1 BED, 1 BATH
$1,150
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Showing all results in Winter Park, FL.
Condos under $500 for Rent in Winter Park, FL
2,015 Rentals
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2 BEDS, 2.5 BATHS$1,6957449 Wynnewood Square Unit 182
7449 Wynnewood Square, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,500
2515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$3,000
1516 Dove Dr
1516 Dove Dr, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$2,750
2748 Bright Bird Ln
2748 Bright Bird Ln, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$3,650
2070 St George St
2070 St George St, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,300
2314 Depauw Ave
2314 Depauw Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$5,750
1791 Spruce Ave
1791 Spruce Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,000
1695 Lee Rd Unit E215
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$5,000
201 Cedarwood Dr
201 Cedarwood Dr, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,600
825 N Primrose Dr Unit 113
825 N Primrose Dr, Orlando, FL 32803 -
2 BEDS, 1.5 BATHS$1,2502513 Holly Rd Unit 2513 Holly Road
2513 Holly Rd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,250824 Town Cir
824 Town Cir, Maitland, FL 32751 -
2 BEDS, 1.5 BATHS$1,600316 Scottsdale Square Unit 316
316 Scottsdale Square, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$3,000
1021 Hunter Ave
1021 Hunter Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$3,850
1946 Strathaven Rd
1946 Strathaven Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900
3019 Casselwood St
3019 Casselwood St, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,595
3651 N Goldenrod Rd Unit F103
3651 N Goldenrod Rd, Winter Park, FL 32792 -
4 BEDS, 3.5 BATHS$3,595
2307 Kestrel Perch Pl
2307 Kestrel Perch Pl, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,7007350 Swallow Run
7350 Swallow Run, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,9953300 Bennington Ct
3300 Bennington Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,395
1000 S Semoran Blvd Unit 806
1000 S Semoran Blvd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,325
Fully Furnished Town House 3 Bedroom/2.5 B...
2632 Galliano Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,350
1820 Rogers Ave Unit B - 1
1820 Rogers Ave, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,750
1516 Lawndale Cir
1516 Lawndale Cir, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$3,195
530 Ventris Ct
530 Ventris Ct, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,700
Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,475
Spacious 2/2 Condo In Lancelot at Winter Park Unit B204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,475
3651 N Goldenrod Rd Unit B204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$4,340
Charming 3 Bed 2 Bath home in the heart of...
332 N Phelps Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,595
Stunning 2 Bed 2 Bath Winter Park Home!!!
349 Grove Ave, 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 -
3 BEDS, 2 BATHS$3,275
6 month lease- AVAIL IN AUGUST- Immaculate...
100 Whitecaps Cir, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,500
3651 N Goldenrod Rd Unit B109
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,700
628 Trinidad Ct
628 Trinidad Ct, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
Grdyn House Unit 1
1855 Eastbrook Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350
Beautiful 1/1 wood floor condo for rent in... Unit 118
3014 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,045
Quaint 2/1 home with plenty of yard, deck ...
581 E Horatio Ave, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,499
Spacious Condo Living in Winter Park – Per...
1000 S Semoran Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,200
Cozy Comfort! Unit D
3069 Aaron Burr Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,050
525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$950
416 Lime St
416 Lime St, Eatonville, FL 32751
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 $1,407 / mo
- 1 Bedroom 707 Sq Ft $1,500 / mo
- 2 Bedrooms 1,019 Sq Ft $1,777 / mo
- 3 Bedrooms 1,271 Sq Ft $2,068 / 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 767 Sq Ft $1,418/mo
- Winter Park Pines 723 Sq Ft $1,438/mo
- Cedarwood Village 677 Sq Ft $1,486/mo
- Four Seasons 634 Sq Ft $1,511/mo
- Winter Park Pines Merrie Oaks 634 Sq Ft $1,511/mo
- Eastbrook 740 Sq Ft $1,566/mo
- Lake Howell 734 Sq Ft $1,610/mo
- Winter Park Estates 675 Sq Ft $1,641/mo
- Windward Square 781 Sq Ft $1,642/mo
- Glenmoor 698 Sq Ft $1,703/mo
Getting Around Winter Park
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Note: Based on community-supplied data and independent market research. Subject to change without notice.