Finding condos for rent in Winter Park is almost no different than renting an apartment in a big complex. The real difference is the ownership. Condos are owned by individual... Read Guide >
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Lakeside Manor on Lake Killarney
2500 Lee Road, Winter Park FL 32789 (321) 397-2525
$1,575
1 unit available
1 bed • 2 bed
On-site laundry, Patio / balcony, Dishwasher, Parking, Pool, and Shuffle board
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Second Floor Unit; Amazing Location; Balcony; Pool; Vinyl Plank Flooring; Stainless-Steel Appliances
1500 Gay Road, Winter Park FL 32789 (407) 979-8379
$1,799
1 unit available
1 bed • 2 bed
On-site laundry, Patio / balcony, Dishwasher, Pet friendly, 24hr maintenance, Recently renovated + more
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782 S PENNSYLVANIA AVENUE
782 South Pennsylvania Avenue, Winter Park FL 32789 (844) 239-2663
$5,750
1 unit available
3 bed
In unit laundry, Dishwasher, Garage, Ceiling fan, Ice maker, and Microwave
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250 CAROLINA AVENUE
250 Carolina Avenue, Winter Park FL 32789 (407) 622-2122
$3,450
1 unit available
2 bed • 3 bed
In unit laundry, Patio / balcony, Granite counters, Dishwasher, Garage, Recently renovated + more
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200 SAINT ANDREWS BOULEVARD
200 Saint Andrews Boulevard, Winter Park FL 32792 (407) 800-2717
$1,695
1 unit available
1 bed • 2 bed • 3 bed
In unit laundry, Patio / balcony, Dishwasher, Pool, Ceiling fan, Tennis court + more
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851 MILES AVENUE
851 Miles Avenue, Winter Park FL 32789 (407) 889-7075
$1,795
1 unit available
2 bed
In unit laundry, Parking, Recently renovated, Stainless steel, Pool, and Ceiling fan
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221 HOLT AVENUE
221 Holt Avenue, Winter Park FL 32789 (407) 622-2122
$4,900
1 unit available
2 bed
In unit laundry, Patio / balcony, Dishwasher, Parking, Ceiling fan, Some paid utils + more
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151 N ORLANDO AVENUE
151 North Orlando Avenue, Winter Park FL 32789 (888) 883-8509
$1,849
1 unit available
1 bed • 2 bed
In unit laundry, Granite counters, Dishwasher, Parking, Recently renovated, Stainless steel + more
Results within 1 mile of Winter Park
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Charming 2nd Floor Condo Unit; Screened-In Balcony; Laundry; Pool; Lake Access
1164 Paseo Del Mar, Casselberry FL 32707 (407) 979-8379
$1,525
1 unit available
2 bed
In unit laundry, Patio / balcony, Dishwasher, Pet friendly, 24hr maintenance, Stainless steel + more
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5681 Charleston Street
5681 Charleston Street, Orange County FL 32807 (407) 477-5064
$1,725
1 unit available
3 bed
In unit laundry, Patio / balcony, Granite counters, Pet friendly, Recently renovated, and Air conditioning
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1743 Semoran North Cir Unit E11
1743 Semoran North Circle, Seminole County FL 32792
$1,499
1 unit available
1 bed • 2 bed • 3 bed
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220 S Semoran Blvd Unit A31
220 South Semoran Boulevard, Orange County FL 32792
$1,449
1 unit available
1 bed
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210 MAGNOLIA ROAD
210 Magnolia Road, Maitland FL 32751 (407) 629-4420
$2,150
1 unit available
2 bed
On-site laundry, Patio / balcony, Granite counters, Dishwasher, Pet friendly, Cable included + more
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169 LEWFIELD CIRCLE
169 Lewfield Circle, Seminole County FL 32792 (877) 366-2213
$1,550
1 unit available
1 bed
Dishwasher, Pet friendly, Gym, Pool, Ceiling fan, and Tennis court
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608 MONTEGO BAY COURT
608 Montego Bay Court, Orange County FL 32792 (407) 917-8206
$1,900
1 unit available
2 bed
In unit laundry, Patio / balcony, Dishwasher, Recently renovated, Walk in closets, Gym + more
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2936 ANTIQUE OAKS CIRCLE
2936 Antique Oaks Circle, Orange County FL 32792 (407) 440-3798
$1,650
1 unit available
2 bed
In unit laundry, Patio / balcony, Dishwasher, Walk in closets, Gym, Pool + more
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174 SCOTTSDALE SQUARE
174 Scottsdale Square, Orange County FL 32792 (877) 366-2213
$1,750
1 unit available
2 bed
Patio / balcony, Pet friendly, Recently renovated, Pool, Playground, and Microwave
Results within 5 miles of Winter Park
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2013 Dixie Belle Drive
2013 Dixie Belle Drive, Orlando FL 32812 (407) 392-0891
$1,625
1 unit available
2 bed • 3 bed
W/D hookup, Granite counters, Hardwood floors, Pet friendly, Stainless steel, Gym + more
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2729 Maitland Crossing Way
2729 Maitland Crossing Way, Orange County FL 32810 (407) 807-6077
$1,550
1 unit available
2 bed
In unit laundry, Patio / balcony, Gym, Pool, Air conditioning, Carpet + more
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4968 Tangerine Avenue
4968 Tangerine Avenue, Goldenrod FL 32792 (888) 659-9596 ext. 4462581
$1,700
1 unit available
2 bed
Gym and Pool
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1brm 1ba Downtown Orlando Condo with Lake Concord access
320 Lakeview Street, Orlando FL 32804 (407) 426-8300
$1,400
1 unit available
1 bed • 2 bed
On-site laundry, Pet friendly, Parking, Pool, Clubhouse, and Bbq/grill
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Downtown 1 bedroom available at The Grande!
206 East South Street, Orlando FL 32801 (407) 668-0151
$1,600
1 unit available
1 bed • 2 bed
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Walk in closets, Gym + more
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2509 Oak Park Way - 2bd 2ba - Available NOW!
2509 Oak Park Way, Orlando FL 32822 (321) 230-8775
$1,750
1 unit available
2 bed
In unit laundry, Dishwasher, Pet friendly, Recently renovated, Gym, and Pool
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Charming 2BR Condo in Altamonte Springs
405 Wymore Road, Seminole County FL 32714 (720) 794-3155
$1,615
1 unit available
1 bed • 2 bed
In unit laundry, Dishwasher, Pet friendly, Parking, Gym, Pool + more
Find More Rentals By
- Winter Park Accessible Apartments (9)
- Winter Park Apartments with Balconies (36)
- Winter Park Apartments with Garages (18)
- Winter Park Apartments with Gyms (17)
- Winter Park Apartments with Hardwood Floors (24)
- Winter Park Apartments with Parking (40)
- Winter Park Apartments with Pools (30)
- Winter Park Apartments with Washer-Dryers (39)
- Winter Park Dog Friendly Apartments (31)
- Winter Park Furnished Apartments (4)
- Winter Park Luxury Apartments (53)
- Winter Park Pet Friendly Apartments (36)
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Find More Rentals Near
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City Guide for Winter Park, FL
What to keep in mind when looking for condos in Winter Park, FL
Finding condos for rent in Winter Park is almost no different than renting an apartment in a big complex. The real difference is the ownership. Condos are owned by individuals within the same building. However, apartments in a large complex are owned by a single landlord or property management group.
Sometimes the price of condos in Winter Park may prove cheaper. The owners are often moving onto a new home or leaving the city and just need someone to cover the costs. Apartment complexes are designed to deal with tenant issues, make repairs, and care for the property. Condo owners will still deal with repairs and upkeep but may need more time to address a problem, especially if they don’t live nearby. However, condo owners have a more vested interest in the property and keeping their tenants happy to reduce turnover.
Choose the best condos for rent in Winter Park that meet your wishlist for budget, amenities, and layout. You probably won’t notice the difference between the condos and apartments you tour.