2 BEDS, 1 BATH
$1,315
Deals & Discount Filters
Apartments under $1,800 for Rent in Winter Park, FL
827 Rentals
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2 BEDS, 1 BATH$1,5754418 Eli St
4418 Eli St, Orlando, FL 32804 -
1 BED, 1 BATH$1,4502512 Musselwhite Ave Unit 3
2512 Musselwhite Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,75013 E Winter Park St
13 E Winter Park St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,490
5301 Andrus Ave
5301 Andrus Ave, Orlando, FL 32810 -
1 BED, 1 BATH$1,299
524 Georgetown Dr Unit B
524 Georgetown Dr, Casselberry, FL 32707 -
2 BEDS, 1 BATH$1,250
2075 Howell Branch Rd Unit 101
2075 Howell Branch Rd, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,6004521 Edgewater Dr
4521 Edgewater Dr, Orlando, FL 32804 -
1 BED, 1 BATH$1,5504328 Edgewater Dr Unit E104
4328 Edgewater Dr, Orlando, FL 32804 -
1 BED, 1 BATH$1,800
4450 Twinview Ln
4450 Twinview Ln, Orlando, FL 32814 -
1 BED, 1 BATH$1,595
108 E Hazel St
108 E Hazel St, Orlando, FL 32804 -
1 BED, 1 BATH$250
421 E Kennedy Blvd
421 E Kennedy Blvd, Eatonville, FL 32751 -
1 BED, 1 BATH$1,099301 Clark St
301 Clark St, Eatonville, FL 32751 -
1 BED, 1 BATH$1,400Grdyn House Unit 1
1855 Eastbrook Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$950
Grdyn House
1855 Eastbrook Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,485
1695 Lee Rd Unit Apartment A103
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,645
7526 University Garden Dr
7526 University Garden Dr, Winter Park, FL 32792 -
1 BED, 1 BATH$1,3952942 Antique Oaks Cir Unit 088
2942 Antique Oaks Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,7451695 Lee Rd Unit Apartment D215
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,545
3004 George Mason Ave Unit K5d
3004 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,695
2450 Harbour Way
2450 Harbour Way, Winter Park, FL 32792 -
1 BED, 1 BATH$1,399
655 Trinidad Ct Unit 655
655 Trinidad Ct, Winter Park, FL 32792 -
1 BED, 1 BATH$1,2007309 Daniel Webster Dr
7309 Daniel Webster Dr, Winter Park, FL 32792 -
1 BED, 1 BATH$1,3951600 Indiana Ave
1600 Indiana Ave, Winter Park, FL 32789 -
3 BEDS, 1.5 BATHS$1,795
731 W Comstock Ave
731 W Comstock Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,375
1000 S Semoran Blvd Unit 806
1000 S Semoran Blvd, Winter Park, FL 32792 -
3 BEDS, 1 BATH$1,795
830 Carver St
830 Carver St, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,700Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6003254 Howell Branch Rd Unit Howell Branch Rd - 3254
3254 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,795
2704 Tortoise Cv
2704 Tortoise Cv, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,450
1695 Lee Rd
1695 Lee Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,299
200 St Andrews Blvd Unit 206
200 St Andrews Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,095
3065 George Mason Ave
3065 George Mason Ave, Winter Park, FL 32792 -
1 BED$1,250+2 BEDS$1,350+
Eastbrook Apartments
2610-2617 Eastbrook Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,700
408 Banyon Tree Cir Unit Apt 100
408 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,400
825 N Primrose Dr
825 N Primrose Dr, Orlando, FL 32803 -
1 BED, 1 BATH$975
525 Georgetown Dr
525 Georgetown Dr, Casselberry, FL 32707 -
2 BEDS, 1 BATH$1,395
115 E Smith St Unit Apartment 8
115 E Smith St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,795
3215 N Orange Ave
3215 N Orange Ave, Orlando, FL 32803 -
1 BED, 1 BATH$1,450
2880 Plaza Terrace Dr Unit 2880
2880 Plaza Terrace Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,315
385 Lime St
385 Lime St, Maitland, FL 32751 -
1 BED, 1 BATH$1,775
245 Orange Pl Unit 249 Orange Pl
245 Orange Pl, Maitland, FL 32751
Showing 42 of 149 results, Page 3 of 4
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 535 Sq Ft $1,424 / mo
- 1 Bedroom 706 Sq Ft $1,481 / mo
- 2 Bedrooms 1,021 Sq Ft $1,778 / mo
- 3 Bedrooms 1,273 Sq Ft $1,995 / mo
- 4 Bedrooms 1,506 Sq Ft $1,940 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Eastbrook 719 Sq Ft $1,376/mo
- Winter Park Pines 717 Sq Ft $1,396/mo
- Carlton Arms 730 Sq Ft $1,402/mo
- Winter Park Woods 761 Sq Ft $1,409/mo
- Cedarwood Village 675 Sq Ft $1,428/mo
- Four Seasons 677 Sq Ft $1,447/mo
- Albert Lee Ridge 743 Sq Ft $1,460/mo
- Lake Howell 732 Sq Ft $1,507/mo
- Villas of Casselberry 738 Sq Ft $1,514/mo
- Windward Square 787 Sq Ft $1,537/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
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About Our Deals
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Note: Based on community-supplied data and independent market research. Subject to change without notice.