Gated Apartments for Rent in Winter Park, FL (58 Rentals)

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Atlas at Winter Park
$1,224 - $1,977

Total Monthly Price

Base Rent$1,224 - $1,977
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

Atlas at Winter Park

3733 N Goldenrod RdWinter Park, FL 32792
Family Friendly
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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.

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property at 2605 Galliano Cir
$2,100

Total Monthly Price

Base Rent$2,100
Total Monthly Price$2,100
2 Bedroom, 3 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

2605 Galliano Cir

Winter ParkFL32792
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Park West Condominiums
Studio Apartments

Park West Condominiums

200-300 Carolina AveWinter Park, FL 32789
  • Utilities Included
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Gables Baldwin Park
Rent Specials
$2,291 - $6,207

Total Monthly Price

Base Rent$2,291 - $6,207
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

Gables Baldwin Park

2050 Jake StOrlando, FL 32814
Student Housing
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Inscribe Apartments
Rent Specials
$1,669 - $2,945

Total Monthly Price

Base Rent$1,669 - $2,945
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

Inscribe Apartments

110 Zora PlOrlando, FL 32810
Student Housing
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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Cortland Lake Howell
Rent Specials
$1,604 - $3,569

Total Monthly Price

Base Rent$1,604 - $3,569
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

Cortland Lake Howell

1280 Vinings LnCasselberry, FL 32707
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Baldwin Harbor
$2,055 - $4,899

Total Monthly Price

Base Rent$2,055 - $4,899
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

Baldwin Harbor

1771-1887 Jake StOrlando, FL 32814
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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.

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400 North
$1,882 - $2,641

Total Monthly Price

Base Rent$1,882 - $2,641
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

400 North

400 N Orlando AveMaitland, FL 32751
Luxury
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Vida at Health Village
Rent Specials
$1,889 - $5,669

Total Monthly Price

Base Rent$1,889 - $5,669
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

Vida at Health Village

2680 N Orange AveOrlando, FL 32804
Eco-Friendly
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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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Aurora on the Trail
$1,520 - $3,177

Total Monthly Price

Base Rent$1,520 - $3,177
Total Monthly Price$1,520 - $3,177
Studio to 3 Bedroom Apartments Available Now

Aurora on the Trail

825 McCullough AveOrlando, FL 32803
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Audubon Park
Rent Specials
$1,625 - $3,200

Total Monthly Price

Base Rent$1,625 - $3,200
Total Monthly Price$1,625 - $3,200
1 to 3 Bedroom Apartments Available Now

Audubon Park

990 Warehouse RdOrlando, FL 32803
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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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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

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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.

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Real 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.

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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!

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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 $2,557.

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 $1,885 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 658 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

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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Written by: Darla Ferrara

When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

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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.

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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.

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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.

Articles, How-To's, and Tips

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

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Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.