Apartments for Rent in Winter Park, FL
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2 bd $1,995Base rentUnits 1,2,3,4, Winter Park, FL 32792Apply online • Pet friendly
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1 bd $1,3442 bd $1,5863 bd $2,399Base rent Income restricted550 N. Denning Drive, Winter Park, FL 32789Apply online • Pet friendly
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Only 1 unit left3 bd $2,350Base rent971 Harmon Ave, Winter Park, FL 32789Apply online • Pet friendly -
4 bd $2,525Base rent2029 Taylor Ave, Winter Park, FL 32792Apply online • Pet friendly
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Studio $1,145+1 bd $1,469+2 bd $1,475+Base rent4.0 (0)1701 Lee Road, Winter Park, FL 32789Apply online • Pet friendly
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1 bd $1,832+2 bd $2,588+Base rent4.0 (0)940 W. Canton Avenue, Winter Park, FL 32789Apply online • Pet friendly
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1 bd $700Base rent2121 N Hastings St, Orlando, FL 32808Apply online • Dog friendly
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3 bd $10,500Base rent147 S Interlachen Ave, Winter Park, FL 32789Apply online • Pet friendly
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3 bd $2,250Base rent2458 Grand Teton Circle, Winter Park, FL 32792Pet friendly
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1 bd $2,7954 bd $5,500Base rent690 Osceola Ave, Winter Park, FL 32789Apply online • Pet friendly
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2 bd $1,800Base rent205 Lewfield Circle, Winter Park, FL 32792Pet friendly
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More Rentals Near Winter Park, FL
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1 bd $1,754+2 bd $2,175+Base rent4.5 (2)190 Independence Lane, Maitland, FL 32751Apply online • Pet friendly • Parking
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1 bd $1,295+2 bd $1,590+Total monthly cost3250 Whisper Lake Ln, Winter Park, FL 32792Apply online • Pet friendly • Air conditioner
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Studio $1,916+1 bd $2,301+2 bd $2,659+Base rent4.0 (0)1305 Morgan Stanley Ave, Winter Park, FL 32789Apply online • Pet friendly
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3 bd $3,025Base rent504 Saint Dunstan Way, Winter Park, FL 32792Apply online • Pet friendly
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1 bd $1,300+2 bd $1,4003 bd $1,750+Base rent4.0 (0)3040 Aloma Avenue, WINTER PARK, FL 32792Apply online • Pet friendly
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1 bd $1,854+2 bd $2,384+3 bd $3,047+Base rent4.5 (0)4460 Lower Park Road, Orlando, FL 32814Apply online • Pet friendly
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3 bd $2,100Base rent600 Waverly Lane, Maitland, FL 32751Pet friendly
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1 bd $1,300Base rent296 Lewfield Circle, Winter Park, FL 32792Pet friendly
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Studio $1,585+1 bd $1,695+2 bd $2,340+Base rent4.5 (0)741 Clay Street, Winter Park, FL 32789Apply online • Pet friendly
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1 bd $1,413+2 bd $1,621+Base rent4.5 (0)3250 Bishop Park Dr, Winter Park, FL 32792Apply online • Pet friendly
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Studio $2,1701 bd $2,2302 bd $3,085Base rent5.0 (0)2050 Jake Street, Orlando, FL 32814Apply online • Pet friendly
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Studio $1,635+1 bd $1,710+2 bd $2,196+Base rent4.0 (0)1874 Harmon Avenue, Winter Park, FL 32789Apply online • Pet friendly
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3 bd $5,500Base rent1213 Formosa Avenue, Winter Park, FL 32789
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4 bd $4,900Base rent2525 Native Ct, Maitland, FL 32751Pet friendly
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Frequently asked questions
When were prices and availability in Winter Park, FL last updated?
Prices and availability in Winter Park, FL were last updated on 5 May 2026.
What are the best apartments in Winter Park, FL?
The best apartments in Winter Park, FL are: 2029 Taylor Ave Winter Park, FL 32792, Westmount at Winter Park, 1055 S Kentucky Ave, Village Park Senior Living and Paseo at Winter Park Village.
What is the average rent in Winter Park, FL?
The average rent in Winter Park, FL is $1,672.
What is the price range for a studio apartment in Winter Park, FL?
The price range for a studio apartment in Winter Park, FL is between $1,145 and $1,186.
What is the price range for a 1-bedroom apartment in Winter Park, FL?
The price range for a 1-bedroom apartment in Winter Park, FL is between $700 and $3,230.
What is the price range for a 2-bedroom apartment in Winter Park, FL?
The price range for a 2-bedroom apartment in Winter Park, FL is between $1,475 and $4,007.
What is the price range for a 3-bedroom apartment in Winter Park, FL?
The price range for a 3-bedroom apartment in Winter Park, FL is between $1,344 and $10,500.
What type of rental buildings are in Winter Park, FL?
In Winter Park, 34% of the residents are renting compared to 66% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 28% of Winter Park's rentals, 49% are small-scale complexes with under 50 units, and 23% are single-family rentals.
What do typical apartment communities look like in Winter Park, FL?
The age and size of multifamily buildings are among the most visible characteristics of the rental market in a city. In this case, the apartment buildings in Winter Park are about 40 years old, on average. Of these, 19% have been built since 2000, representing the newer options on the market and typically offering more amenities. Rental buildings in the city have an average height of 3 stories. About 95% of the rental communities here are low-rise, garden-style communities, 6% are mid-rises, and 1% are high-rise buildings. These are true especially for large-scale multifamily buildings with over 50 apartments.
What apartment floorplans are common in Winter Park, FL?
Studio apartments in Winter Park are around 3% of rentals, while 1-bedroom floor plans represent 45% of the total stock. For those in search of larger rentals, 2-bedroom floorplans make up 43% of all rentals. More generous apartments with 3 bedrooms or more are also available in this city for those in search of more space.