 | 6 | 5,164 | $4,995,000 | $4,995,000 | $967 | 3 days | 6/24/26 |
| 1660 Palmer Avenue | 5 | 7 | 5,636 | $4,950,000 | $4,950,000 | $878 | 520 days | 7/30/26 |
| 1302 Raintree Place | 5 | 6 | 4,738 | $4,995,000 | $4,995,000 | $1,054 | 182 days | 5/15/26 |
| 1701 Summerland Avenue | 5 | 6 | 5,253 | $4,550,000 | $4,550,000 | $866 | 0 days | 6/5/26 |
| 1521 Harris Circle | 4 | 5 | 3,922 | $4,500,000 | $4,500,000 | $1,147 | 0 days | 5/29/26 |
| 887 Georgia Avenue | 6 | 6 | 5,759 | $5,000,000 | $5,000,000 | $868 | 222 days | 4/30/26 |
| 1760 Via Venetia | 4 | 7 | 6,242 | $4,650,000 | $4,650,000 | $744 | 19 days | 5/29/26 |
| 650 Dixie Parkway | 6 | 7 | 6,007 | $4,250,000 | $4,250,000 | $707 | 3 days | 7/24/26 |
| 1336 College Point | 4 | 5 | 3,181 | $4,595,000 | $4,595,000 | $1,444 | 109 days | 6/1/26 |
| 2020 Via Tuscany | 4 | 5 | 4,665 | $4,195,000 | $4,195,000 | $899 | 4 days | 5/18/26 |
| 1161 Valencia Avenue | 4 | 5 | 4,181 | $3,995,000 | $3,995,000 | $955 | 311 days | 7/17/26 |
| 1117 Kenwood Avenue | 4 | 5 | 4,353 | $3,978,900 | $3,978,900 | $914 | 42 days | 6/17/26 |
| 150 Dana Way | 5 | 5 | 4,451 | $3,799,000 | $3,799,000 | $853 | 35 days | 7/30/26 |
| 1782 Pine Avenue | 5 | 7 | 4,782 | $3,697,000 | $3,697,000 | $773 | 122 days | 7/30/26 |
| 2905 Parkland Drive | 6 | 8 | 4,850 | $3,395,000 | $3,395,000 | $700 | 5 days | 8/17/26 |
| 700 Pinetree Road | 4 | 5 | 3,897 | $3,295,000 | $3,295,000 | $845 | 1 day | 5/20/26 |
| 1811 Oneco Avenue | 5 | 6 | 4,508 | $3,275,000 | $3,275,000 | $726 | 0 days | 7/23/26 |
| 1910 Glencoe Road | 4 | 6 | 3,788 | $3,290,000 | $3,290,000 | $868 | 15 days | 6/29/26 |
| 611 Williams Drive | 5 | 5 | 4,686 | $2,995,000 | $2,995,000 | $639 | 6 days | 4/13/26 |
| 141 Glenridge Way | 5 | 5 | 5,243 | $3,250,000 | $3,250,000 | $619 | 49 days | 7/6/26 |
| 1351 Magnolia Avenue | 5 | 5 | 3,460 | $3,100,000 | $3,100,000 | $895 | 0 days | 7/22/26 |
| 2040 Randall Circle | 5 | 6 | 4,636 | $3,350,000 | $3,350,000 | $722 | 74 days | 6/29/26 |
| 473 Fletcher Place | 5 | 6 | 4,296 | $3,250,000 | $3,250,000 | $756 | 91 days | 5/15/26 |
| 516 Henkel Circle | 5 | 6 | 4,143 | $3,350,000 | $3,350,000 | $808 | 125 days | 3/24/26 |
| 1724 Pine Avenue | 3 | 5 | 4,425 | $3,095,000 | $3,095,000 | $699 | 6 days | 7/15/26 |
| 1506 Williams Drive | 4 | 5 | 6,387 | $2,800,000 | $2,800,000 | $438 | 0 days | 8/7/26 |
| 670 Williams Drive | 5 | 5 | 4,091 | $2,895,000 | $2,895,000 | $707 | 18 days | 6/25/26 |
| 151 Oakwood Way | 4 | 5 | 4,129 | $2,850,000 | $2,850,000 | $690 | 113 days | 6/18/26 |
| 1630 Lasbury Avenue | 5 | 5 | 4,917 | $2,750,000 | $2,750,000 | $559 | 49 days | 7/31/26 |
| 135 W Swoope Avenue | 3 | 3 | 2,667 | $2,540,000 | $2,540,000 | $952 | 7 days | 5/12/26 |
| 1401 Green Cove Road | 3 | 7 | 5,483 | $2,900,000 | $2,900,000 | $528 | 99 days | 3/31/26 |
| 1529 Holts Grove Circle | 4 | 6 | 4,356 | $2,699,000 | $2,699,000 | $619 | 75 days | 8/14/26 |
| 1300 Mayfield Avenue | 5 | 6 | 4,389 | $2,490,000 | $2,490,000 | $567 | 88 days | 7/30/26 |
| 426 Worthington Drive | 5 | 5 | 3,520 | $2,499,000 | $2,499,000 | $709 | 13 days | 7/31/26 |
| 2015 N Park Avenue | 5 | 5 | 3,963 | $2,295,000 | $2,295,000 | $579 | 74 days | 6/2/26 |
| 660 Osceola Avenue Unit 101 | 3 | 4 | 2,714 | $2,195,000 | $2,195,000 | $808 | 145 days | 4/17/26 |
| 2550 Venetian Way | 4 | 5 | 5,051 | $2,399,000 | $2,399,000 | $474 | 63 days | 6/16/26 |
| 2722 Eastern Parkway | 5 | 5 | 3,334 | $2,289,000 | $2,289,000 | $686 | 105 days | 5/21/26 |
| 230 E Rockwood Way | 5 | 4 | 3,374 | $2,189,000 | $2,189,000 | $648 | 5 days | 7/20/26 |
| 2361 Mulbry Drive | 4 | 4 | 3,130 | $2,249,000 | $2,249,000 | $718 | 77 days | 8/13/26 |
| 800 Juanita Rael | 5 | 4 | 4,021 | $2,300,000 | $2,300,000 | $571 | 56 days | 7/14/26 |
| 2503 Versailles Avenue | 5 | 4 | 4,026 | $2,184,000 | $2,184,000 | $542 | 138 days | 6/11/26 |
| 2423 Via Sienna | 4 | 4 | 3,472 | $2,200,000 | $2,200,000 | $633 | 35 days | 6/26/26 |
| 1636 Elizabeths Walk | 4 | 5 | 3,412 | $2,195,000 | $2,195,000 | $643 | 29 days | 6/18/26 |
| 872 Granville Drive | 4 | 4 | 3,195 | $2,200,000 | $2,200,000 | $688 | 5 days | 5/28/26 |
| Average: | 3.2 | 2.8 | 2,153 | $1,091,192 | $1,047,486 | $408 | 57 days | |
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