
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
2,096 Rentals
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3 BEDS, 2.5 BATHS$3,400
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2 BEDS, 1 BATH$1,550
2407 Branch Way Unit 205
2407 Branch Way, Maitland, FL 32751 -
2 BEDS, 1 BATH$2,000
12 W Hazel St
12 W Hazel St, Orlando, FL 32804 -
4 BEDS, 2 BATHS$3,250
2120 Deloraine Trail
2120 Deloraine Trail, Maitland, FL 32751 -
2 BEDS, 2.5 BATHS$2,000
33 E Princeton St
33 E Princeton St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,150
1150 Carmel Cir Unit 308
1150 Carmel Cir, Casselberry, FL 32707 -
1 BED, 1 BATH$1,175
559 Flemming Way Unit 105
559 Flemming Way, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,500
2515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,950
1516 Dove Dr
1516 Dove Dr, Orlando, FL 32803 -
3 BEDS, 2 BATHS$4,750
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, 2 BATHS$2,600
808 Malone Dr
808 Malone Dr, Orlando, FL 32810 -
1 BED, 1 BATH$2,050
2835 Stanfield Ave
2835 Stanfield Ave, Orlando, FL 32814 -
2 BEDS, 2 BATHS$1,750
4523 Hidden Oak Ct
4523 Hidden Oak Ct, Orlando, FL 32804 -
3 BEDS, 2 BATHS$1,800
300 Campus View Dr
300 Campus View Dr, Orlando, FL 32810 -
3 BEDS, 3.5 BATHS$3,700
4701 Anson Ln
4701 Anson Ln, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,695
8 E Evans St
8 E Evans St, Orlando, FL 32804 -
1 BED, 1 BATH$2,500
1911 Canton St
1911 Canton St, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,550
550 Flemming Way Unit 200
550 Flemming Way, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,775
5454 Decatur St
5454 Decatur St, Orlando, FL 32807 -
2 BEDS, 1 BATH$2,950
1504 Minnesota St
1504 Minnesota St, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$2,250
824 Town Cir
824 Town Cir, Maitland, FL 32751 -
STUDIO, 1 BATH$1,700
1500 Lake Baldwin Ln Unit C
1500 Lake Baldwin Ln, Orlando, FL 32814 -
3 BEDS, 1.5 BATHS$1,700
1112 Princewood Dr
1112 Princewood Dr, Orlando, FL 32810 -
2 BEDS, 2 BATHS$1,600
496 Banyon Tree Cir Unit 204
496 Banyon Tree Cir, Maitland, FL 32751 -
3 BEDS, 3.5 BATHS$3,850
1563 Common Way Rd
1563 Common Way Rd, Orlando, FL 32814 -
3 BEDS, 2.5 BATHS$4,500
1854 Meeting Pl
1854 Meeting Pl, Orlando, FL 32814 -
2 BEDS, 2 BATHS$1,800
2962 Plaza Terrace Dr Unit 2962
2962 Plaza Terrace Dr, Orlando, FL 32803 -
4 BEDS, 2 BATHS$3,500
Renovated Home in the Heart of Winter Park!
830 Douglas Ave, Winter Park, FL 32789 -
5 BEDS, 4 BATHS$6,200
Winter Park Pool Home on half acre lot, st...
960 Georgia Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,200
Winter Park Charmer
1816 Mizell Ave, Winter Park, FL 32789 -
3 BEDS, 3.5 BATHS$2,100
WINTER PARK: Sandlewood Creek Community
235 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,895
Great Winter Park Townhome
152 Sandlewood Trail, Winter Park, FL 32789 -
3 BEDS, 3 BATHS$2,500
7542 Cranes Creek Ct
7542 Cranes Creek Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,795
COMING SOON - **Goldenrod Villas of Winter...
7750 Country Pl, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900
2 bed 2 bath with Fenced in backyard!
7726 Country Pl, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,550
2 Bed/ 2 Bath Available Now In University ...
7638 University Garden Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,840
Fully Furnished 2/2 Condo!
7429 Daniel Webster Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,700
Winter Park Gem! Lovely Single Family Home...
850 W Canton Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,700
Excellent location Unit 4968
4968 Tangerine Ave, 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 -
3 BEDS, 3 BATHS$2,900
Beautiful 3/2.5 Townhouse in Winter Park
1464 Broad Wing Ln, Winter Park, FL 32792
Showing 42 of 287 results, Page 5 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 538 Sq Ft $1,405 / mo
- 1 Bedroom 708 Sq Ft $1,495 / mo
- 2 Bedrooms 1,019 Sq Ft $1,769 / mo
- 3 Bedrooms 1,271 Sq Ft $2,019 / mo
- 4 Bedrooms 1,506 Sq Ft $1,526 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 767 Sq Ft $1,451/mo
- Eastbrook 720 Sq Ft $1,481/mo
- Cedarwood Village 642 Sq Ft $1,486/mo
- Winter Park Pines 707 Sq Ft $1,495/mo
- Four Seasons 640 Sq Ft $1,512/mo
- Winter Park Pines Merrie Oaks 640 Sq Ft $1,512/mo
- Albert Lee Ridge 768 Sq Ft $1,581/mo
- Lake Howell 726 Sq Ft $1,601/mo
- Winter Park Estates 692 Sq Ft $1,632/mo
- Windward Square 779 Sq Ft $1,648/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,715/mo
- Maitland $1,914/mo
- Fern Park $1,326/mo
- Eatonville $1,000/mo
- Casselberry $1,671/mo
- Longwood $1,803/mo
- Altamonte Springs $1,655/mo
- Lockhart $1,402/mo
- Orlando $1,742/mo
Getting Around Winter Park
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