
Top Rated Gated Apartments for Rent in Winter Park, FL (28 Rentals)
Apartments in Winter Park with the best features, newest construction, and richest amenities.


Juno Winter Park

Paseo at Winter Park Village

Bainbridge Winter Park

Berkshire Winter Park

Inscribe Apartments
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.

Alexan Mills 50

The Majestic at Downtown Baldwin Park

Luna at Lake Shadow

The Village at Lake Lily

Vida at Health Village
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.

The Cannery at The Packing District

Lake House

The Ivy Residences at Health Village Apartment Homes

Maitland City Centre

Jefferson Lake Howell

Infinity off Baldwin Park Apartments
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

The Princeton at College Park

The Baldwin

Aurora on the Trail

The Parker at Maitland Station Apartments

Steelhouse

The Gallery at Mills Park
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F
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 | $1,842 | $900 | $4,898 |
Winter Park 1 Bedroom Apartments | $2,045 | $820 | $5,410 |
Winter Park 2 Bedroom Apartments | $2,537 | $989 | $8,858 |
Winter Park 3 Bedroom Apartments | $3,000 | $1,146 | $9,543 |
Winter Park 4 Bedroom Apartments | $3,728 | $2,355 | $7,866 |
Explore Winter Park
Winter Park, FL Local Guide
- Winter Park Neighborhoods
- Nearby Cities
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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.
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 Gated Winter Park Apartments
What is the Cheapest Gated apartment in Winter Park?
Currently the most affordable Gated Apartment in Winter Park is at District On Baldwin Park listed at $1,110.
How much is the average rent for a Gated Winter Park Apartment?
The average rent for a Gated Apartment in Winter Park is $2,500.
What is the largest Gated Winter Park Apartment for rent?
Today's Gated apartment with the most square footage in Winter Park is a 3,513 square feet unit starting from $1,882 at Lake House.
What is the average size for Winter Park Gated Apartments for rent?
The average size for a Gated rental in Winter Park is currently at 661 sq ft.
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.

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.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.