33 Results
$11,900,000
1120 PRESERVE POINT DRIVE
WINTER PARK, FL 32789
7
Beds
9 | 2
Baths
11,255
SqFt
(85)
Virtual Tour
 
 
#O6269585 | House
 
$6,500,000
1400 ALABAMA DRIVE
WINTER PARK, FL 32789
5
Beds
5 | 4
Baths
7,916
SqFt
(96)
 
 
#O6285791 | House
 
$5,800,000
541 VIRGINIA DRIVE
WINTER PARK, FL 32789
4
Beds
3 | 1
Baths
4,725
SqFt
(57)
Virtual Tour
 
 
#O6268853 | House
 
$4,395,000
1840 W FAWSETT ROAD
WINTER PARK, FL 32789
5
Beds
5
Baths
4,129
SqFt
(49)
 
 
#O6289194 | House
 
$4,200,000
571 LAKE FRONT BOULEVARD
WINTER PARK, FL 32789
7
Beds
5
Baths
5,500
SqFt
(7)
Virtual Tour
 
 
#O6220284 | House
 
$3,499,500
1391 RICHMOND ROAD
WINTER PARK, FL 32789
4
Beds
5 | 1
Baths
4,635
SqFt
(66)
Virtual Tour
 
 
#O6246352 | House
 
$2,949,999
2652 LAKE HOWELL LANE
WINTER PARK, FL 32792
5
Beds
3 | 1
Baths
3,898
SqFt
(38)
 
 
#O6259891 | House
 
$2,850,000
2550 VENETIAN WAY
WINTER PARK, FL 32789
4
Beds
3 | 2
Baths
4,875
SqFt
(41)
Virtual Tour
 
 
#O6258445 | House
 
$2,379,900
301 RIPPLING LANE
WINTER PARK, FL 32789
4
Beds
4 | 2
Baths
3,694
SqFt
(43)
Virtual Tour
 
 
#A4637563 | House
 
$2,100,000
4469 OLD BEAR RUN
WINTER PARK, FL 32792
5
Beds
4 | 1
Baths
4,288
SqFt
(72)
Virtual Tour
 
 
#O6294027 | House
 
$1,739,000
279 RIPPLING LANE
WINTER PARK, FL 32789
4
Beds
3
Baths
3,472
SqFt
(55)
Virtual Tour
Open House: May 3, 2025, 1:00 PM - 3:00 PM
 
#O6230955 | House
 
$1,690,000
8041 LAKE WAUNATTA DRIVE
WINTER PARK, FL 32792
5
Beds
4 | 1
Baths
5,329
SqFt
(85)
Virtual Tour
 
 
#O6295392 | House
 
$1,645,000
7841 GEORGEANN STREET
WINTER PARK, FL 32792
4
Beds
3 | 1
Baths
4,000
SqFt
(64)
Virtual Tour
Open House: May 3, 2025, 11:00 AM - 2:00 PM
 
#O6291551 | House
 
$1,575,000
690 OSCEOLA AVENUE #604
WINTER PARK, FL 32789
3
Beds
2 | 1
Baths
2,128
SqFt
(59)
Virtual Tour
 
 
#O6276777 | Condo
 
$1,295,000
7706 WAUNATTA COURT
WINTER PARK, FL 32792
5
Beds
3
Baths
3,858
SqFt
(52)
Virtual Tour
 
 
#O6293146 | House
 
$1,295,000
632 COUNTRY CLUB DRIVE
WINTER PARK, FL 32789
3
Beds
2
Baths
2,342
SqFt
(38)
Virtual Tour
 
 
#O6250417 | House
 
$1,095,000
1444 PELICAN BAY TRAIL
WINTER PARK, FL 32792
4
Beds
2 | 1
Baths
3,121
SqFt
(57)
Virtual Tour
 
 
#S5122502 | House
 
$735,000
1312 BLUE STEM LANE
WINTER PARK, FL 32792
4
Beds
2 | 1
Baths
2,197
SqFt
(76)
Virtual Tour
 
 
#O6268066 | House
 
$724,900
640 KILLARNEY BAY COURT #4
WINTER PARK, FL 32789
2
Beds
2 | 1
Baths
1,718
SqFt
(38)
Virtual Tour
 
 
#O6300075 | Condo
 
$579,000
660 KILLARNEY BAY COURT #6
WINTER PARK, FL 32789
2
Beds
2 | 1
Baths
1,214
SqFt
(55)
 
 
#O6276842 | Condo
 
$565,000
690 OSCEOLA AVENUE #502
WINTER PARK, FL 32789
2
Beds
2
Baths
1,400
SqFt
(45)
Virtual Tour
 
 
#O6296168 | Condo
 
$550,000
1430 HYDE PARK DRIVE
WINTER PARK, FL 32792
2
Beds
2
Baths
1,947
SqFt
(35)
Virtual Tour
Open House: May 3, 2025, 12:00 PM - 2:00 PM
 
#O6291312 | House
 
$499,000
2821 CHANTILLY AVENUE
WINTER PARK, FL 32789
3
Beds
2
Baths
1,440
SqFt
(18)
Virtual Tour
 
 
#O6249965 | House
 
$475,000
311 E MORSE BOULEVARD #7-2
WINTER PARK, FL 32789
1
Beds
1
Baths
900
SqFt
(32)
Virtual Tour
 
 
#O6222481 | Condo
 
© 2025 Stellar MLS. All rights reserved.
The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.
Stellar (MFR) data last updated at May 1, 2025, 10:53 PM ET