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Highest Price
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Newest
Oldest
New
$2,800,000
1211 Via Estrella
Winter Park, FL 32789
4
Beds
3
Baths
2,653
Sqft
2
Cars
Pending
$3,490,000
1821 Summerland Avenue
Winter Park, FL 32789
5
Beds
5
Baths
5,097
Sqft
2
Cars
OPEN: Nov 23 (Sat) 1:00-4:00pm
New
3D Tour
$1,200,000
1885 Temple Drive
Winter Park, FL 32789
4
Beds
4
Baths
3,691
Sqft
2
Cars
New
3D Tour
$1,450,000
777 Halifax Avenue
Winter Park, FL 32792
5
Beds
5
Baths
3,161
Sqft
2
Cars
OPEN: Nov 24 (Sun) 11:00-1:00pm
$1,950,000
1781 Goodrich Avenue
Winter Park, FL 32789
4
Beds
4
Baths
2,701
Sqft
2
Cars
OPEN: Nov 23 (Sat) 12:00-3:00pm
$2,800,000
1620 Oneco Avenue
Winter Park, FL 32789
5
Beds
5
Baths
3,911
Sqft
2
Cars
New
$3,299,000
2550 Venetian Way
Winter Park, FL 32789
4
Beds
6
Baths
4,875
Sqft
2
Cars
New
$2,395,000
660 Osceola Avenue
Winter Park, FL 32789
3
Beds
4
Baths
2,632
Sqft
2
Cars
New
$9,000
1731 Windsor Drive
Winter Park, FL 32789
4
Beds
4
Baths
3,669
Sqft
2
Cars
$4,250,000
1341 College Point
Winter Park, FL 32789
4
Beds
4
Baths
4,279
Sqft
2
Cars
$1,699,000
1429 Chapman Circle
Winter Park, FL 32789
4
Beds
4
Baths
3,116
Sqft
2
Cars
New
$1,299,000
7440 Aloma Ave
Winter Park, FL 32792
5
Beds
5
Baths
4,435
Sqft
$499,000
690 Osceola Avenue
Winter Park, FL 32789
2
Beds
2
Baths
1,328
Sqft
1
Cars
Pending
$1,200,000
250 W Reading Way
Winter Park, FL 32789
$1,200,000
Price
0.27
Approx. Acreage
Land
Farm
Prop. Type
$84,000
3029 Forsyth Road
Winter Park, FL 32792
$84,000
Price
5
Acres
Industrial
Prop Type
$31,800
3586 Aloma Avenue
Winter Park, FL 32792
-
Beds
-
Baths
1,086
Sqft
$56,400
1790 State Road 436
Winter Park, FL 32792
-
Beds
-
Baths
0.22
Acres
OPEN: Nov 24 (Sun) 3:00-4:30pm
Price Reduced
$1,189,000
1840 Biscayne Drive
Winter Park, FL 32789
5
Beds
3
Baths
2,641
Sqft
2
Cars
2 OPEN HOUSES: Sat, Nov 23 2:00-4:00pm...
Price Reduced
$1,348,900
335 W Welbourne Avenue
Winter Park, FL 32789
3
Beds
4
Baths
2,734
Sqft
2
Cars
OPEN: Nov 24 (Sun) 2:00-4:00pm
Price Reduced
Video Tour
$1,130,000
363 N Phelps Avenue
Winter Park, FL 32789
4
Beds
3
Baths
2,871
Sqft
OPEN: Nov 24 (Sun) 2:00-4:00pm
Price Reduced
3D Tour
$3,225,000
1618 Holts Grove Circle
Winter Park, FL 32789
5
Beds
8
Baths
4,807
Sqft
3
Cars
4 OPEN HOUSES: Sat, Nov 23 12:00-2:00pm...
Price Reduced
$1,729,000
1716 Palmer Avenue
Winter Park, FL 32789
4
Beds
3
Baths
3,270
Sqft
2
Cars
OPEN: Nov 23 (Sat) 1:00-3:00pm
$1,795,000
279 Rippling Lane
Winter Park, FL 32789
4
Beds
3
Baths
3,472
Sqft
2
Cars
2 OPEN HOUSES: Sat, Nov 23 1:00-4:00pm...
$1,500,000
2015 Summerfield Road
Winter Park, FL 32792
4
Beds
4
Baths
2,958
Sqft
1
Cars
OPEN: Nov 23 (Sat) 1:00-3:00pm
Price Reduced
3D Tour
$1,175,000
850 Juanita Rael
Winter Park, FL 32789
4
Beds
3
Baths
2,306
Sqft
2
Cars
Price Reduced
$5,200
1768 Mondrian Circle
Winter Park, FL 32789
3
Beds
4
Baths
2,193
Sqft
2
Cars
OPEN: Nov 24 (Sun) 1:00-3:00pm
Price Reduced
$469,900
1375 Merrydale Way
Winter Park, FL 32792
3
Beds
3
Baths
1,756
Sqft
2
Cars
OPEN: Nov 23 (Sat) 11:00-2:00pm
Price Reduced
$8,900
1442 Palm Avenue
Winter Park, FL 32789
5
Beds
6
Baths
3,611
Sqft
2
Cars
Price Reduced
3D Tour
$1,795,000
508 W Swoope Avenue
Winter Park, FL 32789
4
Beds
4
Baths
4,133
Sqft
2
Cars
Price Reduced
Video Tour
$3,950,000
850 Georgia Avenue
Winter Park, FL 32789
3
Beds
6
Baths
4,627
Sqft
3
Cars
Pending
$2,200,000
455 N Interlachen Avenue
Winter Park, FL 32789
4
Beds
4
Baths
3,276
Sqft
2
Cars
Price Reduced
Video Tour
$1,999,993
1451 Lyndale Boulevard
Winter Park, FL 32789
6
Beds
4
Baths
3,853
Sqft
2
Cars
$1,295,000
1932 Temple Drive
Winter Park, FL 32789
3
Beds
3
Baths
2,432
Sqft
$2,749,000
1741 Glencoe Road
Winter Park, FL 32789
4
Beds
5
Baths
4,692
Sqft
2
Cars
OPEN: Nov 30 (Sat) 1:00-3:00pm
$1,950,000
1764 Elizabeths Walk
Winter Park, FL 32789
4
Beds
4
Baths
3,989
Sqft
2
Cars
Price Reduced
$2,695,000
147 S Interlachen Avenue
Winter Park, FL 32789
4
Beds
5
Baths
5,159
Sqft
2
Cars
Price Reduced
$1,849
151 N Orlando Avenue
Winter Park, FL 32789
2
Beds
1
Baths
710
Sqft
Pending
$1,325,000
1782 Mondrian Circle
Winter Park, FL 32789
3
Beds
4
Baths
2,314
Sqft
2
Cars
Price Reduced
$1,050,000
627 N Interlachen Avenue
Winter Park, FL 32789
2
Beds
2
Baths
1,610
Sqft
Pending
Price Reduced
$6,900
825 Dixie Parkway
Winter Park, FL 32789
4
Beds
4
Baths
3,564
Sqft
1
Cars
Price Reduced
$1,625,000
1101 Kenwood Avenue
Winter Park, FL 32789
3
Beds
3
Baths
2,955
Sqft
2
Cars
$4,250,000
985 Lincoln Circle
Winter Park, FL 32789
5
Beds
7
Baths
3,660
Sqft
2
Cars
$824,999
2201 Kindel Avenue
Winter Park, FL 32789
3
Beds
2
Baths
1,407
Sqft
1
Cars
$2,200,000
1840 Bryan Avenue
Winter Park, FL 32789
4
Beds
4
Baths
3,727
Sqft
2
Cars
Price Reduced
3D Tour
$1,750,000
1350 Lyndale Boulevard
Winter Park, FL 32789
4
Beds
5
Baths
3,478
Sqft
2
Cars
Price Reduced
$2,495,000
2412 Chantilly Avenue
Winter Park, FL 32789
5
Beds
7
Baths
4,500
Sqft
3
Cars
$825,000
106 S Interlachen Avenue
Winter Park, FL 32789
2
Beds
2
Baths
1,351
Sqft
Price Reduced
$1,977,000
1340 Chestnut Avenue
Winter Park, FL 32789
6
Beds
6
Baths
4,182
Sqft
2
Cars
Price Reduced
Video Tour
$1,500,000
840 W. Comstock Ave.
Winter Park, FL 32789
4
Beds
4
Baths
2,350
Sqft
2
Cars
$13,396
1095 W Morse Boulevard
Winter Park, FL 32789
-
Beds
-
Baths
5,282
Sqft
Pending
$1,995,000
401 W Morse Boulevard
Winter Park, FL 32789
4
Beds
4
Baths
3,328
Sqft
2
Cars
$1,075,000
345 Sylvan Boulevard
Winter Park, FL 32789
4
Beds
3
Baths
2,011
Sqft
2
Cars
Price Reduced
$1,599,995
3031 Northwood Boulevard
Winter Park, FL 32789
4
Beds
4
Baths
2,978
Sqft
2
Cars
Price Reduced
Video Tour
$1,375,000
2408 Lafayette Avenue
Winter Park, FL 32789
4
Beds
4
Baths
2,838
Sqft
2
Cars
Price Reduced
$539,000
2821 Chantilly Avenue
Winter Park, FL 32789
3
Beds
2
Baths
1,440
Sqft
Price Reduced
$539,000
2821 Chantilly Avenue
Winter Park, FL 32789
$539,000
Price
0.76
Approx. Acreage
Land
Farm
Prop. Type
Price Reduced
$1,500,000
1458 Aloma Avenue
Winter Park, FL 32789
5
Beds
4
Baths
3,446
Sqft
Price Reduced
3D Tour
$2,795,000
1450 Mizell Avenue
Winter Park, FL 32789
5
Beds
7
Baths
4,487
Sqft
3
Cars
Price Reduced
$2,190,000
2234 Via Luna
Winter Park, FL 32789
6
Beds
4
Baths
3,554
Sqft
2
Cars
3D Tour
$3,575,000
1900 W Fawsett Road
Winter Park, FL 32789
4
Beds
5
Baths
4,600
Sqft
2
Cars
Price Reduced
$615,000
104 S Interlachen Avenue
Winter Park, FL 32789
2
Beds
2
Baths
1,267
Sqft
Video Tour
$5,500,000
1660 Palmer Avenue
Winter Park, FL 32789
5
Beds
7
Baths
5,636
Sqft
3
Cars
3D Tour
$2,800,000
1010 N Pennsylvania Avenue
Winter Park, FL 32789
4
Beds
5
Baths
4,074
Sqft
2
Cars
Price Reduced
3D Tour
$1,185,000
625 N Interlachen Avenue
Winter Park, FL 32789
2
Beds
2
Baths
1,718
Sqft
Price Reduced
$1,175,000
100 S Virginia Avenue
Winter Park, FL 32789
3
Beds
3
Baths
2,756
Sqft
2
Cars
$2,399,000
2522 Lafayette Avenue
Winter Park, FL 32789
4
Beds
4
Baths
3,399
Sqft
2
Cars
Price Reduced
$1,168,000
1001 Tuscany Place
Winter Park, FL 32789
$1,168,000
Price
0.39
Approx. Acreage
Land
Farm
Prop. Type
Pending
Price Reduced
$1,695,000
1530 Via Tuscany
Winter Park, FL 32789
$1,695,000
Price
0.26
Approx. Acreage
Land
Farm
Prop. Type
Pending
Price Reduced
$1,695,000
1530 Via Tuscany
Winter Park, FL 32789
4
Beds
4
Baths
3,341
Sqft
2
Cars
$3,295,000
1730 Winchester Drive
Winter Park, FL 32789
5
Beds
6
Baths
4,080
Sqft
2
Cars
$5,695,000
698 N New York Avenue
Winter Park, FL 32789
4
Beds
5
Baths
5,096
Sqft
2
Cars
Video Tour
$5,695,000
210 Chelton Circle
Winter Park, FL 32789
5
Beds
6
Baths
5,264
Sqft
3
Cars
Pending
Price Reduced
Video Tour
$1,650,000
2435 Chantilly Avenue
Winter Park, FL 32789
4
Beds
5
Baths
3,055
Sqft
2
Cars
Pending
Price Reduced
$19,950
421 Lakewood Drive
Winter Park, FL 32789
5
Beds
9
Baths
5,847
Sqft
3
Cars
Pending
$2,790,000
1421 Place Picardy
Winter Park, FL 32789
5
Beds
6
Baths
4,882
Sqft
3
Cars
$3,150,000
1833 Loch Berry Road
Winter Park, FL 32789
5
Beds
5
Baths
4,770
Sqft
2
Cars
$6,975,000
654 W Morse Boulevard
Winter Park, FL 32789
5
Beds
8
Baths
8,752
Sqft
4
Cars
Pending
$4,500,000
421 Lakewood Drive
Winter Park, FL 32789
5
Beds
9
Baths
5,847
Sqft
3
Cars
$1,695,000
101 S New York Ave.
Winter Park, FL 32789
3
Beds
4
Baths
3,174
Sqft
2
Cars
$199,900
700 Melrose Avenue
Winter Park, FL 32789
1
Beds
1
Baths
787
Sqft
$1,499,000
1830 Pineview Circle
Winter Park, FL 32792
4
Beds
4
Baths
2,843
Sqft
2
Cars
$4,100,000
1751 Glencoe Road
Winter Park, FL 32789
5
Beds
6
Baths
4,520
Sqft
2
Cars
Pending
Price Reduced
$495,000
620 Killarney Bay Court
Winter Park, FL 32789
2
Beds
3
Baths
1,214
Sqft
Price Reduced
3D Tour
$6,950,000
1400 Alabama Drive
Winter Park, FL 32789
5
Beds
9
Baths
7,916
Sqft
4
Cars
$1,000,000
865 Balch Avenue
Winter Park, FL 32789
-
Beds
-
Baths
2,025
Sqft
Pending
$1,725,000
501 Country Club Drive
Winter Park, FL 32789
4
Beds
4
Baths
2,857
Sqft
2
Cars
Pending
$1,095,000
4032 Gilder Rose Place
Winter Park, FL 32792
4
Beds
4
Baths
4,094
Sqft
3
Cars
Pending
Price Reduced
$1,595,000
1251 Palmer Avenue
Winter Park, FL 32789
4
Beds
3
Baths
2,859
Sqft
3
Cars
Video Tour
$1,075,000
1000 Howell Branch Road
Winter Park, FL 32789
$1,075,000
Price
0.55
Approx. Acreage
Land
Farm
Prop. Type
$5,400,000
2228 Azalea Place
Winter Park, FL 32789
5
Beds
6
Baths
5,072
Sqft
3
Cars
Pending
$675,000
2139 Blossom Lane
Winter Park, FL 32789
$675,000
Price
0.46
Approx. Acreage
Land
Farm
Prop. Type
Pending
3D Tour
$1,875,000
1244 Via Salerno
Winter Park, FL 32789
3
Beds
3
Baths
2,505
Sqft
$1,450,000
632 Country Club Drive
Winter Park, FL 32789
3
Beds
2
Baths
2,342
Sqft
1
Cars
Pending
$2,500,000
1700 Palm Avenue
Winter Park, FL 32789
4
Beds
5
Baths
3,762
Sqft
2
Cars
Pending
$7,000,000
1245 Howell Point
Winter Park, FL 32792
7
Beds
7
Baths
6,540
Sqft
3
Cars
Pending
$6,500
436 Seymour Avenue
Winter Park, FL 32789
3
Beds
3
Baths
2,599
Sqft
2
Cars
$5,600
266 N Ranger Boulevard
Winter Park, FL 32792
4
Beds
3
Baths
1,682
Sqft
2
Cars
Price Reduced
$31,200
1366 Gene Street
Winter Park, FL 32789
-
Beds
-
Baths
938
Sqft
Pending
Price Reduced
$1,475,000
1460 Via Sangro Place
Winter Park, FL 32792
7
Beds
5
Baths
5,111
Sqft
3
Cars
Price Reduced
$799,900
2804 Dike Road
Winter Park, FL 32792
4
Beds
3
Baths
2,503
Sqft
3
Cars