2608 E Jefferson St
OrlandoFL32803
Apartments for Rent in Winter Park, FL (592 Rentals) Page 8 of 12
5313 Alpha Dr
OrlandoFL32810
400 E Colonial Dr
OrlandoFL32803
1300 Bennett Rd
OrlandoFL32803
1415 Asher Ln
OrlandoFL32803
2618 E Central Blvd
OrlandoFL32803
2821 E Central Blvd
OrlandoFL32803
620 Sheridan Blvd
OrlandoFL32804
712 Malone Dr
OrlandoFL32810
1811 Park Lake St
OrlandoFL32803
2505 Kilgore St
OrlandoFL32803
2704 E Jefferson St
OrlandoFL32803
2607 Elizabeth Ave
OrlandoFL32804
812 Harwood St
OrlandoFL32803
1420 Nebraska St
OrlandoFL32803
4286 Anissa Ave
OrlandoFL32814
1629 Ferris Ave
OrlandoFL32803
1448 Cumbie St
OrlandoFL32804
3012 Kilgore St
OrlandoFL32803
2408 Corrine Dr
OrlandoFL32803
3306 Eagle Blvd
OrlandoFL32804
1296 Moselle Ave
OrlandoFL32807
1642 Hillcrest St
OrlandoFL32803
7524 Marietta St
OrlandoFL32807
7508 Carolyn Ave
OrlandoFL32807
1605 Bryn Mawr St
OrlandoFL32804
4357 Roush Ave
OrlandoFL32803
1352 Lake Baldwin Ln
OrlandoFL32814
1350 Chatfield Pl
OrlandoFL32814
1563 Common Way Rd
OrlandoFL32814
544 N Bumby Ave
OrlandoFL32803
1733 Prospect Ave
OrlandoFL32814
3019 Chelsea St
OrlandoFL32803
4478 Twinview Ln
OrlandoFL32814
1425 Chatfield Pl
OrlandoFL32814
974 Pinelli St
OrlandoFL32803
3602 Upper Union Rd
OrlandoFL32814
1225 E Amelia St
OrlandoFL32803
452 Banyon Tree Cir, Unit 200
452 Banyon Tree Cir
MaitlandFL32751
1000 Lake of the Woods Blvd, Unit 204E
1000 Lake of the Woods Blvd
Fern ParkFL32730
1501 Druid Isle Rd
MaitlandFL32751
1000 Lake of the Woods Blvd, Unit 201
1000 Lake of the Woods Blvd
Fern ParkFL32730
551 Flemming Way, Unit 201
551 Flemming Way
MaitlandFL32751
783 Eldridge St
OrlandoFL32803
2721 E Marks St
OrlandoFL32803
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2 Bedroom Apartments
Waterbridge Subdivision
1886 Demetree DrWinter Park, FL 32789
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2 Bedroom Apartments
Lake Killarney Condominiums
151 N Orlando AveWinter Park, FL 32789
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2 Bedroom Apartments
Lancelot At Winter Park
3651 N Goldenrod RdWinter Park, FL 32792
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Studio Apartments
Lazy Oaks
5162 Lazy Oaks DrWinter Park, FL 32792
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2 Bedroom Apartments
The Mondrian Winter Park
1800 Lee RdWinter Park, FL 32789
Showing Results 351-400, Page 8 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 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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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 592 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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