Winter Park FL Condos for Rent under $1,500

462 Condos under $1,500

2500 Lee Rd Unit 244

2500 Lee Rd Unit 244, Winter Park, FL 32789
1 / 5
$1,475

Pool

1 Bed | 1 Bath | 645 sq ft
2521 Caper Ln Unit 203

2521 Caper Ln Unit 203, Maitland, FL 32751
1 / 5
$1,280

1 Bed | 1 Bath | 550 sq ft
7417 Daniel Webster Dr Unit 3

7417 Daniel Webster Dr Unit 3, Winter Park, FL 32792
1 / 5
$1,200

Pets Allowed Pool

Studio | 1 Bath | 546 sq ft
Include Rooms for Rent in Your Search
851 Miles Ave Unit 8

851 Miles Ave Unit 8, Winter Park, FL 32789
1 / 5
$1,500

Pets Allowed Pool

2 Beds | 1 Bath | 808 sq ft
2500 Lee Rd Unit 244

2500 Lee Rd Unit 244, Winter Park, FL 32789
1 / 5
$1,475

1 Bed | 1 Bath | 645 sq ft
1000 S Semoran Blvd Unit 115

1000 S Semoran Blvd Unit 115, Winter Park, FL 32792
1 / 5
$1,475

2 Beds | 2 Baths | 1,003 sq ft
200 St Andrews Blvd Unit 606

200 St Andrews Blvd Unit 606, Winter Park, FL 32792
1 / 5
$1,350

1 Bed | 1 Bath | 727 sq ft
3044 Antique Oaks Cir Unit 184

3044 Antique Oaks Cir Unit 184, Winter Park, FL 32792
1 / 5
$1,399

Dogs Allowed

1 Bed | 1 Bath | 749 sq ft
1000 S Semoran Blvd Unit 109

1000 S Semoran Blvd Unit 109, Winter Park, FL 32792
$1,400

Pets Allowed

2 Beds | 2 Baths | 1,003 sq ft
4860 Tangerine Ave Unit 4860

4860 Tangerine Ave Unit 4860, Winter Park, FL 32792
1 / 5
$1,500

1 Bed | 1 Bath | 753 sq ft
550 Flemming Way Unit 200

550 Flemming Way Unit 200, Maitland, FL 32751
1 / 5
$1,500

Pets Allowed

2 Beds | 2 Baths | 1,051 sq ft
113 E Smith St Unit 6

113 E Smith St Unit 6, Orlando, FL 32804
1 / 5
$1,325

Pets Allowed

2 Beds | 1 Bath | 930 sq ft
2512 Musselwhite Ave Unit 3

2512 Musselwhite Ave Unit 3, Orlando, FL 32804
1 / 5
$1,450

Pets Allowed Furnished

1 Bed | 1 Bath | 450 sq ft
421 E KENNEDY Blvd

421 E KENNEDY Blvd, EATONVILLE, FL 32751
1 / 5
$1,000

Cats Allowed

1 Bed | 1 Bath | 450 sq ft
496 Banyon Tree Cir Unit 204

496 Banyon Tree Cir Unit 204, Maitland, FL 32751
1 / 5
$1,450

2 Beds | 2 Baths | 1,051 sq ft
2521 Caper Ln Unit 203

2521 Caper Ln Unit 203, Maitland, FL 32751
1 / 5
$1,280

1 Bed | 1 Bath | 550 sq ft
$1,500

3007 George Mason Ave Unit H, Winter Park, FL 32792

2 Beds | 2.5 Baths | 1,090 sq ft
$1,349

3651 N Goldenrod Rd Unit B109, Winter Park, FL 32792

2 Beds | 2 Baths | 840 sq ft
$1,399

3044 Antique Oaks Cir Unit 178, Winter Park, FL 32792

1 Bed | 1 Bath | 749 sq ft
$1,450

3651 N Goldenrod Rd Unit C206, Winter Park, FL 32792

2 Beds | 2 Baths | 840 sq ft
$1,350

200 St Andrews Blvd Unit 200 St. Andrews Blvd 606, Winter Park, FL 32792

1 Bed | 1 Bath | 727 sq ft
$1,200

452 Banyon Tree Cir Unit 106, Maitland, FL 32751

1 Bed | 1 Bath | 550 sq ft
$1,425

492 Banyon Tree Cir Unit #104, Maitland, FL 32751

2 Beds | 1 Bath | 1,051 sq ft
$1,200

2422 Branch Way Unit 202, Maitland, FL 32751

1 Bed | 1 Bath | 550 sq ft
Onyx Winter Park

100 Reflections Cir, Casselberry, FL 32707
1 / 34

Videos

Matterport 3D Tours
Studio

$1,230+

1 Bed

$1,355+

Specials

Pets Allowed Fitness Center Pool Dishwasher Refrigerator In Unit Washer & Dryer
Berkshire Winter Park

1874 Harmon Ave, Winter Park, FL 32789
1 / 85

Videos

Matterport 3D Tours
Studio

$1,490+

1 Month Free

Pets Allowed Heat
Seabrook

3114 Terry Brook Dr, Winter Park, FL 32792
1 / 31

Matterport 3D Tours
1 Bed

$1,201+

2 Beds

$1,388

Specials

Pets Allowed Fitness Center Pool Kitchen In Unit Washer & Dryer Walk-In Closets
Oak Reserve at Winter Park

541 Oak Reserve Ln, Winter Park, FL 32792
1 / 110

Videos

Matterport 3D Tours
1 Bed

$1,475

Specials

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
Cranes Landing Apartments

3440 N Goldenrod Rd, Winter Park, FL 32792
1 / 37

Videos

Matterport 3D Tours
1 Bed

$1,243+

2 Beds

$1,362+

Pets Allowed Fitness Center Pool Dishwasher Kitchen In Unit Washer & Dryer
Bainbridge Winter Park

1400 Morgan Stanley Ave, Winter Park, FL 32789
1 / 75

Videos

Matterport 3D Tours
1 Bed

$1,443

1 Month Free

Pets Allowed In Unit Washer & Dryer
Newport Colony Apartments in Casselberry

1166 Pointe Newport Ter, Casselberry, FL 32707
1 / 33

Videos

Matterport 3D Tours
1 Bed

$1,375+

Specials

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
The Ivy Residences at Health Village Apart...

2650 Dade Ave, Orlando, FL 32804
1 / 33

Videos

Matterport 3D Tours
1 Bed

$1,499+

Pets Allowed Fitness Center Pool Maintenance on site Package Service Online Services
ARIUM Winter Park

3250 Bishop Park Dr, Winter Park, FL 32792
1 / 50

Matterport 3D Tours
1 Bed

$1,297+

Pets Allowed Pool Patio Walk-In Closets Gated Controlled Access Playground
Summerlin at Winter Park Apartments

3207 Rosebud Ln, Winter Park, FL 32792
1 / 36

Matterport 3D Tours
1 Bed

$1,292+

2 Beds

$1,446+

Discounts

Pets Allowed Pool Balcony Furnished Patio Walk-In Closets Gated
The Taylor at Winter Park

2000 Village Ln, Winter Park, FL 32792
1 / 40

Matterport 3D Tours
Studio

$1,246+

1 Bed

$1,335+

2 Beds

$1,472+

1 Month Free

Pets Allowed Pool Fitness Center Clubhouse
Sovereignty at Winter Park Apartments

7745 Brandywood Cir, Winter Park, FL 32792
1 / 50

Matterport 3D Tours
1 Bed

$1,150+

2 Beds

$1,391+

Pets Allowed Pool Balcony Patio Walk-In Closets Gated Smoke Free
Central Place At Winter Park

7000 University Blvd, Winter Park, FL 32792
1 / 26

Matterport 3D Tours
1 Bed

$1,205+

2 Beds

$1,495+

Specials

Pets Allowed Pool Balcony Patio Walk-In Closets Playground Lounge
Liv at Winter Park Apartment Homes

4755 N Goldenrod Rd, Winter Park, FL 32792
1 / 44

Matterport 3D Tours
Studio

$1,413+

1 Bed

$1,177+

Specials

Pets Allowed
Winter Park Woods

349 Scottsdale Sq, Winter Park, FL 32792
1 / 50

Matterport 3D Tours
Studio

$999

1 Bed

$1,139+

2 Beds

$1,269+

Specials

Pool Balcony Patio Walk-In Closets Hardwood Floors Playground Tennis Court
San Jose Apartments

2353 Winter Woods Blvd, Winter Park, FL 32792
1 / 39

Matterport 3D Tours
1 Bed

$903+

2 Beds

$1,089+

3 Beds

$1,261+

Specials

Pets Allowed Pool Balcony Walk-In Closets Playground Clubhouse
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Condos Florida Orange County Winter Park

Helpful Rental Guides for Winter Park, FL

Rental Lingo for Beginners

Rental Lingo for Beginners

4 Hacks to Make Cooking with a Small Oven Easier

4 Hacks to Make Cooking with a Small Oven Easier

Getting Your Heating System Ready for Winter

Getting Your Heating System Ready for Winter

How to Keep Your Carpets Clean When You Have Pets

How to Keep Your Carpets Clean When You Have Pets

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