
Gated Apartments for Rent in Winter Park, FL (57 Rentals)


Bainbridge Winter Park

Seabrook

Seven41 Winter Park

Berkshire Winter Park

Juno Winter Park

Paseo at Winter Park Village

Calibre Bend Apartments

Summerlin at Winter Park Apartments

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Atlas at Winter Park
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 Lofts of Winter Park Village

Alvista Winter Park

Hannibal Square

ARIUM Winter Park

2019 Soaring Oak Way

Park West Condominiums

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The Yard at Ivanhoe

The Majestic at Downtown Baldwin Park

NORA Apartments

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Gables Baldwin 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

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Inscribe Apartments

The Shores at Lake Howell

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The Village at Lake Lily

Newport Colony Apartments in Casselberry

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Cortland Lake Howell

Citron at The Packing District

The Cannery at The Packing District

The Princeton at College Park

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Baldwin Harbor

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The Ivy Residences at Health Village Apartment Homes
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.

Perla Gem Lake

Maitland City Centre

The Parker at Maitland Station Apartments

Steelhouse Orlando

Infinity off Baldwin Park

Luna at Lake Shadow

400 North

Regency Oaks Apartments

The Baldwin

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Vida at Health Village
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.

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Aurora on the Trail

Lake House

District On Baldwin Park

Hillcrest Hampton House

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Audubon Park

Azalea Gardens

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The Gallery at Mills Park

860 North Orange Avenue, Unit Studio

1125 Lake Shadow Cir, Unit 5-101

1125 Lake Shadow Cir, Unit Visconti Maitland FL
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live 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 Gated Studio Apartments | $1,629 | $900 | $3,137 |
| Winter Park Gated 1 Bedroom Apartments | $1,834 | $250 | $3,850 |
| Winter Park Gated 2 Bedroom Apartments | $2,212 | $956 | $5,158 |
| Winter Park Gated 3 Bedroom Apartments | $2,801 | $1,082 | $6,500 |
| Winter Park Gated 4 Bedroom Apartments | $2,206 | $1,844 | $3,938 |
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Winter Park, FL Local Guide

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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 ArticleReal 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.
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 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 $1,000.
How much is the average rent for a Gated Winter Park Apartment?
The average rent for a Gated Apartment in Winter Park is $2,556.
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 $1,954 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 665 sq ft.
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

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.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.