
Deals & Discount Filters
Houses for Rent in Winter Park, FL
105 Rentals
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3 BEDS, 2 BATHS$2,800
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6 BEDS, 3.5 BATHS$10,500
2234 Vía Luna
2234 Vía Luna, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,400
2101 Oakhurst Ave
2101 Oakhurst Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,450
384 Perth Ln
384 Perth Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,000
1938 Eland Ave
1938 Eland Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,400
345 Gilbert Rd
345 Gilbert Rd, Winter Park, FL 32792 -
3 BEDS, 3.5 BATHS$3,800
1147 Wildmeadow Run
1147 Wildmeadow Run, Winter Park, FL 32792 -
4 BEDS, 4.5 BATHS$3,850
1409 Lone Feather Trail
1409 Lone Feather Trail, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$4,600
336 Blue Heron Dr
336 Blue Heron Dr, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$3,650
2070 St George St
2070 St George St, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$6,200
1791 Spruce Ave
1791 Spruce Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,040
333 Cambridge Blvd
333 Cambridge Blvd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,200
12 W Hazel St
12 W Hazel St, Orlando, FL 32804 -
3 BEDS, 2.5 BATHS$3,650
2490 Lauder Dr
2490 Lauder Dr, Maitland, FL 32751 -
4 BEDS, 3.5 BATHS$5,400
5452 Penway Dr
5452 Penway Dr, Orlando, FL 32814 -
4 BEDS, 2 BATHS$3,650
2120 Deloraine Trail
2120 Deloraine Trail, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,235
5415 Alloway St
5415 Alloway St, Orlando, FL 32810 -
2 BEDS, 1 BATH$2,450
19 W King St
19 W King St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$5,000
201 Cedarwood Dr
201 Cedarwood Dr, Maitland, FL 32751 -
2 BEDS, 1 BATH$2,950
1504 Minnesota St
1504 Minnesota St, Orlando, FL 32803 -
5 BEDS, 5 BATHS$8,650
2851 Dorell Ave
2851 Dorell Ave, Orlando, FL 32814 -
2 BEDS, 1 BATH$2,000
2614 Betty St
2614 Betty St, Orlando, FL 32803 -
3 BEDS, 2 BATHS$3,000
1516 Dove Dr
1516 Dove Dr, Orlando, FL 32803 -
3 BEDS, 2 BATHS$3,300
1211 Robin Rd
1211 Robin Rd, Orlando, FL 32803 -
4 BEDS, 2 BATHS$2,600
5210 Sunrise Blvd
5210 Sunrise Blvd, Orlando, FL 32803 -
1 BED, 1 BATH$1,200
Cozy Comfort!
3069 Aaron Burr Ave, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,995
3300 Bennington Ct
3300 Bennington Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,495
1955 Eland Ave
1955 Eland Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$4,340
Charming 3 Bed 2 Bath home in the heart of...
332 N Phelps Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,050
525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,495
1714 Miller Ave
1714 Miller Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,495
1716 Miller Ave
1716 Miller Ave, Winter Park, FL 32789 -
3 BEDS, 3 BATHS$3,150
1124 Azalea Ln
1124 Azalea Ln, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$3,900
Executive Lakefront Living – 3 Bed, 2.5 Ba...
690 Osceola Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,950
5741 Marble Ct.
5741 Marble Ct., Winter Park, FL 32792 -
3 BEDS, 2 BATHS$5,195
1800 Mizell Ave
1800 Mizell Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,300
GREAT ONE BEDROOM CONDO IN WINTER PARK!
200 St Andrews Blvd, Winter Park, FL 32792 -
4 BEDS, 5 BATHS$7,995
Exquisite 4-Bed, 5.5-Bath Executive Retrea...
2234 Howard Dr, Winter Park, FL 32789 -
3 BEDS, 3 BATHS$3,000
Beautiful 3/2.5 Townhouse in Winter Park
1464 Broad Wing Ln, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,500
2 bed 2 bath - 1st floor condo for rent
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,595
Stunning 2 Bed 2 Bath Winter Park Home!!!
349 Grove Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,400
Winter Park - Newly Remodeled 3/2
5323 Poinsetta Ave, Winter Park, FL 32792
Showing 42 of 105 results, Page 2 of 3
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 538 Sq Ft $1,398 / mo
- 1 Bedroom 707 Sq Ft $1,491 / mo
- 2 Bedrooms 1,019 Sq Ft $1,785 / mo
- 3 Bedrooms 1,271 Sq Ft $2,054 / mo
- 4 Bedrooms 1,506 Sq Ft $1,521 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 768 Sq Ft $1,444/mo
- Winter Park Pines 723 Sq Ft $1,475/mo
- Cedarwood Village 670 Sq Ft $1,504/mo
- Four Seasons 637 Sq Ft $1,522/mo
- Winter Park Pines Merrie Oaks 637 Sq Ft $1,522/mo
- Eastbrook 748 Sq Ft $1,580/mo
- Lake Howell 735 Sq Ft $1,620/mo
- Winter Park Estates 685 Sq Ft $1,648/mo
- Windward Square 781 Sq Ft $1,657/mo
- Laurel Springs 737 Sq Ft $1,736/mo
Getting Around Winter Park
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