61 Days on Market
House for Rent
$2,195
4 bd · 2 ba · 1,669 sqft
Bedrooms
Bathrooms
Winter Park Homes for Rent
76 listings
Newly Listed
House for Rent
$3,400
4 bd · 3 ba · 2,319 sqft
7903 PLEASANT PINE CIRCLE, WINTER PARK, FL 32792
Newly Listed
Townhome for Rent
$1,850
2 bd · 2 ba · 1,043 sqft
419 WARRENTON ROAD # 419, WINTER PARK, FL 32792
157 Days on Market
Condo for Rent
$2,000
2 bd · 1 ba · 1,500 sqft
151 N ORLANDO AVENUE # 118, WINTER PARK, FL 32789
54 Days on Market
Condo for Rent
$2,600
2 bd · 1 ba · 768 sqft
151 N ORLANDO AVENUE # 238, WINTER PARK, FL 32789
Newly Listed
Townhome for Rent
$6,300
3 bd · 3 ba · 2,434 sqft
1136 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789
Newly Listed
Townhome for Rent
$3,150
3 bd · 3 ba · 1,803 sqft
1409 MICHIGAN AVENUE, WINTER PARK, FL 32789
Newly Listed
House for Rent
$2,800
3 bd · 2 ba · 1,614 sqft
912 CARVELL DRIVE, WINTER PARK, FL 32792
Newly Listed
House for Rent
$2,600
4 bd · 2 ba · 1,677 sqft
7514 LAUREL SPRINGS DRIVE, WINTER PARK, FL 32792
Newly Listed
House for Rent
$2,750
3 bd · 2 ba · 1,302 sqft
1627 ORANGE AVENUE, WINTER PARK, FL 32789
Newly Listed
House for Rent
$6,450
3 bd · 4 ba · 2,415 sqft
835 W CANTON AVENUE, WINTER PARK, FL 32789
Newly Listed
House for Rent
$3,950
4 bd · 2 ba · 1,660 sqft
15 Days on Market
House for Rent
$3,500
5 bd · 3 ba · 2,300 sqft
5354 LANYARD COURT, WINTER PARK, FL 32792
Newly Listed
House for Rent
$4,000
4 bd · 2 ba · 1,548 sqft
1815 BARKER DRIVE, WINTER PARK, FL 32789
Newly Listed
Home for Rent
$2,000
3 bd · 1 ba · 922 sqft
5101 ORANGE AVENUE N # B, WINTER PARK, FL 32792
Newly Listed
Home for Rent
$1,495
2 bd · 1 ba · 1,000 sqft
1434 MINNESOTA AVENUE, WINTER PARK, FL 32789
Newly Listed
Condo for Rent
$1,250
1 bd · 1 ba · 549 sqft
3035 GEORGE MASON AVENUE # D20, WINTER PARK, FL 32792
Newly Listed
House for Rent
$7,500
4 bd · 3 ba · 2,394 sqft
1368 HIBISCUS AVENUE, WINTER PARK, FL 32789
15 Days on Market
Condo for Rent
$2,300
2 bd · 1 ba · 710 sqft
151 N ORLANDO AVENUE # 207, WINTER PARK, FL 32789
75 Days on Market
Townhome for Rent
$2,750
3 bd · 3 ba · 1,755 sqft
1351 MERRYDALE WAY, WINTER PARK, FL 32792
58 Days on Market
Home for Rent
$1,800
2 bd · 2 ba · 1,037 sqft
652 SAINT JHONS # 652, WINTER PARK, FL 32792
Newly Listed
Condo for Rent
$1,600
2 bd · 1 ba · 881 sqft
1695 LEE ROAD # C103, WINTER PARK, FL 32789
Newly Listed
House for Rent
$3,150
3 bd · 2 ba · 1,450 sqft
2401 ALBERT LEE PARKWAY, WINTER PARK, FL 32789
25 Days on Market
Condo for Rent
$1,500
2 bd · 1 ba · 881 sqft
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Live MLS inventory in Winter Park, updated continuously. Florida Lux Real Estate currently tracks 76 active listings here. MLS inventory updated October 18, 2026.
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