Apartments for Rent in Pine Hills-Winter Park, FL
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1 bd $1,295+2 bd $1,495+Base rent4.5 (24)7950 Shoals Drive, Orlando, FL 32817Apply online • Pet friendly • Fitness center
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1 bd $2,022+2 bd $2,435+Base rent4.5 (9)190 Independence Lane, Maitland, FL 32751Apply online • Pet friendly • Parking
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1 bd $1,783+2 bd $2,030+3 bd $3,023+Base rent4.5 (19)955 N Orlando Ave, Maitland, FL 32751Apply online • Pet friendly • Pool
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2 bd $1,4363 bd $1,645+Base rent Income restricted5.0 (185)7451 Gatehouse Circle, Orlando, FL 32807Apply online • Pet friendly • Parking
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1 bd $1,639+2 bd $1,907+3 bd $2,674+Base rent1124 Crosstown Way, Orlando, FL 32807Apply online • Pet friendly • Washer/Dryer
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1 bd $1,325+2 bd $1,590+Total monthly cost3250 Whisper Lake Ln, Winter Park, FL 32792Apply online • Pet friendly • Air conditioner
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1 bd $1,075+2 bd $1,270+3 bd $1,425+Base rent5.0 (1)5600 Silver Star Rd, Orlando, FL 32808Apply online • Pet friendly • Pool
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1 bd $1,295+2 bd $1,495+3 bd $2,025Base rent4.5 (5)541 Oak Reserve Lane, Winter Park, FL 32792Apply online • Pet friendly • Parking
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Studio $1,043+1 bd $1,0902 bd $1,511+Base rent4.5 (18)5900 Park Hamilton, Orlando, FL 32808Apply online • Pet friendly • Fitness center
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Studio $1,139+1 bd $1,466+2 bd $1,466+Base rent4.0 (20)1701 Lee Road, Winter Park, FL 32789Apply online • Pet friendly • Fitness center
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2 bd $1,532+3 bd $1,782+Total monthly cost4.0 (6)2603 Silkwood Circle, Orlando, FL 32818Apply online • Pet friendly • Fitness center
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1 bd $1,738+2 bd $2,305+3 bd $2,619+Total monthly cost4.5 (67)2200 Flagler Promenade Way, Maitland, FL 32751Apply online • Pet friendly • Patio/Balcony
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1 bd $1,295+2 bd $1,495+Base rent4.5 (24)7950 Shoals Drive, Orlando, FL 32817Apply online • Pet friendly • Fitness center
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1 bd $1,824+2 bd $2,099+3 bd $3,002+Total monthly cost4.0 (34)921 South Orlando Avenue, Maitland, FL 32751Apply online • Pet friendly • Parking
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Studio $1,585+1 bd $1,695+2 bd $2,365+Base rent4.5 (30)741 Clay Street, Winter Park, FL 32789Apply online • Pet friendly • Parking
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Studio $1,215+1 bd $1,190+2 bd $1,465+Base rent4.0 (13)1001 Shoreview Drive, Orlando, FL 32807Apply online • Pet friendly • Fitness center
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1 bd $1,093+2 bd $1,310+3 bd $1,593+Base rent5.0 (2)349 Scottsdale Square, Winter Park, FL 32792Apply online • Pet friendly • Pool
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1 bd $2,022+2 bd $2,435+Base rent4.5 (9)190 Independence Lane, Maitland, FL 32751Apply online • Pet friendly • Parking
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1 bd $1,291+2 bd $1,699+Base rent4.5 (23)3935 Sutton Place Blvd, Winter Park, FL 32792Apply online • Pet friendly • Fitness center
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Studio $1,584+1 bd $1,852+2 bd $2,173+Base rent4.0 (13)1874 Harmon Avenue, Winter Park, FL 32789Apply online • Pet friendly
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1 bd $1,300+2 bd $1,400+3 bd $1,750Base rent4.0 (111)3040 Aloma Avenue, WINTER PARK, FL 32792Apply online • Pet friendly • Pool
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Studio $1,870+1 bd $1,905+2 bd $2,475+Base rent4.5 (2)601 Trelago Way, Maitland, FL 32751Apply online • Pet friendly • Parking
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1 bd $1,783+2 bd $2,030+3 bd $3,023+Base rent4.5 (19)955 N Orlando Ave, Maitland, FL 32751Apply online • Pet friendly • Pool
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1 bd $1,911+Base rent4.0 (6)940 W. Canton Avenue, Winter Park, FL 32789Apply online • Pet friendly • Parking
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2 bd $1,6953 bd $1,549+Base rent3.0 (12)5402 Pine Chase Dr, Orlando, FL 32808Apply online • Pet friendly • Pool
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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 19 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 $4,031.
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 $3,982.
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 $1,121 and $4,699.
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 $1,121 and $10,500.
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.
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