Listings in 32789 - Orange County, Florida
Displaying 1 – 200 of 496 Real estate listings
1660 PALMER AVENUE
WINTER PARK, FL | Active
Listed: Feb, 20, 2025
Price: $4,950,000
Living Area: 6,406 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 20, 2025
Price: $4,950,000
Living Area: 6,406 Sq. Ft.
2403 EUSTON ROAD
WINTER PARK, FL | Active
Listed: Jun, 25, 2025
Price: $3,950,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 25, 2025
Price: $3,950,000
Living Area: 0 Sq. Ft.
535 N INTERLACHEN AVENUE 305
WINTER PARK, FL | Closed
Listed: Sep, 12, 2025
Price: $645,000
Living Area: 1,156 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 12, 2025
Price: $645,000
Living Area: 1,156 Sq. Ft.
1964 BERING AVENUE
WINTER PARK, FL | Closed
Listed: Aug, 18, 2025
Price: $45,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 18, 2025
Price: $45,000
Living Area: 0 Sq. Ft.
1213 RICHMOND ROAD
WINTER PARK, FL | Closed
Listed: Aug, 08, 2025
Price: $1,195,000
Living Area: 3,204 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 08, 2025
Price: $1,195,000
Living Area: 3,204 Sq. Ft.
2661 VIA TUSCANY
WINTER PARK, FL | Active
Listed: Nov, 26, 2024
Price: $6,600,000
Living Area: 4,636 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 26, 2024
Price: $6,600,000
Living Area: 4,636 Sq. Ft.
1049 TUSCANY PLACE
WINTER PARK, FL | Closed
Listed: Jul, 23, 2025
Price: $1,285,000
Living Area: 2,471 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 23, 2025
Price: $1,285,000
Living Area: 2,471 Sq. Ft.
851 MILES AVENUE 9
WINTER PARK, FL | Closed
Listed: Jul, 05, 2025
Price: $1,695
Living Area: 808 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 05, 2025
Price: $1,695
Living Area: 808 Sq. Ft.
1094 AZALEA LANE 4
WINTER PARK, FL | Closed
Listed: Aug, 15, 2025
Price: $2,695
Living Area: 1,216 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 15, 2025
Price: $2,695
Living Area: 1,216 Sq. Ft.
2500 LEE ROAD 235
WINTER PARK, FL | Closed
Listed: Aug, 07, 2025
Price: $1,500
Living Area: 851 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 07, 2025
Price: $1,500
Living Area: 851 Sq. Ft.
1414 BESSMOR ROAD
WINTER PARK, FL | Closed
Listed: Jul, 16, 2025
Price: $475,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 16, 2025
Price: $475,000
Living Area: 0 Sq. Ft.
2500 LEE ROAD 115
WINTER PARK, FL | Closed
Listed: Sep, 04, 2025
Price: $1,475
Living Area: 851 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 04, 2025
Price: $1,475
Living Area: 851 Sq. Ft.
2510 ROXBURY ROAD
WINTER PARK, FL | Closed
Listed: Jul, 23, 2025
Price: $1,840
Living Area: 1,160 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 23, 2025
Price: $1,840
Living Area: 1,160 Sq. Ft.
1015 BUNGALOW AVENUE
WINTER PARK, FL | Closed
Listed: Sep, 02, 2025
Price: $630,000
Living Area: 1,670 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 02, 2025
Price: $630,000
Living Area: 1,670 Sq. Ft.
1711 CHESTNUT AVENUE
WINTER PARK, FL | Closed
Listed: Aug, 14, 2025
Price: $1,040,000
Living Area: 2,720 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 14, 2025
Price: $1,040,000
Living Area: 2,720 Sq. Ft.
1250 S DENNING DRIVE 233
WINTER PARK, FL | Closed
Listed: Aug, 28, 2025
Price: $1,650
Living Area: 913 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 28, 2025
Price: $1,650
Living Area: 913 Sq. Ft.
1695 LEE ROAD D113
WINTER PARK, FL | Active
Listed: Sep, 05, 2025
Price: $158,000
Living Area: 881 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 05, 2025
Price: $158,000
Living Area: 881 Sq. Ft.
1445 HOLTS GROVE
WINTER PARK, FL | Closed
Listed: Aug, 13, 2025
Price: $2,650,000
Living Area: 4,489 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 13, 2025
Price: $2,650,000
Living Area: 4,489 Sq. Ft.
930 S KENTUCKY AVENUE
WINTER PARK, FL | Closed
Listed: Aug, 29, 2025
Price: $1,100,000
Living Area: 2,495 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 29, 2025
Price: $1,100,000
Living Area: 2,495 Sq. Ft.
2161 SHARON ROAD
WINTER PARK, FL | Closed
Listed: Dec, 07, 2024
Price: $4,650,000
Living Area: 6,338 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 07, 2024
Price: $4,650,000
Living Area: 6,338 Sq. Ft.
1915 STONEHURST ROAD
WINTER PARK, FL | Closed
Listed: Oct, 09, 2025
Price: $1,650,000
Living Area: 2,489 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 09, 2025
Price: $1,650,000
Living Area: 2,489 Sq. Ft.
1695 LEE ROAD D116
WINTER PARK, FL | Active
Listed: Jul, 03, 2025
Price: $155,000
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jul, 03, 2025
Price: $155,000
Living Area: 1,149 Sq. Ft.
575 PALMER AVENUE
WINTER PARK, FL | Closed
Listed: Jul, 18, 2025
Price: $2,800,000
Living Area: 4,767 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 18, 2025
Price: $2,800,000
Living Area: 4,767 Sq. Ft.
2009 CORNELL AVENUE
WINTER PARK, FL | Active
Listed: Oct, 28, 2025
Price: $269,000
Living Area: 762 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 28, 2025
Price: $269,000
Living Area: 762 Sq. Ft.
1250 S DENNING #122 STREET 00122
WINTER PARK, FL | Active
Listed: Oct, 23, 2025
Price: $179,900
Living Area: 653 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 23, 2025
Price: $179,900
Living Area: 653 Sq. Ft.
1011 MCKEAN CIRCLE
WINTER PARK, FL | Closed
Listed: Nov, 07, 2025
Price: $1,430,000
Living Area: 2,230 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 07, 2025
Price: $1,430,000
Living Area: 2,230 Sq. Ft.
720 N PENNSYLVANIA AVENUE
WINTER PARK, FL | Active
Listed: Feb, 19, 2025
Price: $550,000
Living Area: 1,115 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 19, 2025
Price: $550,000
Living Area: 1,115 Sq. Ft.
1451 Cavendish Road
Winter Park, FL | Active
Listed: Oct, 30, 2025
Price: $619,500
Living Area: 1,437 Sq. Ft.
Winter Park, FL | Active
Listed: Oct, 30, 2025
Price: $619,500
Living Area: 1,437 Sq. Ft.
521 S PHELPS AVENUE
WINTER PARK, FL | Closed
Listed: May, 21, 2025
Price: $2,455,000
Living Area: 3,883 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 21, 2025
Price: $2,455,000
Living Area: 3,883 Sq. Ft.
104 S INTERLACHEN AVENUE 114
WINTER PARK, FL | Active
Listed: Nov, 12, 2025
Price: $4,850
Living Area: 1,143 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 12, 2025
Price: $4,850
Living Area: 1,143 Sq. Ft.
1442 PALM AVENUE
WINTER PARK, FL | Active
Listed: Oct, 21, 2025
Price: $8,900
Living Area: 3,611 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 21, 2025
Price: $8,900
Living Area: 3,611 Sq. Ft.
1807 N PARK AVENUE
WINTER PARK, FL | Active
Listed: Nov, 10, 2025
Price: $3,295
Living Area: 1,747 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 10, 2025
Price: $3,295
Living Area: 1,747 Sq. Ft.
1822 GREENWICH AVENUE
WINTER PARK, FL | Active
Listed: Oct, 24, 2025
Price: $1,199,900
Living Area: 1,627 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 24, 2025
Price: $1,199,900
Living Area: 1,627 Sq. Ft.
1386 CLAY STREET
WINTER PARK, FL | Pending
Listed: Oct, 20, 2025
Price: $479,000
Living Area: 1,182 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Oct, 20, 2025
Price: $479,000
Living Area: 1,182 Sq. Ft.
1436 MINNESOTA AVENUE
WINTER PARK, FL | Active
Listed: Nov, 12, 2025
Price: $1,299
Living Area: 805 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 12, 2025
Price: $1,299
Living Area: 805 Sq. Ft.
300 KILLARNEY DRIVE
WINTER PARK, FL | Active
Listed: Nov, 18, 2025
Price: $8,500
Living Area: 2,476 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 18, 2025
Price: $8,500
Living Area: 2,476 Sq. Ft.
260 ORANGE TERRACE DRIVE
WINTER PARK, FL | Closed
Listed: Oct, 02, 2025
Price: $479,000
Living Area: 1,330 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 02, 2025
Price: $479,000
Living Area: 1,330 Sq. Ft.
2886 CAREW AVENUE
WINTER PARK, FL | Active
Listed: Jul, 31, 2025
Price: $2,450
Living Area: 1,701 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jul, 31, 2025
Price: $2,450
Living Area: 1,701 Sq. Ft.
870 CARVER STREET
WINTER PARK, FL | Active
Listed: Nov, 11, 2025
Price: $975,000
Living Area: 1,875 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 11, 2025
Price: $975,000
Living Area: 1,875 Sq. Ft.
702 VIA BELLA
WINTER PARK, FL | Active
Listed: Sep, 03, 2025
Price: $4,250,000
Living Area: 3,720 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 03, 2025
Price: $4,250,000
Living Area: 3,720 Sq. Ft.
600 OLOLU DRIVE
WINTER PARK, FL | Closed
Listed: Sep, 30, 2025
Price: $2,295,000
Living Area: 3,749 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 30, 2025
Price: $2,295,000
Living Area: 3,749 Sq. Ft.
1530 VIA TUSCANY
WINTER PARK, FL | Active
Listed: Sep, 30, 2025
Price: $9,000
Living Area: 3,341 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 30, 2025
Price: $9,000
Living Area: 3,341 Sq. Ft.
1975 STAUNTON AVENUE
WINTER PARK, FL | Closed
Listed: Mar, 03, 2025
Price: $386,500
Living Area: 1,200 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 03, 2025
Price: $386,500
Living Area: 1,200 Sq. Ft.
633 BALMORAL ROAD
WINTER PARK, FL | Active
Listed: Oct, 20, 2025
Price: $1,875,000
Living Area: 2,674 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 20, 2025
Price: $1,875,000
Living Area: 2,674 Sq. Ft.
633 BALMORAL ROAD
WINTER PARK, FL | Active
Listed: Oct, 20, 2025
Price: $1,875,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 20, 2025
Price: $1,875,000
Living Area: 0 Sq. Ft.
200 SANDLEWOOD TRAIL 4
WINTER PARK, FL | Closed
Listed: Aug, 15, 2025
Price: $1,875
Living Area: 1,133 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 15, 2025
Price: $1,875
Living Area: 1,133 Sq. Ft.
519 PARK NORTH COURT
WINTER PARK, FL | Active
Listed: Dec, 08, 2025
Price: $7,000
Living Area: 3,302 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 08, 2025
Price: $7,000
Living Area: 3,302 Sq. Ft.
151 N ORLANDO AVENUE 101
WINTER PARK, FL | Active
Listed: Sep, 18, 2025
Price: $260,000
Living Area: 804 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 18, 2025
Price: $260,000
Living Area: 804 Sq. Ft.
640 N PARK AVENUE 3
WINTER PARK, FL | Closed
Listed: Jul, 07, 2025
Price: $3,700
Living Area: 897 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 07, 2025
Price: $3,700
Living Area: 897 Sq. Ft.
1630 CHESTNUT AVENUE
WINTER PARK, FL | Active
Listed: Nov, 14, 2025
Price: $1,750,000
Living Area: 3,164 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 14, 2025
Price: $1,750,000
Living Area: 3,164 Sq. Ft.
620 VIRGINIA DRIVE
WINTER PARK, FL | Closed
Listed: Oct, 31, 2025
Price: $995,000
Living Area: 1,577 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 31, 2025
Price: $995,000
Living Area: 1,577 Sq. Ft.
1860 SUMMERLAND AVENUE
WINTER PARK, FL | Closed
Listed: Nov, 02, 2025
Price: $5,675,000
Living Area: 5,022 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 02, 2025
Price: $5,675,000
Living Area: 5,022 Sq. Ft.
1847 AZALEA AVENUE
WINTER PARK, FL | Pending
Listed: Dec, 03, 2025
Price: $420,000
Living Area: 1,477 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Dec, 03, 2025
Price: $420,000
Living Area: 1,477 Sq. Ft.
220 OVERLOOK ROAD
WINTER PARK, FL | Active
Listed: Dec, 09, 2025
Price: $3,600
Living Area: 1,393 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 09, 2025
Price: $3,600
Living Area: 1,393 Sq. Ft.
1885 TEMPLE DRIVE
WINTER PARK, FL | Active
Listed: Nov, 10, 2025
Price: $2,295,000
Living Area: 3,691 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 10, 2025
Price: $2,295,000
Living Area: 3,691 Sq. Ft.
2632 MANDAN TRAIL
WINTER PARK, FL | Active
Listed: Nov, 24, 2025
Price: $799,900
Living Area: 2,441 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 24, 2025
Price: $799,900
Living Area: 2,441 Sq. Ft.
332 HARRIS AVENUE
WINTER PARK, FL | Active
Listed: Nov, 25, 2025
Price: $3,000
Living Area: 1,392 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 25, 2025
Price: $3,000
Living Area: 1,392 Sq. Ft.
1622 ARBOR PARK DRIVE
WINTER PARK, FL | Active
Listed: Oct, 08, 2025
Price: $2,500
Living Area: 1,351 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 08, 2025
Price: $2,500
Living Area: 1,351 Sq. Ft.
1502 MICHIGAN AVENUE B
WINTER PARK, FL | Active
Listed: Nov, 19, 2025
Price: $1,399
Living Area: 660 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 19, 2025
Price: $1,399
Living Area: 660 Sq. Ft.
2500 LEE ROAD 232
WINTER PARK, FL | Active
Listed: Aug, 29, 2025
Price: $179,000
Living Area: 645 Sq. Ft.
WINTER PARK, FL | Active
Listed: Aug, 29, 2025
Price: $179,000
Living Area: 645 Sq. Ft.
851 MILES AVENUE 21
WINTER PARK, FL | Active
Listed: Sep, 02, 2025
Price: $1,595
Living Area: 808 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 02, 2025
Price: $1,595
Living Area: 808 Sq. Ft.
1450 CHESTNUT AVENUE
WINTER PARK, FL | Closed
Listed: Sep, 06, 2025
Price: $1,095,000
Living Area: 1,942 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 06, 2025
Price: $1,095,000
Living Area: 1,942 Sq. Ft.
660 OSCEOLA AVENUE 101
WINTER PARK, FL | Active
Listed: Nov, 07, 2025
Price: $2,295,000
Living Area: 2,714 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 07, 2025
Price: $2,295,000
Living Area: 2,714 Sq. Ft.
1835 JESSICA COURT
WINTER PARK, FL | Pending
Listed: Dec, 05, 2025
Price: $599,000
Living Area: 1,637 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Dec, 05, 2025
Price: $599,000
Living Area: 1,637 Sq. Ft.
224 OVERLOOK ROAD
WINTER PARK, FL | Closed
Listed: Oct, 21, 2025
Price: $665,000
Living Area: 1,399 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 21, 2025
Price: $665,000
Living Area: 1,399 Sq. Ft.
770 BAFFIE AVENUE
WINTER PARK, FL | Pending
Listed: Oct, 14, 2025
Price: $2,049
Living Area: 1,381 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Oct, 14, 2025
Price: $2,049
Living Area: 1,381 Sq. Ft.
350 N PHELPS AVENUE
WINTER PARK, FL | Closed
Listed: Dec, 09, 2025
Price: $3,700
Living Area: 2,267 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 09, 2025
Price: $3,700
Living Area: 2,267 Sq. Ft.
1751 GLENCOE ROAD
WINTER PARK, FL | Active
Listed: Nov, 04, 2025
Price: $3,895,000
Living Area: 4,520 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 04, 2025
Price: $3,895,000
Living Area: 4,520 Sq. Ft.
1910 GLENCOE ROAD
WINTER PARK, FL | Active
Listed: Apr, 15, 2025
Price: $3,490,000
Living Area: 4,205 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 15, 2025
Price: $3,490,000
Living Area: 4,205 Sq. Ft.
2811 EASTERN PARKWAY
WINTER PARK, FL | Active
Listed: Dec, 15, 2025
Price: $665,000
Living Area: 1,433 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 15, 2025
Price: $665,000
Living Area: 1,433 Sq. Ft.
501 LAKEVIEW AVENUE
WINTER PARK, FL | Active
Listed: Jul, 18, 2025
Price: $1,390,000
Living Area: 3,253 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jul, 18, 2025
Price: $1,390,000
Living Area: 3,253 Sq. Ft.
1336 COLLEGE POINT
WINTER PARK, FL | Active
Listed: Dec, 10, 2025
Price: $4,595,000
Living Area: 3,181 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 10, 2025
Price: $4,595,000
Living Area: 3,181 Sq. Ft.
263 BLOSSOM LANE
WINTER PARK, FL | Closed
Listed: Oct, 02, 2025
Price: $1,950
Living Area: 1,076 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 02, 2025
Price: $1,950
Living Area: 1,076 Sq. Ft.
1288 MICHIGAN AVENUE
WINTER PARK, FL | Closed
Listed: Aug, 11, 2025
Price: $3,350
Living Area: 2,722 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 11, 2025
Price: $3,350
Living Area: 2,722 Sq. Ft.
1007 EARLY AVENUE
WINTER PARK, FL | Active
Listed: Oct, 16, 2025
Price: $425,000
Living Area: 1,721 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 16, 2025
Price: $425,000
Living Area: 1,721 Sq. Ft.
2804 MULFORD AVENUE
WINTER PARK, FL | Closed
Listed: Jul, 22, 2025
Price: $510,000
Living Area: 1,522 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 22, 2025
Price: $510,000
Living Area: 1,522 Sq. Ft.
1525 GRANVILLE DRIVE
WINTER PARK, FL | Active
Listed: Sep, 08, 2025
Price: $4,750,000
Living Area: 5,211 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 08, 2025
Price: $4,750,000
Living Area: 5,211 Sq. Ft.
2148 BLOSSOM LANE
WINTER PARK, FL | Pending
Listed: Oct, 31, 2025
Price: $449,900
Living Area: 1,685 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Oct, 31, 2025
Price: $449,900
Living Area: 1,685 Sq. Ft.
785 MCINTYRE AVENUE 785
WINTER PARK, FL | Pending
Listed: Oct, 11, 2025
Price: $625,000
Living Area: 2,015 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Oct, 11, 2025
Price: $625,000
Living Area: 2,015 Sq. Ft.
1730 ONECO AVENUE
WINTER PARK, FL | Active
Listed: Nov, 11, 2025
Price: $3,150
Living Area: 1,408 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 11, 2025
Price: $3,150
Living Area: 1,408 Sq. Ft.
1500 GAY ROAD 24B
WINTER PARK, FL | Active
Listed: Sep, 30, 2025
Price: $275,000
Living Area: 1,026 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 30, 2025
Price: $275,000
Living Area: 1,026 Sq. Ft.
1275 MICHIGAN AVENUE
WINTER PARK, FL | Active
Listed: Sep, 08, 2025
Price: $679,000
Living Area: 1,866 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 08, 2025
Price: $679,000
Living Area: 1,866 Sq. Ft.
1408 CHAPMAN CIRCLE
WINTER PARK, FL | Active
Listed: Oct, 31, 2025
Price: $1,525,000
Living Area: 3,237 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 31, 2025
Price: $1,525,000
Living Area: 3,237 Sq. Ft.
780 BAFFIE AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 21, 2025
Price: $359,900
Living Area: 1,283 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 21, 2025
Price: $359,900
Living Area: 1,283 Sq. Ft.
1251 ARLINGTON PLACE
WINTER PARK, FL | Pending
Listed: Nov, 18, 2025
Price: $845,000
Living Area: 2,116 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Nov, 18, 2025
Price: $845,000
Living Area: 2,116 Sq. Ft.
550 PALMER AVENUE
WINTER PARK, FL | Active
Listed: Oct, 22, 2025
Price: $7,200,000
Living Area: 5,939 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 22, 2025
Price: $7,200,000
Living Area: 5,939 Sq. Ft.
2183 CRANDON AVENUE 1/2
WINTER PARK, FL | Active
Listed: Dec, 04, 2025
Price: $1,295
Living Area: 600 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 04, 2025
Price: $1,295
Living Area: 600 Sq. Ft.
1624 BARCELONA WAY
WINTER PARK, FL | Active
Listed: Nov, 20, 2025
Price: $2,350,000
Living Area: 3,828 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 20, 2025
Price: $2,350,000
Living Area: 3,828 Sq. Ft.
275 N CAPEN AVENUE
WINTER PARK, FL | Active
Listed: Dec, 15, 2025
Price: $1,975
Living Area: 1,180 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 15, 2025
Price: $1,975
Living Area: 1,180 Sq. Ft.
1166 PALMER AVENUE
WINTER PARK, FL | Active
Listed: Oct, 13, 2025
Price: $4,695
Living Area: 2,659 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 13, 2025
Price: $4,695
Living Area: 2,659 Sq. Ft.
1661 PALM AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 30, 2025
Price: $2,400,000
Living Area: 3,570 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 30, 2025
Price: $2,400,000
Living Area: 3,570 Sq. Ft.
2500 LEE ROAD 208
WINTER PARK, FL | Active
Listed: Apr, 08, 2025
Price: $195,000
Living Area: 956 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 08, 2025
Price: $195,000
Living Area: 956 Sq. Ft.
1780 MIZELL AVENUE
WINTER PARK, FL | Pending
Listed: Dec, 10, 2025
Price: $1,595,000
Living Area: 2,743 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Dec, 10, 2025
Price: $1,595,000
Living Area: 2,743 Sq. Ft.
1695 LEE ROAD C216
WINTER PARK, FL | Active
Listed: Dec, 16, 2025
Price: $1,800
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 16, 2025
Price: $1,800
Living Area: 1,149 Sq. Ft.
1400 ALABAMA DRIVE
WINTER PARK, FL | Active
Listed: Feb, 28, 2025
Price: $5,895,000
Living Area: 7,916 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 28, 2025
Price: $5,895,000
Living Area: 7,916 Sq. Ft.
300 CAROLINA AVENUE 201
WINTER PARK, FL | Active
Listed: Dec, 17, 2025
Price: $739,000
Living Area: 1,305 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 17, 2025
Price: $739,000
Living Area: 1,305 Sq. Ft.
1500 GAY ROAD 7A
WINTER PARK, FL | Closed
Listed: Dec, 30, 2024
Price: $232,500
Living Area: 1,026 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 30, 2024
Price: $232,500
Living Area: 1,026 Sq. Ft.
1733 HARMON AVENUE
WINTER PARK, FL | Closed
Listed: Jun, 12, 2025
Price: $1,595,000
Living Area: 3,267 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jun, 12, 2025
Price: $1,595,000
Living Area: 3,267 Sq. Ft.
1816 MIZELL AVENUE
WINTER PARK, FL | Closed
Listed: Jul, 15, 2025
Price: $3,000
Living Area: 1,732 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 15, 2025
Price: $3,000
Living Area: 1,732 Sq. Ft.
1554 LAKE KNOWLES CIRCLE
WINTER PARK, FL | Closed
Listed: Jul, 30, 2025
Price: $2,495,000
Living Area: 3,155 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 30, 2025
Price: $2,495,000
Living Area: 3,155 Sq. Ft.
875 MILES AVENUE 4
WINTER PARK, FL | Closed
Listed: Sep, 09, 2025
Price: $2,998
Living Area: 1,852 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 09, 2025
Price: $2,998
Living Area: 1,852 Sq. Ft.
1580 OAKHURST AVENUE
WINTER PARK, FL | Closed
Listed: Jun, 21, 2025
Price: $4,950
Living Area: 2,406 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jun, 21, 2025
Price: $4,950
Living Area: 2,406 Sq. Ft.
311 CORTLAND AVENUE
WINTER PARK, FL | Closed
Listed: Jun, 25, 2025
Price: $799,900
Living Area: 1,382 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jun, 25, 2025
Price: $799,900
Living Area: 1,382 Sq. Ft.
438 W SWOOPE AVENUE
WINTER PARK, FL | Closed
Listed: Jul, 25, 2025
Price: $790,000
Living Area: 2,604 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 25, 2025
Price: $790,000
Living Area: 2,604 Sq. Ft.
1773 WALNUT AVENUE
WINTER PARK, FL | Closed
Listed: May, 23, 2025
Price: $645,000
Living Area: 2,146 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 23, 2025
Price: $645,000
Living Area: 2,146 Sq. Ft.
1450 CAVENDISH ROAD
WINTER PARK, FL | Closed
Listed: Aug, 26, 2025
Price: $2,100
Living Area: 1,027 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 26, 2025
Price: $2,100
Living Area: 1,027 Sq. Ft.
251 GLENRIDGE WAY
WINTER PARK, FL | Closed
Listed: May, 27, 2025
Price: $874,900
Living Area: 1,314 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 27, 2025
Price: $874,900
Living Area: 1,314 Sq. Ft.
100 S INTERLACHEN AVENUE 203D
WINTER PARK, FL | Closed
Listed: Aug, 19, 2025
Price: $775,000
Living Area: 1,267 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 19, 2025
Price: $775,000
Living Area: 1,267 Sq. Ft.
319 SANTIAGO DRIVE
WINTER PARK, FL | Active
Listed: Oct, 01, 2025
Price: $1,990,000
Living Area: 3,515 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 01, 2025
Price: $1,990,000
Living Area: 3,515 Sq. Ft.
101 S NEW YORK AVENUE 313
WINTER PARK, FL | Closed
Listed: Aug, 01, 2025
Price: $1,695,000
Living Area: 3,147 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 01, 2025
Price: $1,695,000
Living Area: 3,147 Sq. Ft.
1360 FORMOSA AVENUE
WINTER PARK, FL | Active
Listed: Mar, 24, 2025
Price: $625,000
Living Area: 1,890 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 24, 2025
Price: $625,000
Living Area: 1,890 Sq. Ft.
1950 KILLARNEY DRIVE 2
WINTER PARK, FL | Closed
Listed: Aug, 29, 2025
Price: $1,325
Living Area: 502 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 29, 2025
Price: $1,325
Living Area: 502 Sq. Ft.
1535 WILLIAMS DRIVE
WINTER PARK, FL | Closed
Listed: Aug, 26, 2025
Price: $2,050,000
Living Area: 3,568 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 26, 2025
Price: $2,050,000
Living Area: 3,568 Sq. Ft.
1610 OAKHURST AVENUE
WINTER PARK, FL | Closed
Listed: Sep, 12, 2025
Price: $3,275,000
Living Area: 4,255 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 12, 2025
Price: $3,275,000
Living Area: 4,255 Sq. Ft.
1400 S PENNSYLVANIA AVENUE
WINTER PARK, FL | Active
Listed: Jan, 30, 2025
Price: $1,250,000
Living Area: 2,310 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 30, 2025
Price: $1,250,000
Living Area: 2,310 Sq. Ft.
2812 WOODSIDE AVENUE
WINTER PARK, FL | Closed
Listed: Aug, 07, 2025
Price: $625,000
Living Area: 1,842 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 07, 2025
Price: $625,000
Living Area: 1,842 Sq. Ft.
250 CORTLAND AVENUE
WINTER PARK, FL | Active
Listed: Mar, 14, 2025
Price: $950,000
Living Area: 2,114 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 14, 2025
Price: $950,000
Living Area: 2,114 Sq. Ft.
250 Cortland Avenue
Winter Park, FL | Active
Listed: Aug, 25, 2025
Price: $950,000
Living Area: 2,114 Sq. Ft.
Winter Park, FL | Active
Listed: Aug, 25, 2025
Price: $950,000
Living Area: 2,114 Sq. Ft.
225 E CANTON AVENUE 225
WINTER PARK, FL | Closed
Listed: Apr, 22, 2025
Price: $649,000
Living Area: 1,057 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 22, 2025
Price: $649,000
Living Area: 1,057 Sq. Ft.
700 MELROSE AVE C22
WINTER PARK, FL | Closed
Listed: May, 30, 2025
Price: $335,000
Living Area: 1,448 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 30, 2025
Price: $335,000
Living Area: 1,448 Sq. Ft.
1921 DARTMOUTH AVENUE
WINTER PARK, FL | Closed
Listed: Jul, 01, 2025
Price: $330,000
Living Area: 987 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 01, 2025
Price: $330,000
Living Area: 987 Sq. Ft.
1651 N PARK AVENUE
WINTER PARK, FL | Pending
Listed: Oct, 23, 2025
Price: $505,000
Living Area: 1,263 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Oct, 23, 2025
Price: $505,000
Living Area: 1,263 Sq. Ft.
1340 PELHAM ROAD
WINTER PARK, FL | Closed
Listed: Aug, 22, 2025
Price: $765,000
Living Area: 2,042 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 22, 2025
Price: $765,000
Living Area: 2,042 Sq. Ft.
1250 S DENNING DRIVE 232
WINTER PARK, FL | Closed
Listed: Aug, 26, 2025
Price: $1,600
Living Area: 913 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 26, 2025
Price: $1,600
Living Area: 913 Sq. Ft.
734 MARYLAND AVE
WINTER PARK, FL | Closed
Listed: Jul, 11, 2025
Price: $845,000
Living Area: 1,250 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 11, 2025
Price: $845,000
Living Area: 1,250 Sq. Ft.
2308 MULBRY DRIVE
WINTER PARK, FL | Closed
Listed: Aug, 25, 2025
Price: $549,000
Living Area: 1,428 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 25, 2025
Price: $549,000
Living Area: 1,428 Sq. Ft.
374 HENKEL CIRCLE
WINTER PARK, FL | Closed
Listed: Oct, 27, 2025
Price: $5,700,000
Living Area: 4,735 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 27, 2025
Price: $5,700,000
Living Area: 4,735 Sq. Ft.
913 MOSS LANE
WINTER PARK, FL | Active
Listed: May, 09, 2025
Price: $975,000
Living Area: 1,887 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 09, 2025
Price: $975,000
Living Area: 1,887 Sq. Ft.
957 DUPONT AVENUE
WINTER PARK, FL | Closed
Listed: Jun, 09, 2025
Price: $2,750
Living Area: 1,152 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jun, 09, 2025
Price: $2,750
Living Area: 1,152 Sq. Ft.
1308 GREEN COVE
WINTER PARK, FL | Closed
Listed: Nov, 02, 2025
Price: $6,300,000
Living Area: 6,981 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 02, 2025
Price: $6,300,000
Living Area: 6,981 Sq. Ft.
1001 EARLY AVENUE
WINTER PARK, FL | Closed
Listed: Aug, 22, 2025
Price: $389,000
Living Area: 1,222 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 22, 2025
Price: $389,000
Living Area: 1,222 Sq. Ft.
2500 LEE ROAD 134
WINTER PARK, FL | Closed
Listed: May, 09, 2025
Price: $199,900
Living Area: 645 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 09, 2025
Price: $199,900
Living Area: 645 Sq. Ft.
689 OVERSPIN DRIVE
WINTER PARK, FL | Closed
Listed: Jul, 11, 2025
Price: $2,500
Living Area: 1,286 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 11, 2025
Price: $2,500
Living Area: 1,286 Sq. Ft.
1996 INDIANA AVENUE
WINTER PARK, FL | Active
Listed: May, 16, 2025
Price: $250,000
Living Area: 818 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 16, 2025
Price: $250,000
Living Area: 818 Sq. Ft.
1399 ALOMA AVENUE
WINTER PARK, FL | Active
Listed: Apr, 27, 2025
Price: $665,000
Living Area: 1,804 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 27, 2025
Price: $665,000
Living Area: 1,804 Sq. Ft.
151 N ORLANDO AVENUE 203
WINTER PARK, FL | Closed
Listed: Nov, 03, 2025
Price: $2,400
Living Area: 800 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 03, 2025
Price: $2,400
Living Area: 800 Sq. Ft.
1127 MINNESOTA AVENUE 3
WINTER PARK, FL | Closed
Listed: Sep, 12, 2025
Price: $2,850
Living Area: 1,852 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 12, 2025
Price: $2,850
Living Area: 1,852 Sq. Ft.
1752 CHESTNUT AVENUE
WINTER PARK, FL | Pending
Listed: Jul, 31, 2025
Price: $1,995,000
Living Area: 3,314 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jul, 31, 2025
Price: $1,995,000
Living Area: 3,314 Sq. Ft.
1018 TURNER ROAD
WINTER PARK, FL | Active
Listed: May, 28, 2025
Price: $835,000
Living Area: 2,237 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 28, 2025
Price: $835,000
Living Area: 2,237 Sq. Ft.
700 MELROSE AVENUE J 23
WINTER PARK, FL | Pending
Listed: Sep, 29, 2025
Price: $235,000
Living Area: 772 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Sep, 29, 2025
Price: $235,000
Living Area: 772 Sq. Ft.
2030 VERSAILLES AVENUE
WINTER PARK, FL | Closed
Listed: Nov, 01, 2025
Price: $2,175,000
Living Area: 3,461 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 01, 2025
Price: $2,175,000
Living Area: 3,461 Sq. Ft.
690 OSCEOLA AVENUE 502
WINTER PARK, FL | Closed
Listed: Apr, 04, 2025
Price: $485,000
Living Area: 1,400 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 04, 2025
Price: $485,000
Living Area: 1,400 Sq. Ft.
311 E MORSE BOULEVARD 7-2
WINTER PARK, FL | Active
Listed: Jul, 15, 2024
Price: $399,000
Living Area: 900 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jul, 15, 2024
Price: $399,000
Living Area: 900 Sq. Ft.
2580 EUSTON ROAD
WINTER PARK, FL | Pending
Listed: Oct, 24, 2025
Price: $425,000
Living Area: 1,158 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Oct, 24, 2025
Price: $425,000
Living Area: 1,158 Sq. Ft.
960 GEORGIA AVENUE
WINTER PARK, FL | Closed
Listed: Jul, 05, 2025
Price: $5,350
Living Area: 3,654 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 05, 2025
Price: $5,350
Living Area: 3,654 Sq. Ft.
1891 OGLESBY AVENUE
WINTER PARK, FL | Active
Listed: Dec, 11, 2025
Price: $3,000
Living Area: 1,195 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 11, 2025
Price: $3,000
Living Area: 1,195 Sq. Ft.
939 ARAGON AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 17, 2025
Price: $2,725
Living Area: 1,127 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 17, 2025
Price: $2,725
Living Area: 1,127 Sq. Ft.
236 RIPPLING LANE
WINTER PARK, FL | Closed
Listed: Oct, 22, 2025
Price: $4,000
Living Area: 2,113 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 22, 2025
Price: $4,000
Living Area: 2,113 Sq. Ft.
1875 STAUNTON AVENUE
WINTER PARK, FL | Pending
Listed: Sep, 12, 2025
Price: $560,000
Living Area: 2,036 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Sep, 12, 2025
Price: $560,000
Living Area: 2,036 Sq. Ft.
1278 S PENNSYLVANIA AVENUE 13
WINTER PARK, FL | Pending
Listed: Sep, 17, 2025
Price: $769,000
Living Area: 1,957 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Sep, 17, 2025
Price: $769,000
Living Area: 1,957 Sq. Ft.
2503 VERSAILLES AVENUE
WINTER PARK, FL | Active
Listed: Dec, 10, 2025
Price: $2,775,000
Living Area: 4,026 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 10, 2025
Price: $2,775,000
Living Area: 4,026 Sq. Ft.
2002 KAROLINA AVENUE
WINTER PARK, FL | Pending
Listed: Oct, 04, 2025
Price: $750,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Oct, 04, 2025
Price: $750,000
Living Area: 0 Sq. Ft.
2614 PARKLAND DRIVE
WINTER PARK, FL | Active
Listed: Apr, 20, 2025
Price: $1,980,000
Living Area: 3,307 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 20, 2025
Price: $1,980,000
Living Area: 3,307 Sq. Ft.
1760 BRYAN AVENUE
WINTER PARK, FL | Active
Listed: Oct, 02, 2025
Price: $800,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 02, 2025
Price: $800,000
Living Area: 0 Sq. Ft.
1780 BRYAN AVENUE
WINTER PARK, FL | Active
Listed: Dec, 10, 2025
Price: $800,000
Living Area: 1,617 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 10, 2025
Price: $800,000
Living Area: 1,617 Sq. Ft.
1401 GREEN COVE ROAD
WINTER PARK, FL | Active
Listed: Nov, 05, 2025
Price: $2,900,000
Living Area: 5,483 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 05, 2025
Price: $2,900,000
Living Area: 5,483 Sq. Ft.
2128 SYCAMORE DRIVE
WINTER PARK, FL | Active
Listed: Aug, 28, 2025
Price: $2,950
Living Area: 1,760 Sq. Ft.
WINTER PARK, FL | Active
Listed: Aug, 28, 2025
Price: $2,950
Living Area: 1,760 Sq. Ft.
ALOMA AVENUE
WINTER PARK, FL | Active
Listed: Jun, 21, 2025
Price: $3,960,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 21, 2025
Price: $3,960,000
Living Area: 0 Sq. Ft.
2560 Franklin Ave.
Winter Park, FL | Pending
Listed: Mar, 22, 2024
Price: $499,000
Living Area: 1,514 Sq. Ft.
Winter Park, FL | Pending
Listed: Mar, 22, 2024
Price: $499,000
Living Area: 1,514 Sq. Ft.
200 CAROLINA AVENUE 201
WINTER PARK, FL | Closed
Listed: Aug, 31, 2025
Price: $899,000
Living Area: 1,305 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 31, 2025
Price: $899,000
Living Area: 1,305 Sq. Ft.
152 SANDLEWOOD TRAIL 6
WINTER PARK, FL | Closed
Listed: Jul, 10, 2025
Price: $1,850
Living Area: 1,130 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 10, 2025
Price: $1,850
Living Area: 1,130 Sq. Ft.
1860 VIA CONTESSA
WINTER PARK, FL | Closed
Listed: Jul, 30, 2025
Price: $19,500
Living Area: 7,000 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 30, 2025
Price: $19,500
Living Area: 7,000 Sq. Ft.
1122 WASHINGTON AVENUE 7
WINTER PARK, FL | Closed
Listed: May, 12, 2025
Price: $425,000
Living Area: 1,556 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 12, 2025
Price: $425,000
Living Area: 1,556 Sq. Ft.
817 ANTONETTE AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 03, 2025
Price: $1,795,000
Living Area: 3,971 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 03, 2025
Price: $1,795,000
Living Area: 3,971 Sq. Ft.
1421 SUNSET DRIVE
WINTER PARK, FL | Closed
Listed: Jul, 30, 2025
Price: $835,000
Living Area: 1,672 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 30, 2025
Price: $835,000
Living Area: 1,672 Sq. Ft.
657 OVERSPIN DRIVE
WINTER PARK, FL | Closed
Listed: May, 07, 2025
Price: $349,000
Living Area: 1,349 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 07, 2025
Price: $349,000
Living Area: 1,349 Sq. Ft.
141 OAKWOOD WAY
WINTER PARK, FL | Closed
Listed: Jan, 30, 2025
Price: $2,150,000
Living Area: 3,909 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 30, 2025
Price: $2,150,000
Living Area: 3,909 Sq. Ft.
1250 S DENNING DRIVE 105
WINTER PARK, FL | Closed
Listed: Aug, 08, 2025
Price: $1,850
Living Area: 908 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 08, 2025
Price: $1,850
Living Area: 908 Sq. Ft.
1357 INDIANA AVENUE
WINTER PARK, FL | Closed
Listed: Aug, 15, 2025
Price: $1,800
Living Area: 1,090 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 15, 2025
Price: $1,800
Living Area: 1,090 Sq. Ft.
857 BROCK STREET
WINTER PARK, FL | Closed
Listed: Sep, 19, 2025
Price: $1,300,000
Living Area: 2,288 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 19, 2025
Price: $1,300,000
Living Area: 2,288 Sq. Ft.
2020 VENETIAN WAY
WINTER PARK, FL | Active
Listed: Jul, 07, 2025
Price: $8,990
Living Area: 4,188 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jul, 07, 2025
Price: $8,990
Living Area: 4,188 Sq. Ft.
430 W CANTON AVENUE
WINTER PARK, FL | Closed
Listed: Aug, 23, 2025
Price: $2,700
Living Area: 1,434 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 23, 2025
Price: $2,700
Living Area: 1,434 Sq. Ft.
240 ORANGE TERRACE DRIVE
WINTER PARK, FL | Active
Listed: Oct, 03, 2025
Price: $3,100
Living Area: 1,718 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 03, 2025
Price: $3,100
Living Area: 1,718 Sq. Ft.
260 KILLARNEY BAY COURT 6
WINTER PARK, FL | Closed
Listed: Sep, 17, 2025
Price: $345,000
Living Area: 1,140 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 17, 2025
Price: $345,000
Living Area: 1,140 Sq. Ft.
1155 WOODMERE DRIVE
WINTER PARK, FL | Closed
Listed: Sep, 10, 2025
Price: $5,295,000
Living Area: 5,051 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 10, 2025
Price: $5,295,000
Living Area: 5,051 Sq. Ft.
1261 INDIANA AVENUE
WINTER PARK, FL | Active
Listed: Sep, 16, 2025
Price: $549,900
Living Area: 1,660 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 16, 2025
Price: $549,900
Living Area: 1,660 Sq. Ft.
105 CONRAD COURT
WINTER PARK, FL | Closed
Listed: Aug, 28, 2025
Price: $429,999
Living Area: 1,573 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 28, 2025
Price: $429,999
Living Area: 1,573 Sq. Ft.
1341 PLACE PICARDY
WINTER PARK, FL | Closed
Listed: Jun, 21, 2025
Price: $2,695,000
Living Area: 4,469 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jun, 21, 2025
Price: $2,695,000
Living Area: 4,469 Sq. Ft.
2227 HOWARD DRIVE
WINTER PARK, FL | Closed
Listed: Jun, 05, 2025
Price: $4,500
Living Area: 2,196 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jun, 05, 2025
Price: $4,500
Living Area: 2,196 Sq. Ft.
1661 HILLCREST AVENUE
WINTER PARK, FL | Closed
Listed: Aug, 20, 2025
Price: $10,000
Living Area: 3,104 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 20, 2025
Price: $10,000
Living Area: 3,104 Sq. Ft.
1308 S PENNSYLVANIA AVENUE 3
WINTER PARK, FL | Closed
Listed: Sep, 29, 2025
Price: $325,000
Living Area: 823 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 29, 2025
Price: $325,000
Living Area: 823 Sq. Ft.
786 ANTONETTE AVENUE
WINTER PARK, FL | Closed
Listed: Nov, 26, 2024
Price: $695,000
Living Area: 1,146 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 26, 2024
Price: $695,000
Living Area: 1,146 Sq. Ft.
1741 PALMER AVENUE
WINTER PARK, FL | Closed
Listed: May, 20, 2025
Price: $1,349,000
Living Area: 2,351 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 20, 2025
Price: $1,349,000
Living Area: 2,351 Sq. Ft.
630 NORTHWOOD CIRCLE
WINTER PARK, FL | Closed
Listed: Oct, 10, 2025
Price: $775,000
Living Area: 1,448 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 10, 2025
Price: $775,000
Living Area: 1,448 Sq. Ft.
104 S INTERLACHEN AVENUE 114
WINTER PARK, FL | Closed
Listed: Aug, 23, 2025
Price: $4,850
Living Area: 1,143 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 23, 2025
Price: $4,850
Living Area: 1,143 Sq. Ft.
900 N DENNING DRIVE
WINTER PARK, FL | Closed
Listed: Sep, 29, 2025
Price: $2,495
Living Area: 1,594 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 29, 2025
Price: $2,495
Living Area: 1,594 Sq. Ft.
2500 LEE ROAD 244
WINTER PARK, FL | Active
Listed: Sep, 18, 2025
Price: $1,475
Living Area: 645 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 18, 2025
Price: $1,475
Living Area: 645 Sq. Ft.
1020 MAYFIELD AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 18, 2025
Price: $2,775,000
Living Area: 2,663 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 18, 2025
Price: $2,775,000
Living Area: 2,663 Sq. Ft.
141 W LAKE SUE AVENUE
WINTER PARK, FL | Active
Listed: Sep, 19, 2025
Price: $1,690,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 19, 2025
Price: $1,690,000
Living Area: 0 Sq. Ft.
1860 VIA CONTESSA
WINTER PARK, FL | Active
Listed: Oct, 01, 2025
Price: $16,550
Living Area: 7,000 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 01, 2025
Price: $16,550
Living Area: 7,000 Sq. Ft.
1500 MICHIGAN AVENUE B
WINTER PARK, FL | Closed
Listed: Aug, 19, 2025
Price: $1,449
Living Area: 650 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 19, 2025
Price: $1,449
Living Area: 650 Sq. Ft.
668 OVERSPIN DRIVE
WINTER PARK, FL | Active
Listed: Oct, 09, 2025
Price: $950,000
Living Area: 2,509 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 09, 2025
Price: $950,000
Living Area: 2,509 Sq. Ft.
1761 LEGION DRIVE
WINTER PARK, FL | Active
Listed: Jun, 12, 2025
Price: $3,399,999
Living Area: 4,955 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 12, 2025
Price: $3,399,999
Living Area: 4,955 Sq. Ft.
1268 PRESERVE POINT DRIVE
WINTER PARK, FL | Closed
Listed: Oct, 01, 2025
Price: $2,350,000
Living Area: 4,315 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 01, 2025
Price: $2,350,000
Living Area: 4,315 Sq. Ft.
457 E NEW ENGLAND AVENUE
WINTER PARK, FL | Active
Listed: Sep, 26, 2025
Price: $3,100,000
Living Area: 3,847 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 26, 2025
Price: $3,100,000
Living Area: 3,847 Sq. Ft.
1510 MILLER AVENUE
WINTER PARK, FL | Active
Listed: Oct, 07, 2025
Price: $1,634,900
Living Area: 3,252 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 07, 2025
Price: $1,634,900
Living Area: 3,252 Sq. Ft.
1600 BARCELONA WAY
WINTER PARK, FL | Closed
Listed: Dec, 10, 2024
Price: $1,299,000
Living Area: 3,014 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 10, 2024
Price: $1,299,000
Living Area: 3,014 Sq. Ft.
1420 PALMER AVENUE
WINTER PARK, FL | Closed
Listed: May, 29, 2025
Price: $1,325,000
Living Area: 2,953 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 29, 2025
Price: $1,325,000
Living Area: 2,953 Sq. Ft.
700 MELROSE AVENUE K32
WINTER PARK, FL | Closed
Listed: Aug, 20, 2025
Price: $1,300
Living Area: 772 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 20, 2025
Price: $1,300
Living Area: 772 Sq. Ft.
151 N ORLANDO AVENUE 131
WINTER PARK, FL | Closed
Listed: Nov, 19, 2024
Price: $3,000
Living Area: 804 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 19, 2024
Price: $3,000
Living Area: 804 Sq. Ft.
