Cheap Apartments for Rent in the Winter Park Gateway Center Neighborhood of Winter Park, FL from $900 (11 Rentals)

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Cheap Apartments in the Winter Park Gateway Center area of Winter Park.

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Calvary Tower
1 Bedroom Apartments

Calvary Tower

1099 Clay StWinter Park, FL 32789
Senior Living

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Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

property at 1695 Lee Rd

1695 Lee Rd

Winter ParkFL32789

Orlando's Best Affordable Neighborhoods

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La Bella Vida
1 to 2 Bedroom Apartments

La Bella Vida

3308-3310 Clay StOrlando, FL 32804
  • Utilities Included

Winter Park Gateway Center, Winter Park, FL Local Guide

Cheapest Available Winter Park Gateway Center Apartments for Rent

 

The cheapest available apartment rental in the Winter Park Gateway Center area of Orlando, FL is a Studio unit found at Westmount at Winter Park priced from $1,293. Hannibal Square has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,500. Here are the most affordable Winter Park Gateway Center apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
Westmount at Winter ParkThe RollinsStudio,1BA$1,293
Hannibal Square400 2x12BR,1BA$1,500
Berkshire Winter ParkS2Studio,1BA$1,545
The Lofts of Winter Park Village1BR/1.0BA1BR,1BA$1,625
The AdelineA11BR,1BA$1,670

Best Value Apartments for Rent in Winter Park Gateway Center, FL

As of May 08, 2025 the best value apartment in the Winter Park Gateway Center area is the $2.04 price per square foot Adair Model at The Ivy Residences at Health Village Apartment Homes in the in the North Orange neighborhood starting from $2,496. The second greatest value Winter Park Gateway Center apartment is the B1 Model at Bainbridge Winter Park starting at $2,748 with a $2.54 price per square foot in the Courtland Street neighborhood. Here is today’s list of the best values for Winter Park Gateway Center apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Ivy Residences at Health Village Apartment HomesAdair2BR,2BA$2.04
Bainbridge Winter ParkB12BR,2BA$2.54
The Village at Lake LilyA41BR,1BA$2.13
The Lofts of Winter Park Village1BR/1.0BA1BR,1BA$2.03
Courtney At Lake ShadowA5 795sf 1/11BR,1BA$2.12
Berkshire Winter ParkA31BR,1BA$2.63
The AdelineA41BR,1BA$2.50
Seven41 Winter ParkS1 - ChaseStudio ,1BA$2.50
Juno Winter ParkFloraStudio ,1BA$2.69
Vida at Health VillageS1Studio ,1BA$2.65

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Pet Friendly Lifestyle
Winter Park Gateway Center, Winter Park, FL

Ranked #5

Among neighborhoods in Winter Park, FL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Frequently Asked Questions about Cheap Winter Park Gateway Center Apartments

What is the Cheapest Studio apartment in Winter Park Gateway Center?

Currently the most affordable Cheap Studio Apartment in Winter Park Gateway Center is at Westmount at Winter Park listed at $1,293.

How much is rent for a Cheap One Bedroom Winter Park Gateway Center Apartment?

The lowest price for a Cheap One Bedroom Winter Park Gateway Center Apartment is $1,506 at Westmount at Winter Park.

What is the lowest price for a Cheap Two Bedroom Winter Park Gateway Center Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winter Park Gateway Center is starting from $1,500 at Hannibal Square.

What is the most affordable Winter Park Gateway Center Three Bedroom Apartment?

The best deal on a cheap Winter Park Gateway Center Three Bedroom Apartment rental is at Westmount at Winter Park and starts from $1,998.

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.

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An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent

Written by: Darla Ferrara

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.