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Showing all results in Winter Park, FL.
Four Bedroom Apartments under $900 for Rent in Winter Park, FL
2,105 Rentals
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1 BED$1,000421 E Kennedy Blvd
421 E Kennedy Blvd, Eatonville, FL 32751 -
2 BEDS$1,5081000 S Semoran Blvd Unit 816
1000 S Semoran Blvd, Winter Park, FL 32792 -
3 BEDS$3,4005401 Decatur St
5401 Decatur St, Orlando, FL 32807 -
2 BEDS$1,6001000 S Semoran Blvd Unit 813
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS$2,950
1504 Minnesota St
1504 Minnesota St, Orlando, FL 32803 -
2 BEDS$3,500
690 Osceola Ave Unit 502
690 Osceola Ave, Winter Park, FL 32789 -
3 BEDS$2,700
850 W Canton Ave
850 W Canton Ave, Winter Park, FL 32789 -
2 BEDS$2,00012 W Hazel St
12 W Hazel St, Orlando, FL 32804 -
2 BEDS$1,4503057 Aaron Burr Ave Unit 2
3057 Aaron Burr Ave, Winter Park, FL 32792 -
3 BEDS$2,699
1504 Broad Wing Ln
1504 Broad Wing Ln, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$3,250
2120 Deloraine Trail
2120 Deloraine Trail, Maitland, FL 32751 -
2 BEDS$2,000
33 E Princeton St
33 E Princeton St, Orlando, FL 32804 -
3 BEDS$2,5501943 Canny Cv
1943 Canny Cv, Winter Park, FL 32792 -
3 BEDS$4,400336 Blue Heron Dr
336 Blue Heron Dr, Winter Park, FL 32789 -
3 BEDS$2,150
1150 Carmel Cir Unit 308
1150 Carmel Cir, Casselberry, FL 32707 -
3 BEDS$2,940
333 Cambridge Blvd
333 Cambridge Blvd, Winter Park, FL 32789 -
1 BED$1,175
559 Flemming Way Unit 105
559 Flemming Way, Maitland, FL 32751 -
2 BEDS$1,5957449 Wynnewood Square Unit 182
7449 Wynnewood Square, Winter Park, FL 32792 -
2 BEDS$1,5002515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
3 BEDS$2,900
1516 Dove Dr
1516 Dove Dr, Orlando, FL 32803 -
3 BEDS$2,750
2748 Bright Bird Ln
2748 Bright Bird Ln, Winter Park, FL 32792 -
3 BEDS$1,700
1695 Lee Rd Unit E215
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS$4,500201 Cedarwood Dr
201 Cedarwood Dr, Maitland, FL 32751 -
3 BEDS$2,250824 Town Cir
824 Town Cir, Maitland, FL 32751 -
2 BEDS$1,600
316 Scottsdale Square Unit 316
316 Scottsdale Square, Winter Park, FL 32792 -
3 BEDS$2,950
1021 Hunter Ave
1021 Hunter Ave, Orlando, FL 32804 -
3 BEDS$3,250
1946 Strathaven Rd
1946 Strathaven Rd, Winter Park, FL 32792 -
2 BEDS$1,8503019 Casselwood St
3019 Casselwood St, Winter Park, FL 32792 -
2 BEDS$1,5253651 N Goldenrod Rd Unit F103
3651 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS$2,550
2831 Lion Heart Rd
2831 Lion Heart Rd, Winter Park, FL 32792 -
1 BED$2,500
1911 Canton St
1911 Canton St, Orlando, FL 32803 -
4 BEDS, 3 BATHS$5,050
2627 Verona Trail
2627 Verona Trail, Winter Park, FL 32789 -
2 BEDS$2,600808 Malone Dr
808 Malone Dr, Orlando, FL 32810 -
2 BEDS$1,850851 Miles Ave Unit 9
851 Miles Ave, Winter Park, FL 32789 -
1 BED$1,499
1000 S Semoran Blvd Unit 703
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS$1,550
550 Flemming Way Unit 200
550 Flemming Way, Maitland, FL 32751 -
2 BEDS$1,750
4523 Hidden Oak Ct
4523 Hidden Oak Ct, Orlando, FL 32804 -
2 BEDS$1,690222 E Yale St Unit 222
222 E Yale St, Orlando, FL 32804 -
3 BEDS$1,800300 Campus View Dr
300 Campus View Dr, Orlando, FL 32810 -
1 BED$1,500
540 Cascade Cir Unit 104
540 Cascade Cir, Casselberry, FL 32707 -
2 BEDS$1,600
3267 Forest Oaks Ct Unit 111
3267 Forest Oaks Ct, Winter Park, FL 32792
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 $1,381 / mo
- 1 Bedroom 708 Sq Ft $1,476 / mo
- 2 Bedrooms 1,019 Sq Ft $1,772 / mo
- 3 Bedrooms 1,271 Sq Ft $2,062 / mo
- 4 Bedrooms 1,506 Sq Ft $1,531 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 767 Sq Ft $1,437/mo
- Winter Park Pines 709 Sq Ft $1,477/mo
- Eastbrook 718 Sq Ft $1,485/mo
- Cedarwood Village 641 Sq Ft $1,502/mo
- Four Seasons 642 Sq Ft $1,543/mo
- Winter Park Pines Merrie Oaks 642 Sq Ft $1,543/mo
- Windward Square 780 Sq Ft $1,579/mo
- Lake Howell 722 Sq Ft $1,606/mo
- Winter Park Estates 694 Sq Ft $1,646/mo
- Glenmoor 713 Sq Ft $1,672/mo
Getting Around Winter Park
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About Our Deals
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Best Value
"Best value" units are located in buildings rated three stars or higher. We label apartment rentals that are priced significantly less than similar high-quality units nearby.
Rent Specials
Apartment communities regularly advertise deals for new residents. Whether it's a move-in special or a free tv, we locate the rentals that offer a little something extra when you sign your lease.
Note: Based on community-supplied data and independent market research. Subject to change without notice.