Newly Listed
House for Rent
$2,685
4 bd · 2 ba · 1,409 sqft
Bedrooms
Bathrooms
Winter Park Single Family Homes for Rent
32 listings
Newly Listed
House for Rent
$3,595
4 bd · 4 ba · 2,196 sqft
2307 KESTREL PERCH PLACE, WINTER PARK, FL 32792
House for Rent
$2,750
3 bd · 2 ba · 1,030 sqft
1303 CANTERBURY ROAD, WINTER PARK, FL 32789
Newly Listed
House for Rent
$5,000
4 bd · 2 ba · 1,405 sqft
616 ELLENDALE DRIVE, WINTER PARK, FL 32792
41 Days on Market
House for Rent
$2,100
3 bd · 2 ba · 975 sqft
5212 N INDIANA AVENUE, WINTER PARK, FL 32792
42 Days on Market
House for Rent
$2,350
4 bd · 2 ba · 1,701 sqft
887 EASTBROOK BOULEVARD, WINTER PARK, FL 32792
43 Days on Market
House for Rent
$2,295
3 bd · 1 ba · 1,300 sqft
5117 LAKE HOWELL ROAD, WINTER PARK, FL 32792
13 Days on Market
House for Rent
$8,295
4 bd · 6 ba · 3,295 sqft
2234 HOWARD DRIVE, WINTER PARK, FL 32789
61 Days on Market
House for Rent
$2,195
4 bd · 2 ba · 1,669 sqft
2730 PRINCE JOHN ROAD, WINTER PARK, FL 32792
Newly Listed
House for Rent
$3,400
4 bd · 3 ba · 2,319 sqft
7903 PLEASANT PINE CIRCLE, WINTER PARK, FL 32792
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
House for Rent
$7,500
4 bd · 3 ba · 2,394 sqft
1368 HIBISCUS AVENUE, 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
Newly Listed
House for Rent
$9,900
5 bd · 6 ba · 2,735 sqft
1442 PALM AVENUE, WINTER PARK, FL 32789
13 Days on Market
House for Rent
$2,300
3 bd · 2 ba · 1,200 sqft
1340 PARADISE LANE, WINTER PARK, FL 32792
Newly Listed
House for Rent
$2,950
4 bd · 2 ba · 2,003 sqft
8104 PLEASANT PINE CIRCLE, WINTER PARK, FL 32792
26 Days on Market
House for Rent
$2,300
3 bd · 2 ba · 1,158 sqft
301 S CAPEN AVE, WINTER PARK, FL 32789
109 Days on Market
House for Rent
$2,900
3 bd · 1 ba · 1,056 sqft
540 W COMSTOCK AVENUE, WINTER PARK, FL 32789
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Live MLS inventory in Winter Park, updated continuously. Florida Lux Real Estate currently tracks 32 active listings here. MLS inventory updated October 17, 2026.
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