1160 Calle Del Norte, Unit Apt A
1160 Calle Del Norte
CasselberryFL32707
Apartments for Rent in Winter Park, FL (593 Rentals) Page 6 of 12
312 Orange St
MaitlandFL32751
312 Orange St
MaitlandFL32751
860 N Lake Sterling Ct
CasselberryFL32707
2000 Sunderland Rd
MaitlandFL32751
2422 Branch Way, Unit 104
2422 Branch Way
MaitlandFL32751
613 Brittany Ct
CasselberryFL32707
144 Mark David Blvd
CasselberryFL32707
115 N Hampton Ave
OrlandoFL32803
2483 E Jefferson St
OrlandoFL32803
5049 Old Cheney Hwy
OrlandoFL32807
245 Orange Pl
MaitlandFL32751
421 E Kennedy Blvd
EatonvilleFL32751
616 Kenwick Cir
CasselberryFL32707
5230 Eggleston Ave
OrlandoFL32810
249 Orange Pl
MaitlandFL32751
1275 Lake Shadow Cir
MaitlandFL32751
111 E Steele St
OrlandoFL32804
202 Esplanade Way
CasselberryFL32707
2223 Amherst Ave
OrlandoFL32804
501 Woodward St
OrlandoFL32803
2074 Shaw Ln
OrlandoFL32814
1700 Van Ness St
OrlandoFL32810
5226 Davisson Ave
OrlandoFL32810
3026 Fairway Ln
OrlandoFL32804
5523 Lehigh Ave
OrlandoFL32807
1243 E Ridgewood St
OrlandoFL32803
5483 Decatur St
OrlandoFL32807
2512 Musselwhite Ave
OrlandoFL32804
16 S Primrose Dr
OrlandoFL32803
5530 Old Cheney Hwy
OrlandoFL32807
5266 Davisson Ave
OrlandoFL32810
1224 Moselle Ave
OrlandoFL32807
312 Orange St
MaitlandFL32751
551 Flemming Way
MaitlandFL32751
2075 Howell Branch Rd
MaitlandFL32751
385 Lime St
MaitlandFL32751
1100 Lake Shadow Cir
MaitlandFL32751
2407 Branch Way
MaitlandFL32751
408 Banyon Tree Cir
MaitlandFL32751
3011 Legacy Villas Dr
MaitlandFL32751
1100 S Orlando Ave
MaitlandFL32751
1397 Benevolent St
MaitlandFL32751
204 Quayside Cir
MaitlandFL32751
1481 Glastonberry Rd
MaitlandFL32751
0000 Undisclosed
AlomaFL32792
385 Lime St
EatonvilleFL32751
1000 Lake of the Woods Blvd
Fern ParkFL32730
525 Georgetown Dr
CasselberryFL32707
226 Georgetown Dr
CasselberryFL32707
Showing Results 251-300, Page 6 of 12
Winter Park, FL Local Guide
How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,573 | $900 | $2,790 |
| Winter Park 1 Bedroom Apartments | $1,769 | $529 | $3,798 |
| Winter Park 2 Bedroom Apartments | $2,174 | $645 | $4,405 |
| Winter Park 3 Bedroom Apartments | $2,632 | $750 | $6,500 |
| Winter Park 4 Bedroom Apartments | $2,257 | $1,844 | $6,165 |
How much does it cost to rent a home in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $1,823 | $1,175 | $2,900 |
| 3 Bedroom Homes | $2,924 | $1,795 | $9,500 |
| 4 Bedroom Homes | $3,583 | $1,000 | $7,995 |
| 5 Bedroom Homes | $5,548 | $2,395 | $9,900 |
| 6 Bedroom Homes | $10,000 | $10,000 | $10,000+ |
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Frequently Asked Questions about Winter Park
What is the current pricing and availability for apartments for rent in Winter Park, FL?
As of today, September 18, 2026, there are currently 593 available Winter Park apartments priced from $529 to $6,500, with an average monthly rent of $2,033.
What Winter Park neighborhoods have the most available apartments?
There are 7 neighborhoods in the Winter Park area with available listings as of today. The three neighborhoods with the most options are I Drive Orlando with 1,134 listings, North Orlando with 817 listings, and East Orlando with 421 listings.
How much are Studio apartments in Winter Park?
There are currently 90 Studio Apartments in Winter Park with rent ranges from $900 to $2,790 with an average price of $1,573.
What is the current price range for One Bedroom Winter Park Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winter Park ranges from $529 to $3,798 with an average monthly rent of $1,769.
What does renting a Two Bedroom Apartment in Winter Park cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winter Park range from $645 to $4,405. Today's average rental price for Two Bedrooms here is $2,174.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 109 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $750 to $6,500 - averaging $2,632 for the location.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
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