
Luxury Apartments for Rent in the Winter Park Neighborhood of Orlando, FL (24 Rentals)
The most luxurious Apartments in the Winter Park area of Orlando with high-end amenities, features, and finishes.


Alexan Mills 50

Gables Baldwin Park

MAA Baldwin Park
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Azul Baldwin Park

Infinity off Baldwin Park Apartments

Aurora on the Trail

The Avenues of Baldwin Park

The Gallery at Mills Park

Enders Place at Baldwin Park

Paseo at Winter Park Village

Cranes Landing Apartments

Juno Winter Park
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Vintage Winter Park Apartments

ARIUM Winter Park

Summerlin at Winter Park Apartments

Sovereignty at Winter Park Apartments

Rosalia Winter Park

Hannibal Square
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Winter Park, Orlando, 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 | $1,794 | $1,032 | $4,007 |
Winter Park 1 Bedroom Apartments | $2,066 | $1,067 | $4,350 |
Winter Park 2 Bedroom Apartments | $2,523 | $1,213 | $5,451 |
Winter Park 3 Bedroom Apartments | $2,983 | $1,261 | $9,543 |
Winter Park 4 Bedroom Apartments | $5,929 | $3,992 | $7,866 |
Browse Apartments in this Neighborhood
There are currently 24 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Winter Park, Orlando, FL Local Guide
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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.
Pet Friendly LifestyleWinter Park, Orlando, FL
Ranked #43
Among neighborhoods in Orlando, FL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Best Local Schools in Winter Park, Orlando, FL
School data provided by Great Schools
Lifestyle Ratings
ApartmentHomeLiving brings you Lifestyle Ratings of rentals and neighborhoods across the USA, and customized analysis for North Central Orlando. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including rankings of the best places for the best outdoor access, luxury amenities, transit availability, pet-friendly communities, family-friendly amenities, and much more. These search options are in the site filters at the top of this page.
Luxury Living Rating
Winter Park is known as amongst the finest high-end communities in town, with a score of 3.5 out of 4. Luxury Lifestyle Scoring is based on having high-end community amenities like saunas, pools, sport courts, proximity to great shopping areas, park access, and quartz countertops in the kitchen with high-end appliances. Luxury communities also often offer tile or hardwood floors, tennis courts, and for some communities, even a doorman to greet residents.
Getting Around the Winter Park Neighborhood in Orlando, FL
Walk Score®
75 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
62 / 100
Bikeable
Some bike infrastructure
Transit Score®
26 / 100
Some Transit
A few nearby public transportation options
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 27 Studio Apartments in Winter Park with rent ranges from $1,032 to $4,007 with an average price of $1,794.
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 $1,067 to $4,350 with an average monthly rent of $2,066.
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 $1,213 to $5,451. Today's average rental price for Two Bedrooms here is $2,523.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 54 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,261 to $9,543 - averaging $2,983 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.

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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.