Listings in 32789 - Leon County, Florida
Displaying 201 – 400 of 508 Real estate listings
1516 MILLER AVENUE
WINTER PARK, FL | Pending
Listed: Jun, 01, 2026
Price: $1,549,900
Living Area: 3,144 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 01, 2026
Price: $1,549,900
Living Area: 3,144 Sq. Ft.
240 E Lake Sue Avenue
Winter Park, FL | Closed
Listed: Nov, 20, 2025
Price: $1,107,750
Living Area: 1,329 Sq. Ft.
Winter Park, FL | Closed
Listed: Nov, 20, 2025
Price: $1,107,750
Living Area: 1,329 Sq. Ft.
1130 PARK NORTH PLACE
WINTER PARK, FL | Active
Listed: Mar, 26, 2026
Price: $2,495,000
Living Area: 4,011 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 26, 2026
Price: $2,495,000
Living Area: 4,011 Sq. Ft.
2115 SYCAMORE DRIVE
WINTER PARK, FL | Closed
Listed: Apr, 14, 2026
Price: $3,500
Living Area: 2,099 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 14, 2026
Price: $3,500
Living Area: 2,099 Sq. Ft.
1660 WALNUT AVENUE
WINTER PARK, FL | Pending
Listed: Apr, 27, 2026
Price: $1,569,000
Living Area: 2,249 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 27, 2026
Price: $1,569,000
Living Area: 2,249 Sq. Ft.
640 ARJAY WAY
WINTER PARK, FL | Closed
Listed: Jan, 20, 2026
Price: $1,890,000
Living Area: 3,953 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 20, 2026
Price: $1,890,000
Living Area: 3,953 Sq. Ft.
151 N ORLANDO AVENUE 238
WINTER PARK, FL | Active
Listed: Jun, 10, 2026
Price: $2,750
Living Area: 768 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 10, 2026
Price: $2,750
Living Area: 768 Sq. Ft.
1807 MAGNOLIA AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 16, 2026
Price: $1,199,000
Living Area: 2,618 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 16, 2026
Price: $1,199,000
Living Area: 2,618 Sq. Ft.
962 ARAGON AVENUE
WINTER PARK, FL | Closed
Listed: May, 15, 2026
Price: $599,900
Living Area: 1,680 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 15, 2026
Price: $599,900
Living Area: 1,680 Sq. Ft.
841 W SWOOPE AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 28, 2026
Price: $499,000
Living Area: 1,396 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 28, 2026
Price: $499,000
Living Area: 1,396 Sq. Ft.
405 LAKE FAIR LANE
WINTER PARK, FL | Active
Listed: Mar, 21, 2026
Price: $449,900
Living Area: 1,491 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 21, 2026
Price: $449,900
Living Area: 1,491 Sq. Ft.
1780 GOODRICH AVENUE
WINTER PARK, FL | Pending
Listed: May, 14, 2026
Price: $625,000
Living Area: 1,283 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 14, 2026
Price: $625,000
Living Area: 1,283 Sq. Ft.
2482 ROXBURY ROAD
WINTER PARK, FL | Pending
Listed: May, 08, 2026
Price: $375,000
Living Area: 913 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 08, 2026
Price: $375,000
Living Area: 913 Sq. Ft.
1611 CHESTNUT AVENUE
WINTER PARK, FL | Active
Listed: Apr, 30, 2026
Price: $1,070,000
Living Area: 2,916 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 30, 2026
Price: $1,070,000
Living Area: 2,916 Sq. Ft.
840 W CANTON AVENUE
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $675,000
Living Area: 1,370 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $675,000
Living Area: 1,370 Sq. Ft.
2075 JEWELL AVENUE
WINTER PARK, FL | Active
Listed: Mar, 01, 2026
Price: $6,700
Living Area: 2,918 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 01, 2026
Price: $6,700
Living Area: 2,918 Sq. Ft.
1150 VIA SALERNO
WINTER PARK, FL | Active
Listed: Jun, 28, 2025
Price: $4,195,000
Living Area: 3,850 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 28, 2025
Price: $4,195,000
Living Area: 3,850 Sq. Ft.
1724 PINE AVENUE
WINTER PARK, FL | Pending
Listed: Jun, 05, 2026
Price: $3,095,000
Living Area: 4,425 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 05, 2026
Price: $3,095,000
Living Area: 4,425 Sq. Ft.
1780 MONDRIAN CIRCLE
WINTER PARK, FL | Closed
Listed: Feb, 08, 2024
Price: $1,200,000
Living Area: 2,310 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 08, 2024
Price: $1,200,000
Living Area: 2,310 Sq. Ft.
250 CORTLAND AVENUE
WINTER PARK, FL | Pending
Listed: Mar, 29, 2026
Price: $950,000
Living Area: 2,114 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 29, 2026
Price: $950,000
Living Area: 2,114 Sq. Ft.
2816 W Fairbanks Avenue
Winter Park, FL | Closed
Listed: Dec, 27, 2022
Price: $449,000
Living Area: 1,815 Sq. Ft.
Winter Park, FL | Closed
Listed: Dec, 27, 2022
Price: $449,000
Living Area: 1,815 Sq. Ft.
1529 HOLTS GROVE CIRCLE
WINTER PARK, FL | Pending
Listed: Apr, 01, 2026
Price: $2,699,000
Living Area: 4,356 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 01, 2026
Price: $2,699,000
Living Area: 4,356 Sq. Ft.
1041 TUSCANY PLACE
WINTER PARK, FL | Closed
Listed: Apr, 20, 2026
Price: $12,000
Living Area: 3,064 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 20, 2026
Price: $12,000
Living Area: 3,064 Sq. Ft.
3018 NORTHWOOD BOULEVARD
WINTER PARK, FL | Closed
Listed: Oct, 24, 2025
Price: $649,000
Living Area: 1,761 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 24, 2025
Price: $649,000
Living Area: 1,761 Sq. Ft.
1760 ALABAMA DRIVE
WINTER PARK, FL | Active
Listed: Jun, 02, 2026
Price: $9,500
Living Area: 2,841 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 02, 2026
Price: $9,500
Living Area: 2,841 Sq. Ft.
1404 BORDER DRIVE
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $1,175,000
Living Area: 2,469 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $1,175,000
Living Area: 2,469 Sq. Ft.
721 PANSY AVENUE
WINTER PARK, FL | Active
Listed: Oct, 15, 2025
Price: $1,850,000
Living Area: 2,653 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 15, 2025
Price: $1,850,000
Living Area: 2,653 Sq. Ft.
184 SANDLEWOOD TRAIL 2
WINTER PARK, FL | Active
Listed: May, 27, 2026
Price: $2,000
Living Area: 1,133 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 27, 2026
Price: $2,000
Living Area: 1,133 Sq. Ft.
1680 PALMER AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 13, 2026
Price: $825,000
Living Area: 1,893 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 13, 2026
Price: $825,000
Living Area: 1,893 Sq. Ft.
150 DANA WAY
WINTER PARK, FL | Pending
Listed: Mar, 27, 2026
Price: $3,799,000
Living Area: 4,451 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 27, 2026
Price: $3,799,000
Living Area: 4,451 Sq. Ft.
1836 GRINNELL TERRACE
WINTER PARK, FL | Active
Listed: Mar, 31, 2026
Price: $999,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 31, 2026
Price: $999,000
Living Area: 0 Sq. Ft.
438 LAKEVIEW AVENUE
WINTER PARK, FL | Active
Listed: Apr, 02, 2026
Price: $3,200
Living Area: 1,250 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 02, 2026
Price: $3,200
Living Area: 1,250 Sq. Ft.
1298 BEACHVIEW AVENUE
WINTER PARK, FL | Active
Listed: May, 06, 2026
Price: $4,200,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 06, 2026
Price: $4,200,000
Living Area: 0 Sq. Ft.
1809 HAMMERLIN AVENUE
WINTER PARK, FL | Active
Listed: Jan, 13, 2026
Price: $549,000
Living Area: 1,818 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 13, 2026
Price: $549,000
Living Area: 1,818 Sq. Ft.
665 LYMAN AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 17, 2026
Price: $450,000
Living Area: 1,119 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 17, 2026
Price: $450,000
Living Area: 1,119 Sq. Ft.
2600 EUSTON ROAD
WINTER PARK, FL | Active
Listed: Apr, 08, 2026
Price: $630,000
Living Area: 3,145 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 08, 2026
Price: $630,000
Living Area: 3,145 Sq. Ft.
1711 CHESTNUT AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 02, 2026
Price: $4,150
Living Area: 2,288 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 02, 2026
Price: $4,150
Living Area: 2,288 Sq. Ft.
423 OLOLU DRIVE
WINTER PARK, FL | Active
Listed: Jan, 08, 2026
Price: $549,000
Living Area: 1,920 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 08, 2026
Price: $549,000
Living Area: 1,920 Sq. Ft.
1821 PINETREE ROAD
WINTER PARK, FL | Closed
Listed: Apr, 30, 2026
Price: $6,997,000
Living Area: 5,006 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 30, 2026
Price: $6,997,000
Living Area: 5,006 Sq. Ft.
1571 MAGNOLIA AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 23, 2026
Price: $2,350
Living Area: 922 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 23, 2026
Price: $2,350
Living Area: 922 Sq. Ft.
295 SANDLEWOOD TRAIL
WINTER PARK, FL | Closed
Listed: Mar, 12, 2026
Price: $1,850
Living Area: 959 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 12, 2026
Price: $1,850
Living Area: 959 Sq. Ft.
629 COUNTRY CLUB DRIVE
WINTER PARK, FL | Closed
Listed: Feb, 28, 2026
Price: $1,695,000
Living Area: 3,031 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 28, 2026
Price: $1,695,000
Living Area: 3,031 Sq. Ft.
266 W LYMAN AVENUE
WINTER PARK, FL | Pending
Listed: May, 09, 2026
Price: $1,375,000
Living Area: 2,000 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 09, 2026
Price: $1,375,000
Living Area: 2,000 Sq. Ft.
1500 GAY ROAD 18A
WINTER PARK, FL | Closed
Listed: Mar, 16, 2026
Price: $1,750
Living Area: 1,026 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 16, 2026
Price: $1,750
Living Area: 1,026 Sq. Ft.
151 N ORLANDO AVENUE 101
WINTER PARK, FL | Closed
Listed: Mar, 13, 2026
Price: $1,799
Living Area: 804 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 13, 2026
Price: $1,799
Living Area: 804 Sq. Ft.
408 HOLT AVENUE
WINTER PARK, FL | Active
Listed: May, 08, 2026
Price: $745,000
Living Area: 1,440 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 08, 2026
Price: $745,000
Living Area: 1,440 Sq. Ft.
218 ORANGE TERRACE DRIVE
WINTER PARK, FL | Closed
Listed: Mar, 09, 2026
Price: $600,000
Living Area: 1,618 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 09, 2026
Price: $600,000
Living Area: 1,618 Sq. Ft.
1016 HOWELL BRANCH ROAD
WINTER PARK, FL | Closed
Listed: Mar, 20, 2026
Price: $1,699,000
Living Area: 3,142 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 20, 2026
Price: $1,699,000
Living Area: 3,142 Sq. Ft.
1540 MILLER AVENUE
WINTER PARK, FL | Active
Listed: Apr, 13, 2026
Price: $1,399,900
Living Area: 2,984 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 13, 2026
Price: $1,399,900
Living Area: 2,984 Sq. Ft.
420 OHIO STREET
WINTER PARK, FL | Active
Listed: Apr, 27, 2026
Price: $1,360,000
Living Area: 3,735 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 27, 2026
Price: $1,360,000
Living Area: 3,735 Sq. Ft.
100 S INTERLACHEN AVENUE 101
WINTER PARK, FL | Active
Listed: Feb, 18, 2026
Price: $1,299,000
Living Area: 1,734 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 18, 2026
Price: $1,299,000
Living Area: 1,734 Sq. Ft.
438 W SWOOPE AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 09, 2026
Price: $3,995
Living Area: 2,317 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 09, 2026
Price: $3,995
Living Area: 2,317 Sq. Ft.
1354 INDIANA AVENUE
WINTER PARK, FL | Active
Listed: Mar, 05, 2026
Price: $589,900
Living Area: 1,269 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 05, 2026
Price: $589,900
Living Area: 1,269 Sq. Ft.
432 W SWOOPE AVENUE
WINTER PARK, FL | Active
Listed: Jan, 16, 2026
Price: $695,000
Living Area: 2,317 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 16, 2026
Price: $695,000
Living Area: 2,317 Sq. Ft.
1565 MICHIGAN AVENUE
WINTER PARK, FL | Closed
Listed: Nov, 13, 2025
Price: $1,500
Living Area: 900 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 13, 2025
Price: $1,500
Living Area: 900 Sq. Ft.
1661 WOODLAND AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 16, 2026
Price: $1,300,000
Living Area: 3,215 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 16, 2026
Price: $1,300,000
Living Area: 3,215 Sq. Ft.
1795 Killarney Drive
Winter Park, FL | Closed
Listed: Jan, 10, 2023
Price: $3,700,000
Living Area: 4,363 Sq. Ft.
Winter Park, FL | Closed
Listed: Jan, 10, 2023
Price: $3,700,000
Living Area: 4,363 Sq. Ft.
784 S PENNSYLVANIA AVENUE
WINTER PARK, FL | Active
Listed: May, 18, 2026
Price: $5,500
Living Area: 1,940 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 18, 2026
Price: $5,500
Living Area: 1,940 Sq. Ft.
2500 LEE RD 219
WINTER PARK, FL | Pending
Listed: Aug, 01, 2025
Price: $164,000
Living Area: 851 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Aug, 01, 2025
Price: $164,000
Living Area: 851 Sq. Ft.
1600 S PENNSYLVANIA AVENUE
WINTER PARK, FL | Active
Listed: May, 05, 2026
Price: $1,200,000
Living Area: 2,158 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 05, 2026
Price: $1,200,000
Living Area: 2,158 Sq. Ft.
101 S NEW YORK AVENUE 302
WINTER PARK, FL | Closed
Listed: Mar, 13, 2026
Price: $1,450,000
Living Area: 3,174 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 13, 2026
Price: $1,450,000
Living Area: 3,174 Sq. Ft.
425 BALMORAL ROAD
WINTER PARK, FL | Closed
Listed: May, 13, 2026
Price: $3,950
Living Area: 1,929 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 13, 2026
Price: $3,950
Living Area: 1,929 Sq. Ft.
311 E MORSE BOULEVARD 2 - 5
WINTER PARK, FL | Closed
Listed: Jan, 05, 2026
Price: $2,100,000
Living Area: 1,900 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 05, 2026
Price: $2,100,000
Living Area: 1,900 Sq. Ft.
311 E MORSE BOULEVARD 7-11
WINTER PARK, FL | Active
Listed: Aug, 27, 2025
Price: $299,000
Living Area: 570 Sq. Ft.
WINTER PARK, FL | Active
Listed: Aug, 27, 2025
Price: $299,000
Living Area: 570 Sq. Ft.
1780 BRYAN AVENUE
WINTER PARK, FL | Active
Listed: Apr, 28, 2026
Price: $849,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 28, 2026
Price: $849,000
Living Area: 0 Sq. Ft.
2119 HOWARD DRIVE
WINTER PARK, FL | Closed
Listed: Mar, 17, 2026
Price: $850,000
Living Area: 2,479 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 17, 2026
Price: $850,000
Living Area: 2,479 Sq. Ft.
1307 FORMOSA AVENUE
WINTER PARK, FL | Pending
Listed: Apr, 20, 2026
Price: $373,800
Living Area: 1,150 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 20, 2026
Price: $373,800
Living Area: 1,150 Sq. Ft.
1010 GARDEN DRIVE
WINTER PARK, FL | Closed
Listed: Apr, 17, 2026
Price: $485,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 17, 2026
Price: $485,000
Living Area: 0 Sq. Ft.
1812 KILLARNEY DRIVE
WINTER PARK, FL | Closed
Listed: May, 24, 2026
Price: $400,000
Living Area: 1,048 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 24, 2026
Price: $400,000
Living Area: 1,048 Sq. Ft.
1707 HARMON AVENUE
WINTER PARK, FL | Active
Listed: May, 19, 2026
Price: $687,000
Living Area: 1,669 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 19, 2026
Price: $687,000
Living Area: 1,669 Sq. Ft.
2006 CORNELL AVENUE
WINTER PARK, FL | Active
Listed: Jun, 02, 2026
Price: $338,000
Living Area: 797 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 02, 2026
Price: $338,000
Living Area: 797 Sq. Ft.
2500 LEE ROAD 229
WINTER PARK, FL | Closed
Listed: Jan, 30, 2026
Price: $245,000
Living Area: 956 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 30, 2026
Price: $245,000
Living Area: 956 Sq. Ft.
1523 MILLER AVENUE
WINTER PARK, FL | Active
Listed: Jan, 07, 2026
Price: $1,499,999
Living Area: 3,164 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 07, 2026
Price: $1,499,999
Living Area: 3,164 Sq. Ft.
1600 ALABAMA DRIVE 402
WINTER PARK, FL | Active
Listed: Jun, 03, 2026
Price: $1,250,000
Living Area: 1,574 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 03, 2026
Price: $1,250,000
Living Area: 1,574 Sq. Ft.
2261 MULBRY DRIVE
WINTER PARK, FL | Active
Listed: May, 29, 2026
Price: $1,995,000
Living Area: 3,696 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 29, 2026
Price: $1,995,000
Living Area: 3,696 Sq. Ft.
1319 BESSMOR ROAD
WINTER PARK, FL | Active
Listed: Apr, 17, 2026
Price: $589,000
Living Area: 1,126 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 17, 2026
Price: $589,000
Living Area: 1,126 Sq. Ft.
352 CAMBRIDGE BOULEVARD
WINTER PARK, FL | Closed
Listed: Jan, 22, 2026
Price: $650,000
Living Area: 1,917 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 22, 2026
Price: $650,000
Living Area: 1,917 Sq. Ft.
2823 WRIGHT AVENUE
WINTER PARK, FL | Pending
Listed: Mar, 13, 2026
Price: $899,900
Living Area: 1,536 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 13, 2026
Price: $899,900
Living Area: 1,536 Sq. Ft.
1618 INDIANA AVENUE
WINTER PARK, FL | Pending
Listed: Apr, 13, 2026
Price: $675,000
Living Area: 1,604 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 13, 2026
Price: $675,000
Living Area: 1,604 Sq. Ft.
2713 EASTERN PARKWAY
WINTER PARK, FL | Closed
Listed: Apr, 10, 2026
Price: $670,000
Living Area: 1,304 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 10, 2026
Price: $670,000
Living Area: 1,304 Sq. Ft.
2500 LEE ROAD 122
WINTER PARK, FL | Closed
Listed: Feb, 27, 2026
Price: $179,000
Living Area: 645 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 27, 2026
Price: $179,000
Living Area: 645 Sq. Ft.
2240 VENETIAN WAY
WINTER PARK, FL | Active
Listed: Jun, 05, 2026
Price: $3,500,000
Living Area: 4,036 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 05, 2026
Price: $3,500,000
Living Area: 4,036 Sq. Ft.
450 LAKEWOOD DRIVE
WINTER PARK, FL | Active
Listed: May, 01, 2026
Price: $2,500,000
Living Area: 4,572 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 01, 2026
Price: $2,500,000
Living Area: 4,572 Sq. Ft.
622 PENN PLACE
WINTER PARK, FL | Active
Listed: May, 21, 2026
Price: $1,895,000
Living Area: 2,767 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 21, 2026
Price: $1,895,000
Living Area: 2,767 Sq. Ft.
184 SANDLEWOOD TRAIL #2
WINTER PARK, FL | Active
Listed: Feb, 07, 2026
Price: $299,000
Living Area: 1,133 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 07, 2026
Price: $299,000
Living Area: 1,133 Sq. Ft.
1603 Alabama Dr 0
Winter Park, FL | Active
Listed: Jun, 16, 2026
Price: $2,400
Living Area: 0 Sq. Ft.
Winter Park, FL | Active
Listed: Jun, 16, 2026
Price: $2,400
Living Area: 0 Sq. Ft.
140 E MORSE BOULEVARD J
WINTER PARK, FL | Active
Listed: Jun, 17, 2026
Price: $2,350,000
Living Area: 2,143 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 17, 2026
Price: $2,350,000
Living Area: 2,143 Sq. Ft.
330 W MORSE BLVD 104
WINTER PARK, FL | Active
Listed: Jun, 17, 2026
Price: $93,080
Living Area: 1,790 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 17, 2026
Price: $93,080
Living Area: 1,790 Sq. Ft.
1571 WOODLAND AVENUE
WINTER PARK, FL | Active
Listed: May, 29, 2026
Price: $6,000,000
Living Area: 7,397 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 29, 2026
Price: $6,000,000
Living Area: 7,397 Sq. Ft.
1500 GAY ROAD 5
WINTER PARK, FL | Pending
Listed: Feb, 05, 2026
Price: $170,000
Living Area: 732 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Feb, 05, 2026
Price: $170,000
Living Area: 732 Sq. Ft.
1695 LEE ROAD E215
WINTER PARK, FL | Active
Listed: Feb, 16, 2026
Price: $135,000
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 16, 2026
Price: $135,000
Living Area: 1,149 Sq. Ft.
313 SYLVAN DRIVE
WINTER PARK, FL | Active
Listed: Jun, 15, 2026
Price: $5,500,000
Living Area: 4,775 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 15, 2026
Price: $5,500,000
Living Area: 4,775 Sq. Ft.
1220 WOODMERE DRIVE
WINTER PARK, FL | Pending
Listed: Jun, 11, 2026
Price: $1,700,000
Living Area: 2,815 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 11, 2026
Price: $1,700,000
Living Area: 2,815 Sq. Ft.
641 W LYMAN AVENUE
WINTER PARK, FL | Pending
Listed: Jun, 02, 2026
Price: $509,000
Living Area: 1,120 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 02, 2026
Price: $509,000
Living Area: 1,120 Sq. Ft.
1836 GRINNELL TERRACE
WINTER PARK, FL | Active
Listed: Feb, 06, 2026
Price: $999,000
Living Area: 1,907 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 06, 2026
Price: $999,000
Living Area: 1,907 Sq. Ft.
1473 BERKSHIRE AVENUE
WINTER PARK, FL | Active
Listed: Jun, 09, 2026
Price: $1,429,000
Living Area: 2,351 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 09, 2026
Price: $1,429,000
Living Area: 2,351 Sq. Ft.
2974 CHANTILLY AVENUE
WINTER PARK, FL | Active
Listed: Jun, 06, 2026
Price: $499,000
Living Area: 1,433 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 06, 2026
Price: $499,000
Living Area: 1,433 Sq. Ft.
501 W CANTON AVENUE
WINTER PARK, FL | Pending
Listed: Jun, 19, 2026
Price: $6,500
Living Area: 2,372 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 19, 2026
Price: $6,500
Living Area: 2,372 Sq. Ft.
311 E MORSE BOULEVARD 1-3
WINTER PARK, FL | Active
Listed: May, 08, 2026
Price: $1,925,000
Living Area: 2,304 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 08, 2026
Price: $1,925,000
Living Area: 2,304 Sq. Ft.
1265 ARLINGTON PL
WINTER PARK, FL | Active
Listed: Jun, 11, 2026
Price: $879,000
Living Area: 2,030 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 11, 2026
Price: $879,000
Living Area: 2,030 Sq. Ft.
1760 LEGION DRIVE
WINTER PARK, FL | Closed
Listed: May, 11, 2026
Price: $9,700
Living Area: 4,392 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 11, 2026
Price: $9,700
Living Area: 4,392 Sq. Ft.
1695 LEE ROAD E211
WINTER PARK, FL | Closed
Listed: Nov, 21, 2025
Price: $124,990
Living Area: 881 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 21, 2025
Price: $124,990
Living Area: 881 Sq. Ft.
1602 ALABAMA DRIVE 403
WINTER PARK, FL | Closed
Listed: Jan, 13, 2026
Price: $1,195,000
Living Area: 1,402 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 13, 2026
Price: $1,195,000
Living Area: 1,402 Sq. Ft.
148 SANDLEWOOD TRAIL
WINTER PARK, FL | Closed
Listed: Apr, 06, 2026
Price: $2,175
Living Area: 1,133 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 06, 2026
Price: $2,175
Living Area: 1,133 Sq. Ft.
1540 ONECO AVENUE
WINTER PARK, FL | Active
Listed: Jun, 19, 2026
Price: $2,500
Living Area: 1,441 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 19, 2026
Price: $2,500
Living Area: 1,441 Sq. Ft.
1695 LEE ROAD E204
WINTER PARK, FL | Active
Listed: Dec, 09, 2025
Price: $114,000
Living Area: 881 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 09, 2025
Price: $114,000
Living Area: 881 Sq. Ft.
338 BLUE HERON DRIVE
WINTER PARK, FL | Active
Listed: May, 23, 2026
Price: $865,000
Living Area: 2,017 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 23, 2026
Price: $865,000
Living Area: 2,017 Sq. Ft.
1110 ALABAMA
Winter Park, FL | Pending
Listed: Apr, 02, 2026
Price: $1,699,000
Living Area: 2,488 Sq. Ft.
Winter Park, FL | Pending
Listed: Apr, 02, 2026
Price: $1,699,000
Living Area: 2,488 Sq. Ft.
1836 WHITEHALL DRIVE
WINTER PARK, FL | Active
Listed: Jun, 13, 2026
Price: $3,500,000
Living Area: 4,168 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 13, 2026
Price: $3,500,000
Living Area: 4,168 Sq. Ft.
1870 WALKER AVENUE
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $1,299,000
Living Area: 2,046 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 13, 2026
Price: $1,299,000
Living Area: 2,046 Sq. Ft.
723 SYMONDS AVENUE
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $1,800,000
Living Area: 3,065 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $1,800,000
Living Area: 3,065 Sq. Ft.
700 MELROSE AVENUE J24
WINTER PARK, FL | Active
Listed: May, 22, 2026
Price: $390,000
Living Area: 987 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 22, 2026
Price: $390,000
Living Area: 987 Sq. Ft.
151 NORTH ORLANDO AVENUE 142
WINTER PARK, FL | Active
Listed: Jun, 04, 2026
Price: $199,900
Living Area: 582 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 04, 2026
Price: $199,900
Living Area: 582 Sq. Ft.
700 MELROSE AVENUE F 21
WINTER PARK, FL | Active
Listed: Jun, 05, 2026
Price: $235,900
Living Area: 787 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 05, 2026
Price: $235,900
Living Area: 787 Sq. Ft.
2211 Azalea Pl
Winter Park, FL | Active
Listed: Jun, 26, 2025
Price: $5,250,000
Living Area: 7,278 Sq. Ft.
Winter Park, FL | Active
Listed: Jun, 26, 2025
Price: $5,250,000
Living Area: 7,278 Sq. Ft.
1009 LAKE BELL DRIVE
WINTER PARK, FL | Active
Listed: May, 22, 2026
Price: $650,000
Living Area: 1,467 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 22, 2026
Price: $650,000
Living Area: 1,467 Sq. Ft.
1510 MILLER AVENUE
WINTER PARK, FL | Active
Listed: Oct, 07, 2025
Price: $1,599,900
Living Area: 3,252 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 07, 2025
Price: $1,599,900
Living Area: 3,252 Sq. Ft.
2361 MULBRY DRIVE
WINTER PARK, FL | Active
Listed: Apr, 16, 2026
Price: $2,249,000
Living Area: 3,130 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 16, 2026
Price: $2,249,000
Living Area: 3,130 Sq. Ft.
1750 CAROLLEE LANE
WINTER PARK, FL | Active
Listed: Mar, 20, 2026
Price: $1,820,000
Living Area: 3,249 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 20, 2026
Price: $1,820,000
Living Area: 3,249 Sq. Ft.
1300 MAYFIELD AVENUE
WINTER PARK, FL | Pending
Listed: Mar, 27, 2026
Price: $2,490,000
Living Area: 4,389 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 27, 2026
Price: $2,490,000
Living Area: 4,389 Sq. Ft.
2234 HOWARD DRIVE
WINTER PARK, FL | Active
Listed: Jun, 22, 2026
Price: $8,295
Living Area: 3,295 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 22, 2026
Price: $8,295
Living Area: 3,295 Sq. Ft.
948 POINCIANA LANE
WINTER PARK, FL | Active
Listed: Jan, 12, 2026
Price: $2,899,900
Living Area: 3,676 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 12, 2026
Price: $2,899,900
Living Area: 3,676 Sq. Ft.
220 W READING WAY
WINTER PARK, FL | Closed
Listed: May, 08, 2026
Price: $1,195,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 08, 2026
Price: $1,195,000
Living Area: 0 Sq. Ft.
1813 HARLAND PARK DRIVE
WINTER PARK, FL | Active
Listed: May, 01, 2026
Price: $1,875,000
Living Area: 3,551 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 01, 2026
Price: $1,875,000
Living Area: 3,551 Sq. Ft.
1630 LASBURY AVENUE
WINTER PARK, FL | Pending
Listed: Apr, 30, 2026
Price: $2,750,000
Living Area: 4,917 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 30, 2026
Price: $2,750,000
Living Area: 4,917 Sq. Ft.
1565 FOREST AVENUE
WINTER PARK, FL | Active
Listed: Apr, 13, 2026
Price: $1,495,000
Living Area: 2,163 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 13, 2026
Price: $1,495,000
Living Area: 2,163 Sq. Ft.
2299 VIA TUSCANY
WINTER PARK, FL | Pending
Listed: Nov, 04, 2025
Price: $2,150,000
Living Area: 3,986 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Nov, 04, 2025
Price: $2,150,000
Living Area: 3,986 Sq. Ft.
1864 GRINNELL TERRACE
WINTER PARK, FL | Active
Listed: May, 01, 2026
Price: $1,599,000
Living Area: 3,028 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 01, 2026
Price: $1,599,000
Living Area: 3,028 Sq. Ft.
1781 INDIANA AVENUE A
WINTER PARK, FL | Pending
Listed: Feb, 10, 2026
Price: $545,000
Living Area: 1,616 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Feb, 10, 2026
Price: $545,000
Living Area: 1,616 Sq. Ft.
1695 LEE ROAD B210
WINTER PARK, FL | Active
Listed: Jan, 20, 2026
Price: $98,000
Living Area: 638 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 20, 2026
Price: $98,000
Living Area: 638 Sq. Ft.
2560 Franklin Avenue
Winter Park, FL | Active
Listed: Mar, 22, 2024
Price: $499,000
Living Area: 1,514 Sq. Ft.
Winter Park, FL | Active
Listed: Mar, 22, 2024
Price: $499,000
Living Area: 1,514 Sq. Ft.
1600 LEGION DRIVE
WINTER PARK, FL | Active
Listed: Jun, 13, 2026
Price: $3,995,000
Living Area: 4,483 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 13, 2026
Price: $3,995,000
Living Area: 4,483 Sq. Ft.
1411 MILLER AVENUE
WINTER PARK, FL | Active
Listed: Jun, 14, 2026
Price: $899,000
Living Area: 1,824 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 14, 2026
Price: $899,000
Living Area: 1,824 Sq. Ft.
2889 ROUEN AVENUE
WINTER PARK, FL | Pending
Listed: Apr, 21, 2026
Price: $365,000
Living Area: 1,144 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 21, 2026
Price: $365,000
Living Area: 1,144 Sq. Ft.
503 KILSHORE LANE
WINTER PARK, FL | Active
Listed: Jun, 01, 2026
Price: $2,050
Living Area: 1,125 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 01, 2026
Price: $2,050
Living Area: 1,125 Sq. Ft.
1221 RICHMOND ROAD
WINTER PARK, FL | Closed
Listed: Jun, 08, 2026
Price: $4,995,000
Living Area: 5,164 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jun, 08, 2026
Price: $4,995,000
Living Area: 5,164 Sq. Ft.
541 W CANTON AVENUE
WINTER PARK, FL | Active
Listed: Mar, 14, 2026
Price: $2,650,000
Living Area: 3,553 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 14, 2026
Price: $2,650,000
Living Area: 3,553 Sq. Ft.
1398 GROVE TERRACE
WINTER PARK, FL | Active
Listed: Apr, 16, 2026
Price: $2,095,000
Living Area: 3,450 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 16, 2026
Price: $2,095,000
Living Area: 3,450 Sq. Ft.
1871 BRYAN AVENUE
WINTER PARK, FL | Closed
Listed: May, 26, 2026
Price: $499,000
Living Area: 1,232 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 26, 2026
Price: $499,000
Living Area: 1,232 Sq. Ft.
1113 VIA DEL MAR
WINTER PARK, FL | Active
Listed: Feb, 04, 2026
Price: $1,595,000
Living Area: 2,012 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 04, 2026
Price: $1,595,000
Living Area: 2,012 Sq. Ft.
782 S PENNSYLVANIA AVENUE 1
WINTER PARK, FL | Active
Listed: Feb, 05, 2026
Price: $5,490
Living Area: 2,354 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 05, 2026
Price: $5,490
Living Area: 2,354 Sq. Ft.
1802 ARBOR PARK DRIVE
WINTER PARK, FL | Closed
Listed: Mar, 09, 2026
Price: $4,500
Living Area: 1,808 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 09, 2026
Price: $4,500
Living Area: 1,808 Sq. Ft.
958 DUPONT AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 06, 2026
Price: $375,000
Living Area: 1,572 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 06, 2026
Price: $375,000
Living Area: 1,572 Sq. Ft.
1870 STAUNTON AVENUE
WINTER PARK, FL | Active
Listed: Apr, 01, 2026
Price: $1,250,000
Living Area: 2,525 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 01, 2026
Price: $1,250,000
Living Area: 2,525 Sq. Ft.
811 OVERSPIN DRIVE
WINTER PARK, FL | Active
Listed: Apr, 16, 2026
Price: $349,000
Living Area: 749 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 16, 2026
Price: $349,000
Living Area: 749 Sq. Ft.
770 CARVER STREET
WINTER PARK, FL | Closed
Listed: Oct, 03, 2025
Price: $375,000
Living Area: 1,248 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 03, 2025
Price: $375,000
Living Area: 1,248 Sq. Ft.
1695 LEE ROAD C214
WINTER PARK, FL | Closed
Listed: Oct, 11, 2025
Price: $115,000
Living Area: 881 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 11, 2025
Price: $115,000
Living Area: 881 Sq. Ft.
446 ALBERTA DRIVE
WINTER PARK, FL | Closed
Listed: Jun, 19, 2025
Price: $1,675,000
Living Area: 3,263 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jun, 19, 2025
Price: $1,675,000
Living Area: 3,263 Sq. Ft.
2500 LEE ROAD 202
WINTER PARK, FL | Active
Listed: Feb, 06, 2025
Price: $224,999
Living Area: 956 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 06, 2025
Price: $224,999
Living Area: 956 Sq. Ft.
770 W WEBSTER AVENUE
WINTER PARK, FL | Pending
Listed: Jul, 03, 2025
Price: $725,000
Living Area: 1,008 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jul, 03, 2025
Price: $725,000
Living Area: 1,008 Sq. Ft.
668 OVERSPIN DRIVE
WINTER PARK, FL | Closed
Listed: Mar, 23, 2026
Price: $4,200
Living Area: 2,509 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 23, 2026
Price: $4,200
Living Area: 2,509 Sq. Ft.
1860 VIA CONTESSA
WINTER PARK, FL | Closed
Listed: Mar, 10, 2026
Price: $13,500
Living Area: 7,000 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 10, 2026
Price: $13,500
Living Area: 7,000 Sq. Ft.
2743 SANBINA STREET
WINTER PARK, FL | Closed
Listed: Feb, 26, 2026
Price: $2,300
Living Area: 1,226 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 26, 2026
Price: $2,300
Living Area: 1,226 Sq. Ft.
2500 LEE ROAD 232
WINTER PARK, FL | Active
Listed: May, 06, 2026
Price: $164,900
Living Area: 645 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 06, 2026
Price: $164,900
Living Area: 645 Sq. Ft.
1302 RAINTREE PLACE
WINTER PARK, FL | Closed
Listed: Oct, 16, 2025
Price: $4,995,000
Living Area: 4,738 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 16, 2025
Price: $4,995,000
Living Area: 4,738 Sq. Ft.
1521 CHESTNUT AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 14, 2026
Price: $6,500
Living Area: 2,842 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 14, 2026
Price: $6,500
Living Area: 2,842 Sq. Ft.
473 FLETCHER PLACE
WINTER PARK, FL | Closed
Listed: Nov, 01, 2025
Price: $3,250,000
Living Area: 4,296 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 01, 2025
Price: $3,250,000
Living Area: 4,296 Sq. Ft.
2020 VIA TUSCANY
WINTER PARK, FL | Closed
Listed: Apr, 16, 2026
Price: $4,195,000
Living Area: 4,665 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 16, 2026
Price: $4,195,000
Living Area: 4,665 Sq. Ft.
2040 RANDALL CIRCLE
WINTER PARK, FL | Pending
Listed: Mar, 05, 2026
Price: $3,350,000
Living Area: 4,636 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 05, 2026
Price: $3,350,000
Living Area: 4,636 Sq. Ft.
850 JUANITA RAEL
WINTER PARK, FL | Closed
Listed: Jan, 07, 2026
Price: $1,425,000
Living Area: 2,306 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 07, 2026
Price: $1,425,000
Living Area: 2,306 Sq. Ft.
1960 WINTER PARK ROAD
WINTER PARK, FL | Pending
Listed: May, 07, 2026
Price: $899,000
Living Area: 1,864 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 07, 2026
Price: $899,000
Living Area: 1,864 Sq. Ft.
2500 LEE ROAD 237
WINTER PARK, FL | Active
Listed: Jan, 02, 2026
Price: $169,000
Living Area: 645 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 02, 2026
Price: $169,000
Living Area: 645 Sq. Ft.
100 S INTERLACHEN AVENUE 503
WINTER PARK, FL | Pending
Listed: Sep, 10, 2025
Price: $879,000
Living Area: 1,143 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Sep, 10, 2025
Price: $879,000
Living Area: 1,143 Sq. Ft.
1340 PLACE PICARDY
WINTER PARK, FL | Pending
Listed: Feb, 12, 2026
Price: $1,599,000
Living Area: 3,459 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Feb, 12, 2026
Price: $1,599,000
Living Area: 3,459 Sq. Ft.
1415 HARMON AVENUE
WINTER PARK, FL | Active
Listed: May, 27, 2026
Price: $3,060
Living Area: 1,700 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 27, 2026
Price: $3,060
Living Area: 1,700 Sq. Ft.
720 W WEBSTER AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 19, 2026
Price: $525,000
Living Area: 1,356 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 19, 2026
Price: $525,000
Living Area: 1,356 Sq. Ft.
958 HANOVER AVENUE
WINTER PARK, FL | Closed
Listed: Mar, 05, 2026
Price: $490,000
Living Area: 1,378 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 05, 2026
Price: $490,000
Living Area: 1,378 Sq. Ft.
872 GRANVILLE DRIVE
WINTER PARK, FL | Closed
Listed: Mar, 26, 2026
Price: $2,200,000
Living Area: 3,195 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 26, 2026
Price: $2,200,000
Living Area: 3,195 Sq. Ft.
311 E MORSE BOULEVARD 6-12
WINTER PARK, FL | Active
Listed: Jun, 03, 2026
Price: $275,000
Living Area: 570 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 03, 2026
Price: $275,000
Living Area: 570 Sq. Ft.
1120 WISCONSIN AVENUE
WINTER PARK, FL | Active
Listed: May, 26, 2026
Price: $1,095,000
Living Area: 2,213 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 26, 2026
Price: $1,095,000
Living Area: 2,213 Sq. Ft.
230 E ROCKWOOD WAY
WINTER PARK, FL | Pending
Listed: Jun, 04, 2026
Price: $2,189,000
Living Area: 3,374 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 04, 2026
Price: $2,189,000
Living Area: 3,374 Sq. Ft.
1250 S DENNING DRIVE 117
WINTER PARK, FL | Closed
Listed: Apr, 23, 2026
Price: $240,000
Living Area: 908 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 23, 2026
Price: $240,000
Living Area: 908 Sq. Ft.
1500 HARRIS CIRCLE
WINTER PARK, FL | Active
Listed: Feb, 11, 2026
Price: $1,195,000
Living Area: 2,096 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 11, 2026
Price: $1,195,000
Living Area: 2,096 Sq. Ft.
1695 LEE ROAD E116
WINTER PARK, FL | Pending
Listed: May, 04, 2026
Price: $110,000
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 04, 2026
Price: $110,000
Living Area: 1,149 Sq. Ft.
800 JUANITA RAEL
WINTER PARK, FL | Pending
Listed: Apr, 08, 2026
Price: $2,300,000
Living Area: 4,021 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 08, 2026
Price: $2,300,000
Living Area: 4,021 Sq. Ft.
311 E MORSE BOULEVARD 7-19
WINTER PARK, FL | Active
Listed: Dec, 19, 2025
Price: $284,900
Living Area: 482 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 19, 2025
Price: $284,900
Living Area: 482 Sq. Ft.
860 N DENNING DRIVE
WINTER PARK, FL | Active
Listed: Jun, 01, 2026
Price: $724,900
Living Area: 1,411 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 01, 2026
Price: $724,900
Living Area: 1,411 Sq. Ft.
1404 CLAY STREET
WINTER PARK, FL | Pending
Listed: May, 25, 2026
Price: $2,800
Living Area: 1,440 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 25, 2026
Price: $2,800
Living Area: 1,440 Sq. Ft.
950 HANOVER AVENUE
WINTER PARK, FL | Active
Listed: Apr, 10, 2026
Price: $460,000
Living Area: 1,606 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 10, 2026
Price: $460,000
Living Area: 1,606 Sq. Ft.
1701 SUMMERLAND AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 17, 2026
Price: $4,550,000
Living Area: 5,253 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 17, 2026
Price: $4,550,000
Living Area: 5,253 Sq. Ft.
643 N PARK AVENUE
WINTER PARK, FL | Active
Listed: May, 14, 2026
Price: $4,295,000
Living Area: 4,231 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 14, 2026
Price: $4,295,000
Living Area: 4,231 Sq. Ft.
738 S PENNSYLVANIA AVENUE
WINTER PARK, FL | Pending
Listed: Jun, 01, 2026
Price: $735,000
Living Area: 1,739 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 01, 2026
Price: $735,000
Living Area: 1,739 Sq. Ft.
2500 LEE ROAD 104
WINTER PARK, FL | Active
Listed: Jun, 09, 2026
Price: $259,999
Living Area: 956 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 09, 2026
Price: $259,999
Living Area: 956 Sq. Ft.
1137 SOUTH PENNSYLVANIA AVENUE
WINTER PARK, FL | Active
Listed: Jun, 07, 2026
Price: $2,995
Living Area: 1,500 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 07, 2026
Price: $2,995
Living Area: 1,500 Sq. Ft.
151 N ORLANDO AVENUE #115
WINTER PARK, FL | Active
Listed: Dec, 01, 2025
Price: $298,000
Living Area: 710 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 01, 2025
Price: $298,000
Living Area: 710 Sq. Ft.
690 OSCEOLA AVE
St Augustine, FL | Closed
Listed: Sep, 05, 2012
Price: $269,000
Living Area: 1,400 Sq. Ft.
St Augustine, FL | Closed
Listed: Sep, 05, 2012
Price: $269,000
Living Area: 1,400 Sq. Ft.
763 Overspin Drive
Winter Park, FL | Active
Listed: Nov, 08, 2025
Price: $699,000
Living Area: 0 Sq. Ft.
Winter Park, FL | Active
Listed: Nov, 08, 2025
Price: $699,000
Living Area: 0 Sq. Ft.
1701 GOODRICH AVENUE
WINTER PARK, FL | Pending
Listed: Apr, 14, 2026
Price: $709,000
Living Area: 1,528 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 14, 2026
Price: $709,000
Living Area: 1,528 Sq. Ft.
700 MELROSE AVENUE H4
WINTER PARK, FL | Active
Listed: May, 22, 2026
Price: $290,000
Living Area: 1,074 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 22, 2026
Price: $290,000
Living Area: 1,074 Sq. Ft.
1235 VIA ESTRELLA
WINTER PARK, FL | Closed
Listed: Mar, 09, 2026
Price: $5,895
Living Area: 2,207 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 09, 2026
Price: $5,895
Living Area: 2,207 Sq. Ft.
1782 PINE AVENUE
WINTER PARK, FL | Active
Listed: Mar, 11, 2026
Price: $3,875,000
Living Area: 4,782 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 11, 2026
Price: $3,875,000
Living Area: 4,782 Sq. Ft.
1473 Berkshire Avenue, Winter Park, FL 32789
Winter Park, FL | Withdrawn
Listed: Jun, 12, 2025
Price: $1,499,000
Living Area: 2,895 Sq. Ft.
Winter Park, FL | Withdrawn
Listed: Jun, 12, 2025
Price: $1,499,000
Living Area: 2,895 Sq. Ft.
240 N Phelps Avenue, Winter Park, FL 32789
Winter Park, FL | Withdrawn
Listed: Mar, 09, 2026
Price: $2,279,000
Living Area: 2,889 Sq. Ft.
Winter Park, FL | Withdrawn
Listed: Mar, 09, 2026
Price: $2,279,000
Living Area: 2,889 Sq. Ft.
119 OAK GROVE ROAD
WINTER PARK, FL | Closed
Listed: Apr, 06, 2026
Price: $285,000
Living Area: 1,134 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 06, 2026
Price: $285,000
Living Area: 1,134 Sq. Ft.
2142 BLOSSOM LANE
WINTER PARK, FL | Pending
Listed: May, 18, 2026
Price: $399,900
Living Area: 1,363 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 18, 2026
Price: $399,900
Living Area: 1,363 Sq. Ft.
648 W SWOOPE AVENUE
WINTER PARK, FL | Pending
Listed: Jun, 08, 2026
Price: $2,700
Living Area: 960 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 08, 2026
Price: $2,700
Living Area: 960 Sq. Ft.
1437 MILLER AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 30, 2026
Price: $750,000
Living Area: 2,150 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 30, 2026
Price: $750,000
Living Area: 2,150 Sq. Ft.
1981 BLUE RIDGE ROAD
WINTER PARK, FL | Active
Listed: Apr, 27, 2026
Price: $1,150,000
Living Area: 2,750 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 27, 2026
Price: $1,150,000
Living Area: 2,750 Sq. Ft.
2689 Mission Road A
Tallahassee, FL | Closed
Listed: Jul, 22, 2011
Price: $600
Living Area: 828 Sq. Ft.
Tallahassee, FL | Closed
Listed: Jul, 22, 2011
Price: $600
Living Area: 828 Sq. Ft.
