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2 Bedroom Winter Park FL Condos for Rent from $999

33 Rentals Available

151 N Orlando Ave Unit 101

151 N Orlando Ave Unit 101, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 804 sq ft

$1,799

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Dogs Allowed Pool Tennis Court Fitness Center
2924 Antique Oaks Cir Unit 48

2924 Antique Oaks Cir Unit 48, Winter Park, FL 32792

For Rent

By Owner
1 / 6
2 Beds, 2.5 Baths, 1,100 sq ft

$1,850

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Pool Smoke Free
1695 Lee Rd Unit D213

1695 Lee Rd Unit D213, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 881 sq ft

$1,400
1695 Lee Rd Unit B114

1695 Lee Rd Unit B114, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 881 sq ft

$1,500

Pets Allowed
3651 N Goldenrod Rd Unit B#104

3651 N Goldenrod Rd Unit B#104, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 840 sq ft

$1,350
3651 N Goldenrod Rd Unit C204

3651 N Goldenrod Rd Unit C204, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 840 sq ft

$1,395

Pets Allowed
205 Lewfield Cir Unit 205

205 Lewfield Cir Unit 205, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 927 sq ft

$1,800

Pets Allowed Pool
3651 N Goldenrod Rd Unit 110

3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 840 sq ft

$1,450

Pets Allowed
612 Montego Bay Ct Unit 612

612 Montego Bay Ct Unit 612, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 1,037 sq ft

$1,850

Cats Allowed
612 Trinidad Ct Unit 612

612 Trinidad Ct Unit 612, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 1,037 sq ft

$1,850

Pets Allowed Fireplace
200 St Andrews Blvd Unit 2302

200 St Andrews Blvd Unit 2302, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 987 sq ft

$1,750

Pets Allowed
2936 Antique Oaks Cir Unit 70

2936 Antique Oaks Cir Unit 70, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 1,018 sq ft

$1,650

Pets Allowed
110 Killarney Bay Ct Unit 1

110 Killarney Bay Ct Unit 1, Winter Park, FL 32789
1 / 5
2 Beds, 2 Baths, 1,140 sq ft

$2,550

Pets Allowed Fireplace
1695 Lee Rd Unit C206

1695 Lee Rd Unit C206, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 881 sq ft

$1,595
1000 S Semoran Blvd Unit 815

1000 S Semoran Blvd Unit 815, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 1,003 sq ft

$1,650
148 Sandlewood Trail

148 Sandlewood Trail, Winter Park, FL 32789
1 / 5
2 Beds, 2.5 Baths, 1,133 sq ft

$2,175

Pets Allowed
151 N Orlando Ave Unit 203

151 N Orlando Ave Unit 203, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 800 sq ft

$2,300

Furnished
2911 Antique Oaks Cir Unit 12

2911 Antique Oaks Cir Unit 12, Winter Park, FL 32792
1 / 5
2 Beds, 2 Baths, 1,018 sq ft

$1,575

Pets Allowed
1159 Calle Del Norte Unit A

1159 Calle Del Norte Unit A, Casselberry, FL 32707
1 / 5
2 Beds, 2 Baths, 1,040 sq ft

$1,500

Pets Allowed Waterfront
492 Banyon Tree Cir Unit 206

492 Banyon Tree Cir Unit 206, Maitland, FL 32751
1 / 5
2 Beds, 1 Bath, 1,051 sq ft

$1,500
$1,450

3651 Goldenrod Rd Unit A104, Winter Park, FL 32792

2 Beds | 2 Baths | 840 sq ft
$1,700

4968 Tangerine Ave Unit 4968, Winter Park, FL 32792

2 Beds | 2 Baths | 1,059 sq ft
$1,495

1000 S Semoran Blvd Unit 806, Winter Park, FL 32792

2 Beds | 2 Baths | 1,045 sq ft
$1,450

3651 N Goldenrod Rd Unit Apt C110, Winter Park, FL 32792

2 Beds | 2 Baths | 840 sq ft
$1,795

3011 George Mason Ave Unit 1-2E, Winter Park, FL 32792

2 Beds | 2 Baths | 1,104 sq ft
662 Callahan St Unit SI ID1308311P

662 Callahan St Unit SI ID1308311P, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath

$2,729

Pets Allowed Balcony Furnished Garden
102 W King St Unit SI ID1029870P

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

$1,686

Pets Allowed Balcony Furnished
2501 Weber St Unit SI ID1385794P

2501 Weber St, Orlando, FL 32803
1 / 20
2 Beds

$3,836

Pets Allowed Balcony Furnished
17 W Winter Park St Unit #17

17 W Winter Park St Unit #17, Orlando, FL 32804

For Rent

By Owner
1 / 17
2 Beds

$1,685

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Furnished Patio Yard Smoke Free Wheelchair Accessible
2512 Musselwhite Ave Unit #1

2512 Musselwhite Ave Unit #1, Orlando, FL 32804
1 / 5
2 Beds, 1 Bath, 900 sq ft

$1,995

Pets Allowed Furnished
2515 Formosa Ave

2515 Formosa Ave, Orlando, FL 32804
1 / 5
2 Beds, 1 Bath, 875 sq ft

$1,700
$1,775

3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792

2 Beds | 2 Baths | 964 sq ft
$1,395

3651 N Goldenrod Rd Unit C204, Winter Park, FL 32792

2 Beds | 2 Baths | 840 sq ft

Condos Florida Orange County Winter Park

2 Bedroom Winter Park, FL Condos for Rent

Search for 2 bedroom condos for rent in Winter Park, FL on Apartments.com. With 33 available, you can find the right condo with the floor plan and amenities that fit your needs. Many condo rentals are <a href="https://www.apartments.com/condos/winter-park-fl/pet-friendly/"title="Pet Friendly Condos in Winter Park">Pet Friendly</a> and <a href="https://www.apartments.com/condos/winter-park-fl/furnished/"title="Furnished Condos in Winter Park">furnished</a> 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 $1,885, prices can vary by location, ranging anywhere from $999 to $8,950. If you’re looking for a budget-friendly condo to rent, try looking in affordable nearby cities like <a href="https://www.apartments.com/condos/maitland-fl/"title="Maitland">Maitland</a>, <a href="https://www.apartments.com/condos/fairview-shores-fl/"title="Fairview Shores">Fairview Shores</a> and <a href="https://www.apartments.com/condos/eatonville-fl/"title="Eatonville">Eatonville</a>.

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