Listings in 32789 - Leon County, Florida
Displaying 1 – 200 of 490 Real estate listings
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
1570 PALMER AVENUE
WINTER PARK, FL | Active
Listed: Mar, 23, 2026
Price: $1,640,000
Living Area: 3,048 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 23, 2026
Price: $1,640,000
Living Area: 3,048 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.
660 OSCEOLA AVENUE 101
WINTER PARK, FL | Closed
Listed: Nov, 07, 2025
Price: $2,195,000
Living Area: 2,714 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 07, 2025
Price: $2,195,000
Living Area: 2,714 Sq. Ft.
1695 LEE ROAD C216
WINTER PARK, FL | Closed
Listed: Dec, 16, 2025
Price: $1,650
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 16, 2025
Price: $1,650
Living Area: 1,149 Sq. Ft.
1711 BARCELONA WAY
WINTER PARK, FL | Pending
Listed: Jan, 07, 2026
Price: $2,100,000
Living Area: 3,669 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jan, 07, 2026
Price: $2,100,000
Living Area: 3,669 Sq. Ft.
1517 HARMON AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 10, 2026
Price: $560,000
Living Area: 2,035 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 10, 2026
Price: $560,000
Living Area: 2,035 Sq. Ft.
1713 ELIZABETHS WALK
WINTER PARK, FL | Closed
Listed: Apr, 15, 2026
Price: $1,850,000
Living Area: 3,670 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 15, 2026
Price: $1,850,000
Living Area: 3,670 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.
259 E CANTON AVENUE 259
WINTER PARK, FL | Pending
Listed: Mar, 10, 2026
Price: $619,000
Living Area: 1,040 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 10, 2026
Price: $619,000
Living Area: 1,040 Sq. Ft.
1640 PALM AVENUE
WINTER PARK, FL | Closed
Listed: Mar, 29, 2026
Price: $5,250
Living Area: 1,946 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 29, 2026
Price: $5,250
Living Area: 1,946 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.
2503 VERSAILLES AVENUE
WINTER PARK, FL | Pending
Listed: Dec, 10, 2025
Price: $2,184,000
Living Area: 4,026 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Dec, 10, 2025
Price: $2,184,000
Living Area: 4,026 Sq. Ft.
1723 CHESTNUT AVENUE
WINTER PARK, FL | Pending
Listed: May, 05, 2026
Price: $1,125,000
Living Area: 2,608 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 05, 2026
Price: $1,125,000
Living Area: 2,608 Sq. Ft.
300 CAROLINA AVENUE 207
WINTER PARK, FL | Closed
Listed: Mar, 19, 2026
Price: $495,000
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 19, 2026
Price: $495,000
Living Area: 1,149 Sq. Ft.
1360 ALABAMA DRIVE
WINTER PARK, FL | Closed
Listed: Feb, 02, 2026
Price: $2,500
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 02, 2026
Price: $2,500
Living Area: 0 Sq. Ft.
2408 LAFAYETTE AVENUE
WINTER PARK, FL | Active
Listed: Apr, 09, 2026
Price: $1,495,000
Living Area: 2,838 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 09, 2026
Price: $1,495,000
Living Area: 2,838 Sq. Ft.
830 Carver Street
Other Florida, FL | Closed
Listed: Mar, 04, 2015
Price: $150,000
Living Area: 1,038 Sq. Ft.
Other Florida, FL | Closed
Listed: Mar, 04, 2015
Price: $150,000
Living Area: 1,038 Sq. Ft.
1881 W FAIRBANKS AVENUE
WINTER PARK, FL | Pending
Listed: Apr, 22, 2026
Price: $700,000
Living Area: 1,264 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 22, 2026
Price: $700,000
Living Area: 1,264 Sq. Ft.
700 PINETREE ROAD
WINTER PARK, FL | Closed
Listed: Feb, 23, 2026
Price: $3,295,000
Living Area: 3,897 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 23, 2026
Price: $3,295,000
Living Area: 3,897 Sq. Ft.
770 BAFFIE AVENUE
WINTER PARK, FL | Pending
Listed: May, 14, 2026
Price: $2,100
Living Area: 1,381 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 14, 2026
Price: $2,100
Living Area: 1,381 Sq. Ft.
1695 LEE ROAD C206
WINTER PARK, FL | Active
Listed: Mar, 23, 2026
Price: $1,595
Living Area: 881 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 23, 2026
Price: $1,595
Living Area: 881 Sq. Ft.
300 CAROLINA AVENUE 402C
WINTER PARK, FL | Active
Listed: May, 22, 2026
Price: $750,000
Living Area: 1,350 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 22, 2026
Price: $750,000
Living Area: 1,350 Sq. Ft.
1741 OAKHURST AVENUE
WINTER PARK, FL | Closed
Listed: May, 18, 2026
Price: $830,000
Living Area: 1,318 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 18, 2026
Price: $830,000
Living Area: 1,318 Sq. Ft.
1500 GAY ROAD 17D
WINTER PARK, FL | Active
Listed: May, 16, 2026
Price: $259,900
Living Area: 1,026 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 16, 2026
Price: $259,900
Living Area: 1,026 Sq. Ft.
1110 ALABAMA DRIVE
WINTER PARK, FL | Active
Listed: Apr, 02, 2026
Price: $1,699,000
Living Area: 2,488 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 02, 2026
Price: $1,699,000
Living Area: 2,488 Sq. Ft.
2973 SANBINA STREET
WINTER PARK, FL | Active
Listed: May, 15, 2026
Price: $377,880
Living Area: 1,128 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 15, 2026
Price: $377,880
Living Area: 1,128 Sq. Ft.
650 DIXIE PARKWAY
WINTER PARK, FL | Pending
Listed: May, 18, 2026
Price: $4,250,000
Living Area: 6,007 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 18, 2026
Price: $4,250,000
Living Area: 6,007 Sq. Ft.
443 BELOIT AVENUE
WINTER PARK, FL | Closed
Listed: May, 20, 2026
Price: $6,800
Living Area: 2,964 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 20, 2026
Price: $6,800
Living Area: 2,964 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.
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.
521 FAIRFAX AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 27, 2026
Price: $790,000
Living Area: 2,112 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 27, 2026
Price: $790,000
Living Area: 2,112 Sq. Ft.
1261 INDIANA AVENUE
WINTER PARK, FL | Active
Listed: Apr, 20, 2026
Price: $539,000
Living Area: 1,660 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 20, 2026
Price: $539,000
Living Area: 1,660 Sq. Ft.
2501 WINTER PARK ROAD
WINTER PARK, FL | Active
Listed: Mar, 04, 2026
Price: $1,649,000
Living Area: 3,304 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 04, 2026
Price: $1,649,000
Living Area: 3,304 Sq. Ft.
2157 LAKE DRIVE
WINTER PARK, FL | Active
Listed: May, 30, 2026
Price: $689,000
Living Area: 2,124 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 30, 2026
Price: $689,000
Living Area: 2,124 Sq. Ft.
2024 LAKE DRIVE
WINTER PARK, FL | Pending
Listed: May, 20, 2026
Price: $14,000
Living Area: 4,027 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 20, 2026
Price: $14,000
Living Area: 4,027 Sq. Ft.
1624 BARCELONA WAY
WINTER PARK, FL | Active
Listed: Nov, 20, 2025
Price: $2,235,000
Living Area: 3,818 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 20, 2025
Price: $2,235,000
Living Area: 3,818 Sq. Ft.
269 E CANTON AVENUE 269
WINTER PARK, FL | Active
Listed: May, 21, 2026
Price: $989,500
Living Area: 1,109 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 21, 2026
Price: $989,500
Living Area: 1,109 Sq. Ft.
670 WILLIAMS DRIVE
WINTER PARK, FL | Pending
Listed: May, 06, 2026
Price: $2,895,000
Living Area: 4,091 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 06, 2026
Price: $2,895,000
Living Area: 4,091 Sq. Ft.
1760 VIA VENETIA
WINTER PARK, FL | Closed
Listed: Mar, 27, 2026
Price: $4,650,000
Living Area: 6,242 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 27, 2026
Price: $4,650,000
Living Area: 6,242 Sq. Ft.
1555 MICHIGAN AVENUE
WINTER PARK, FL | Closed
Listed: Mar, 30, 2026
Price: $1,450
Living Area: 800 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 30, 2026
Price: $1,450
Living Area: 800 Sq. Ft.
1815 BARKER DRIVE
WINTER PARK, FL | Closed
Listed: Feb, 27, 2026
Price: $4,000
Living Area: 1,548 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 27, 2026
Price: $4,000
Living Area: 1,548 Sq. Ft.
1036 ARAGON AVENUE
WINTER PARK, FL | Pending
Listed: Feb, 13, 2026
Price: $500,000
Living Area: 1,073 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Feb, 13, 2026
Price: $500,000
Living Area: 1,073 Sq. Ft.
2418 EUSTON ROAD
WINTER PARK, FL | Active
Listed: May, 21, 2026
Price: $749,000
Living Area: 2,228 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 21, 2026
Price: $749,000
Living Area: 2,228 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.
1181 VIA CAPRI
WINTER PARK, FL | Closed
Listed: Mar, 18, 2026
Price: $1,800,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 18, 2026
Price: $1,800,000
Living Area: 0 Sq. Ft.
1822 GREENWICH AVENUE
WINTER PARK, FL | Closed
Listed: Oct, 24, 2025
Price: $995,000
Living Area: 1,627 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 24, 2025
Price: $995,000
Living Area: 1,627 Sq. Ft.
1336 COLLEGE POINT
WINTER PARK, FL | Closed
Listed: Dec, 10, 2025
Price: $4,595,000
Living Area: 3,181 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 10, 2025
Price: $4,595,000
Living Area: 3,181 Sq. Ft.
747 MARYLAND AVENUE
WINTER PARK, FL | Active
Listed: Jun, 01, 2026
Price: $2,500
Living Area: 786 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 01, 2026
Price: $2,500
Living Area: 786 Sq. Ft.
1321 FAIRVIEW AVENUE
WINTER PARK, FL | Pending
Listed: Jun, 01, 2026
Price: $1,200,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 01, 2026
Price: $1,200,000
Living Area: 0 Sq. Ft.
1441 CARDINAL COURT
WINTER PARK, FL | Active
Listed: Apr, 15, 2026
Price: $4,285,000
Living Area: 4,066 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 15, 2026
Price: $4,285,000
Living Area: 4,066 Sq. Ft.
1830 STAUNTON AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 24, 2026
Price: $3,200
Living Area: 1,590 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 24, 2026
Price: $3,200
Living Area: 1,590 Sq. Ft.
2428 LOTAFUN AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 22, 2026
Price: $3,200
Living Area: 1,534 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 22, 2026
Price: $3,200
Living Area: 1,534 Sq. Ft.
106 S INTERLACHEN AVENUE 518
WINTER PARK, FL | Active
Listed: Apr, 21, 2026
Price: $1,899,900
Living Area: 1,807 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 21, 2026
Price: $1,899,900
Living Area: 1,807 Sq. Ft.
2823 WRIGHT AVENUE
WINTER PARK, FL | Pending
Listed: Apr, 11, 2026
Price: $899,900
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 11, 2026
Price: $899,900
Living Area: 0 Sq. Ft.
125 S INTERLACHEN AVENUE 2
WINTER PARK, FL | Coming Soon
Listed: May, 27, 2026
Price: $2,995,000
Living Area: 3,244 Sq. Ft.
WINTER PARK, FL | Coming Soon
Listed: May, 27, 2026
Price: $2,995,000
Living Area: 3,244 Sq. Ft.
1441 ONECO AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 02, 2026
Price: $5,700
Living Area: 2,531 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 02, 2026
Price: $5,700
Living Area: 2,531 Sq. Ft.
1741 WESTCHESTER AVENUE
WINTER PARK, FL | Active
Listed: Apr, 16, 2026
Price: $595,000
Living Area: 1,434 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 16, 2026
Price: $595,000
Living Area: 1,434 Sq. Ft.
649 N PARK AVENUE
WINTER PARK, FL | Active
Listed: May, 30, 2026
Price: $3,500,000
Living Area: 3,180 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 30, 2026
Price: $3,500,000
Living Area: 3,180 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.
436 N KNOWLES AVENUE
WINTER PARK, FL | Pending
Listed: Jun, 03, 2026
Price: $2,450,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jun, 03, 2026
Price: $2,450,000
Living Area: 0 Sq. Ft.
2111 MALLARD CIRCLE
WINTER PARK, FL | Active
Listed: Apr, 23, 2026
Price: $1,245,000
Living Area: 2,667 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 23, 2026
Price: $1,245,000
Living Area: 2,667 Sq. Ft.
433 CAROLINA AVENUE
WINTER PARK, FL | Closed
Listed: May, 06, 2026
Price: $1,395,000
Living Area: 2,771 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 06, 2026
Price: $1,395,000
Living Area: 2,771 Sq. Ft.
1760 ALABAMA DRIVE
WINTER PARK, FL | Closed
Listed: Mar, 03, 2026
Price: $2,198,000
Living Area: 2,841 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 03, 2026
Price: $2,198,000
Living Area: 2,841 Sq. Ft.
110 KILLARNEY BAY COURT 1
WINTER PARK, FL | Closed
Listed: Mar, 20, 2026
Price: $2,550
Living Area: 1,140 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 20, 2026
Price: $2,550
Living Area: 1,140 Sq. Ft.
2779 SANBINA STREET
WINTER PARK, FL | Pending
Listed: Mar, 13, 2026
Price: $429,000
Living Area: 1,405 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 13, 2026
Price: $429,000
Living Area: 1,405 Sq. Ft.
1776 MONDRIAN CIRCLE
WINTER PARK, FL | Closed
Listed: Apr, 17, 2026
Price: $5,500
Living Area: 2,193 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 17, 2026
Price: $5,500
Living Area: 2,193 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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
1881 LAKE SPIER DRIVE
WINTER PARK, FL | Active
Listed: Apr, 06, 2026
Price: $1,350,000
Living Area: 1,750 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 06, 2026
Price: $1,350,000
Living Area: 1,750 Sq. Ft.
1137 OAKS BOULEVARD
WINTER PARK, FL | Closed
Listed: Feb, 05, 2026
Price: $634,900
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 05, 2026
Price: $634,900
Living Area: 1,149 Sq. Ft.
1380 INDIANA AVENUE 3
WINTER PARK, FL | Closed
Listed: Feb, 04, 2026
Price: $1,395
Living Area: 920 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 04, 2026
Price: $1,395
Living Area: 920 Sq. Ft.
1891 OGLESBY AVENUE
WINTER PARK, FL | Closed
Listed: Dec, 11, 2025
Price: $2,970
Living Area: 1,195 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 11, 2025
Price: $2,970
Living Area: 1,195 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.
726/720 N PENNSYLVANIA AVENUE
WINTER PARK, FL | Active
Listed: Apr, 27, 2026
Price: $1,185,999
Living Area: 2,282 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 27, 2026
Price: $1,185,999
Living Area: 2,282 Sq. Ft.
1117 KENWOOD AVENUE
WINTER PARK, FL | Pending
Listed: Mar, 20, 2026
Price: $3,978,900
Living Area: 4,353 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 20, 2026
Price: $3,978,900
Living Area: 4,353 Sq. Ft.
2420 EUSTON ROAD
WINTER PARK, FL | Closed
Listed: Mar, 30, 2026
Price: $1,775
Living Area: 931 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 30, 2026
Price: $1,775
Living Area: 931 Sq. Ft.
535 N INTERLACHEN AVENUE 203
WINTER PARK, FL | Closed
Listed: Oct, 03, 2025
Price: $550,000
Living Area: 986 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 03, 2025
Price: $550,000
Living Area: 986 Sq. Ft.
700 MELROSE AVENUE J1
WINTER PARK, FL | Closed
Listed: Mar, 24, 2026
Price: $350,000
Living Area: 1,074 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 24, 2026
Price: $350,000
Living Area: 1,074 Sq. Ft.
1760 LEGION DRIVE
WINTER PARK, FL | Active
Listed: Feb, 18, 2026
Price: $2,295,000
Living Area: 4,392 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 18, 2026
Price: $2,295,000
Living Area: 4,392 Sq. Ft.
1660 PALMER AVENUE
WINTER PARK, FL | Pending
Listed: Feb, 20, 2025
Price: $4,950,000
Living Area: 6,406 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Feb, 20, 2025
Price: $4,950,000
Living Area: 6,406 Sq. Ft.
550 PALMER AVENUE
WINTER PARK, FL | Active
Listed: Oct, 22, 2025
Price: $6,495,000
Living Area: 5,939 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 22, 2025
Price: $6,495,000
Living Area: 5,939 Sq. Ft.
1636 ELIZABETHS WALK
WINTER PARK, FL | Pending
Listed: Apr, 03, 2026
Price: $2,195,000
Living Area: 3,412 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 03, 2026
Price: $2,195,000
Living Area: 3,412 Sq. Ft.
633 BALMORAL ROAD
WINTER PARK, FL | Closed
Listed: Oct, 20, 2025
Price: $1,795,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 20, 2025
Price: $1,795,000
Living Area: 0 Sq. Ft.
781 NORTHWOOD CIRCLE
WINTER PARK, FL | Closed
Listed: Mar, 31, 2026
Price: $775,000
Living Area: 1,566 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 31, 2026
Price: $775,000
Living Area: 1,566 Sq. Ft.
1931 STAUNTON AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 22, 2026
Price: $2,350
Living Area: 1,355 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 22, 2026
Price: $2,350
Living Area: 1,355 Sq. Ft.
620 PINETREE ROAD
WINTER PARK, FL | Active
Listed: Apr, 09, 2026
Price: $2,790,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 09, 2026
Price: $2,790,000
Living Area: 0 Sq. Ft.
653 SYMONDS AVENUE
WINTER PARK, FL | Pending
Listed: Apr, 30, 2026
Price: $3,200
Living Area: 1,536 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 30, 2026
Price: $3,200
Living Area: 1,536 Sq. Ft.
1841 HARLAND PARK DRIVE
WINTER PARK, FL | Closed
Listed: Dec, 27, 2025
Price: $1,895,000
Living Area: 3,470 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Dec, 27, 2025
Price: $1,895,000
Living Area: 3,470 Sq. Ft.
157 E NEW ENGLAND AVENUE 302
WINTER PARK, FL | Active
Listed: May, 08, 2026
Price: $425,000
Living Area: 940 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 08, 2026
Price: $425,000
Living Area: 940 Sq. Ft.
135 W SWOOPE AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 03, 2026
Price: $2,540,000
Living Area: 2,667 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 03, 2026
Price: $2,540,000
Living Area: 2,667 Sq. Ft.
1814 BARKER DRIVE
WINTER PARK, FL | Active
Listed: Mar, 31, 2026
Price: $10,000
Living Area: 4,200 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 31, 2026
Price: $10,000
Living Area: 4,200 Sq. Ft.
1606 MILLER AVENUE
WINTER PARK, FL | Active
Listed: May, 08, 2026
Price: $1,249,900
Living Area: 2,936 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 08, 2026
Price: $1,249,900
Living Area: 2,936 Sq. Ft.
1500 GAY ROAD 8D
WINTER PARK, FL | Closed
Listed: Mar, 26, 2026
Price: $267,000
Living Area: 1,026 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 26, 2026
Price: $267,000
Living Area: 1,026 Sq. Ft.
2500 LEE ROAD 208
WINTER PARK, FL | Active
Listed: Apr, 08, 2025
Price: $175,000
Living Area: 956 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 08, 2025
Price: $175,000
Living Area: 956 Sq. Ft.
518 SHOREVIEW AVENUE
WINTER PARK, FL | Closed
Listed: Mar, 22, 2026
Price: $490,090
Living Area: 1,609 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 22, 2026
Price: $490,090
Living Area: 1,609 Sq. Ft.
765 BAFFIE AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 25, 2026
Price: $380,000
Living Area: 936 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 25, 2026
Price: $380,000
Living Area: 936 Sq. Ft.
141 GLENRIDGE WAY
WINTER PARK, FL | Pending
Listed: Mar, 27, 2026
Price: $3,250,000
Living Area: 5,243 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 27, 2026
Price: $3,250,000
Living Area: 5,243 Sq. Ft.
1500 GAY ROAD 24B
WINTER PARK, FL | Active
Listed: Sep, 30, 2025
Price: $259,500
Living Area: 1,026 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 30, 2025
Price: $259,500
Living Area: 1,026 Sq. Ft.
106 S INTERLACHEN AVENUE 118
WINTER PARK, FL | Active
Listed: Feb, 06, 2026
Price: $1,360,000
Living Area: 1,834 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 06, 2026
Price: $1,360,000
Living Area: 1,834 Sq. Ft.
151 N ORLANDO AVENUE 203
WINTER PARK, FL | Closed
Listed: Apr, 10, 2026
Price: $2,300
Living Area: 800 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 10, 2026
Price: $2,300
Living Area: 800 Sq. Ft.
1581 FOREST AVENUE
WINTER PARK, FL | Active
Listed: Mar, 12, 2026
Price: $3,393,000
Living Area: 4,683 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 12, 2026
Price: $3,393,000
Living Area: 4,683 Sq. Ft.
1821 KILLARNEY DRIVE
WINTER PARK, FL | Active
Listed: May, 25, 2026
Price: $599,999
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 25, 2026
Price: $599,999
Living Area: 0 Sq. Ft.
151 N ORLANDO AVENUE 259
WINTER PARK, FL | Active
Listed: May, 20, 2026
Price: $239,000
Living Area: 582 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 20, 2026
Price: $239,000
Living Area: 582 Sq. Ft.
1034 TURNER ROAD
WINTER PARK, FL | Pending
Listed: Mar, 12, 2026
Price: $699,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 12, 2026
Price: $699,000
Living Area: 0 Sq. Ft.
1521 HARRIS CIRCLE
WINTER PARK, FL | Closed
Listed: May, 27, 2026
Price: $4,500,000
Living Area: 3,922 Sq. Ft.
WINTER PARK, FL | Closed
Listed: May, 27, 2026
Price: $4,500,000
Living Area: 3,922 Sq. Ft.
1695 Lee Road D213, Winter Park, FL 32789
Winter Park, FL | Active
Listed: Apr, 10, 2026
Price: $1,300
Living Area: 881 Sq. Ft.
Winter Park, FL | Active
Listed: Apr, 10, 2026
Price: $1,300
Living Area: 881 Sq. Ft.
2838 WRIGHT AVENUE
WINTER PARK, FL | Active
Listed: Apr, 22, 2026
Price: $2,399,000
Living Area: 3,479 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 22, 2026
Price: $2,399,000
Living Area: 3,479 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.
1200 VIA SALERNO
WINTER PARK, FL | Active
Listed: Feb, 13, 2026
Price: $5,995,000
Living Area: 5,476 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 13, 2026
Price: $5,995,000
Living Area: 5,476 Sq. Ft.
440 CAMBRIDGE BOULEVARD
WINTER PARK, FL | Pending
Listed: May, 07, 2026
Price: $380,000
Living Area: 988 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 07, 2026
Price: $380,000
Living Area: 988 Sq. Ft.
2614 PARKLAND DRIVE
WINTER PARK, FL | Active
Listed: Apr, 20, 2025
Price: $1,924,450
Living Area: 3,307 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 20, 2025
Price: $1,924,450
Living Area: 3,307 Sq. Ft.
1701 WALNUT AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 08, 2026
Price: $7,800
Living Area: 3,819 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 08, 2026
Price: $7,800
Living Area: 3,819 Sq. Ft.
1550 NORFOLK AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 30, 2026
Price: $725,000
Living Area: 1,762 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 30, 2026
Price: $725,000
Living Area: 1,762 Sq. Ft.
543 E LAKE SUE AVENUE
WINTER PARK, FL | Closed
Listed: Apr, 09, 2026
Price: $1,875,000
Living Area: 3,657 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Apr, 09, 2026
Price: $1,875,000
Living Area: 3,657 Sq. Ft.
300 CAROLINA AVENUE 301
WINTER PARK, FL | Active
Listed: Jun, 04, 2026
Price: $739,000
Living Area: 1,305 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 04, 2026
Price: $739,000
Living Area: 1,305 Sq. Ft.
2333 WESTMINSTER COURT
WINTER PARK, FL | Active
Listed: May, 17, 2026
Price: $699,000
Living Area: 1,877 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 17, 2026
Price: $699,000
Living Area: 1,877 Sq. Ft.
1581 MAGNOLIA AVE
WINTER PARK, FL | Active
Listed: Apr, 28, 2026
Price: $1,495,000
Living Area: 2,756 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 28, 2026
Price: $1,495,000
Living Area: 2,756 Sq. Ft.
1407 MILLER AVENUE
WINTER PARK, FL | Pending
Listed: May, 14, 2026
Price: $899,000
Living Area: 1,884 Sq. Ft.
WINTER PARK, FL | Pending
Listed: May, 14, 2026
Price: $899,000
Living Area: 1,884 Sq. Ft.
1250 FORMOSA AVENUE
WINTER PARK, FL | Active
Listed: Jun, 03, 2026
Price: $560,000
Living Area: 1,937 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 03, 2026
Price: $560,000
Living Area: 1,937 Sq. Ft.
1807 HAMMERLIN AVENUE G
WINTER PARK, FL | Active
Listed: Mar, 17, 2026
Price: $525,000
Living Area: 1,818 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 17, 2026
Price: $525,000
Living Area: 1,818 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.
1009 LAKE BELL DRIVE
WINTER PARK, FL | Active
Listed: May, 22, 2026
Price: $699,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 22, 2026
Price: $699,000
Living Area: 0 Sq. Ft.
2430 CHANTILLY AVENUE
WINTER PARK, FL | Active
Listed: May, 14, 2026
Price: $1,665,000
Living Area: 2,916 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 14, 2026
Price: $1,665,000
Living Area: 2,916 Sq. Ft.
318 VITORIA AVENUE
WINTER PARK, FL | Active
Listed: Mar, 04, 2026
Price: $1,980,000
Living Area: 2,433 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 04, 2026
Price: $1,980,000
Living Area: 2,433 Sq. Ft.
1885 TEMPLE DRIVE
WINTER PARK, FL | Active
Listed: Nov, 10, 2025
Price: $2,225,000
Living Area: 3,691 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 10, 2025
Price: $2,225,000
Living Area: 3,691 Sq. Ft.
1751 GLENCOE ROAD
WINTER PARK, FL | Active
Listed: Nov, 04, 2025
Price: $3,390,000
Living Area: 4,520 Sq. Ft.
WINTER PARK, FL | Active
Listed: Nov, 04, 2025
Price: $3,390,000
Living Area: 4,520 Sq. Ft.
1800 MAGNOLIA AVENUE
WINTER PARK, FL | Active
Listed: Mar, 14, 2026
Price: $1,000,000
Living Area: 2,431 Sq. Ft.
WINTER PARK, FL | Active
Listed: Mar, 14, 2026
Price: $1,000,000
Living Area: 2,431 Sq. Ft.
413 W MORSE BOULEVARD
WINTER PARK, FL | Active
Listed: Jun, 06, 2026
Price: $2,695,000
Living Area: 3,048 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 06, 2026
Price: $2,695,000
Living Area: 3,048 Sq. Ft.
241 W LAKE SUE AVENUE
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $1,200,000
Living Area: 2,304 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $1,200,000
Living Area: 2,304 Sq. Ft.
1119 S PENNSYLVANIA AVENUE
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $4,250
Living Area: 3,000 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $4,250
Living Area: 3,000 Sq. Ft.
1077 MINNESOTA AVENUE
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $1,395,000
Living Area: 3,046 Sq. Ft.
WINTER PARK, FL | Active
Listed: May, 28, 2026
Price: $1,395,000
Living Area: 3,046 Sq. Ft.
2500 LEE ROAD 244
WINTER PARK, FL | Active
Listed: Sep, 18, 2025
Price: $1,465
Living Area: 645 Sq. Ft.
WINTER PARK, FL | Active
Listed: Sep, 18, 2025
Price: $1,465
Living Area: 645 Sq. Ft.
731 MIDGET DRIVE
WINTER PARK, FL | Active
Listed: Dec, 19, 2025
Price: $899,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 19, 2025
Price: $899,000
Living Area: 0 Sq. Ft.
3601 MIDIRON DRIVE
WINTER PARK, FL | Active
Listed: Dec, 21, 2025
Price: $489,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Dec, 21, 2025
Price: $489,000
Living Area: 0 Sq. Ft.
2036 VIA TUSCANY
WINTER PARK, FL | Active
Listed: Feb, 09, 2026
Price: $2,000,000
Living Area: 2,148 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 09, 2026
Price: $2,000,000
Living Area: 2,148 Sq. Ft.
1049 N KENTUCKY AVENUE
WINTER PARK, FL | Pending
Listed: Jan, 12, 2026
Price: $6,000
Living Area: 2,112 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jan, 12, 2026
Price: $6,000
Living Area: 2,112 Sq. Ft.
865 S PENNSYLVANIA AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 20, 2026
Price: $2,650
Living Area: 1,000 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 20, 2026
Price: $2,650
Living Area: 1,000 Sq. Ft.
541 N CAPEN AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 23, 2026
Price: $2,295
Living Area: 1,251 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 23, 2026
Price: $2,295
Living Area: 1,251 Sq. Ft.
104 S INTERLACHEN AVENUE 114
WINTER PARK, FL | Closed
Listed: Mar, 03, 2026
Price: $4,500
Living Area: 1,143 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 03, 2026
Price: $4,500
Living Area: 1,143 Sq. Ft.
516 HENKEL CIRCLE
WINTER PARK, FL | Closed
Listed: Oct, 23, 2025
Price: $3,350,000
Living Area: 4,143 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 23, 2025
Price: $3,350,000
Living Area: 4,143 Sq. Ft.
1120 PRESERVE POINT DRIVE
WINTER PARK, FL | Active
Listed: Oct, 06, 2025
Price: $8,950,000
Living Area: 11,255 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 06, 2025
Price: $8,950,000
Living Area: 11,255 Sq. Ft.
1630 ELM AVENUE
WINTER PARK, FL | Pending
Listed: Mar, 16, 2026
Price: $2,385,000
Living Area: 3,408 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 16, 2026
Price: $2,385,000
Living Area: 3,408 Sq. Ft.
409 SANDLEWOOD COVE 3
WINTER PARK, FL | Closed
Listed: Mar, 31, 2026
Price: $275,000
Living Area: 1,413 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 31, 2026
Price: $275,000
Living Area: 1,413 Sq. Ft.
244 OSCEOLA COURT
WINTER PARK, FL | Closed
Listed: Jan, 08, 2026
Price: $1,200,000
Living Area: 1,837 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 08, 2026
Price: $1,200,000
Living Area: 1,837 Sq. Ft.
770 W WEBSTER AVENUE REAR LOT
WINTER PARK, FL | Pending
Listed: Jul, 03, 2025
Price: $725,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Jul, 03, 2025
Price: $725,000
Living Area: 0 Sq. Ft.
2423 VIA SIENNA
WINTER PARK, FL | Pending
Listed: Mar, 06, 2026
Price: $2,200,000
Living Area: 3,472 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Mar, 06, 2026
Price: $2,200,000
Living Area: 3,472 Sq. Ft.
1881 LAKE SPIER DRIVE
WINTER PARK, FL | Active
Listed: Apr, 07, 2026
Price: $1,350,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Active
Listed: Apr, 07, 2026
Price: $1,350,000
Living Area: 0 Sq. Ft.
1996 INDIANA AVENUE
WINTER PARK, FL | Closed
Listed: Jan, 07, 2026
Price: $249,900
Living Area: 818 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 07, 2026
Price: $249,900
Living Area: 818 Sq. Ft.
2211 AZALEA PLACE
WINTER PARK, FL | Active
Listed: Jun, 23, 2025
Price: $5,250,000
Living Area: 7,278 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jun, 23, 2025
Price: $5,250,000
Living Area: 7,278 Sq. Ft.
1695 LEE ROAD E215
WINTER PARK, FL | Active
Listed: Feb, 16, 2026
Price: $149,990
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 16, 2026
Price: $149,990
Living Area: 1,149 Sq. Ft.
132 BURKS CIRCLE
WINTER PARK, FL | Closed
Listed: Oct, 23, 2025
Price: $1,525,000
Living Area: 3,022 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Oct, 23, 2025
Price: $1,525,000
Living Area: 3,022 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.
100 S INTERLACHEN AVENUE 404
WINTER PARK, FL | Closed
Listed: Feb, 01, 2026
Price: $1,165,000
Living Area: 1,220 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 01, 2026
Price: $1,165,000
Living Area: 1,220 Sq. Ft.
721 PANSY AVENUE
WINTER PARK, FL | Active
Listed: Oct, 15, 2025
Price: $1,925,000
Living Area: 2,653 Sq. Ft.
WINTER PARK, FL | Active
Listed: Oct, 15, 2025
Price: $1,925,000
Living Area: 2,653 Sq. Ft.
611 WILLIAMS DRIVE
WINTER PARK, FL | Closed
Listed: Mar, 04, 2026
Price: $2,995,000
Living Area: 4,686 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Mar, 04, 2026
Price: $2,995,000
Living Area: 4,686 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.
421 W FAIRBANKS AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 09, 2026
Price: $3,750
Living Area: 1,750 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 09, 2026
Price: $3,750
Living Area: 1,750 Sq. Ft.
1751 GOODRICH AVENUE
WINTER PARK, FL | Active
Listed: Jan, 29, 2026
Price: $1,425,000
Living Area: 2,170 Sq. Ft.
WINTER PARK, FL | Active
Listed: Jan, 29, 2026
Price: $1,425,000
Living Area: 2,170 Sq. Ft.
311 E MORSE BOULEVARD 6-3
WINTER PARK, FL | Closed
Listed: Nov, 24, 2025
Price: $315,000
Living Area: 570 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Nov, 24, 2025
Price: $315,000
Living Area: 570 Sq. Ft.
2500 LEE ROAD 243
WINTER PARK, FL | Closed
Listed: Jun, 04, 2025
Price: $145,000
Living Area: 645 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jun, 04, 2025
Price: $145,000
Living Area: 645 Sq. Ft.
1695 LEE ROAD C202
WINTER PARK, FL | Active
Listed: Feb, 26, 2025
Price: $205,000
Living Area: 1,149 Sq. Ft.
WINTER PARK, FL | Active
Listed: Feb, 26, 2025
Price: $205,000
Living Area: 1,149 Sq. Ft.
1807 MAGNOLIA AVENUE
WINTER PARK, FL | Pending
Listed: Apr, 16, 2026
Price: $1,199,000
Living Area: 2,618 Sq. Ft.
WINTER PARK, FL | Pending
Listed: Apr, 16, 2026
Price: $1,199,000
Living Area: 2,618 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.
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.
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.
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.
2500 LEE ROAD 228
WINTER PARK, FL | Closed
Listed: Jan, 21, 2026
Price: $249,900
Living Area: 956 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Jan, 21, 2026
Price: $249,900
Living Area: 956 Sq. Ft.
1700 MIZELL AVENUE
WINTER PARK, FL | Closed
Listed: Feb, 24, 2026
Price: $1,099,000
Living Area: 2,045 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Feb, 24, 2026
Price: $1,099,000
Living Area: 2,045 Sq. Ft.
141 W LAKE SUE AVENUE
WINTER PARK, FL | Closed
Listed: Sep, 19, 2025
Price: $1,500,000
Living Area: 0 Sq. Ft.
WINTER PARK, FL | Closed
Listed: Sep, 19, 2025
Price: $1,500,000
Living Area: 0 Sq. Ft.
