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4 Bedroom Apartments for Rent in Winter Park, FL (14 Rentals)
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from $1,2754 Bedroom Apartments Available Now
The Grand Reserve at Maitland Park
1939 Grand Isle CirOrlando, FL 32810
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from $1,5744 Bedroom Apartments Contact Us For Availability
The Q at Maitland
430 E Packwood AveMaitland, FL 32751
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from $1,7614 Bedroom Apartments Available Now
Enders Place at Baldwin Park
4220 New Broad StOrlando, FL 32814
1866 Summer Dr
DavenportFL33897
205 Lochmond Dr
Fern ParkFL32730
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
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3601 Lake Sarah Dr
OrlandoFL32804
5536 Kingswood Dr
OrlandoFL32810
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Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F
Showing Results 1-14, Page 1 of 1
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 | $1,855 | $900 | $5,019 |
| Winter Park 1 Bedroom Apartments | $2,039 | $820 | $5,298 |
| Winter Park 2 Bedroom Apartments | $2,553 | $989 | $8,534 |
| Winter Park 3 Bedroom Apartments | $3,162 | $1,146 | $9,543 |
Winter Park 4 Bedroom Apartments | $3,790 | $2,355 | $7,693 |
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Winter Park, FL Local Guide
Written By:
Staff Writer Local Guide Expert
- Winter Park Neighborhoods
- Nearby Cities
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Largest Available Winter Park 4 Bedroom Apartments
The largest available 4 Bedroom apartment unit in Winter Park, FL is found at Enders Place at Baldwin Park in the Colonial Town Center neighborhood and is 1,748 square feet priced from $3,916. The Grand Reserve at Maitland Park in the Courtland Street neighborhood has the second largest 4 Bedroom, which is sized at 1,549 square feet and currently listed start at $2,355. Here is today’s list of the largest available 4 Bedroom units in Winter Park:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Enders Place at Baldwin Park | Chestnut | 1,748 Sq Ft | $3,916 |
| The Grand Reserve at Maitland Park | The Grand E | 1,549 Sq Ft | $2,355 |
| Lake Weston Point Apartments | Four Bedroom | 1,292 Sq Ft | $1,697 |
Cheapest Available Winter Park 4 Bedroom Apartments
As of April 30, 2025 the lowest priced 4 Bedroom apartment unit in Winter Park, FL is the Four Bedroom Model starting from $1,697 at Lake Weston Point Apartments in the Courtland Street neighborhood. The second most affordable Winter Park 4 Bedroom is the The Grand E Model at The Grand Reserve at Maitland Park starting at $2,355 . The average price for all 4 Bedroom apartments in Winter Park is currently $3,790. Here is today’s list of the cheapest available 4 Bedroom options in Winter Park:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Lake Weston Point Apartments | Four Bedroom | $1,697 |
| The Grand Reserve at Maitland Park | The Grand E | $2,355 |
| Enders Place at Baldwin Park | Chestnut | $3,916 |
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Winter Park Overview
Winter Park, Florida offers something for everyone. This suburban city of over 29,000 people provides historical, cultural, and recreational opportunities. Well-known for its museums, art galleries, and parks, the town is home to Rollins College. Outdoor enthusiasts can enjoy water activities at nearby lakes, or explore local hiking and biking trails. With plenty of options for apartments in Winter Park, find a new home here is easy.
Why live in Winter Park, FL?
If you're unsure about relocating to Winter Park apartments, consider all it has to offer. Its convenient location just northeast of Orlando allows you to reap the benefits of living near a sizeable city while enjoying the amenities of a smaller community. Winter Park apartments provide an impressive selection of housing options. This suburban hamlet offers upscale shopping and dining. A local chain of lakes provides ample opportunities for fishing, swimming, and boating. Rollins College and other post-secondary institutions offer educational opportunities in everything from liberal arts to fine arts. Cultural events and a thriving community center bring residents together.
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See the most popular apartments and homes in Winter Park, FL
Winter Park, FL Apartments MapWinter Park, FL Rental Homes MapGetting Around Winter Park, FL
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
57 / 100
Bikeable
Some bike infrastructure
Transit Score®
22 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 38 Studio Apartments in Winter Park with rent ranges from $900 to $5,019 with an average price of $1,855.
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 $820 to $5,298 with an average monthly rent of $2,039.
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 $989 to $8,534. Today's average rental price for Two Bedrooms here is $2,553.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 93 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,146 to $9,543 - averaging $3,162 for the location.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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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