
Gated 2 Bedroom Apartments for Rent in Winter Park, FL (45 Rentals)


Seabrook

Vintage Winter Park Apartments

Bainbridge Winter Park

Juno Winter Park

Seven41 Winter 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.

Berkshire Winter Park

Calibre Bend Apartments

ARIUM Winter Park

Summerlin at Winter Park Apartments

Sovereignty at Winter Park Apartments

Park Apartments

Atlas at Winter Park

Solis at Winter Park

Hannibal Square

Inscribe Apartments

Gables 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.

The Village at Lake Lily

The Majestic at Downtown Baldwin Park

Alexan Mills 50

Jefferson Lake Howell

Cortland Lake Howell

Luna at Lake Shadow

Citron at The Packing District
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.

Newport Colony Apartments in Casselberry

The Cannery at The Packing District

Lake House

The Ivy Residences at Health Village Apartment Homes

Maitland City Centre

Infinity off Baldwin Park Apartments

Regency Oaks Apartments
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.

Vida at Health Village

The Princeton at College Park

District On Baldwin Park

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 | $1,819 | $900 | $5,032 |
Winter Park 1 Bedroom Apartments | $2,021 | $695 | $5,925 |
Winter Park 2 Bedroom Apartments | $2,459 | $1,089 | $8,309 |
Winter Park 3 Bedroom Apartments | $3,065 | $1,261 | $10,000+ |
Winter Park 4 Bedroom Apartments | $2,547 | $2,450 | $2,645 |
Explore Winter Park
Winter Park, FL Local Guide
- Winter Park Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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 2 Bedroom Winter Park Apartments
What is the Cheapest apartment in Winter Park with 2 Bedroom?
Currently the most affordable 2 Bedroom in Winter Park is at San Jose Apartments listed at $1,089.
How much is the average rent for a 2 Bedroom Winter Park Apartment?
The average rent for a 2 Bedroom Apartment in Winter Park is $2,459.
What is the largest available 2 Bedroom Winter Park Apartment for rent?
Today's apartment with the most square footage in Winter Park is a 1,800 square feet unit starting from $1,966 at Regency Oaks Apartments.
What is the average size for Winter Park 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Winter Park is currently 1,102 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.

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.