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2 Bedroom Condos for Rent in Winter Park FL - 723 Rentals

1000 S Semoran Blvd Unit APT 209

1000 S Semoran Blvd Unit APT 209, Winter Park, FL 32792
1 / 5
$1,650

2 Beds, 2 Baths, 1,003 sq ft
151 N Orlando Ave

151 N Orlando Ave, Winter Park, FL 32789
1 / 5
$2,150

2 Beds, 1 Bath, 710 sq ft

Pets Allowed Pool Fitness Center
102 W King St Unit ID1029870P

102 W King St, Orlando, FL 32804
1 / 20
$2,470

2 Beds, 1 Bath, 710 sq ft

Pets Allowed Balcony Furnished
821 Mulberry St

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

2 Beds, 1 Bath, 921 sq ft

Furnished
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
7449 Wynnewood Square Unit 182

7449 Wynnewood Square Unit 182, Winter Park, FL 32792
1 / 5
$1,795

2 Beds, 2.5 Baths, 1,031 sq ft
690 Osceola Ave Unit 502

690 Osceola Ave Unit 502, Winter Park, FL 32789
1 / 5
$3,850

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
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
3057 Aaron Burr Ave Unit 1

3057 Aaron Burr Ave Unit 1, Winter Park, FL 32792
1 / 5
$1,700

2 Beds, 2 Baths, 1,066 sq ft

Pets Allowed
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
1945 Lanier Ct

1945 Lanier Ct, Winter Park, FL 32792
1 / 5
$1,670

2 Beds, 1 Bath, 865 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
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
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
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
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
660 Killarney Bay Ct Unit 6

660 Killarney Bay Ct Unit 6, Winter Park, FL 32789
1 / 5
$3,295

2 Beds, 2.5 Baths, 1,214 sq ft

Pets Allowed Fireplace Waterfront
7404 Woodburn Ct

7404 Woodburn Ct, Winter Park, FL 32792

For Rent

By Owner
1 / 21
$1,600

2 Beds, 1.5 Baths, 990 sq ft

Pool Patio Playground Smoke Free
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
233 Lewfield Cir Unit 233

233 Lewfield Cir Unit 233, Winter Park, FL 32792

For Rent

By Owner
1 / 17
$1,850

2 Beds, 2 Baths, 1,200 sq ft

Pool Patio Walk-In Closets Fitness Center Clubhouse
2406 Branch Way Unit 104

2406 Branch Way Unit 104, Maitland, FL 32751
1 / 5
$1,524

2 Beds, 1 Bath, 1,051 sq ft

Pets Allowed
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
3200 Fairway Ln Unit 01

3200 Fairway Ln Unit 01, Orlando, FL 32804
1 / 5
$1,540

2 Beds, 1 Bath, 820 sq ft
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
$1,900

2 Beds, 2 Baths, 1,120 sq ft

604 Montego Bay Ct Unit 604, Winter Park, FL 32792
$1,750

2 Beds, 2.5 Baths, 1,090 sq ft

3007 George Mason Ave Unit H, Winter Park, FL 32792
$1,590

2 Beds, 2 Baths, 840 sq ft

3651 N Goldenrod Rd, Winter Park, FL 32792
$1,500

2 Beds, 2 Baths, 840 sq ft

3651 N Goldenrod Rd Unit D103, Winter Park, FL 32792
$1,595

2 Beds, 2 Baths, 1,020 sq ft

115 Scottsdale Square, Winter Park, FL 32792
$1,675

2 Beds, 2 Baths, 840 sq ft

3651 N Goldenrod Rd Unit E105, Winter Park, FL 32792
$1,395

2 Beds, 2 Baths, 1,045 sq ft

1000 S Semoran Blvd Unit 806, Winter Park, FL 32792
$2,200

2 Beds, 2 Baths, 939 sq ft

2404 Gallery View Dr Unit 1, Winter Park, FL 32792
$1,700

2 Beds, 2 Baths, 1,059 sq ft

4968 Tangerine Ave Unit 4968, Winter Park, FL 32792
$1,525

2 Beds, 2 Baths, 840 sq ft

3651 N Goldenrod Rd Unit 3651 N. Goldenrod Rd. #F107, Winter Park, FL 32792
$1,675

2 Beds, 2 Baths, 840 sq ft

3651 N Goldenrod Rd Unit F103, Winter Park, FL 32792
$1,545

2 Beds, 1.5 Baths, 996 sq ft

5517 Decatur St Unit 5517 Decatur, Orlando, FL 32807
$1,500

2 Beds, 2 Baths, 1,206 sq ft

408 Banyon Tree Cir Unit 100, Maitland, FL 32751
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2 Bedroom Winter Park, FL Condos for Rent

Search for 2 bedroom condos for rent in Winter Park, FL on Apartments.com. With 723 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 $1,788, prices can vary by location, ranging anywhere from $1,000 to $6,800. If you’re looking for a budget-friendly condo to rent, try looking in affordable nearby cities like Maitland, Fairview Shores and Eatonville.