Listings in 32789 - Orange County, Florida
Displaying 1 – 200 of 525 Real estate listings
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.
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.
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.
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.
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.
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.
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.
641 BONITA DRIVE
WINTER PARK, FL | Closed
Listed: Dec, 29, 2025
Price: $5,000,000
Living Area: 6,699 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 29, 2025
Price: $5,000,000
Living Area: 6,699 Sq. Ft.
770 BAFFIE AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 14, 2025
Price: $2,049
Living Area: 1,381 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 14, 2025
Price: $2,049
Living Area: 1,381 Sq. Ft.
2148 BLOSSOM LANE
WINTER PARK, FL | Closed
Listed: Oct, 31, 2025
Price: $449,900
Living Area: 1,685 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 31, 2025
Price: $449,900
Living Area: 1,685 Sq. Ft.
1835 JESSICA COURT
WINTER PARK, FL | Closed
Listed: Dec, 05, 2025
Price: $599,000
Living Area: 1,637 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 05, 2025
Price: $599,000
Living Area: 1,637 Sq. Ft.
300 CAROLINA AVENUE 201
WINTER PARK, FL | Closed
Listed: Dec, 17, 2025
Price: $739,000
Living Area: 1,305 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 17, 2025
Price: $739,000
Living Area: 1,305 Sq. Ft.
1875 STAUNTON AVENUE
WINTER PARK, FL | Closed
Listed: Sep, 12, 2025
Price: $560,000
Living Area: 2,036 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 12, 2025
Price: $560,000
Living Area: 2,036 Sq. Ft.
332 HARRIS AVENUE
WINTER PARK, FL | Closed
Listed: Nov, 25, 2025
Price: $2,850
Living Area: 1,392 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 25, 2025
Price: $2,850
Living Area: 1,392 Sq. Ft.
700 MELROSE AVENUE J 23
WINTER PARK, FL | Closed
Listed: Sep, 29, 2025
Price: $235,000
Living Area: 772 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 29, 2025
Price: $235,000
Living Area: 772 Sq. Ft.
840 W CANTON AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 12, 2026
Price: $4,000
Living Area: 1,400 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 12, 2026
Price: $4,000
Living Area: 1,400 Sq. Ft.
851 MILES AVENUE 21
WINTER PARK, FL | Closed
Listed: Sep, 02, 2025
Price: $1,595
Living Area: 808 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 02, 2025
Price: $1,595
Living Area: 808 Sq. Ft.
2811 WOODSIDE AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 15, 2023
Price: $430,000
Living Area: 1,703 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 15, 2023
Price: $430,000
Living Area: 1,703 Sq. Ft.
1018 TURNER ROAD
WINTER PARK, FL | Closed
Listed: Feb, 10, 2022
Price: $785,000
Living Area: 2,237 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 10, 2022
Price: $785,000
Living Area: 2,237 Sq. Ft.
702 VIA BELLA
WINTER PARK, FL | Closed
Listed: Sep, 03, 2025
Price: $4,250,000
Living Area: 3,720 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 03, 2025
Price: $4,250,000
Living Area: 3,720 Sq. Ft.
664 BALMORAL ROAD
WINTER PARK, FL | Closed
Listed: Feb, 17, 2026
Price: $820,000
Living Area: 2,422 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 17, 2026
Price: $820,000
Living Area: 2,422 Sq. Ft.
2886 CAREW AVENUE
WINTER PARK, FL | Closed
Listed: Jul, 31, 2025
Price: $2,350
Living Area: 1,701 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 31, 2025
Price: $2,350
Living Area: 1,701 Sq. Ft.
2128 SYCAMORE DRIVE
WINTER PARK, FL | Closed
Listed: Aug, 28, 2025
Price: $2,900
Living Area: 1,760 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 28, 2025
Price: $2,900
Living Area: 1,760 Sq. Ft.
535 N INTERLACHEN AVENUE 203
WINTER PARK, FL | Pending
Listed: Oct, 03, 2025
Price: $550,000
Living Area: 986 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Oct, 03, 2025
Price: $550,000
Living Area: 986 Sq. Ft.
1018 TURNER ROAD
WINTER PARK, FL | Pending
Listed: May, 28, 2025
Price: $835,000
Living Area: 2,237 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 28, 2025
Price: $835,000
Living Area: 2,237 Sq. Ft.
319 SANTIAGO DRIVE
WINTER PARK, FL | Closed
Listed: Oct, 01, 2025
Price: $1,990,000
Living Area: 3,515 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 01, 2025
Price: $1,990,000
Living Area: 3,515 Sq. Ft.
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.
1200 VIA SALERNO
WINTER PARK, FL | Active
Listed: Feb, 13, 2026
Price: $6,450,000
Living Area: 5,476 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 13, 2026
Price: $6,450,000
Living Area: 5,476 Sq. Ft.
600 W WEBSTER AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 06, 2026
Price: $295,000
Living Area: 754 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 06, 2026
Price: $295,000
Living Area: 754 Sq. Ft.
700 PINETREE ROAD
WINTER PARK, FL | Pending
Listed: Feb, 23, 2026
Price: $3,295,000
Living Area: 3,897 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Feb, 23, 2026
Price: $3,295,000
Living Area: 3,897 Sq. Ft.
1841 HARLAND PARK DRIVE
WINTER PARK, FL | Active
Listed: Dec, 27, 2025
Price: $1,895,000
Living Area: 3,470 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 27, 2025
Price: $1,895,000
Living Area: 3,470 Sq. Ft.
1530 VIA TUSCANY
WINTER PARK, FL | Closed
Listed: Sep, 30, 2025
Price: $8,500
Living Area: 3,341 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 30, 2025
Price: $8,500
Living Area: 3,341 Sq. Ft.
1695 LEE ROAD C216
WINTER PARK, FL | Active
Listed: Dec, 16, 2025
Price: $1,650
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 16, 2025
Price: $1,650
Living Area: 1,149 Sq. Ft.
1807 N PARK AVENUE
WINTER PARK, FL | Active
Listed: Nov, 10, 2025
Price: $2,950
Living Area: 1,747 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 10, 2025
Price: $2,950
Living Area: 1,747 Sq. Ft.
1622 ARBOR PARK DRIVE
WINTER PARK, FL | Active
Listed: Oct, 08, 2025
Price: $2,435
Living Area: 1,351 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 08, 2025
Price: $2,435
Living Area: 1,351 Sq. Ft.
1007 EARLY AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 16, 2025
Price: $379,900
Living Area: 1,721 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 16, 2025
Price: $379,900
Living Area: 1,721 Sq. Ft.
1815 BARKER DRIVE
WINTER PARK, FL | Active
Listed: Feb, 27, 2026
Price: $4,000
Living Area: 1,548 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 27, 2026
Price: $4,000
Living Area: 1,548 Sq. Ft.
1760 LEGION DRIVE
WINTER PARK, FL | Active
Listed: Feb, 18, 2026
Price: $2,395,000
Living Area: 4,392 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 18, 2026
Price: $2,395,000
Living Area: 4,392 Sq. Ft.
1630 CHESTNUT AVENUE
WINTER PARK, FL | Closed
Listed: Nov, 14, 2025
Price: $1,725,000
Living Area: 3,164 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 14, 2025
Price: $1,725,000
Living Area: 3,164 Sq. Ft.
1835 EDWIN BOULEVARD
WINTER PARK, FL | Active
Listed: Jan, 10, 2026
Price: $3,150
Living Area: 1,436 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 10, 2026
Price: $3,150
Living Area: 1,436 Sq. Ft.
2183 CRANDON AVENUE 1/2
WINTER PARK, FL | Closed
Listed: Dec, 04, 2025
Price: $1,270
Living Area: 600 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 04, 2025
Price: $1,270
Living Area: 600 Sq. Ft.
2009 CORNELL AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 28, 2025
Price: $259,000
Living Area: 762 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 28, 2025
Price: $259,000
Living Area: 762 Sq. Ft.
220 W READING WAY
WINTER PARK, FL | Active
Listed: Mar, 09, 2026
Price: $5,900
Living Area: 2,741 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 09, 2026
Price: $5,900
Living Area: 2,741 Sq. Ft.
1034 TURNER ROAD
WINTER PARK, FL | Active
Listed: Mar, 12, 2026
Price: $724,900
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 12, 2026
Price: $724,900
Living Area: 0 Sq. Ft.
1564 CAVENDISH ROAD
WINTER PARK, FL | Closed
Listed: Feb, 02, 2026
Price: $470,000
Living Area: 1,140 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 02, 2026
Price: $470,000
Living Area: 1,140 Sq. Ft.
1120 PALMER AVENUE
WINTER PARK, FL | Active
Listed: Feb, 19, 2026
Price: $3,800,000
Living Area: 3,413 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 19, 2026
Price: $3,800,000
Living Area: 3,413 Sq. Ft.
765 BAFFIE AVENUE
WINTER PARK, FL | Pending
Listed: Feb, 25, 2026
Price: $380,000
Living Area: 936 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Feb, 25, 2026
Price: $380,000
Living Area: 936 Sq. Ft.
259 E CANTON AVENUE 259
WINTER PARK, FL | Active
Listed: Mar, 10, 2026
Price: $629,000
Living Area: 1,040 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 10, 2026
Price: $629,000
Living Area: 1,040 Sq. Ft.
1036 ARAGON AVENUE
WINTER PARK, FL | Active
Listed: Feb, 13, 2026
Price: $525,000
Living Area: 1,073 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 13, 2026
Price: $525,000
Living Area: 1,073 Sq. Ft.
1640 PALM AVENUE
WINTER PARK, FL | Active
Listed: Mar, 29, 2026
Price: $5,250
Living Area: 1,946 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 29, 2026
Price: $5,250
Living Area: 1,946 Sq. Ft.
2500 LEE ROAD 208
WINTER PARK, FL | Active
Listed: Apr, 08, 2025
Price: $180,000
Living Area: 956 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 08, 2025
Price: $180,000
Living Area: 956 Sq. Ft.
325 N PHELPS AVENUE
WINTER PARK, FL | Active
Listed: Mar, 06, 2026
Price: $795,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 06, 2026
Price: $795,000
Living Area: 0 Sq. Ft.
2614 PARKLAND DRIVE
WINTER PARK, FL | Active
Listed: Apr, 20, 2025
Price: $1,978,000
Living Area: 3,307 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 20, 2025
Price: $1,978,000
Living Area: 3,307 Sq. Ft.
1885 TEMPLE DRIVE
WINTER PARK, FL | Active
Listed: Nov, 10, 2025
Price: $2,265,000
Living Area: 3,691 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 10, 2025
Price: $2,265,000
Living Area: 3,691 Sq. Ft.
1380 INDIANA AVENUE 3
WINTER PARK, FL | Active
Listed: Feb, 04, 2026
Price: $1,395
Living Area: 920 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 04, 2026
Price: $1,395
Living Area: 920 Sq. Ft.
2500 LEE RD. 222
WINTER PARK, FL | Active
Listed: Dec, 20, 2025
Price: $189,500
Living Area: 645 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 20, 2025
Price: $189,500
Living Area: 645 Sq. Ft.
1624 BARCELONA WAY
WINTER PARK, FL | Active
Listed: Nov, 20, 2025
Price: $2,275,000
Living Area: 3,828 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 20, 2025
Price: $2,275,000
Living Area: 3,828 Sq. Ft.
764 W COMSTOCK AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 06, 2026
Price: $474,000
Living Area: 925 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 06, 2026
Price: $474,000
Living Area: 925 Sq. Ft.
1814 BARKER DRIVE
WINTER PARK, FL | Active
Listed: Mar, 31, 2026
Price: $11,000
Living Area: 4,200 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 31, 2026
Price: $11,000
Living Area: 4,200 Sq. Ft.
1705 ELIZABETHS WALK
WINTER PARK, FL | Closed
Listed: Mar, 09, 2026
Price: $1,650,000
Living Area: 3,820 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 09, 2026
Price: $1,650,000
Living Area: 3,820 Sq. Ft.
1555 MICHIGAN AVENUE
WINTER PARK, FL | Active
Listed: Mar, 30, 2026
Price: $1,450
Living Area: 800 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 30, 2026
Price: $1,450
Living Area: 800 Sq. Ft.
2420 EUSTON ROAD
WINTER PARK, FL | Active
Listed: Mar, 30, 2026
Price: $1,775
Living Area: 931 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 30, 2026
Price: $1,775
Living Area: 931 Sq. Ft.
220 OVERLOOK ROAD
WINTER PARK, FL | Closed
Listed: Dec, 09, 2025
Price: $3,600
Living Area: 1,393 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 09, 2025
Price: $3,600
Living Area: 1,393 Sq. Ft.
1401 GREEN COVE ROAD
WINTER PARK, FL | Closed
Listed: Nov, 05, 2025
Price: $2,900,000
Living Area: 5,483 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 05, 2025
Price: $2,900,000
Living Area: 5,483 Sq. Ft.
1028 LAKE BELL DRIVE
WINTER PARK, FL | Closed
Listed: Feb, 23, 2026
Price: $400,000
Living Area: 1,418 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 23, 2026
Price: $400,000
Living Area: 1,418 Sq. Ft.
1441 ONECO AVENUE
WINTER PARK, FL | Active
Listed: Apr, 02, 2026
Price: $6,000
Living Area: 2,531 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 02, 2026
Price: $6,000
Living Area: 2,531 Sq. Ft.
1861 TAYLOR AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 22, 2026
Price: $1,775,000
Living Area: 3,116 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 22, 2026
Price: $1,775,000
Living Area: 3,116 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.
1400 S PENNSYLVANIA AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 30, 2025
Price: $1,250,000
Living Area: 2,310 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 30, 2025
Price: $1,250,000
Living Area: 2,310 Sq. Ft.
1752 CHESTNUT AVENUE
WINTER PARK, FL | Closed
Listed: Jul, 31, 2025
Price: $1,995,000
Living Area: 3,314 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 31, 2025
Price: $1,995,000
Living Area: 3,314 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.
1386 CLAY STREET
WINTER PARK, FL | Closed
Listed: Oct, 20, 2025
Price: $479,000
Living Area: 1,182 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 20, 2025
Price: $479,000
Living Area: 1,182 Sq. Ft.
1840 ANZLE AVENUE
WINTER PARK, FL | Active
Listed: Jan, 16, 2026
Price: $1,750,000
Living Area: 2,350 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 16, 2026
Price: $1,750,000
Living Area: 2,350 Sq. Ft.
1780 MIZELL AVENUE
WINTER PARK, FL | Closed
Listed: Dec, 10, 2025
Price: $1,595,000
Living Area: 2,743 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 10, 2025
Price: $1,595,000
Living Area: 2,743 Sq. Ft.
1278 S PENNSYLVANIA AVENUE 13
WINTER PARK, FL | Closed
Listed: Sep, 17, 2025
Price: $769,000
Living Area: 1,957 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 17, 2025
Price: $769,000
Living Area: 1,957 Sq. Ft.
1442 PALM AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 21, 2025
Price: $8,900
Living Area: 3,611 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 21, 2025
Price: $8,900
Living Area: 3,611 Sq. Ft.
1651 N PARK AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 23, 2025
Price: $505,000
Living Area: 1,263 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 23, 2025
Price: $505,000
Living Area: 1,263 Sq. Ft.
1847 AZALEA AVENUE
WINTER PARK, FL | Closed
Listed: Dec, 03, 2025
Price: $420,000
Living Area: 1,477 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 03, 2025
Price: $420,000
Living Area: 1,477 Sq. Ft.
1166 PALMER AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 13, 2025
Price: $4,695
Living Area: 2,659 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 13, 2025
Price: $4,695
Living Area: 2,659 Sq. Ft.
1730 ONECO AVENUE
WINTER PARK, FL | Closed
Listed: Nov, 11, 2025
Price: $3,150
Living Area: 1,408 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 11, 2025
Price: $3,150
Living Area: 1,408 Sq. Ft.
1250 S Denning Drive 124
Winter Park, FL | Closed
Listed: Aug, 10, 2024
Price: $206,000
Living Area: 903 Sq. Ft.
Winter Park, FL | Closed
Listed: Aug, 10, 2024
Price: $206,000
Living Area: 903 Sq. Ft.
1502 MICHIGAN AVENUE B
WINTER PARK, FL | Closed
Listed: Nov, 19, 2025
Price: $1,399
Living Area: 660 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 19, 2025
Price: $1,399
Living Area: 660 Sq. Ft.
1251 ARLINGTON PLACE
WINTER PARK, FL | Closed
Listed: Nov, 18, 2025
Price: $845,000
Living Area: 2,116 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 18, 2025
Price: $845,000
Living Area: 2,116 Sq. Ft.
690 OSCEOLA AVENUE 503
WINTER PARK, FL | Closed
Listed: Jan, 08, 2026
Price: $495,000
Living Area: 1,148 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 08, 2026
Price: $495,000
Living Area: 1,148 Sq. Ft.
275 N CAPEN AVENUE
WINTER PARK, FL | Closed
Listed: Dec, 15, 2025
Price: $1,975
Living Area: 1,180 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 15, 2025
Price: $1,975
Living Area: 1,180 Sq. Ft.
1250 S DENNING #122 STREET 00122
WINTER PARK, FL | Closed
Listed: Oct, 23, 2025
Price: $179,900
Living Area: 653 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 23, 2025
Price: $179,900
Living Area: 653 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.
1822 GREENWICH AVENUE
WINTER PARK, FL | Active
Listed: Oct, 24, 2025
Price: $995,000
Living Area: 1,627 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 24, 2025
Price: $995,000
Living Area: 1,627 Sq. Ft.
2036 VIA TUSCANY
WINTER PARK, FL | Active
Listed: Feb, 09, 2026
Price: $2,000,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 09, 2026
Price: $2,000,000
Living Area: 0 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.
2002 KAROLINA AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 04, 2025
Price: $750,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 04, 2025
Price: $750,000
Living Area: 0 Sq. Ft.
300 KILLARNEY DRIVE
WINTER PARK, FL | Active
Listed: Nov, 18, 2025
Price: $7,900
Living Area: 2,476 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 18, 2025
Price: $7,900
Living Area: 2,476 Sq. Ft.
1400 ALABAMA DRIVE
WINTER PARK, FL | Closed
Listed: Feb, 28, 2025
Price: $5,895,000
Living Area: 7,916 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 28, 2025
Price: $5,895,000
Living Area: 7,916 Sq. Ft.
1399 ALOMA AVENUE
WINTER PARK, FL | Active
Listed: Apr, 27, 2025
Price: $600,000
Living Area: 1,804 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 27, 2025
Price: $600,000
Living Area: 1,804 Sq. Ft.
2811 EASTERN PARKWAY
WINTER PARK, FL | Closed
Listed: Dec, 15, 2025
Price: $625,000
Living Area: 1,433 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 15, 2025
Price: $625,000
Living Area: 1,433 Sq. Ft.
1278 MILLER AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 04, 2026
Price: $3,000
Living Area: 1,659 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 04, 2026
Price: $3,000
Living Area: 1,659 Sq. Ft.
1360 ALABAMA DRIVE
WINTER PARK, FL | Pending
Listed: Feb, 02, 2026
Price: $2,500
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Feb, 02, 2026
Price: $2,500
Living Area: 0 Sq. Ft.
1319 Orchid Ave
Winter Park, FL | Closed
Listed: May, 09, 2024
Price: $510,000
Living Area: 1,668 Sq. Ft.
Winter Park, FL | Closed
Listed: May, 09, 2024
Price: $510,000
Living Area: 1,668 Sq. Ft.
1451 Cavendish Road
Winter Park, FL | Closed
Listed: Oct, 30, 2025
Price: $619,500
Living Area: 1,437 Sq. Ft.
Winter Park, FL | Closed
Listed: Oct, 30, 2025
Price: $619,500
Living Area: 1,437 Sq. Ft.
1137 OAKS BOULEVARD
WINTER PARK, FL | Pending
Listed: Feb, 05, 2026
Price: $634,900
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Feb, 05, 2026
Price: $634,900
Living Area: 1,149 Sq. Ft.
950 ARAGON AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 09, 2026
Price: $1,199,000
Living Area: 2,592 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 09, 2026
Price: $1,199,000
Living Area: 2,592 Sq. Ft.
110 KILLARNEY BAY COURT 1
WINTER PARK, FL | Active
Listed: Mar, 20, 2026
Price: $2,550
Living Area: 1,140 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 20, 2026
Price: $2,550
Living Area: 1,140 Sq. Ft.
1500 GAY ROAD 24B
WINTER PARK, FL | Active
Listed: Sep, 30, 2025
Price: $264,000
Living Area: 1,026 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 30, 2025
Price: $264,000
Living Area: 1,026 Sq. Ft.
1871 TAYLOR AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 13, 2026
Price: $1,649,000
Living Area: 3,401 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 13, 2026
Price: $1,649,000
Living Area: 3,401 Sq. Ft.
1581 FOREST AVENUE
WINTER PARK, FL | Active
Listed: Mar, 12, 2026
Price: $3,495,000
Living Area: 4,683 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 12, 2026
Price: $3,495,000
Living Area: 4,683 Sq. Ft.
2632 MANDAN TRAIL
WINTER PARK, FL | Closed
Listed: Nov, 24, 2025
Price: $799,900
Living Area: 2,441 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 24, 2025
Price: $799,900
Living Area: 2,441 Sq. Ft.
1811 ONECO AVENUE
WINTER PARK, FL | Active
Listed: Mar, 16, 2026
Price: $3,795,000
Living Area: 4,508 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 16, 2026
Price: $3,795,000
Living Area: 4,508 Sq. Ft.
1181 VIA CAPRI
WINTER PARK, FL | Active
Listed: Mar, 18, 2026
Price: $1,800,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 18, 2026
Price: $1,800,000
Living Area: 0 Sq. Ft.
1780 BRYAN AVENUE
WINTER PARK, FL | Active
Listed: Dec, 10, 2025
Price: $849,000
Living Area: 1,617 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 10, 2025
Price: $849,000
Living Area: 1,617 Sq. Ft.
1408 CHAPMAN CIRCLE
WINTER PARK, FL | Closed
Listed: Oct, 31, 2025
Price: $1,495,000
Living Area: 3,237 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 31, 2025
Price: $1,495,000
Living Area: 3,237 Sq. Ft.
663 HAROLD AVENUE
WINTER PARK, FL | Active
Listed: Mar, 04, 2026
Price: $42,000
Living Area: 10,429 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 04, 2026
Price: $42,000
Living Area: 10,429 Sq. Ft.
300 CAROLINA AVENUE 207
WINTER PARK, FL | Active
Listed: Mar, 19, 2026
Price: $495,000
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 19, 2026
Price: $495,000
Living Area: 1,149 Sq. Ft.
106 S INTERLACHEN AVENUE 118
WINTER PARK, FL | Active
Listed: Feb, 06, 2026
Price: $1,450,000
Living Area: 1,834 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 06, 2026
Price: $1,450,000
Living Area: 1,834 Sq. Ft.
630 KILLARNEY BAY COURT 3
WINTER PARK, FL | Active
Listed: Jan, 29, 2026
Price: $495,000
Living Area: 1,428 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 29, 2026
Price: $495,000
Living Area: 1,428 Sq. Ft.
785 MCINTYRE AVENUE 785
WINTER PARK, FL | Closed
Listed: Oct, 11, 2025
Price: $625,000
Living Area: 2,015 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 11, 2025
Price: $625,000
Living Area: 2,015 Sq. Ft.
1695 LEE ROAD C206
WINTER PARK, FL | Active
Listed: Mar, 23, 2026
Price: $1,750
Living Area: 881 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 23, 2026
Price: $1,750
Living Area: 881 Sq. Ft.
633 BALMORAL ROAD
WINTER PARK, FL | Pending
Listed: Oct, 20, 2025
Price: $1,795,000
Living Area: 2,674 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Oct, 20, 2025
Price: $1,795,000
Living Area: 2,674 Sq. Ft.
633 BALMORAL ROAD
WINTER PARK, FL | Pending
Listed: Oct, 20, 2025
Price: $1,795,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Oct, 20, 2025
Price: $1,795,000
Living Area: 0 Sq. Ft.
519 PARK NORTH COURT
WINTER PARK, FL | Closed
Listed: Dec, 08, 2025
Price: $7,000
Living Area: 3,302 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 08, 2025
Price: $7,000
Living Area: 3,302 Sq. Ft.
1702 GLENRIDGE WAY
Winter Park, FL | Closed
Listed: Jan, 28, 2026
Price: $789,000
Living Area: 1,832 Sq. Ft.
Winter Park, FL | Closed
Listed: Jan, 28, 2026
Price: $789,000
Living Area: 1,832 Sq. Ft.
1199 CLAY STREET
WINTER PARK, FL | Active
Listed: Mar, 26, 2026
Price: $170,124
Living Area: 184,510 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 26, 2026
Price: $170,124
Living Area: 184,510 Sq. Ft.
851 MILES AVENUE 2
WINTER PARK, FL | Closed
Listed: Mar, 03, 2026
Price: $1,795
Living Area: 808 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 03, 2026
Price: $1,795
Living Area: 808 Sq. Ft.
465 N PHELPS AVENUE
WINTER PARK, FL | Closed
Listed: Mar, 06, 2026
Price: $849,900
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 06, 2026
Price: $849,900
Living Area: 0 Sq. Ft.
870 CARVER STREET
WINTER PARK, FL | Active
Listed: Nov, 11, 2025
Price: $949,900
Living Area: 1,875 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 11, 2025
Price: $949,900
Living Area: 1,875 Sq. Ft.
609 S PHELPS AVENUE
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $2,829,000
Living Area: 4,018 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $2,829,000
Living Area: 4,018 Sq. Ft.
1500 GAY ROAD 8D
WINTER PARK, FL | Active
Listed: Mar, 26, 2026
Price: $267,000
Living Area: 1,026 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 26, 2026
Price: $267,000
Living Area: 1,026 Sq. Ft.
1500 BERKSHIRE AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 19, 2026
Price: $625,000
Living Area: 1,485 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 19, 2026
Price: $625,000
Living Area: 1,485 Sq. Ft.
681 OVERSPIN DRIVE
WINTER PARK, FL | Closed
Listed: Jan, 23, 2026
Price: $669,000
Living Area: 2,220 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 23, 2026
Price: $669,000
Living Area: 2,220 Sq. Ft.
1570 PALMER AVENUE
WINTER PARK, FL | Active
Listed: Mar, 23, 2026
Price: $1,690,000
Living Area: 3,048 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 23, 2026
Price: $1,690,000
Living Area: 3,048 Sq. Ft.
1807 HAMMERLIN AVENUE G
WINTER PARK, FL | Active
Listed: Mar, 17, 2026
Price: $580,000
Living Area: 1,818 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 17, 2026
Price: $580,000
Living Area: 1,818 Sq. Ft.
1760 ALABAMA DRIVE
WINTER PARK, FL | Active
Listed: Mar, 03, 2026
Price: $2,298,000
Living Area: 2,841 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 03, 2026
Price: $2,298,000
Living Area: 2,841 Sq. Ft.
660 OSCEOLA AVENUE 101
WINTER PARK, FL | Pending
Listed: Nov, 07, 2025
Price: $2,195,000
Living Area: 2,714 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Nov, 07, 2025
Price: $2,195,000
Living Area: 2,714 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.
1768 MONDRIAN CIRCLE
WINTER PARK, FL | Active
Listed: Mar, 05, 2026
Price: $1,099,000
Living Area: 2,193 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 05, 2026
Price: $1,099,000
Living Area: 2,193 Sq. Ft.
1695 LEE ROAD ROAD C110
WINTER PARK, FL | Active
Listed: Feb, 05, 2026
Price: $1,400
Living Area: 638 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 05, 2026
Price: $1,400
Living Area: 638 Sq. Ft.
1760 VIA VENETIA
WINTER PARK, FL | Active
Listed: Mar, 27, 2026
Price: $4,650,000
Living Area: 6,242 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 27, 2026
Price: $4,650,000
Living Area: 6,242 Sq. Ft.
527 LANGHOLM DRIVE
WINTER PARK, FL | Closed
Listed: Mar, 03, 2026
Price: $6,750
Living Area: 3,276 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 03, 2026
Price: $6,750
Living Area: 3,276 Sq. Ft.
1891 OGLESBY AVENUE
WINTER PARK, FL | Active
Listed: Dec, 11, 2025
Price: $2,970
Living Area: 1,195 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 11, 2025
Price: $2,970
Living Area: 1,195 Sq. Ft.
311 E MORSE BOULEVARD 7-2
WINTER PARK, FL | Closed
Listed: Jul, 15, 2024
Price: $399,000
Living Area: 900 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jul, 15, 2024
Price: $399,000
Living Area: 900 Sq. Ft.
700 MELROSE AVENUE J1
WINTER PARK, FL | Pending
Listed: Mar, 24, 2026
Price: $350,000
Living Area: 1,074 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 24, 2026
Price: $350,000
Living Area: 1,074 Sq. Ft.
1110 ALABAMA DRIVE
WINTER PARK, FL | Active
Listed: Apr, 02, 2026
Price: $1,750,000
Living Area: 2,488 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 02, 2026
Price: $1,750,000
Living Area: 2,488 Sq. Ft.
518 SHOREVIEW AVENUE
WINTER PARK, FL | Pending
Listed: Mar, 22, 2026
Price: $490,090
Living Area: 1,609 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 22, 2026
Price: $490,090
Living Area: 1,609 Sq. Ft.
1742 TEMPLE DRIVE
WINTER PARK, FL | Active
Listed: Feb, 02, 2026
Price: $3,449,999
Living Area: 3,658 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 02, 2026
Price: $3,449,999
Living Area: 3,658 Sq. Ft.
781 NORTHWOOD CIRCLE
WINTER PARK, FL | Pending
Listed: Mar, 31, 2026
Price: $775,000
Living Area: 1,566 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 31, 2026
Price: $775,000
Living Area: 1,566 Sq. Ft.
621 HUNTINGTON AVENUE
WINTER PARK, FL | Active
Listed: Mar, 30, 2026
Price: $1,795,000
Living Area: 2,399 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 30, 2026
Price: $1,795,000
Living Area: 2,399 Sq. Ft.
141 GLENRIDGE WAY
WINTER PARK, FL | Active
Listed: Mar, 27, 2026
Price: $3,250,000
Living Area: 5,243 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 27, 2026
Price: $3,250,000
Living Area: 5,243 Sq. Ft.
2846 EUSTON ROAD
WINTER PARK, FL | Active
Listed: Mar, 16, 2026
Price: $2,350
Living Area: 1,279 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 16, 2026
Price: $2,350
Living Area: 1,279 Sq. Ft.
2779 SANBINA STREET
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $460,000
Living Area: 1,405 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $460,000
Living Area: 1,405 Sq. Ft.
1117 KENWOOD AVENUE
WINTER PARK, FL | Active
Listed: Mar, 20, 2026
Price: $3,978,900
Living Area: 4,353 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 20, 2026
Price: $3,978,900
Living Area: 4,353 Sq. Ft.
1760 BRYAN AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 02, 2025
Price: $800,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 02, 2025
Price: $800,000
Living Area: 0 Sq. Ft.
318 VITORIA AVENUE
WINTER PARK, FL | Active
Listed: Mar, 04, 2026
Price: $2,200,000
Living Area: 2,433 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 04, 2026
Price: $2,200,000
Living Area: 2,433 Sq. Ft.
1250 FORMOSA AVENUE
WINTER PARK, FL | Active
Listed: Apr, 01, 2026
Price: $560,000
Living Area: 1,937 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 01, 2026
Price: $560,000
Living Area: 1,937 Sq. Ft.
1751 GLENCOE ROAD
WINTER PARK, FL | Active
Listed: Nov, 04, 2025
Price: $3,590,000
Living Area: 4,520 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 04, 2025
Price: $3,590,000
Living Area: 4,520 Sq. Ft.
1800 MAGNOLIA AVENUE
WINTER PARK, FL | Active
Listed: Mar, 14, 2026
Price: $1,149,000
Living Area: 2,431 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 14, 2026
Price: $1,149,000
Living Area: 2,431 Sq. Ft.
870 CARVER STREET
WINTER PARK, FL | Active
Listed: Apr, 07, 2026
Price: $5,150
Living Area: 1,875 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 07, 2026
Price: $5,150
Living Area: 1,875 Sq. Ft.
2503 VERSAILLES AVENUE
WINTER PARK, FL | Active
Listed: Dec, 10, 2025
Price: $2,184,000
Living Area: 4,026 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 10, 2025
Price: $2,184,000
Living Area: 4,026 Sq. Ft.
550 PALMER AVENUE
WINTER PARK, FL | Active
Listed: Oct, 22, 2025
Price: $6,895,000
Living Area: 5,939 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 22, 2025
Price: $6,895,000
Living Area: 5,939 Sq. Ft.
1701 WALNUT AVENUE
WINTER PARK, FL | Active
Listed: Apr, 08, 2026
Price: $7,800
Living Area: 3,819 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 08, 2026
Price: $7,800
Living Area: 3,819 Sq. Ft.
675 OVERSPIN DRIVE
WINTER PARK, FL | Pending
Listed: Feb, 06, 2026
Price: $775,000
Living Area: 3,062 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Feb, 06, 2026
Price: $775,000
Living Area: 3,062 Sq. Ft.
540 W COMSTOCK AVENUE
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $2,900
Living Area: 1,056 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $2,900
Living Area: 1,056 Sq. Ft.
151 N ORLANDO AVENUE 118
WINTER PARK, FL | Active
Listed: Feb, 27, 2026
Price: $2,500
Living Area: 1,500 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 27, 2026
Price: $2,500
Living Area: 1,500 Sq. Ft.
2501 WINTER PARK ROAD
WINTER PARK, FL | Active
Listed: Mar, 04, 2026
Price: $1,690,000
Living Area: 3,304 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 04, 2026
Price: $1,690,000
Living Area: 3,304 Sq. Ft.
1636 ELIZABETHS WALK
WINTER PARK, FL | Active
Listed: Apr, 03, 2026
Price: $2,195,000
Living Area: 3,412 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 03, 2026
Price: $2,195,000
Living Area: 3,412 Sq. Ft.
1711 BARCELONA WAY
WINTER PARK, FL | Active
Listed: Jan, 07, 2026
Price: $2,100,000
Living Area: 3,669 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 07, 2026
Price: $2,100,000
Living Area: 3,669 Sq. Ft.
135 W SWOOPE AVENUE
WINTER PARK, FL | Active
Listed: Apr, 03, 2026
Price: $2,540,000
Living Area: 2,667 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 03, 2026
Price: $2,540,000
Living Area: 2,667 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.
1513 HARMON AVE
WINTER PARK, FL | Closed
Listed: Jun, 16, 2025
Price: $2,500
Living Area: 1,375 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jun, 16, 2025
Price: $2,500
Living Area: 1,375 Sq. Ft.
210 E ROCKWOOD WAY
WINTER PARK, FL | Closed
Listed: Nov, 12, 2025
Price: $1,000,500
Living Area: 1,431 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 12, 2025
Price: $1,000,500
Living Area: 1,431 Sq. Ft.
100 S VIRGINIA AVENUE 314
WINTER PARK, FL | Closed
Listed: Oct, 07, 2025
Price: $1,129,000
Living Area: 2,615 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 07, 2025
Price: $1,129,000
Living Area: 2,615 Sq. Ft.
640 KILLARNEY BAY COURT 4
WINTER PARK, FL | Closed
Listed: Apr, 15, 2025
Price: $599,000
Living Area: 1,718 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 15, 2025
Price: $599,000
Living Area: 1,718 Sq. Ft.
100 S INTERLACHEN AVENUE 410F
WINTER PARK, FL | Closed
Listed: May, 02, 2025
Price: $549,000
Living Area: 901 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 02, 2025
Price: $549,000
Living Area: 901 Sq. Ft.
1695 LEE ROAD B114
WINTER PARK, FL | Active
Listed: Apr, 05, 2025
Price: $1,500
Living Area: 881 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 05, 2025
Price: $1,500
Living Area: 881 Sq. Ft.
430 OLOLU DRIVE
WINTER PARK, FL | Closed
Listed: Nov, 21, 2025
Price: $3,000
Living Area: 920 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 21, 2025
Price: $3,000
Living Area: 920 Sq. Ft.
1872 BISCAYNE DRIVE
WINTER PARK, FL | Closed
Listed: Nov, 07, 2025
Price: $415,000
Living Area: 969 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 07, 2025
Price: $415,000
Living Area: 969 Sq. Ft.
2381 ROXBURY ROAD
WINTER PARK, FL | Closed
Listed: Oct, 25, 2025
Price: $499,900
Living Area: 1,785 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 25, 2025
Price: $499,900
Living Area: 1,785 Sq. Ft.
1611 TIOGA TRAIL
WINTER PARK, FL | Closed
Listed: Sep, 11, 2025
Price: $1,125,000
Living Area: 2,388 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 11, 2025
Price: $1,125,000
Living Area: 2,388 Sq. Ft.
737 N CAPEN AVENUE
WINTER PARK, FL | Pending
Listed: Jun, 20, 2023
Price: $824,900
Living Area: 1,930 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 20, 2023
Price: $824,900
Living Area: 1,930 Sq. Ft.
1817 JESSICA COURT
WINTER PARK, FL | Closed
Listed: Dec, 05, 2025
Price: $525,000
Living Area: 1,870 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 05, 2025
Price: $525,000
Living Area: 1,870 Sq. Ft.
1740 Palm Avenue
Winter Park, FL | Closed
Listed: Jan, 11, 2016
Price: $520,000
Living Area: 2,907 Sq. Ft.
Winter Park, FL | Closed
Listed: Jan, 11, 2016
Price: $520,000
Living Area: 2,907 Sq. Ft.
1417 MILLER AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 23, 2025
Price: $1,599,900
Living Area: 3,312 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 23, 2025
Price: $1,599,900
Living Area: 3,312 Sq. Ft.
2111 BISCAYNE DRIVE
WINTER PARK, FL | Closed
Listed: Oct, 27, 2025
Price: $2,167
Living Area: 1,280 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 27, 2025
Price: $2,167
Living Area: 1,280 Sq. Ft.
2955 LOLISSA LANE
WINTER PARK, FL | Closed
Listed: Aug, 26, 2025
Price: $739,000
Living Area: 3,538 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Aug, 26, 2025
Price: $739,000
Living Area: 3,538 Sq. Ft.
1112 PRESERVE POINT DRIVE
WINTER PARK, FL | Active
Listed: May, 28, 2025
Price: $8,500,000
Living Area: 6,502 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 28, 2025
Price: $8,500,000
Living Area: 6,502 Sq. Ft.
1429 CHAPMAN CIRCLE
WINTER PARK, FL | Closed
Listed: Nov, 15, 2024
Price: $1,299,000
Living Area: 3,116 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 15, 2024
Price: $1,299,000
Living Area: 3,116 Sq. Ft.
2211 AZALEA PLACE
WINTER PARK, FL | Active
Listed: Jun, 23, 2025
Price: $5,495,000
Living Area: 7,278 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 23, 2025
Price: $5,495,000
Living Area: 7,278 Sq. Ft.
151 N ORLANDO AVENUE 204
WINTER PARK, FL | Closed
Listed: May, 08, 2025
Price: $229,000
Living Area: 710 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 08, 2025
Price: $229,000
Living Area: 710 Sq. Ft.
512 CLARENDON AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 09, 2026
Price: $985,000
Living Area: 2,824 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 09, 2026
Price: $985,000
Living Area: 2,824 Sq. Ft.
100 S INTERLACHEN AVENUE 101
WINTER PARK, FL | Active
Listed: Feb, 18, 2026
Price: $1,350,000
Living Area: 1,734 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 18, 2026
Price: $1,350,000
Living Area: 1,734 Sq. Ft.
301 W COMSTOCK AVENUE
WINTER PARK, FL | Active
Listed: Feb, 25, 2026
Price: $6,000
Living Area: 1,500 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 25, 2026
Price: $6,000
Living Area: 1,500 Sq. Ft.
2203 VIA TUSCANY
WINTER PARK, FL | Closed
Listed: Dec, 10, 2025
Price: $12,900,000
Living Area: 12,190 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 10, 2025
Price: $12,900,000
Living Area: 12,190 Sq. Ft.
101 S INTERLACHEN AVENUE 104
WINTER PARK, FL | Closed
Listed: Dec, 12, 2025
Price: $3,800
Living Area: 949 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 12, 2025
Price: $3,800
Living Area: 949 Sq. Ft.
535 N INTERLACHEN AVENUE 106
WINTER PARK, FL | Closed
Listed: Jan, 23, 2026
Price: $595,000
Living Area: 970 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 23, 2026
Price: $595,000
Living Area: 970 Sq. Ft.
1221 RICHMOND ROAD
WINTER PARK, FL | Active
Listed: Jan, 14, 2026
Price: $4,995,000
Living Area: 5,164 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 14, 2026
Price: $4,995,000
Living Area: 5,164 Sq. Ft.
151 N ORLANDO AVENUE 101
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $1,799
Living Area: 804 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $1,799
Living Area: 804 Sq. Ft.
831/833 HUNTINGTON COURT
WINTER PARK, FL | Closed
Listed: Feb, 02, 2026
Price: $1,100,000
Living Area: 2,915 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 02, 2026
Price: $1,100,000
Living Area: 2,915 Sq. Ft.
2823 WRIGHT AVENUE
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $929,900
Living Area: 1,536 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $929,900
Living Area: 1,536 Sq. Ft.
Lot #21 KAROLINA AVE
WINTER PARK, FL | Active
Listed: Mar, 10, 2026
Price: $944,890
Living Area: 2,662 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 10, 2026
Price: $944,890
Living Area: 2,662 Sq. Ft.
1500 GAY ROAD 18A
WINTER PARK, FL | Active
Listed: Jan, 22, 2026
Price: $255,000
Living Area: 1,026 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 22, 2026
Price: $255,000
Living Area: 1,026 Sq. Ft.
