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Condos for Rent in Winter Park FL - 1,798 Rentals

261 Scottsdale Sq Unit 261

261 Scottsdale Sq Unit 261, Winter Park, FL 32792
1 / 20
$1,230

1 Bed, 1 Bath, 765 sq ft

Pets Allowed Balcony Patio Island Kitchen Smoke Free
200 St Andrews Blvd Unit 2703

200 St Andrews Blvd Unit 2703, Winter Park, FL 32792
1 / 5
$1,950

2 Beds, 2 Baths, 1,127 sq ft

Pets Allowed Pool Fitness Center
111 E King St Unit ID1018200P

111 E King St Unit ID1018200P, Orlando, FL 32804
1 / 5
$4,690

3 Beds, 2 Baths, 1,119 sq ft

Pets Allowed Balcony Furnished Garden
102 W King St Unit ID1029870P

102 W King St Unit ID1029870P, Orlando, FL 32804
1 / 5
$2,530

2 Beds, 1 Bath, 710 sq ft

Pets Allowed Balcony Furnished
2407 Branch Way

2407 Branch Way, Maitland, FL 32751
1 / 5
$1,550

2 Beds, 1 Bath

Pets Allowed Pool Fitness Center
821 Mulberry St

821 Mulberry St, Maitland, FL 32751
1 / 13
$1,800

2 Beds, 1 Bath, 921 sq ft

Furnished
102 W King St Unit ID1018188P

102 W King St Unit ID1018188P, Orlando, FL 32804
1 / 5
$2,630

1 Bed, 1 Bath

Balcony Furnished Garden
3038 Antique Oaks Cir Unit 162

3038 Antique Oaks Cir Unit 162, Winter Park, FL 32792

For Rent

By Owner
1 / 21
$1,850

2 Beds, 2 Baths, 1,050 sq ft

Pets Allowed Pool Tennis Court
940 W Fairbanks Ave Unit In-law apartment.

940 W Fairbanks Ave Unit In-law apartment., Orlando, FL 32804

For Rent

By Owner
1 / 10
$1,450

1 Bed, 1 Bath, 850 sq ft

Furnished Walk-In Closets Smoke Free Lofts
169 Lewfield Cir Unit 169

169 Lewfield Cir Unit 169, Winter Park, FL 32792
1 / 5
$1,350

1 Bed, 1 Bath, 678 sq ft

Pets Allowed
311 E Morse Blvd Unit 2-3

311 E Morse Blvd Unit 2-3, Winter Park, FL 32789
1 / 5
$6,800

2 Beds, 2 Baths, 1,964 sq ft

Furnished Waterfront
200 St Andrews Blvd Unit 3503

200 St Andrews Blvd Unit 3503, Winter Park, FL 32792
1 / 5
$2,000

2 Beds, 2 Baths, 1,119 sq ft
174 Scottsdale Square Unit 174

174 Scottsdale Square Unit 174, Winter Park, FL 32792
1 / 5
$1,750

2 Beds, 2 Baths, 1,085 sq ft
3069 Aaron Burr Ave Unit D

3069 Aaron Burr Ave Unit D, Winter Park, FL 32792
1 / 5
$1,200

1 Bed, 1 Bath, 537 sq ft

Pets Allowed
690 Osceola Ave Unit 502

690 Osceola Ave Unit 502, Winter Park, FL 32789
1 / 5
$3,900

2 Beds, 2 Baths, 1,400 sq ft

Waterfront
1695 Lee Rd Unit C103

1695 Lee Rd Unit C103, Winter Park, FL 32789
1 / 5
$1,600

2 Beds, 1 Bath, 881 sq ft

Pets Allowed
151 N Orlando Ave Unit 131

151 N Orlando Ave Unit 131, Winter Park, FL 32789
1 / 5
$2,700

2 Beds, 1 Bath, 804 sq ft

Pets Allowed Pool Furnished Waterfront
293 Scottsdale Square Unit 293

293 Scottsdale Square Unit 293, Winter Park, FL 32792
1 / 5
$1,250

1 Bed, 1 Bath, 785 sq ft

Pets Allowed
3651 N Goldenrod Rd Unit E109

3651 N Goldenrod Rd Unit E109, Winter Park, FL 32792
1 / 5
$1,600

2 Beds, 2 Baths, 840 sq ft

Pets Allowed
3035 George Mason Ave Unit 20D

3035 George Mason Ave Unit 20D, Winter Park, FL 32792
1 / 5
$1,250

1 Bed, 1 Bath, 549 sq ft
1000 S Semoran Blvd Unit 813

1000 S Semoran Blvd Unit 813, Winter Park, FL 32792
1 / 5
$1,630

2 Beds, 2 Baths, 1,003 sq ft

Pets Allowed
261 Scottsdale Square Unit 261

261 Scottsdale Square Unit 261, Winter Park, FL 32792
1 / 5
$1,235

1 Bed, 1 Bath, 756 sq ft

Pets Allowed
3651 N Goldenrod Rd Unit 107

3651 N Goldenrod Rd Unit 107, Winter Park, FL 32792
1 / 5
$1,525

2 Beds, 2 Baths, 840 sq ft
1000 S Semoran Blvd Unit 816

1000 S Semoran Blvd Unit 816, Winter Park, FL 32792
1 / 5
$1,500

2 Beds, 2 Baths, 1,049 sq ft

Pets Allowed
3651 N Goldenrod Rd Unit B207

3651 N Goldenrod Rd Unit B207, Winter Park, FL 32792
1 / 5
$1,650

2 Beds, 2 Baths, 840 sq ft

Pets Allowed
7404 Woodburn Ct

7404 Woodburn Ct, Winter Park, FL 32792

For Rent

By Owner
1 / 19
$1,575

2 Beds, 1.5 Baths, 990 sq ft

Pool Patio Playground Smoke Free
690 Osceola Ave Unit 607

690 Osceola Ave Unit 607, Winter Park, FL 32789
1 / 5
$3,900

3 Beds, 2.5 Baths, 1,683 sq ft
3057 Aaron Burr Ave Unit 2

3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792
1 / 5
$1,550

2 Beds, 2 Baths, 1,066 sq ft

Pets Allowed
7417 Wynnewood Sq Unit 174

7417 Wynnewood Sq Unit 174, Winter Park, FL 32792
1 / 16
$1,650

2 Beds, 1.5 Baths, 990 sq ft

Pets Allowed Pool Patio Smoke Free
200 Carolina Ave Unit 2BR2BTH

200 Carolina Ave Unit 2BR2BTH, Winter Park, FL 32789
1 / 7
$1,795

2 Beds, 2 Baths, 1,200 sq ft

Pets Allowed Pool Patio Walk-In Closets Gated Wheelchair Accessible
2137 Crandon Ave Unit B

2137 Crandon Ave Unit B, Winter Park, FL 32789

For Rent

By Owner
1 / 4
$1,000

Studio, 1 Bath, 400 sq ft

Smoke Free Wheelchair Accessible
1945 Lanier Ct

1945 Lanier Ct, Winter Park, FL 32792
1 / 5
$1,695

2 Beds, 1 Bath, 865 sq ft
7461 Swallow Run Unit 46

7461 Swallow Run Unit 46, Winter Park, FL 32792
1 / 5
$1,795

2 Beds, 2.5 Baths, 1,578 sq ft
524 Georgetown Dr Unit B

524 Georgetown Dr Unit B, Casselberry, FL 32707
1 / 5
$1,350

1 Bed, 1 Bath, 707 sq ft

Pets Allowed
5517 Decatur St Unit 5517

5517 Decatur St Unit 5517, Orlando, FL 32807
1 / 5
$1,545

2 Beds, 1.5 Baths, 996 sq ft

Pets Allowed
14 W King St

14 W King St, Orlando, FL 32804
1 / 5
$2,499

3 Beds, 2 Baths, 1,156 sq ft

Pets Allowed Fireplace
421 E Kennedy Blvd

421 E Kennedy Blvd, Eatonville, FL 32751
1 / 4
$1,000

1 Bed, 1 Bath, 450 sq ft

Cats Allowed
2512 Musselwhite Ave Unit 3

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

1 Bed, 1 Bath, 450 sq ft

Pets Allowed Furnished
2512 Musselwhite Ave Unit #1

2512 Musselwhite Ave Unit #1, Orlando, FL 32804
1 / 5
$2,025

2 Beds, 1 Bath, 900 sq ft

Pets Allowed Furnished
2407 Branch Way Unit 205

2407 Branch Way Unit 205, Maitland, FL 32751
1 / 5
$1,550

2 Beds, 1 Bath, 1,051 sq ft
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Winter Park, FL Condos for Rent

Search for condos for rent in Winter Park, FL on Apartments.com. With 1,798 available, you can find the right condo with the floor plan and amenities that fit your needs. Many condo rentals are Pet Friendly and furnished to fit renters' lifestyles. When you rent a condo, you’ll likely rent from an individual owner rather than a property management company. This means units in the same building may have different features and layouts. Be sure to check out the photos and take a tour of the unit as you search for your Winter Park home. While the average rent for a condo in Winter Park is $1,793, prices can vary by location, ranging anywhere from $1,000 to $8,000.