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Condos for Rent in Oakcrest - Winter Park

107 Rentals

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700 Melrose Ave

700 Melrose Ave, Winter Park, FL 32789

For Rent

By Owner
1 / 8
$1,650
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

1 Bed, 1 Bath, 850 sq ft

Pool Wheelchair Accessible
568 Orange Dr Unit 48

568 Orange Dr Unit 48, Altamonte Springs, FL 32701
1 / 5
2 Beds, 2 Baths, 1,029 sq ft

$1,695

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Waterfront Tennis Court
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
1141 Exceller Ct Unit 103

1141 Exceller Ct, Casselberry, FL 32707
1 / 20
3 Beds

$1,800

Fireplace
2942 Antique Oaks Cir Unit 82

2942 Antique Oaks Cir, Winter Park, FL 32792
1 / 11
1 Bed

$1,380

Pets Allowed Pool
8215 Sun Spring Cir Unit apt 23,

8215 Sun Spring Cir, Orlando, FL 32825
1 / 17
2 Beds

$1,550

Pool
584 Orange Dr Unit 107

584 Orange Dr, Altamonte Springs, FL 32701
1 / 20
2 Beds

$1,450
1969 Summer Club Dr Unit 207

1969 Summer Club Dr, Oviedo, FL 32765
1 / 11
1 Bed

$1,400

Pets Allowed Pool Fitness Center
8225 Claire Ann Dr

8225 Claire Ann Dr, Orlando, FL 32825
1 / 11
1 Bed

$950

Room for Rent

Dogs Allowed Pool Security System Fitness Center
375 Emerson Plz Unit 611

375 Emerson Plz, Altamonte Springs, FL 32701
3 Beds

$2,400
602 Kenwick Cir

602 Kenwick Cir, Casselberry, FL 32707
1 / 20
2 Beds

$1,550

Pets Allowed Pool
3224 Albin Ln

3224 Albin Ln, Orlando, FL 32817
1 / 10
3 Beds

$1,795

Pets Allowed
600 Waverly Ln Unit 600 Waverly Lane

600 Waverly Ln Unit 600 Waverly Lane, Maitland, FL 32751

For Rent

By Owner
1 / 50
3 Beds, 2.5 Baths, 1,360 sq ft

$2,300

Total Monthly Price
1 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Pool Balcony Yard Attic
1950 Summer Club Dr Unit #214

1950 Summer Club Dr Unit #214, Oviedo, FL 32765

For Rent

By Owner
1 / 38
3 Beds, 2 Baths, 1,180 sq ft

$2,150

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Balcony Furnished Hardwood Floors Smoke Free Fitness Center
468 Banyon Tree Cir Unit 202

468 Banyon Tree Cir Unit 202, Maitland, FL 32751

For Rent

By Owner
1 / 11
1 Bed, 1 Bath, 700 sq ft

$1,300

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Smoke Free 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
648 Kenwick Cir Unit 102

648 Kenwick Cir Unit 102, Casselberry, FL 32707

For Rent

By Owner
1 / 6
1 Bed, 1 Bath, 319 sq ft

$1,000

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Furnished Patio Smoke Free Fitness Center Wheelchair Accessible
1140 S Orlando Ave Unit Exeter E2

1140 S Orlando Ave Unit Exeter E2, Maitland, FL 32751
1 / 35
1 Bed, 1 Bath, 612 sq ft

$1,695

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Hardwood Floors Waterfront Wheelchair Accessible Clubhouse
1140 S Orlando Ave Unit E2

1140 S Orlando Ave Unit E2, Maitland, FL 32751
1 / 5
1 Bed, 1 Bath, 612 sq ft

$1,695

Pool 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
3716 Idlebrook Cir Unit 104

3716 Idlebrook Cir Unit 104, Casselberry, FL 32707
1 / 5
2 Beds, 2 Baths, 866 sq ft

$1,499

Pets Allowed
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
3564 Aristotle Ave Unit 3564

3564 Aristotle Ave Unit 3564, Orlando, FL 32826
1 / 5
2 Beds, 2 Baths, 1,013 sq ft

$1,345

Pets Allowed
2550 N Alafaya Trail Unit 3301

2550 N Alafaya Trail Unit 3301, Orlando, FL 32826
1 / 5
2 Beds, 1 Bath, 810 sq ft

$1,495
2550 N Alafaya Trail Unit 10206

2550 N Alafaya Trail Unit 10206, Orlando, FL 32826
1 / 5
1 Bed, 1 Bath, 583 sq ft

$1,295

Pets Allowed
200 Maitland Ave Unit 178

200 Maitland Ave Unit 178, Altamonte Springs, FL 32701
1 / 5
3 Beds, 2 Baths, 1,398 sq ft

$1,990

Waterfront
2550 N Alafaya Trail Unit 8204

2550 N Alafaya Trail Unit 8204, Orlando, FL 32826
1 / 5
3 Beds, 2 Baths, 1,157 sq ft

$1,750

Pets Allowed
4818 Tangerine Ave Unit 4818

4818 Tangerine Ave Unit 4818, Winter Park, FL 32792
1 / 5
1 Bed, 1 Bath, 753 sq ft

$1,350

Pets Allowed
4351 Anson Ln Unit 205

4351 Anson Ln Unit 205, Orlando, FL 32814
1 / 5
3 Beds, 2 Baths, 1,434 sq ft

$3,750

Dogs Allowed
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
8137 Claire Ann Dr Unit 207

8137 Claire Ann Dr Unit 207, Orlando, FL 32825
1 / 5
2 Beds, 2 Baths, 1,046 sq ft

$1,750
2550 N Alafaya Trail Unit 9201

2550 N Alafaya Trail Unit 9201, Orlando, FL 32826
1 / 5
3 Beds, 2 Baths, 1,157 sq ft

$1,900

Pets Allowed Fireplace
3032 Antique Oaks Cir Unit 145

3032 Antique Oaks Cir Unit 145, Winter Park, FL 32792
1 / 5
1 Bed, 1 Bath, 749 sq ft

$1,400

Pets Allowed
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
11147 Acme Dr Unit 207D

11147 Acme Dr Unit 207D, Orlando, FL 32825
1 / 5
2 Beds, 2 Baths, 1,127 sq ft

$1,800
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
2530 Passamonte Dr Unit 10E

2530 Passamonte Dr Unit 10E, Winter Park, FL 32792
1 / 5
3 Beds, 2.5 Baths, 1,837 sq ft

$2,600
8225 Claire Ann Dr Unit 203

8225 Claire Ann Dr Unit 203, Orlando, FL 32825
1 / 5
2 Beds, 2 Baths, 1,046 sq ft

$1,750

Pets Allowed

Condos Florida Orange County Winter Park Oakcrest

Condos for Rent in Oakcrest, Winter Park, FL

A house seems like too much for you, but an apartment isn’t enough. Searching for condos in Oakcrest is the perfect compromise between a house and an apartment. Your new condo rental will give you just enough space to make your home in the city. With more than 1 million currently available rentals, you’ve come to the right place to find your next Winter Park condo at Apartments.com. Click on any one of these 107 available condos for rent in Winter Park to get information about neighborhoods, on-site amenities, services, nearby transit, and more. Let apartments.com help you find the perfect condo in Oakcrest. Once you’ve found your dream home, all there is left to do is pack up and move!

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