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4 Bedroom Apartments for Rent in Winter Park, FL (7 Rentals)
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$3,150 - $3,3454 Bedroom Apartments Contact Us For Availability
The Grand Reserve at Maitland Park
1939 Grand Isle CirOrlando, FL 32810
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Rent Specials
$3,5144 Bedroom Apartments Available Nov 20
Enders Place at Baldwin Park
4220 New Broad StOrlando, FL 32814
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
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The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.
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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 | $1,531 | $900 | $2,468 |
| Winter Park 1 Bedroom Apartments | $1,797 | $903 | $3,409 |
| Winter Park 2 Bedroom Apartments | $2,140 | $976 | $5,859 |
| Winter Park 3 Bedroom Apartments | $2,808 | $1,099 | $6,992 |
Winter Park 4 Bedroom Apartments | $3,380 | $3,150 | $3,514 |
Browse Top Apartments in Winter Park
See all Apartments in Winter ParkExplore Winter Park
Winter Park, FL Local Guide
Written By:
Staff Writer Local Guide Expert
- Winter Park Neighborhoods
- Nearby Cities
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Winter Park 4 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: November 16, 2025There are currently 1 available 4 Bedroom apartment units in Winter Park, FL neighborhoods that range in price from $1,663 to $2,299. Heres is today's list of the top neighborhoods in Winter Park with the most available 4 Bedroom apartments:
| Neighborhood | Available Units | Median Price | Min Price |
|---|---|---|---|
| Lake Howell | 1 | $1,981 | $1,663 |
Largest Available Winter Park 4 Bedroom Apartments
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Lake Weston Point Apartments | Four Bedroom | 1,292 Sq Ft | $1,697 |
Cheapest Available Winter Park 4 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Lake Weston Point Apartments | Four Bedroom | $1,697 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
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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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Park, FL Rentals by Map
See the most popular apartments and homes in Winter Park, FL
Getting 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 89 Studio Apartments in Winter Park with rent ranges from $900 to $2,468 with an average price of $1,531.
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 $903 to $3,409 with an average monthly rent of $1,797.
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 $976 to $5,859. Today's average rental price for Two Bedrooms here is $2,140.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 101 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,099 to $6,992 - averaging $2,808 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.
An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
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For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.