Condos for Rent in Winter Park FL - 1,233 Rentals

2667 Cayman Way

2667 Cayman Way, Winter Park, FL 32792
1 / 5
$1,800

3 Beds, 2 Baths, 1,274 sq ft

Pets Allowed

(407) 801-3614
3057 Aaron Burr Ave Unit 2

3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792
1 / 5
$1,600

2 Beds, 2 Baths, 1,066 sq ft

(321) 472-2528
210 Magnolia Rd Unit 104

210 Magnolia Rd Unit 104, Maitland, FL 32751
1 / 5
$2,150

2 Beds, 2 Baths

Pool

(407) 647-0800
476 Banyon Tree Cir Unit 202

476 Banyon Tree Cir Unit 202, Maitland, FL 32751
1 / 5
$1,250

1 Bed, 1 Bath, 757 sq ft

Pets Allowed Pool Fitness Center

(407) 463-5235
28 E Hazel St Unit 28

28 E Hazel St Unit 28, Orlando, FL 32804
1 / 5
$2,150

2 Beds, 1 Bath

Hardwood Floors Security System

(850) 990-2718
2037 Linden Rd Unit 2037 linden rd B

2037 Linden Rd Unit 2037 linden rd B, Winter Park, FL 32792
1 / 13
$1,300

1 Bed, 1 Bath, 613 sq ft

Cats Allowed Smoke Free

(321) 340-6548
255 Sandlewood Trl Unit 4

255 Sandlewood Trl Unit 4, Winter Park, FL 32789
1 / 35
$1,700

2 Beds, 2.5 Baths, 960 sq ft

Pets Allowed Pool Patio Clubhouse

(321) 321-2374
1250 S Denning Dr Unit 136

1250 S Denning Dr Unit 136, Winter Park, FL 32789
1 / 21
$1,350

1 Bed, 1 Bath, 513 sq ft

Pool Furnished Smoke Free

(321) 321-5450
783 Formosa Ave Unit B1

783 Formosa Ave Unit B1, Winter Park, FL 32789
1 / 7
$1,000

Studio, 1 Bath, 500 sq ft

Patio High Ceilings
7457 Daniel Webster Dr Unit D

7457 Daniel Webster Dr Unit D, Winter Park, FL 32792
1 / 12
$1,200

1 Bed, 1 Bath, 559 sq ft

Pets Allowed Pool

(321) 320-8278
631 Saint Johns Ct Unit #631

631 Saint Johns Ct Unit #631, Winter Park, FL 32792
1 / 5
$1,600

1 Bed, 1 Bath, 759 sq ft

Pool Fireplace Smoke Free Fitness Center Wheelchair Accessible

(727) 353-8479
1000 S Semoran Blvd Unit S

1000 S Semoran Blvd Unit S, Winter Park, FL 32792
1 / 5
$1,300

1 Bed, 1 Bath, 735 sq ft

Pool Walk-In Closets Fireplace Smoke Free

(321) 939-3748
151 N Orlando Ave Unit 229

151 N Orlando Ave Unit 229, Winter Park, FL 32789
1 / 5
$1,849

2 Beds, 1 Bath, 710 sq ft

Dogs Allowed Waterfront

(407) 257-9737
1695 Lee Rd Unit C211

1695 Lee Rd Unit C211, Winter Park, FL 32789
1 / 5
$1,600

2 Beds, 1 Bath, 881 sq ft

(407) 309-1885
3008 Antique Oaks Cir Unit 106

3008 Antique Oaks Cir Unit 106, Winter Park, FL 32792
1 / 5
$1,345

1 Bed, 1 Bath, 749 sq ft

Pets Allowed

(407) 897-3366
169 Lewfield Cir Unit 169

169 Lewfield Cir Unit 169, Winter Park, FL 32792
1 / 5
$1,550

1 Bed, 1 Bath, 678 sq ft

Pets Allowed

(407) 467-6379
1000 S Semoran Blvd Unit S

1000 S Semoran Blvd Unit S, Winter Park, FL 32792
1 / 5
$1,300

1 Bed, 1 Bath, 735 sq ft

(407) 502-9420
200 St Andrews Blvd Unit 2008

200 St Andrews Blvd Unit 2008, Winter Park, FL 32792
1 / 5
$1,600

2 Beds, 2 Baths, 1,119 sq ft

(407) 431-0991
221 Holt Ave Unit 5

221 Holt Ave Unit 5, Winter Park, FL 32789
1 / 5
$4,900

2 Beds, 2 Baths, 1,138 sq ft

Pets Allowed Furnished

(407) 448-6310
2688 Granada Run Unit 2688

2688 Granada Run Unit 2688, Winter Park, FL 32792
1 / 5
$2,110

3 Beds, 2 Baths, 1,467 sq ft

Pets Allowed

(407) 956-7218
1500 Gay Rd Unit 18

1500 Gay Rd Unit 18, Winter Park, FL 32789
1 / 5
$2,575

2 Beds, 2 Baths, 1,026 sq ft

(407) 697-1495
627 Grenadine Ct Unit S

627 Grenadine Ct Unit S, Winter Park, FL 32792
1 / 5
$1,695

2 Beds, 2 Baths, 1,037 sq ft

Pets Allowed

(321) 363-6345
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

(407) 948-5347
151 N Orlando Ave Unit 118

151 N Orlando Ave Unit 118, Winter Park, FL 32789
1 / 5
$2,000

2 Beds, 1 Bath, 710 sq ft

(407) 654-9992
151 N Orlando Ave Unit 131

151 N Orlando Ave Unit 131, Winter Park, FL 32789
1 / 5
$3,000

2 Beds, 1 Bath, 804 sq ft

Pets Allowed

(407) 654-9992
782 S Pennsylvania Ave Unit 1

782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
1 / 5
$5,750

3 Beds, 2.5 Baths, 2,354 sq ft

(804) 656-5007
2500 Lee Rd Unit 222

2500 Lee Rd Unit 222, Winter Park, FL 32789
1 / 5
$2,000

1 Bed, 1 Bath, 645 sq ft

Furnished Waterfront

(904) 907-5440
3212 Netherwood Dr

3212 Netherwood Dr, Winter Park, FL 32792
1 / 5
$1,550

1 Bed, 1 Bath, 400 sq ft

(407) 777-3838
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

Pets Allowed

(407) 405-1478
2522 Tahoe Cir Unit 2522

2522 Tahoe Cir Unit 2522, Winter Park, FL 32792
1 / 5
$2,200

3 Beds, 2 Baths, 1,428 sq ft

(407) 448-9878
200 St Andrews Blvd Unit 2307

200 St Andrews Blvd Unit 2307, Winter Park, FL 32792
1 / 5
$1,700

2 Beds, 2 Baths, 1,119 sq ft

Pets Allowed

(407) 463-7973
851 Miles Ave Unit 15

851 Miles Ave Unit 15, Winter Park, FL 32789
1 / 5
$1,695

2 Beds, 1 Bath, 808 sq ft

Pets Allowed

(321) 246-7930
4866 Tangerine Ave Unit 4866

4866 Tangerine Ave Unit 4866, Winter Park, FL 32792
1 / 5
$1,700

2 Beds, 2 Baths, 1,059 sq ft

Pets Allowed

(407) 406-5300
3651 N Goldenrod Rd Unit F210

3651 N Goldenrod Rd Unit F210, Winter Park, FL 32792
1 / 5
$1,500

2 Beds, 2 Baths, 840 sq ft

Pets Allowed

(407) 970-0579
200 St Andrews Blvd Unit 1403

200 St Andrews Blvd Unit 1403, Winter Park, FL 32792
1 / 5
$1,950

3 Beds, 2 Baths, 1,322 sq ft

Cats Allowed

(407) 883-2989
200 St Andrews Blvd Unit 906

200 St Andrews Blvd Unit 906, Winter Park, FL 32792
1 / 5
$1,550

1 Bed, 1 Bath, 727 sq ft

Cats Allowed

(407) 883-2989
1000 S Semoran Blvd Unit 402

1000 S Semoran Blvd Unit 402, Winter Park, FL 32792
1 / 5
$1,299

1 Bed, 1 Bath, 796 sq ft

(407) 207-2220
7765 Country Pl

7765 Country Pl, Winter Park, FL 32792
1 / 5
$1,950

3 Beds, 2 Baths, 1,230 sq ft

(407) 551-3316
1000 S Semoran Blvd Unit 816

1000 S Semoran Blvd Unit 816, Winter Park, FL 32792
1 / 5
$1,550

2 Beds, 2 Baths, 1,049 sq ft

Pets Allowed

(407) 879-0720
1000 S Semoran Blvd Unit 606

1000 S Semoran Blvd Unit 606, Winter Park, FL 32792
1 / 5
$1,700

2 Beds, 2 Baths, 1,049 sq ft

Pets Allowed

(407) 963-6577
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Condos Florida Orange County

Winter Park, FL Condos for Rent

Search for condos for rent in Winter Park, FL on Apartments.com. With 1,233 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. There are some terrific Winter Park neighborhoods with condos for rent, including Eastside, Downtown Orlando and South Orlando. While the average rent for a condo in Winter Park is $1,891, prices can vary by location, ranging anywhere from $1,000 to $5,750. If you’re looking for a budget-friendly condo to rent, try looking in affordable nearby cities like Maitland, Fairview Shores and Eatonville.

Winter Park, FL Rental Insights

Average Rent Rates

What is the average rent in Winter Park, FL?

The average rent for a condo in Winter Park, FL is $1,891.

How expensive is a one-bedroom condo in Winter Park, FL?

A one bedroom condo in Winter Park, FL costs an average of $1,395 per month.

How expensive is a two-bedroom condo in Winter Park, FL?

Expect to pay around $1,928 per month for a two bedroom condo in Winter Park, FL.

How expensive is a three-bedroom condo in Winter Park, FL?

Need extra space? A three bedroom condo in Winter Park, FL costs $2,425 per month on average.

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