2 Bedroom Condos for Rent in Winter Park FL - 536 Rentals

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
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
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
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
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
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
2936 Antique Oaks Cir Unit 67

2936 Antique Oaks Cir Unit 67, Winter Park, FL 32792
1 / 5
$1,650

2 Beds, 2 Baths, 1,018 sq ft

Pets Allowed

(407) 948-5347
1695 Lee Rd Unit D113

1695 Lee Rd Unit D113, Winter Park, FL 32789
1 / 5
$1,500

2 Beds, 1 Bath, 881 sq ft

(407) 616-7700
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
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
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
2500 Lee Rd Unit 213

2500 Lee Rd Unit 213, Winter Park, FL 32789
1 / 16
$1,600

2 Beds, 1 Bath, 851 sq ft

Pool

(321) 732-8854
424 Banyon Tree Cir Unit 102

424 Banyon Tree Cir Unit 102, Maitland, FL 32751
1 / 5
$1,595

2 Beds, 2 Baths, 1,206 sq ft

Pets Allowed

(407) 897-3366
204 Quayside Cir Unit 204

204 Quayside Cir Unit 204, Maitland, FL 32751
1 / 5
$2,800

2 Beds, 2 Baths, 1,270 sq ft

Pool Waterfront

(407) 920-2945
210 Magnolia Rd Unit 103

210 Magnolia Rd Unit 103, Maitland, FL 32751
1 / 5
$2,150

2 Beds, 2 Baths, 1,000 sq ft

Pets Allowed

(407) 492-6740
$1,785

2 Beds, 2 Baths, 1,026 sq ft

1500 Gay Rd Unit 18C, Winter Park, FL 32789
$1,550

2 Beds, 2 Baths, 1,049 sq ft

1000 S Semoran Blvd, Winter Park, FL 32792
$1,595

2 Beds, 2 Baths, 1,045 sq ft

1000 S Semoran Blvd Unit 806, Winter Park, FL 32792
$1,700

2 Beds, 2 Baths, 1,059 sq ft

4968 Tangerine Ave Unit 4968, Winter Park, FL 32792
$1,895

2 Beds, 2.5 Baths, 1,611 sq ft

7474 Canford Ct Unit 13, Winter Park, FL 32792
$2,099

2 Beds, 2 Baths, 1,113 sq ft

114 W Winter Park St, Orlando, FL 32804
$1,595

2 Beds, 2 Baths, 1,206 sq ft

424 Banyon Tree Cir Unit APT 102, Maitland, FL 32751
$1,095

2 Beds, 1 Bath

114 Eaton St Unit 2, Eatonville, FL 32751
More Rentals Near Winter Park, FL

We found more rentals near Winter Park, FL that closely match your search.
Bainbridge Winter Park

1400 Morgan Stanley Ave, Winter Park, FL 32789
1 / 43

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$2,198 - $2,808

2 Beds

Pets Allowed Fitness Center Pool Refrigerator Kitchen In Unit Washer & Dryer

(689) 219-8568
Onyx Winter Park

100 Reflections Cir, Casselberry, FL 32707
1 / 40

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$1,650 - $1,790

2 Beds

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

(689) 219-8872
The Majestic at Downtown Baldwin Park

4828 New Broad St, Orlando, FL 32814
1 / 79

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$1,990 - $3,115

2 Beds

Pets Allowed Fitness Center Pool In Unit Washer & Dryer Controlled Access Elevator

(689) 220-7768
POSTE Winter Park

800 Semoran Park Dr, Winter Park, FL 32792
1 / 31

Virtual Tour
$1,550 - $1,650

2 Beds

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Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen

(321) 415-7565
Cranes Landing Apartments

3440 N Goldenrod Rd, Winter Park, FL 32792
1 / 16

Virtual Tour
$1,561 - $2,769

2 Beds

Pets Allowed Fitness Center Pool Kitchen In Unit Washer & Dryer Walk-In Closets Clubhouse

(689) 219-5442
Affinity at Winter Park Apartments

600 N Semoran Blvd, Winter Park, FL 32792
1 / 111

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$1,444

2 Beds

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Walk-In Closets

(689) 219-5785
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Condos Florida Orange County

2 Bedroom Winter Park, FL Condos for Rent

Search for 2 bedroom condos for rent in Winter Park, FL on Apartments.com. With 536 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.