
Gated Apartments for Rent in Winter Park, FL with Swimming Pool (46 Rentals)


Berkshire Winter Park

Bainbridge Winter Park

Juno Winter Park

Paseo at Winter Park Village

Seabrook

Seven41 Winter Park

Sovereignty at Winter Park Apartments

Calibre Bend Apartments
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

ARIUM Winter Park

Summerlin at Winter Park Apartments

Park Apartments

Atlas at Winter Park

Solis at Winter Park

The Parker at Maitland Station Apartments

Gables Baldwin Park

Inscribe Apartments
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

The Yard at Ivanhoe

The Majestic at Downtown Baldwin Park

NORA Apartments

Luna at Lake Shadow

The Shores at Lake Howell

Newport Colony Apartments in Casselberry

Citron at The Packing District

The Village at Lake Lily

Cortland Lake Howell
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

The Cannery at The Packing District

Aurora on the Trail

The Princeton at College Park

Baldwin Harbor

The Ivy Residences at Health Village Apartment Homes

Perla Gem Lake

Maitland City Centre

Infinity off Baldwin Park Apartments

Regency Oaks Apartments
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Alexan Mills 50

The Baldwin

Lake House

District On Baldwin Park

Garden Park Senior Living

Audubon Park

Steelhouse

The Gallery at Mills Park
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara
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 | $1,512 | $900 | $2,187 |
| Winter Park 1 Bedroom Apartments | $1,792 | $903 | $3,409 |
| Winter Park 2 Bedroom Apartments | $2,117 | $976 | $5,927 |
| Winter Park 3 Bedroom Apartments | $2,755 | $1,099 | $7,603 |
| Winter Park 4 Bedroom Apartments | $3,247 | $3,150 | $3,345 |
Explore Winter Park
Winter Park, FL Local Guide
- Winter Park Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe 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.
Read ArticleYour 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 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.
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 Gated Winter Park Apartments
What is the Cheapest Gated apartment in Winter Park?
Currently the most affordable Gated Apartment in Winter Park is at Hillcrest Hampton House listed at $1,100.
How much is the average rent for a Gated Winter Park Apartment?
The average rent for a Gated Apartment in Winter Park is $2,506.
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 $1,751 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 645 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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.


