5219 Ardmore Dr
Winter ParkFL32792
4 Bedroom Apartments for Rent in Winter Park, FL (24 Rentals)
2730 Prince John Rd
Winter ParkFL32792
1843 Shadyhill Terrace
Winter ParkFL32792
7864 Broken Arrow Trail
Winter ParkFL32792
2234 Howard Dr
Winter ParkFL32789
close
View Me
4 Bedroom Apartments
Goldenrod Pointe
5560 Solidago DrWinter Park, FL 32792
close
View Me
$2,706 - $2,9014 Bedroom Apartments Contact Us For Availability
The Grand Reserve at Maitland Park
1939 Grand Isle CirOrlando, FL 32810
close
View Me
Rent Specials
$1,8444 Bedroom Apartments Available Now
Lake Weston Point Apartments
2201 Weston Point DrOrlando, FL 32810
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
close
View Me
$3,688
Total Monthly Price
4 Bedroom Apartments Available Jul 24Total Monthly Price
Base Rent
$3,688
Total Monthly Price
$3,688
1629 N Goldenrod Rd, Unit SI ID1094202P
1629 N Goldenrod RdAzalea Park, FL 32807
135 N Lakewood Cir
MaitlandFL32751
470 Sunnyview Cir
OrlandoFL32810
134 Lago Vista Blvd
CasselberryFL32707
1175 Lake Shadow Cir
MaitlandFL32751
2662 Derbyshire Rd
MaitlandFL32751
10363 Folly Beach Rd
OrlandoFL32827
738 Lake Howell Rd
MaitlandFL32751
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.
1770 Algonquin Trail
MaitlandFL32751
1235 Verdant Glade Pl
AlomaFL32792
2046 Prospect Ave
OrlandoFL32814
1608 Hanks Ave
OrlandoFL32814
974 Pinelli St
OrlandoFL32803
close
View Me
4 Bedroom Apartments
Visconti
2000 Legacy Club DrMaitland, FL 32751
close
View Me
4, 5 Bedroom Apartments
Meadows at Margaret Square
718 Margaret SqMaitland, FL 32751
close
View Me
4 Bedroom Apartments
The Q at Maitland
430 E Packwood AveMaitland, FL 32751
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com
Showing Results 1-24, 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 | $1,605 | $900 | $2,635 |
| Winter Park 1 Bedroom Apartments | $1,801 | $250 | $3,458 |
| Winter Park 2 Bedroom Apartments | $2,177 | $645 | $4,248 |
| Winter Park 3 Bedroom Apartments | $2,868 | $750 | $6,649 |
Winter Park 4 Bedroom Apartments | $2,244 | $1,844 | $3,688 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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
- ZIP codes
- Local Counties
Winter Park 4 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: July 04, 2026There are currently 1 available 4 Bedroom apartment units in Winter Park, FL neighborhoods that range in price from $2,199 to $2,354. 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 | $2,269 | $2,199 |
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 | $1,844 |
Cheapest Available Winter Park 4 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Lake Weston Point Apartments | Four Bedroom | $1,844 |
Your 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
Read Article
Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Let everyone know!
Do you know the Winter Park area?
If you’re an expert on all things Winter Park, tell us what you love (and don't) by rating it and writing a review.
Write a Review
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
Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 90 Studio Apartments in Winter Park with rent ranges from $900 to $2,635 with an average price of $1,605.
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 $250 to $3,458 with an average monthly rent of $1,801.
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 $4,248. Today's average rental price for Two Bedrooms here is $2,177.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 106 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $750 to $6,649 - averaging $2,868 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
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.
Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
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.
Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
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.
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
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.
Articles, How-To's, and Tips
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.