400 E Colonial Dr, Unit 1507
400 E Colonial Dr
OrlandoFL32803
Gated Apartments for Rent in Winter Park, FL (59 Rentals) Page 2 of 2
close
View Me
$1,4501 Bedroom Apartment Available Now
860 North Orange Avenue, Unit Studio
860 North Orange AvenueOrlando, FL 32801
860 N Orange Ave
OrlandoFL32801
1000 Lake of the Woods Blvd, Unit 204E
1000 Lake of the Woods Blvd
Fern ParkFL32730
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara
1000 Lake of the Woods Blvd, Unit 201
1000 Lake of the Woods Blvd
Fern ParkFL32730
close
View Me
1 to 4 Bedroom Apartments
Visconti
2000 Legacy Club DrMaitland, FL 32751
close
View Me
1 Bedroom Apartments
Hunter's Chase
905-955 Northern Dancer WayCasselberry, FL 32707
close
View Me
Studio to 3 Bedroom Apartments
Uptown Place Apartments
911 N Orange AveOrlando, FL 32801
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.
close
View Me
2 Bedroom Apartments
The Colonies
3065 George Mason AveOrlando, FL 32792
Showing Results 51-59, Page 2 of 2
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 | $1,576 | $900 | $2,790 |
| Winter Park Gated 1 Bedroom Apartments | $1,770 | $529 | $3,804 |
| Winter Park Gated 2 Bedroom Apartments | $2,177 | $645 | $4,402 |
| Winter Park Gated 3 Bedroom Apartments | $2,639 | $750 | $6,500 |
| Winter Park Gated 4 Bedroom Apartments | $2,340 | $1,844 | $6,165 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winter Park
See all Apartments in Winter ParkExplore Winter Park
Let everyone know!
Do you know the Winter Park area?
If you’re an expert on all things Winter Park, tell us what you love (and don't) by rating it and writing a review.
Write a Review
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 $2,622.
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 $1,924 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 660 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
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.
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.
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.
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
How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
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.
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.
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.