Apartments for Rent in Pine Hills-Winter Park, FL
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Studio $10,000Base rent1905 Kentucky Avenue, Winter Park, FL 32789Pet friendly -
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Studio $1,300+Base rent801 Virginia Drive, Winter Park, FL 32789Pet friendly -
1 bd $1,2912 bd $1,487+Base rent Income restricted4.0 (13)525 Sybelia Pkwy, Maitland, FL 32751Apply online • Pet friendly • Parking
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3 bd $1,780Base rent Income restricted4.5 (4)7800 Spirit Lane, Winter Park, FL 32792Apply online • Pet friendly • Fitness center
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2 bd $1,995Base rentUnits 1,2,3,4, Winter Park, FL 32792Pet friendly
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2 bd $1,525Base rent5456 Decatur Street, Orlando, FL 32807Pet friendly -
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2 bd $1,595Base rent5454 Decatur Street, Orlando, FL 32807Pet friendly -
Only 1 unit left5 bd $5,300Base rent433 Carolina Ave., Winter Park, FL 327893Apply online • Pet friendly -
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2 bd $1,950Base rent1016 Arthur Way, Orlando, FL 32804Pet friendly • Air conditioner -
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3 bd $2,795Base rent951 Harmon Ave., Winter Park, FL 32789Pet friendly -
3 bd $9,500Base rent147 S Interlachen Ave, Winter Park, FL 32789Pet friendly • Pool • Dishwasher
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1 bd $2,7954 bd $5,500Base rent690 Osceola Ave, Winter Park, FL 32789Pet friendly • Pool • Dishwasher
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1 bd $900Base rent6844 Westborough Ln, Orlando, FL 32818Dishwasher • Air conditioner
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1 bd $830Base rent6844 Westborough Ln, Orlando, FL 32818Air conditioner
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1 bd $900Base rent6844 Westborough Ln, Orlando, FL 32818Dishwasher • Air conditioner
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1 bd $900Base rent6844 Westborough Ln, Orlando, FL 32818Dishwasher • Air conditioner
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5 bd $2,599Base rent7032 Carna Court, Orlando, FL 32807Pet friendly • Pool • Dishwasher
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2 bd $1,650Base rent1375 Lake Shadow Circle, Maitland, FL 32751Dog friendly • Pool • Dishwasher
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3 bd $2,950Base rent223 Sandlewood Trail, Winter Park, FL 32789Pet friendly • Pool • Dishwasher
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2 bd $1,850Base rent5235 Eggleston Avenue, Orlando, FL 32810Pet friendly • Dishwasher • Washer/Dryer
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3 bd $2,500Base rent1840 Bachman Way, Winter Park, FL 32792Pool • Dishwasher
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4 bd $2,349Base rent846 Grenadier Dr, Orlando, FL 32807Pet friendly • Parking • Dishwasher
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3 bd $3,495Base rent1600 Drum Street, Winter Park, FL 32789Pet friendly • Air conditioner
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Frequently asked questions
When were prices and availability in Pine Hills-Winter Park, FL last updated?
Prices and availability in Pine Hills-Winter Park, FL were last updated on 24 Jun 2026.
What are the best apartments in Pine Hills-Winter Park, FL?
The best apartments in Pine Hills-Winter Park, FL are: Lakeside Villas, Maitland City Centre, The Parker at Maitland Station Apartments, The Ivy at Gatehouse and The Oasis at Crosstown.
What is the average rent in Pine Hills-Winter Park, FL?
The average rent in Pine Hills-Winter Park, FL is $1,673.
What is the price range for a studio apartment in Pine Hills-Winter Park, FL?
The price range for a studio apartment in Pine Hills-Winter Park, FL is between $1,043 and $3,993.
What is the price range for a 1-bedroom apartment in Pine Hills-Winter Park, FL?
The price range for a 1-bedroom apartment in Pine Hills-Winter Park, FL is between $830 and $3,905.
What is the price range for a 2-bedroom apartment in Pine Hills-Winter Park, FL?
The price range for a 2-bedroom apartment in Pine Hills-Winter Park, FL is between $1,266 and $6,806.
What is the price range for a 3-bedroom apartment in Pine Hills-Winter Park, FL?
The price range for a 3-bedroom apartment in Pine Hills-Winter Park, FL is between $1,149 and $9,950.
What type of rental buildings are in Pine Hills-Winter Park, FL?
In Pine Hills-Winter Park 47% of the housing is rented out compared to 53% of homes are owned, according to the most recent Census Bureau estimates. 16% of Pine Hills-Winter Park's apartments are found in large buildings of 50 units or more, 61% are located in smaller apartment complexes with less than 50 units, and 21% are single-family rentals.