| Sale Date | Address | Sale Price | $/SF | List Price | Sq. Ft. | Type | Bd/Ba | Days Listed |
| 05-12-2025 | 1336 COLLEGE POINT | $4,273,211 | $1,343 | $4,500,000 | 3,181 | Single Family Residence | 4/5 | 77 |
| 04-11-2025 | 141 W LAKE SUE AVENUE | $1,450,000 | $930 | $1,450,000 | 1,559 | Single Family Residence | 2/1 | 4 |
| 02-18-2025 | 1341 COLLEGE POINT | $3,900,000 | $911 | $3,995,000 | 4,279 | Single Family Residence | 4/4 | 96 |
| 01-31-2025 | 1321 LAKEVIEW DRIVE | $1,500,000 | $349 | $1,695,000 | 4,287 | Single Family Residence | 4/4 | 66 |
| 01-24-2025 | 241 W LAKE SUE AVENUE | $950,000 | $412 | $950,000 | 2,304 | Single Family Residence | 3/3 | 52 |
| 10-30-2024 | 1135 LAKEVIEW DRIVE | $4,100,000 | $721 | $4,650,000 | 5,681 | Single Family Residence | 5/5 | 174 |
| 10-17-2024 | 1312 S PENNSYLVANIA AVENUE UNIT 1 | $425,000 | $491 | $429,900 | 864 | Condominium | 1/1 | 65 |
| 09-26-2024 | 1635 HIGHLAND ROAD | $3,000,000 | $693 | $3,150,000 | 4,325 | Single Family Residence | 5/6 | 313 |
| 09-17-2024 | 1331 LAKEVIEW DRIVE | $2,724,000 | $638 | $2,749,000 | 4,264 | Single Family Residence | 5/5 | 85 |
| 09-16-2024 | 1362 RICHMOND ROAD | $1,915,000 | $654 | $1,995,000 | 2,925 | Single Family Residence | 5/4 | 200 |
| 08-21-2024 | 1134 S PENNSYLVANIA AVENUE | $842,500 | $368 | $849,000 | 2,284 | Townhouse | 3/3 | 14 |
| 05-06-2024 | 151 STIRLING AVENUE | $925,000 | $393 | $995,000 | 2,352 | Single Family Residence | 3/2 | 88 |
| 04-26-2024 | 1302 S PENNSYLVANIA AVENUE UNIT 4 | $330,000 | $397 | $339,000 | 830 | Condominium | 2/1 | 30 |
| 04-05-2024 | 1131 OXFORD ROAD | $700,000 | $435 | $750,000 | 1,608 | Single Family Residence | 2/2 | 53 |
| 03-05-2024 | 1470 GLENCOE ROAD | $2,150,000 | $678 | $2,250,000 | 3,169 | Single Family Residence | 5/5 | 39 |
| 02-29-2024 | 1312 S PENNSYLVANIA AVENUE UNIT 1 | $312,000 | $361 | $320,000 | 864 | Condominium | 1/1 | 15 |
| 01-12-2024 | 1270 ARLINGTON PLACE | $1,400,000 | $472 | $1,450,000 | 2,964 | Single Family Residence | 3/4 | 100 |
| 10-17-2023 | 1274 RICHMOND ROAD, WINTER PARK FL 32789 | $750,000 | $258 | $750,000 | 2,906 | Single Family Residence | 5/3 | 2 |
| 10-10-2023 | 511 FAIRFAX AVENUE, WINTER PARK FL 32789 | $1,400,000 | $404 | $1,485,000 | 3,463 | Single Family Residence | 4/3 | 110 |
| 08-09-2023 | 1541 HIGHLAND ROAD, WINTER PARK FL 32789 | $1,156,000 | $496 | $1,150,000 | 2,330 | Single Family Residence | 3/2 | 33 |
| 08-04-2023 | 1306 RICHMOND ROAD, WINTER PARK FL 32789 | $1,675,000 | $531 | $1,699,000 | 3,149 | Single Family Residence | 3/3 | 50 |
| 05-26-2023 | 255 STIRLING AVENUE, WINTER PARK FL 32789 | $2,100,000 | $577 | $2,200,000 | 3,635 | Single Family Residence | 4/4 | 80 |
| 04-05-2023 | 1541 HIGHLAND ROAD, WINTER PARK FL 32789 | $850,000 | $899,000 | / | 149 | |||
| 04-05-2023 | 1541 HIGHLAND ROAD, WINTER PARK FL 32789 | $850,000 | $364 | $899,000 | 2,330 | Single Family Residence | 3/2 | 149 |
| 02-26-2023 | 460 CLARENDON AVENUE, WINTER PARK FL 32789 | $1,550,000 | $454 | $1,550,000 | 3,412 | Single Family Residence | 5/5 | 639 |
| 02-21-2023 | 250 HAMPDEN PLACE | $1,200,000 | $470 | $1,349,000 | 2,548 | Single Family Residence | 3/3 | 47 |
| 12-08-2022 | 1520 HIGHLAND ROAD, WINTER PARK FL 32789 | $2,300,000 | $487 | $2,400,000 | 4,720 | Single Family Residence | 5/7 | 45 |
| 11-17-2022 | 541 MELROSE AVENUE | $699,000 | $388 | $699,000 | 1,801 | Townhouse | 3/3 | 42 |
| 11-10-2022 | 1251 RICHMOND ROAD | $1,510,000 | $417 | $1,595,000 | 3,613 | Single Family Residence | 3/4 | 84 |
| 11-04-2022 | 1635 HIGHLAND ROAD | $2,890,000 | $668 | $2,890,000 | 4,325 | Single Family Residence | 5/6 | 177 |
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