Rentals within 4 miles of Winter Park, FL
NEW 2 DAYS AGODEAL
$802/mo
0 beds1 bath288 sq ft
Orlando Terrace
| 4697 Rose Coral Dr, Orlando, FL 32808
1 unit match • Pets welcome • Parking
$864/mo
4 beds1 bath1,026 sq ft
4431 Barley St, Orlando, FL 32811
Car-dependent • Some transit
$840/mo
3 beds1.5 baths— sq ft
Wheatley St, Orlando, FL 32811
Laundry in unit • A/C • Car-dependent
$844/mo
3 beds1 bath864 sq ft
2800 W Concord St, Orlando, FL 32805
Laundry in unit • Somewhat walkable • Some transit
NEW 31 HRS AGO
$735/mo
1 bed1 bath1,900 sq ft
2904 Arcata Ln, Orlando, FL 32817
Laundry in unit • Parking • A/C
$700/mo
1 bed1 bath— sq ft
4835 Crack Willow Ct, Orlando, FL 32808
Parking • A/C • Car-dependent
![Property at 4919 Erleen Pl, Orlando, FL, 32808, 1 bed, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/2f125447-d3bb-4ed1-933b-9d114041088f/islphoto/genIsl.0_1.webp)
$800/mo
1 bed1 bath965 sq ft
4919 Erleen Pl, Orlando, FL 32808
![Property at 112 Crown Oaks Way, Longwood, FL, 32779, 1 bed, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/c461e7ca-8798-4f1e-a58d-968192d8527f/islphoto/genIsl.0_1.webp)
$899/mo
1 bed1 bath— sq ft
112 Crown Oaks Way, Longwood, FL 32779
![Property at 1623 Grand St, Orlando, FL, 32805, 2 beds, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/b1d80667-b67b-4ca5-88c5-01d8b2116fa3/islphoto/genIsl.0_2.webp)
$855/mo
2 beds1 bath— sq ft
1623 Grand St, Orlando, FL 32805
![Property at 1624 Grand St, Orlando, FL, 32805, 1 bed, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/f688e170-983a-4bf8-8c86-04c80a027505/islphoto/genIsl.0_2.webp)
$875/mo
1 bed1 bath— sq ft
1624 Grand St, Orlando, FL 32805
![Property at 14 Bel Air St, Maitland, FL, 32751, 6 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/402f9230-adf0-4276-a092-2b384ce1d84a/islphoto/genIsl.0_1.webp)
$800/mo
6 beds2.5 baths2,263 sq ft
14 Bel Air St, Maitland, FL 32751
![Property at 2000 Cimmaron Ash Way Unit Spacious Bedroom, Apopka, FL, 32703, 1 bed, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/e0796e64-dea9-4172-9a7c-52b706e07c82/islphoto/genIsl.0_3.webp)
$850/mo
1 bed1 bath1,938 sq ft
2000 Cimmaron Ash Way Unit Spacious Bedroom, Apopka, FL 32703
![Property at 5505 Hernandes Dr Unit 119, Orlando, FL, 32808, 1 bed, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/9bec9f49-0194-4ea5-9e6c-497980ded7a8/islphoto/genIsl.0_4.webp)
$900/mo
1 bed1 bath542 sq ft
5505 Hernandes Dr Unit 119, Orlando, FL 32808
![Property at 7117 Eaker Dr Unit 1, Orlando, FL, 32822, 4 beds, 3 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/ea7ceeb1-668b-4c67-8d94-5b082d8c1e4e/islphoto/genIsl.0_4.webp)
$750/mo
4 beds3 baths220 sq ft
7117 Eaker Dr Unit 1, Orlando, FL 32822
![Property at 2223 Amherst Ave Unit B, Orlando, FL, 32804, 0 beds, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/9cdb7f23-d57a-4971-ae80-7257dc1fd711/islphoto/genIsl.0_2.webp)
$899/mo
0 beds1 bath500 sq ft
2223 Amherst Ave Unit B, Orlando, FL 32804
![Property at 1224 Moselle Ave Unit 2, Orlando, FL, 32807, 1 bed, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/8ee5414c-eba6-4cef-a7b7-3948c7345d38/islphoto/genIsl.0_1.webp)
$720/mo
1 bed1 bath— sq ft
1224 Moselle Ave Unit 2, Orlando, FL 32807
![Property at 1610 S Orange Blossom Trl Unit 33, Orlando, FL, 32805, 1 bed, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/2684f302-6c84-4305-8460-f437bdf65050/islphoto/genIsl.0_2.webp)
$800/mo
1 bed1 bath600 sq ft
1610 S Orange Blossom Trl Unit 33, Orlando, FL 32805
![Property at 1610 S Orange Blossom Trl Unit 90, Orlando, FL, 32805, 2 beds, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/d8c58267-c34f-48fe-9dbe-af5262b7c18f/islphoto/genIsl.0_2.webp)
$850/mo
2 beds1 bath800 sq ft
1610 S Orange Blossom Trl Unit 90, Orlando, FL 32805
![Property at 3864 Heritage Oaks Ct #4, Oviedo, FL, 32765, 4 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/1ea57901-fd31-419f-aedc-c688db72e186/islphoto/genIsl.0_2.webp)
$800/mo
4 beds2 baths2,000 sq ft
3864 Heritage Oaks Ct #4, Oviedo, FL 32765
![Property at 10444 Via del Sol, Orlando, FL, 32817, 1 bed, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/8ae032a6-b92f-4b91-b41c-ba3a62f534c6/islphoto/genIsl.0_1.webp)
$750/mo
1 bed1 bath150 sq ft
10444 Via del Sol, Orlando, FL 32817

Based on information submitted to the MLS GRID as of Mon Sep 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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