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1 Bedroom Apartments
Highland Flats
813 Irma AveOrlando, FL 32803
Apartments for Rent in Winter Park, FL (592 Rentals) Page 12 of 12
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Studio Apartments
3220 N Orange Blossom Trl
3220 N Orange Blossom TrlOrlando, FL 32804
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Studio Apartments
4127 N Orange Blossom Trl
4127 N Orange Blossom TrlOrlando, FL 32804
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Studio Apartments
635 N Orange Ave
635 N Orange AveOrlando, FL 32801
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2 to 3 Bedroom Apartments
Fairview Grande
4209 N Orange Blossom TrlOrlando, FL 32804
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Studio Apartments
Morey Trailer Mobile Home Park
5318 Edgewater DrOrlando, FL 32810
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Studio Apartments
East Jefferson Apartments
2618 JeffersonOrlando, FL 32803
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Studio Apartments
18 N Graham Ave
18 N Graham AveOrlando, FL 32803
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Studio Apartments
713 Rugby St
713 Rugby StOrlando, FL 32804
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3 Bedroom Apartments
Renaissance at Lake Ivanhoe
1110 SW Ivanhoe BlvdOrlando, FL 32804
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1 to 3 Bedroom Apartments
Baldwin East
6730 Hanging Moss RdOrlando, FL 32807
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1 to 4 Bedroom Apartments
The Q at Maitland
430 E Packwood AveMaitland, FL 32751
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1 to 3 Bedroom Apartments
Uptown Maitland
525 E Sybelia AveMaitland, FL 32751
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1 to 5 Bedroom Apartments
Meadows at Margaret Square
718 Margaret SqMaitland, FL 32751
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1 to 2 Bedroom Apartments
The Park at Rialto
2174 Sharp CtFern Park, FL 32730
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1 to 2 Bedroom Apartments
Fountain Place Apartment Homes
2155 Fontebranda LoopCasselberry, FL 32730
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Studio to 3 Bedroom Apartments
The Oaks Apartments
3222 Clay AveOrlando, FL 32804
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1 Bedroom Apartments
Baldwin Meadows Apartments
5599 Old Cheney HwyOrlando, FL 32807
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1 to 3 Bedroom Apartments
Sumerset Apartments
1051 Lee RdOrlando, FL 32810
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1 to 2 Bedroom Apartments
La Bella Vida
3308-3310 Clay StOrlando, FL 32804
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1 to 2 Bedroom Apartments
Harwood Street
714 E Harwood StOrlando, FL 32803
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2 Bedroom Apartments
On Baldwin Pond
829 Lowell BlvdOrlando, FL 32803
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Studio Apartments
1219 Oregon St
1219 Oregon StOrlando, FL 32803
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1 Bedroom Apartments
The Juliette
1225 Moselle AveOrlando, FL 32807
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1 to 2 Bedroom Apartments
The Fairview
1700 Van Ness StOrlando, FL 32810
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1 to 2 Bedroom Apartments
Adele Place
7595 Sun Tree CirOrlando, FL 32807
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1 to 2 Bedroom Apartments
Park Plaza Apartments
101 S Bumby AveOrlando, FL 32803
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1 to 2 Bedroom Apartments
The Carl
3323 N Westmoreland DrOrlando, FL 32804
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Studio to 2 Bedroom Apartments
Camden North Quarter
777 N Orange AveOrlando, FL 32801
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1 to 2 Bedroom Apartments
The Milk Stacks Apartments
221 S Bumby AveOrlando, FL 32803
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2 Bedroom Apartments
Seilah Vista Apartments
5230 Eggleston AveOrlando, FL 32810
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2 to 3 Bedroom Apartments
Eggleston Place
5205 Eggleston AveOrlando, FL 32810
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1 Bedroom Apartments
1613 Illinois St
1613 Illinois StOrlando, FL 32803
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1 to 3 Bedroom Apartments
Bay Run Apartments
3310 Cornell AveOrlando, FL 32804
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Studio Apartments
630 Hillcrest St
630 Hillcrest StOrlando, FL 32803
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1 to 3 Bedroom Apartments
West Kennedy Apartments
800 Kennedy BlvdOrlando, FL 32810
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Studio Apartments
The Villas at Hampton Park
301 N Hillside AveOrlando, FL 32803
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1 Bedroom Apartments
Citrus Gardens
1200-1334 Citrus Gardens DrOrlando, FL 32807
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1 Bedroom Apartments
College Park Towers
5200 Eggleston AveOrlando, FL 32810
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1 to 3 Bedroom Apartments
Westminster Baldwin Park
2653 Lake Baldwin LnOrlando, FL 32803
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1 to 3 Bedroom Apartments
The Roberson
615 Lakeview StOrlando, FL 32804
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Studio Apartments
1450 Meeting Pl
1450 Meeting PlOrlando, FL 32814
Showing Results 551-592, Page 12 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.
Helpful Local Expert Guides
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.
The Soul of the City Beautiful: What Life in Orlando Is Really Like
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When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
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When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.
Your Guide to the Perfect Orlando Neighborhood for Student Renters
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There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.
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How Commercial-to-Residential Property Conversions Help the Housing Crisis
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Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.