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Cheap Winter Park FL Condos for Rent from $1,000

7296 Daniel Webster Dr Unit 1

7296 Daniel Webster Dr, Winter Park, FL 32792
1 / 20
$1,595

2 Beds, 2.5 Baths, 1,230 sq ft

Pets Allowed Pool
4328 Edgewater Dr Unit E204

4328 Edgewater Dr Unit E204, Orlando, FL 32804
1 / 14
$1,095

Studio, 1 Bath, 500 sq ft

Pool Waterfront
316 Scottsdale Square Unit 316

316 Scottsdale Square Unit 316, Winter Park, FL 32792
1 / 5
$1,600

2 Beds, 1.5 Baths, 1,085 sq ft
1250 S Denning Dr Unit 232

1250 S Denning Dr Unit 232, Winter Park, FL 32789
1 / 5
$1,600

2 Beds, 2 Baths, 913 sq ft
3057 Aaron Burr Ave Unit 2

3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792
1 / 5
$1,400

2 Beds, 2 Baths, 1,066 sq ft

Pets Allowed
7449 Wynnewood Square Unit 182

7449 Wynnewood Square Unit 182, Winter Park, FL 32792
1 / 5
$1,595

2 Beds, 2.5 Baths, 1,031 sq ft
3267 Forest Oaks Ct Unit 111

3267 Forest Oaks Ct Unit 111, Winter Park, FL 32792
1 / 5
$1,600

2 Beds, 2 Baths, 1,031 sq ft
1150 Carmel Cir Unit 308

1150 Carmel Cir Unit 308, Casselberry, FL 32707
1 / 5
$1,800

3 Beds, 2 Baths, 1,615 sq ft
401 Niblick Way Unit 5

401 Niblick Way Unit 5, Orlando, FL 32804
1 / 4
$1,400

2 Beds, 1 Bath, 900 sq ft

Pets Allowed
825 N Primrose Dr Unit 106

825 N Primrose Dr Unit 106, Orlando, FL 32803
1 / 5
$1,400

2 Beds, 1 Bath, 832 sq ft

Pets Allowed
113 E Smith St Unit 6

113 E Smith St Unit 6, Orlando, FL 32804
1 / 5
$1,395

2 Beds, 1 Bath, 930 sq ft

Pets Allowed
$1,525

2 Beds, 2.5 Baths, 1,090 sq ft

3007 George Mason Ave Unit H, Winter Park, FL 32792
$1,550

2 Beds, 2 Baths, 840 sq ft

3651 N Goldenrod Rd Unit E109, Winter Park, FL 32792
$1,595

2 Beds, 2 Baths, 1,020 sq ft

115 Scottsdale Square, Winter Park, FL 32792
$1,599

2 Beds, 2 Baths, 1,000 sq ft

225 Lewfield Cir, Winter Park, FL 32792
$1,499

2 Beds, 1 Bath, 650 sq ft

1500 Michigan Ave Unit B, Winter Park, FL 32789
$1,400

2 Beds, 2 Baths, 840 sq ft

3651 N Goldenrod Rd Unit B109, Winter Park, FL 32792
$1,600

2 Beds, 2 Baths, 1,031 sq ft

3267 Forest Oaks Ct Unit Apt 111, Winter Park, FL 32792
$1,550

2 Beds, 2 Baths, 1,031 sq ft

3271 Oak Lake Pl Unit 130, Winter Park, FL 32792
$1,300

2 Beds, 1 Bath, 950 sq ft

907 Dowd Ave Unit 3 (Upstairs 2/1), Orlando, FL 32804
Seabrook

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

Matterport 3D Tours
$1,293 - $1,800

1-2 Beds

Specials

Pets Allowed Fitness Center Pool Kitchen In Unit Washer & Dryer Walk-In Closets
Central Place At Winter Park

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

Matterport 3D Tours
$1,205 - $1,965

1-3 Beds

Specials

Pets Allowed Pool Balcony Patio Walk-In Closets Playground Lounge
Winter Park Woods

7200 Aloma Ave, Winter Park, FL 32792
1 / 50

Matterport 3D Tours
$1,129 - $1,760

Studio - 3 Beds

Specials

Pets Allowed Pool Balcony Patio Walk-In Closets Hardwood Floors Playground
San Jose Apartments

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

Matterport 3D Tours
$903 - $1,535

1-3 Beds

Specials

Pets Allowed Pool Balcony Walk-In Closets Playground Clubhouse
District On Baldwin Park

5590 Baldwin Park St, Orlando, FL 32807
1 / 50

Matterport 3D Tours
$1,110 - $1,825

Studio - 3 Beds

Specials

Pets Allowed Pool Balcony Patio Walk-In Closets Yard Gated
Sorrento

2400 Howell Branch Rd, Winter Park, FL 32792
1 / 16
$1,135 - $1,975

Studio - 3 Beds

Smoke Free
La Aloma

3040 Aloma Ave, Winter Park, FL 32792
1 / 17

Matterport 3D Tours
$1,300 - $1,855

1-3 Beds

Pets Allowed Pool Balcony Patio Walk-In Closets Playground Smoke Free
Park Apartments

7528 Park Promenade Dr, Winter Park, FL 32792
1 / 24

Matterport 3D Tours
$1,250 - $1,800

1-3 Beds

Pets Allowed Pool Balcony Patio Walk-In Closets Gated Playground
Venue At Winter Park

5 Autumn Breeze Way, Winter Park, FL 32792
1 / 35

Matterport 3D Tours
$1,173 - $2,127

1-3 Beds

Pets Allowed Pool Walk-In Closets Hardwood Floors Playground Pet Play Area Lounge
Carlton Arms of Winter Park

300 Jamestown Dr, Winter Park, FL 32792
1 / 35

Matterport 3D Tours
$991 - $1,737

Studio - 3 Beds

Pets Allowed Pool Balcony Patio Walk-In Closets Clubhouse
Golden Oaks

7701 Acorn Woods Cir, Winter Park, FL 32792
1 / 35

Matterport 3D Tours
$976 - $1,373

2-3 Beds

Pool Balcony Patio Walk-In Closets Playground Deck
Kingswood Apartments

1101 Lee Rd, Orlando, FL 32810

1 / 20

$900 - $1,600

Studio - 3 Beds
Sumerset Apartments

1051 Lee Rd, Orlando, FL 32810

1 / 20

$974 - $1,495

1-3 Beds

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Winter Park, FL Cheap Condos for Rent

You know what you want, and you want a condo. You also want it to be affordable. With Apartments.com, you can find a cheap condo in Winter Park, FL fast so you can start enjoying your new home. Select from the cheap condos available for rent in Winter Park and browse photos, view floor plans, and check out the amenities. You can also read reviews, learn about the area, and get verified information on local schools. With neighborhoods to live in and explore in Winter Park, you’ll find a variety of great locations for your new condo. With Apartments.com at your fingertips, you’re just a few clicks away from finding a cheap condo in Winter Park! We’ll leave the packing and moving to you.