2 BEDS, 1 BATH
$1,295
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,846 Rentals
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4 BEDS, 2.5 BATHS$2,4502886 Carew Ave
2886 Carew Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,595
851 Miles Ave Unit 21
851 Miles Ave, Winter Park, FL 32789 -
STUDIO, 1 BATH$1,1007417 Daniel Webster Dr Unit 3
7417 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4501000 S Semoran Blvd Unit 115
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,795
918 Gloriosa Ave
918 Gloriosa Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,800
616 Montego Bay Ct Unit S
616 Montego Bay Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,575
1565 Michigan Ave
1565 Michigan Ave, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$4,9501580 Oakhurst Ave
1580 Oakhurst Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,9952809 Bower Rd
2809 Bower Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,100
367 Holt Ave
367 Holt Ave, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$3,800
1690 Dale Ave
1690 Dale Ave, Winter Park, FL 32789 -
5 BEDS, 3 BATHS$3,700
730 W Swoope Ave
730 W Swoope Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$3,9501275 Michigan Ave
1275 Michigan Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,3003060 George Mason Ave Unit 10C
3060 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$3,600
220 Overlook Rd
220 Overlook Rd, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,800
1480 Broad Wing Ln
1480 Broad Wing Ln, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,550
316 Scottsdale Square Unit 316
316 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$2,1002011 Cornell Ave
2011 Cornell Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,4752500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,895
7337 Cedar Creek Ct
7337 Cedar Creek Ct, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$1,995
7473 Belle River Ct
7473 Belle River Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,399
1734 Willa Cir
1734 Willa Cir, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,7507412 Woodburn Ct
7412 Woodburn Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,3503651 N Goldenrod Rd Unit B#104
3651 N Goldenrod Rd, Winter Park, FL 32792 -
4 BEDS, 2.5 BATHS$2,510
2843 Riddle Dr
2843 Riddle Dr, Winter Park, FL 32789 -
1 BED, 1 BATH$1,350
4860 Tangerine Ave Unit 4860
4860 Tangerine Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,275
3055 Autumn Ct
3055 Autumn Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$4,850104 S Interlachen Ave Unit 114
104 S Interlachen Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,2951807 N Park Ave
1807 N Park Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,395
1148 Park Green Pl
1148 Park Green Pl, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,295
2183 Crandon Ave
2183 Crandon Ave, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$1,975
275 N Capen Ave
275 N Capen Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,7752460 Firstlight Wy
2460 Firstlight Wy, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,6001575 Lawndale Cir
1575 Lawndale Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,495
3651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS, 1.5 BATHS$2,500
1622 Arbor Park Dr
1622 Arbor Park Dr, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,600
640 N Park Ave Unit 26
640 N Park Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,2251835 Edwin Blvd
1835 Edwin Blvd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,8001055 Cherokee Ave
1055 Cherokee Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,975
5169 Lazy Oaks Dr
5169 Lazy Oaks Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,000
332 Harris Ave
332 Harris Ave, Winter Park, FL 32789
Showing 42 of 284 results, Page 4 of 7
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 539 Sq Ft $1,381 / mo
- 1 Bedroom 707 Sq Ft $1,437 / mo
- 2 Bedrooms 1,019 Sq Ft $1,752 / mo
- 3 Bedrooms 1,273 Sq Ft $1,998 / mo
- 4 Bedrooms 1,506 Sq Ft $1,540 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Four Seasons 590 Sq Ft $1,348/mo
- Winter Park Pines Merrie Oaks 590 Sq Ft $1,348/mo
- Winter Park Woods 763 Sq Ft $1,379/mo
- Winter Park Pines 669 Sq Ft $1,428/mo
- Eastbrook 747 Sq Ft $1,432/mo
- Laurel Springs 741 Sq Ft $1,434/mo
- Lake Howell 747 Sq Ft $1,520/mo
- Villas of Casselberry 764 Sq Ft $1,537/mo
- Windward Square 784 Sq Ft $1,552/mo
- Glenmoor 706 Sq Ft $1,552/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,591/mo
- Maitland $1,747/mo
- Fern Park $1,298/mo
- Eatonville $875/mo
- Casselberry $1,741/mo
- Longwood $1,695/mo
- Altamonte Springs $1,599/mo
- Orlando $1,650/mo
- Pine Castle $1,294/mo
Getting Around Winter Park
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