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Winter Park, FL
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1 - 60 of 668 Listings Found
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1120 PRESERVE POINT DRIVE WINTER PARK FL 32789
1 / 85
$10,900,000
Single Family Residence For Sale
Active
7
BEDS
11
TOTAL BATHS
11,255
SQFT
1120 PRESERVE POINT DRIVE
WINTER PARK, FL 32789
WINDSONG-PRESERVE POINT Subdivision
1112 PRESERVE POINT DRIVE WINTER PARK FL 32789
1 / 88
$8,500,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
6,502
SQFT
1112 PRESERVE POINT DRIVE
WINTER PARK, FL 32789
WINDSONG PRESERVE POINT 43/76 Subdivision
2661 VIA TUSCANY WINTER PARK FL 32789
Price Change - 4 days ago
1 / 100
$8,500,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,564
SQFT
2661 VIA TUSCANY
WINTER PARK, FL 32789
WINTER PARK Subdivision
1400 ALABAMA DRIVE WINTER PARK FL 32789
1 / 96
$6,500,000
Single Family Residence For Sale
Active
5
BEDS
9
TOTAL BATHS
7,916
SQFT
1400 ALABAMA DRIVE
WINTER PARK, FL 32789
J KRONENBERGER SUB Subdivision
2211 AZALEA PLACE WINTER PARK FL 32789
New Listing - a week on site
1 / 99
$6,180,000
Single Family Residence For Sale
Active
5
BEDS
7
TOTAL BATHS
7,278
SQFT
2211 AZALEA PLACE
WINTER PARK, FL 32789
MAITLAND SHORES Subdivision
541 VIRGINIA DRIVE WINTER PARK FL 32789
1 / 57
$5,800,000
Single Family Residence For Sale
Pending
4
BEDS
4
TOTAL BATHS
4,725
SQFT
541 VIRGINIA DRIVE
WINTER PARK, FL 32789
TIMBERLANE SHORES Subdivision
1660 PALMER AVENUE WINTER PARK FL 32789
1 / 48
$5,200,000
Single Family Residence For Sale
Active
5
BEDS
7
TOTAL BATHS
6,406
SQFT
1660 PALMER AVENUE
WINTER PARK, FL 32789
COMSTOCK PARK Subdivision
1150 VIA SALERNO WINTER PARK FL 32789
New Listing - 3 days on site
1 / 61
$4,750,000
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
3,850
SQFT
1150 VIA SALERNO
WINTER PARK, FL 32789
CLOISTER GROVE SUB Subdivision
2161 SHARON ROAD WINTER PARK FL 32789
1 / 62
$4,750,000
Single Family Residence For Sale
Active
5
BEDS
7
TOTAL BATHS
6,338
SQFT
2161 SHARON ROAD
WINTER PARK, FL 32789
TUSCANIA Subdivision
421 LAKEWOOD DRIVE WINTER PARK FL 32789
1 / 41
$4,500,000
Single Family Residence For Sale
Active
5
BEDS
9
TOTAL BATHS
5,847
SQFT
421 LAKEWOOD DRIVE
WINTER PARK, FL 32789
OSCEOLA SHORES SEC 03 Subdivision
1840 W FAWSETT ROAD WINTER PARK FL 32789
1 / 49
$4,395,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
4,129
SQFT
1840 W FAWSETT ROAD
WINTER PARK, FL 32789
FOREST HILLS Subdivision
1581 FOREST AVENUE WINTER PARK FL 32789
1 / 44
$4,175,000
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
4,683
SQFT
1581 FOREST AVENUE
WINTER PARK, FL 32789
ELLNO WILLO Subdivision
1782 PINE AVENUE WINTER PARK FL 32789
1 / 13
$4,100,000
Single Family Residence For Sale
Active
5
BEDS
7
TOTAL BATHS
4,782
SQFT
1782 PINE AVENUE
WINTER PARK, FL 32789
CONWILL ESTATES Subdivision
1742 TEMPLE DRIVE WINTER PARK FL 32789
New Listing - 4 days on site
1 / 58
$3,975,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
3,658
SQFT
1742 TEMPLE DRIVE
WINTER PARK, FL 32789
LAKE KNOWLES TERRACE ADD 02 Subdivision
ALOMA AVENUE WINTER PARK FL 32789
New Listing - a week on site
1 / 4
$3,960,000
Land For Sale
Active
1.81
ACRES
ORANGE
COUNTY
ALOMA AVENUE
WINTER PARK, FL 32789
LORING CHASE Subdivision
2403 EUSTON ROAD WINTER PARK FL 32789
New Listing - 33 minutes on site
1 / 11
$3,950,000
Land For Sale
Active
8.34
ACRES
ORANGE
COUNTY
2403 EUSTON ROAD
WINTER PARK, FL 32789
JUSTAMERE CAMP REP Subdivision
1820 GLENCOE ROAD WINTER PARK FL 32789
Open House Tue, Jul 8, 11 AM
1 / 74
$3,895,000
Single Family Residence For Sale
Active
5
BEDS
7
TOTAL BATHS
4,055
SQFT
1820 GLENCOE ROAD
WINTER PARK, FL 32789
FOREST HILLS Subdivision
2171 FORREST ROAD WINTER PARK FL 32789
1 / 42
$3,750,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
4,565
SQFT
2171 FORREST ROAD
WINTER PARK, FL 32789
FOREST HILLS Subdivision
182 N PHELPS AVENUE WINTER PARK FL 32789
1 / 57
$3,600,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,812
SQFT
182 N PHELPS AVENUE
WINTER PARK, FL 32789
GOLFVIEW HEIGHTS Subdivision
1761 LEGION DRIVE WINTER PARK FL 32789
New Listing - 3 weeks on site
1 / 56
$3,599,999
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
4,955
SQFT
1761 LEGION DRIVE
WINTER PARK, FL 32789
GREEN OAKS REP 02 Subdivision
141 S PHELPS AVENUE WINTER PARK FL 32789
Price Change - 4 weeks ago
1 / 60
$3,595,000
Single Family Residence For Sale
Active
6
BEDS
6
TOTAL BATHS
5,878
SQFT
141 S PHELPS AVENUE
WINTER PARK, FL 32789
WINDSONG LAKESIDE SEC 01 43/70 Subdivision
1391 RICHMOND ROAD WINTER PARK FL 32789
1 / 66
$3,499,500
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
4,635
SQFT
1391 RICHMOND ROAD
WINTER PARK, FL 32789
VIRGINIA HEIGHTS Subdivision
1910 GLENCOE ROAD WINTER PARK FL 32789
1 / 12
$3,490,000
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
4,205
SQFT
1910 GLENCOE ROAD
WINTER PARK, FL 32789
FOREST HILLS Subdivision
1820 ENGLEWOOD ROAD WINTER PARK FL 32789
New Listing - 4 weeks on site
1 / 48
$3,300,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
4,263
SQFT
1820 ENGLEWOOD ROAD
WINTER PARK, FL 32789
FOREST HILLS Subdivision
532 WORTHINGTON DRIVE WINTER PARK FL 32789
1 / 100
$3,295,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
3,974
SQFT
532 WORTHINGTON DRIVE
WINTER PARK, FL 32789
KENILWORTH SHORES SEC 01 Subdivision
641 VIRGINIA DRIVE WINTER PARK FL 32789
New Listing - 4 days on site
1 / 78
$3,250,000
Single Family Residence For Sale
Pending
4
BEDS
3
TOTAL BATHS
3,223
SQFT
641 VIRGINIA DRIVE
WINTER PARK, FL 32789
TIMBERLANE SHORES Subdivision
1911 STONEHURST ROAD WINTER PARK FL 32789
1 / 37
$3,195,000
Single Family Residence For Sale
Pending
4
BEDS
6
TOTAL BATHS
5,097
SQFT
1911 STONEHURST ROAD
WINTER PARK, FL 32789
STONEHURST ESTATES Subdivision
1730 WINCHESTER DRIVE WINTER PARK FL 32789
1 / 80
$3,150,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
4,080
SQFT
1730 WINCHESTER DRIVE
WINTER PARK, FL 32789
TIMBERLANE SHORES Subdivision
541 W CANTON AVENUE WINTER PARK FL 32789
1 / 49
$3,150,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,553
SQFT
541 W CANTON AVENUE
WINTER PARK, FL 32789
WINTER PARK Subdivision
1891 LAKE SPIER DRIVE WINTER PARK FL 32789
Price Change - 2 weeks ago
1 / 34
$2,999,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
3,932
SQFT
1891 LAKE SPIER DRIVE
WINTER PARK, FL 32789
SOUTH LAKEMONT SHORES Subdivision
700 JACKSON AVENUE WINTER PARK FL 32789
1 / 40
$2,950,000
Industrial For Sale
Active
10,174
SQFT
700 JACKSON AVENUE
WINTER PARK, FL 32789
LAWNDALE ANNEX Subdivision
1020 MAYFIELD AVENUE WINTER PARK FL 32789
Price Change - 4 weeks ago
1 / 49
$2,950,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,663
SQFT
1020 MAYFIELD AVENUE
WINTER PARK, FL 32789
J KRONENBERGER SUB Subdivision
1401 GREEN COVE ROAD WINTER PARK FL 32789
Open House Sat, Jul 5, 12 PM
1 / 77
$2,900,000
Single Family Residence For Sale
Active
4
BEDS
7
TOTAL BATHS
5,416
SQFT
1401 GREEN COVE ROAD
WINTER PARK, FL 32789
CAMWOOD SUB Subdivision
2652 LAKE HOWELL LANE WINTER PARK FL 32792
Open House Sun, Jul 6, 12 PM
1 / 70
$2,849,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
4,200
SQFT
2652 LAKE HOWELL LANE
WINTER PARK, FL 32792
ACREAGE & UNREC Subdivision
4572 PALMETTO AVENUE A WINTER PARK FL 32792
1 / 1
$2,800,000
Warehouse For Sale
Active
8,843
SQFT
4572 PALMETTO AVENUE A
WINTER PARK, FL 32792
4572 PALMETTO CONDO Subdivision
1341 PLACE PICARDY WINTER PARK FL 32789
New Listing - a week on site
1 / 56
$2,800,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
4,469
SQFT
1341 PLACE PICARDY
WINTER PARK, FL 32789
FONTAINEBLEAU Subdivision
2550 VENETIAN WAY WINTER PARK FL 32789
1 / 41
$2,799,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,875
SQFT
2550 VENETIAN WAY
WINTER PARK, FL 32789
MAITLAND SHORES FIRST ADD Subdivision
1860 VIA CONTESSA WINTER PARK FL 32789
Price Change - 5 days ago
1 / 90
$2,795,000
Single Family Residence For Sale
Active
8
BEDS
6
TOTAL BATHS
7,000
SQFT
1860 VIA CONTESSA
WINTER PARK, FL 32789
LUGANO TERRACE Subdivision
1690 PALM AVENUE WINTER PARK FL 32789
1 / 53
$2,749,000
Single Family Residence For Sale
Pending
5
BEDS
6
TOTAL BATHS
3,967
SQFT
1690 PALM AVENUE
WINTER PARK, FL 32789
WINTER PARK HEIGHTS Subdivision
140 E MORSE BOULEVARD J WINTER PARK FL 32789
New Listing - 3 weeks on site
1 / 32
$2,749,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,143
SQFT
140 E MORSE BOULEVARD J
WINTER PARK, FL 32789
LANDMARK WINTER PARK CONDO Subdivision
1400 PLACE PICARDY WINTER PARK FL 32789
Price Change - 2 weeks ago
1 / 44
$2,725,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
4,338
SQFT
1400 PLACE PICARDY
WINTER PARK, FL 32789
FONTAINEBLEAU Subdivision
1781 PINE AVENUE WINTER PARK FL 32789
New Listing - 3 weeks on site
1 / 96
$2,700,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
3,882
SQFT
1781 PINE AVENUE
WINTER PARK, FL 32789
CONWILL ESTATES Subdivision
1630 LASBURY AVENUE WINTER PARK FL 32789
Price Change - 2 weeks ago
1 / 46
$2,650,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
4,912
SQFT
1630 LASBURY AVENUE
WINTER PARK, FL 32789
COMSTOCK PARK Subdivision
185 SYLVAN BOULEVARD WINTER PARK FL 32789
1 / 9
$2,590,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
3,138
SQFT
185 SYLVAN BOULEVARD
WINTER PARK, FL 32789
SYLVAN LAKE SHORES Subdivision
1700 PALM AVENUE WINTER PARK FL 32789
1 / 35
$2,550,000
Single Family Residence For Sale
Pending
4
BEDS
5
TOTAL BATHS
3,770
SQFT
1700 PALM AVENUE
WINTER PARK, FL 32789
WINTER PARK HEIGHTS Subdivision
450 LAKEWOOD DRIVE WINTER PARK FL 32789
1 / 87
$2,500,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
4,676
SQFT
450 LAKEWOOD DRIVE
WINTER PARK, FL 32789
OSCEOLA SHORES SEC 03 Subdivision
1460 MINNESOTA AVENUE WINTER PARK FL 32789
1 / 55
$2,499,000
Office For Sale
Pending
2,700
SQFT
1460 MINNESOTA AVENUE
WINTER PARK, FL 32789
ATTILIO G PANACCIONES SUB Subdivision
940 LINCOLN CIRCLE WINTER PARK FL 32789
Price Change - a week ago
1 / 70
$2,495,000
Single Family Residence For Sale
Pending
4
BEDS
5
TOTAL BATHS
3,551
SQFT
940 LINCOLN CIRCLE
WINTER PARK, FL 32789
ROBERT DHU MACDONALD PARK Subdivision
1795 GREENWICH AVENUE WINTER PARK FL 32789
1 / 77
$2,490,000
Single Family Residence For Sale
Pending
5
BEDS
6
TOTAL BATHS
3,852
SQFT
1795 GREENWICH AVENUE
WINTER PARK, FL 32789
EASTLINE Subdivision
1602 ALABAMA DRIVE PH404 WINTER PARK FL 32789
New Listing - 4 weeks on site
1 / 70
$2,490,000
Condominium For Sale
Active
3
BEDS
4
TOTAL BATHS
2,709
SQFT
1602 ALABAMA DRIVE PH404
WINTER PARK, FL 32789
ALABAMA CONDO Subdivision
521 S PHELPS AVENUE WINTER PARK FL 32789
1 / 34
$2,455,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
3,883
SQFT
521 S PHELPS AVENUE
WINTER PARK, FL 32789
KENILWORTH SHORES SEC 02 Subdivision
922 N PENNSYLVANIA AVENUE WINTER PARK FL 32789
New Listing - 4 weeks on site
1 / 39
$2,399,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
3,440
SQFT
922 N PENNSYLVANIA AVENUE
WINTER PARK, FL 32789
TANTUM ADD Subdivision
2412 CHANTILLY AVENUE WINTER PARK FL 32789
1 / 84
$2,389,000
Single Family Residence For Sale
Active
5
BEDS
7
TOTAL BATHS
4,506
SQFT
2412 CHANTILLY AVENUE
WINTER PARK, FL 32789
WINTER PARK VILLAGE Subdivision
104 CORTLAND AVENUE WINTER PARK FL 32789
1 / 65
$2,375,000
Single Family Residence For Sale
Pending
4
BEDS
3
TOTAL BATHS
3,182
SQFT
104 CORTLAND AVENUE
WINTER PARK, FL 32789
CORTLAND PARK Subdivision
1760 BRYAN AVENUE WINTER PARK FL 32789
1 / 2
$2,295,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,005
SQFT
1760 BRYAN AVENUE
WINTER PARK, FL 32789
LAKEVIEW TERRACE Subdivision
140 E MORSE BOULEVARD C WINTER PARK FL 32789
New Listing - a week on site
1 / 36
$2,277,000
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
2,450
SQFT
140 E MORSE BOULEVARD C
WINTER PARK, FL 32789
LANDMARK WINTER PARK Subdivision
2522 LAFAYETTE AVENUE WINTER PARK FL 32789
1 / 56
$2,270,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,399
SQFT
2522 LAFAYETTE AVENUE
WINTER PARK, FL 32789
WINTER PARK VILLAGE Subdivision
1394 STEWART STREET WINTER PARK FL 32789
1 / 59
$2,199,000
Single Family Residence For Sale
Pending
5
BEDS
5
TOTAL BATHS
3,907
SQFT
1394 STEWART STREET
WINTER PARK, FL 32789
PARK GROVE Subdivision
1361 PALMER AVE. WINTER PARK FL 32789
Price Change - 2 weeks ago
1 / 43
$2,195,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
3,558
SQFT
1361 PALMER AVE.
WINTER PARK, FL 32789
TEMPLE HEIGHTS Subdivision
2614 PARKLAND DRIVE WINTER PARK FL 32789
Price Change - 2 weeks ago
1 / 73
$2,175,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,307
SQFT
2614 PARKLAND DRIVE
WINTER PARK, FL 32789
PARKLANDO 03 Subdivision
1 - 60 of 668 Listings Found


Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-07-01 11:19 AM EDT


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