4 Bedroom Apartments for Rent in Winter Park, FL (9 Rentals)

The Grand Reserve at Maitland Park
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.
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.
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 | $1,802 | $900 | $6,180 |
Winter Park 1 Bedroom Apartments | $1,951 | $903 | $6,828 |
Winter Park 2 Bedroom Apartments | $2,387 | $976 | $7,358 |
Winter Park 3 Bedroom Apartments | $3,051 | $1,261 | $9,567 |
Winter Park 4 Bedroom Apartments | $3,145 | $3,060 | $3,328 |
Browse Top Apartments in Winter Park
See all Apartments in Winter ParkExplore Winter Park
Winter Park, FL Local Guide

- Winter Park Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Winter Park 4 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: August 04, 2025There are currently 1 available 4 Bedroom apartment units in Winter Park, FL neighborhoods that range in price from $1,663 to $2,389. 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 | $1,996 | $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 |
Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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 40 Studio Apartments in Winter Park with rent ranges from $900 to $6,180 with an average price of $1,802.
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 $6,828 with an average monthly rent of $1,951.
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 $7,358. Today's average rental price for Two Bedrooms here is $2,387.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 92 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,261 to $9,567 - averaging $3,051 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
Written by: Darla Ferrara
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.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.