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 |
|---|---|---|---|---|---|---|
| 901 Golfview Terrace | 5 | 6 | 5,479 | $6,995,000 | $1,276 | 38 days |
| 1260 Alabama Drive | 6 | 7 | 6,396 | $6,900,000 | $1,078 | 237 days |
| 698 N New York Avenue | 5 | 6 | 5,096 | $6,195,000 | $1,215 | 32 days |
| 1011 Mckean Circle | 5 | 7 | 4,806 | $6,000,000 | $1,248 | 10 days |
| 1571 Woodland Avenue | 5 | 8 | 7,397 | $6,000,000 | $811 | 150 days |
| 2228 Azalea Place | 5 | 6 | 5,152 | $5,600,000 | $1,086 | 121 days |
| 1166 Palmer Avenue | 5 | 7 | 5,181 | $5,500,000 | $1,061 | 39 days |
| 2661 Via Tuscany | 4 | 5 | 3,880 | $5,500,000 | $1,417 | 47 days |
| 825 Palmer Avenue | 5 | 7 | 5,122 | $5,195,900 | $1,014 | 45 days |
| 231 Chelton Circle | 4 | 7 | 5,550 | $4,700,000 | $846 | 138 days |
| 617 N Interlachen Avenue | 11 | 8 | 3,615 | $4,695,000 | $1,298 | 7 days |
| 1631 Hillcrest Avenue | 5 | 6 | 4,754 | $4,500,000 | $946 | 4 days |
| 857 Brock Street | 5 | 6 | 4,827 | $4,350,000 | $901 | 77 days |
| 702 Via Bella | 4 | 6 | 3,720 | $4,250,000 | $1,142 | 41 days |
| 540 N Pennsylvania Avenue | 4 | 2 | 1,652 | $3,950,000 | $2,391 | 42 days |
| 620 Virginia Drive | 6 | 5 | 4,677 | $3,890,000 | $831 | 74 days |
| 125 S Interlachen Avenue Unit 1 | 3 | 5 | 3,878 | $3,695,000 | $952 | 88 days |
| 276 Detmar Drive | 4 | 5 | 4,202 | $3,600,000 | $856 | 62 days |
| 1441 Cardinal Court | 4 | 6 | 4,066 | $3,600,000 | $885 | 194 days |
| 1742 Temple Drive | 4 | 5 | 3,658 | $3,545,995 | $969 | 36 days |
| 2240 Venetian Way | 4 | 4 | 4,036 | $3,500,000 | $867 | 143 days |
| 1600 Legion Drive | 5 | 6 | 4,483 | $3,495,000 | $779 | 7 days |
| 662 Granville Drive | 5 | 6 | 4,478 | $3,495,000 | $780 | 38 days |
| 1751 Glencoe Road | 5 | 7 | 4,520 | $3,390,000 | $750 | 12 days |
| 1761 Legion Drive | 5 | 6 | 4,949 | $3,265,000 | $659 | 61 days |
| 2823 Parkland Circle | 5 | 6 | 4,459 | $3,250,000 | $728 | 18 days |
| 1825 Whitehall Drive | 4 | 6 | 4,311 | $3,195,000 | $741 | 5 days |
| 2119 Howard Drive | 5 | 6 | 4,139 | $3,195,000 | $771 | 25 days |
| 1836 Whitehall Drive | 5 | 7 | 4,168 | $2,995,000 | $718 | 134 days |
| 125 S Interlachen Avenue Unit 2 | 3 | 5 | 3,244 | $2,995,000 | $923 | 139 days |
| 532 Langholm Drive | 5 | 5 | 4,050 | $2,990,000 | $738 | 33 days |
| 1821 Englewood Road | 5 | 6 | 3,863 | $2,950,000 | $763 | 402 days |
| 1773 Walnut Avenue | 5 | 5 | 3,784 | $2,725,000 | $720 | 45 days |
| 648 Worthington Drive | 5 | 5 | 3,588 | $2,700,000 | $752 | 73 days |
| 660 W Morse Boulevard | 3 | 4 | 3,286 | $2,695,000 | $820 | 123 days |
| 1681 Woodland Avenue | 5 | 5 | 3,682 | $2,629,000 | $714 | 7 days |
| 413 W Morse Boulevard | 3 | 4 | 3,048 | $2,625,000 | $861 | 142 days |
| 1823 Sunset Drive | 5 | 5 | 3,479 | $2,549,000 | $732 | 111 days |
| 1760 Oakhurst Avenue | 5 | 5 | 3,700 | $2,500,000 | $675 | 14 days |
| 450 Lakewood Drive | 5 | 6 | 4,572 | $2,500,000 | $546 | 178 days |
| 311 E Morse Boulevard Unit 1-5 | 3 | 3 | 2,316 | $2,475,000 | $1,068 | 43 days |
| 200 S Interlachen Avenue Unit 350 | 3 | 4 | 3,110 | $2,350,000 | $755 | 48 days |
| 938 Enclave Place | 5 | 5 | 3,865 | $2,300,000 | $595 | 159 days |
| 1840 Laurel Road | 5 | 5 | 2,868 | $2,299,000 | $801 | 90 days |
| 930 Enclave Place | 5 | 5 | 3,813 | $2,275,000 | $596 | 165 days |
| 1803 Barker Drive | 4 | 3 | 3,463 | $2,190,000 | $632 | 41 days |
| 918 Enclave Place | 5 | 5 | 3,713 | $2,125,000 | $572 | 24 days |
| 1271 Palmer Avenue | 4 | 5 | 2,850 | $2,125,000 | $745 | 40 days |
| 555 E Lake Sue Avenue | 4 | 4 | 3,776 | $2,095,000 | $554 | 32 days |
| 1951 Winter Park Road | 4 | 4 | 3,479 | $2,089,000 | $600 | 33 days |
| Average: | 3.4 | 3.2 | 2,286 | $1,342,695 | $487 | 101 days |
|
Viewing 1 - 50 of 243
Next
|
| Address | Beds | Baths | Living ft2 | List Price | Cost per ft2 | DOM |
|---|---|---|---|---|---|---|
| 1525 Granville Drive | 5 | 6 | 5,211 | $4,595,000 | $881 | 63 days |
| 160 W Rockwood Way | 5 | 6 | 4,015 | $3,395,000 | $845 | 41 days |
| 609 S Phelps Avenue | 5 | 5 | 4,018 | $2,800,000 | $696 | 151 days |
| 1754 Taylor Avenue | 5 | 5 | 3,670 | $2,569,999 | $700 | 82 days |
| 2812 Mulford Avenue | 5 | 6 | 3,656 | $2,495,000 | $682 | 0 days |
| 541 W Canton Avenue | 4 | 4 | 3,553 | $2,495,000 | $702 | 198 days |
| 2228 Howard Drive | 4 | 4 | 3,294 | $2,460,000 | $746 | 120 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 |
| 304 Santiago Drive | 5 | 5 | 4,213 | $2,195,000 | $521 | 2 days |
| 1885 Temple Drive | 5 | 4 | 3,691 | $2,195,000 | $594 | 316 days |
| 525 S Lakemont Avenue | 4 | 4 | 3,330 | $1,999,990 | $600 | 61 days |
| 1702 Arbor Park Drive | 4 | 4 | 2,950 | $1,900,000 | $644 | 24 days |
| 2501 Lafayette Avenue | 4 | 4 | 2,819 | $1,795,000 | $636 | 75 days |
| 1225 Sharon Place | 5 | 4 | 3,097 | $1,749,000 | $564 | 5 days |
| 1420 Magnolia Avenue | 4 | 4 | 3,174 | $1,690,000 | $532 | 102 days |
| 341 E Reading Way | 4 | 4 | 3,723 | $1,525,000 | $409 | 99 days |
| 1581 Magnolia Ave | 4 | 4 | 2,642 | $1,425,000 | $539 | 134 days |
| 952 Moss Lane | 4 | 5 | 3,474 | $1,319,950 | $379 | 17 days |
| 1600 S Pennsylvania Avenue | 3 | 2 | 2,158 | $1,150,000 | $532 | 143 days |
| 2667 Cochise Trail | 4 | 3 | 2,868 | $985,000 | $343 | 76 days |
| 1138 S Pennsylvania Avenue | 3 | 3 | 2,434 | $925,000 | $380 | 120 days |
| 269 E Canton Avenue Unit 269 | 1 | 2 | 1,109 | $899,000 | $810 | 149 days |
| 870 N Phelps Avenue | 4 | 3 | 2,301 | $850,000 | $369 | 10 days |
| 775 Mcintyre Avenue Unit 9 | 3 | 3 | 2,052 | $849,999 | $414 | 1 day |
| 640 N Park Avenue Unit 3 | 2 | 2 | 897 | $745,000 | $830 | 6 days |
| 1592 Arbor Park Drive | 4 | 3 | 2,016 | $700,000 | $347 | 12 days |
| 2157 Lake Drive | 3 | 3 | 2,124 | $689,000 | $324 | 111 days |
| 433 Gilbert Road | 3 | 2 | 1,800 | $669,900 | $372 | 78 days |
| 2833 Prince John Road | 4 | 2 | 1,605 | $669,000 | $416 | 51 days |
| 1256 Melissa Court | 3 | 3 | 1,690 | $660,000 | $390 | 66 days |
| 943 Fairway Drive | 4 | 3 | 2,067 | $650,000 | $314 | 62 days |
| 1409 Sunset Drive | 2 | 2 | 1,107 | $649,000 | $586 | 30 days |
| 565 Huntington Avenue Unit 565 | 3 | 3 | 2,015 | $635,000 | $315 | 54 days |
| 2825 Mulford Avenue | 2 | 2 | 1,249 | $629,000 | $503 | 5 days |
| 1416 Border Drive | 3 | 1 | 1,243 | $620,000 | $498 | 53 days |
| 346 Elkhorn Court | 4 | 2 | 1,891 | $575,000 | $304 | 4 days |
| 333 Cornwall Road | 4 | 2 | 1,660 | $549,900 | $331 | 151 days |
| 1261 Indiana Avenue | 3 | 3 | 1,660 | $540,000 | $325 | 154 days |
| 510 Fitzwalter Drive | 3 | 2 | 1,385 | $530,000 | $382 | 5 days |
| 525 Ololu Drive | 3 | 3 | 1,786 | $490,900 | $274 | 171 days |
| 1211 Schultz Avenue | 3 | 2 | 1,085 | $475,000 | $437 | 12 days |
| 2824 Prince John Road | 2 | 2 | 1,438 | $475,000 | $330 | 39 days |
| 1320 Buckingham Road | 3 | 2 | 1,388 | $449,000 | $323 | 6 days |
| 3150 Shady Pine Avenue | 4 | 2 | 1,624 | $439,900 | $270 | 5 days |
| 259 Orange Terrace Drive | 3 | 2 | 1,248 | $439,000 | $351 | 112 days |
| 950 Hanover Avenue | 3 | 2 | 1,606 | $439,000 | $273 | 192 days |
| 2126 Albert Lee Parkway | 3 | 2 | 1,187 | $415,000 | $349 | 23 days |
| 500 N Pennsylvania Avenue Unit G | 2 | 1 | 709 | $349,500 | $492 | 21 days |
| 4910 Seminole Avenue | 3 | 2 | 1,216 | $329,900 | $271 | 7 days |
| Average: | 3.3 | 3.0 | 2,162 | $1,095,036 | $445 | 68 days |
|
Viewing 1 - 50 of 59
Next
|
| 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 |
| 1530 Alabama Drive | 5 | 4 | 3,680 | $5,900,000 | $5,900,000 | $1,603 | 0 days | 10/2/26 |
| 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 |
| 2525 Temple Drive | 5 | 5 | 4,542 | $4,750,000 | $4,750,000 | $1,045 | 9 days | 10/5/26 |
| 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 |
| 229 Alexander Place | 4 | 6 | 4,431 | $4,250,000 | $4,250,000 | $959 | 64 days | 10/7/26 |
| 1180 Via Lugano | 5 | 6 | 4,961 | $4,900,000 | $4,900,000 | $987 | 47 days | 9/14/26 |
| 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 |
| 1417 Williams Drive | 5 | 6 | 4,891 | $3,999,000 | $3,999,000 | $817 | 6 days | 9/25/26 |
| 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 |
| 1150 Via Salerno | 4 | 6 | 3,826 | $3,750,000 | $3,750,000 | $980 | 427 days | 10/14/26 |
| 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 |
| 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 |
| 1597 Oakhurst Avenue | 5 | 5 | 4,410 | $2,699,000 | $2,699,000 | $612 | 2 days | 9/16/26 |
| 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 |
| 948 Poinciana Lane | 4 | 5 | 3,676 | $2,750,000 | $2,750,000 | $748 | 6 days | 9/25/26 |
| 135 W Swoope Avenue | 3 | 3 | 2,667 | $2,540,000 | $2,540,000 | $952 | 7 days | 5/12/26 |
| 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 |
| 1630 Elm Avenue | 5 | 5 | 3,408 | $2,385,000 | $2,385,000 | $699 | 16 days | 9/16/26 |
| 140 E Morse Boulevard Unit J | 3 | 3 | 2,143 | $2,350,000 | $2,350,000 | $1,096 | 76 days | 9/30/26 |
| 2015 N Park Avenue | 5 | 5 | 3,963 | $2,295,000 | $2,295,000 | $579 | 74 days | 6/2/26 |
| 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 |
| Average: | 3.2 | 2.9 | 2,171 | $1,147,114 | $1,098,478 | $422 | 59 days | |
|
Viewing 1 - 50 of 394
Next
|