Cheap Apartments for Rent in the Winter Park Gateway Center Neighborhood of Winter Park, FL from $900 (15 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Search the lowest-cost Apartments available for rent right now in the Winter Park Gateway Center area of Winter Park.

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

close
View Me
Calvary Tower
1 Bedroom Apartments

Calvary Tower

1099 Clay StWinter Park, FL 32789
Senior Living
close
View Me
Village Park Senior
1 to 3 Bedroom Apartments

Village Park Senior

550 W Denning DrWinter Park, FL 32789
Senior Living
  • Utilities Included

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

property at 2500 Lee Rd

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

1 Bedroom, 1 Bath Condo for Rent

Available Now

2500 Lee Rd, Unit 244

2500 Lee Rd
Winter ParkFL32789
property at 1695 Lee Rd

$1,500 - $1,745

2 To 3 Bedroom Rentals

Available Now

1695 Lee Rd

Winter ParkFL32789
close
View Me
La Bella Vida
1 to 2 Bedroom Apartments

La Bella Vida

3308-3310 Clay StOrlando, FL 32804
  • Utilities Included

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.

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 1 Bed unit found at Lakeside Manor Condominiums priced from $1,250. Westmount at Winter Park has the second lowest priced unit, which is a Studio apartment currently listed from $1,355. Here are the most affordable Winter Park Gateway Center apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
Lakeside Manor Condominiums1 Beds, 1 Baths1BR,1BA$1,250
Westmount at Winter ParkThe RollinsStudio,1BA$1,355
Hannibal Square430 W. New England Ave./1st Fl2BR,1BA$1,475
Elon Winter ParkThe Tony1BR,1BA$1,597
Juno Winter ParkLunaStudio,1BA$1,804

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

As of August 08, 2026 the best value apartment in the Winter Park Gateway Center area is the $1.83 price per square foot 955 Aragon Ave Model at 955 Aragon Ave, Unit Apt A in the in the North Orange neighborhood starting from $2,100. The second greatest value Winter Park Gateway Center apartment is the B1 - Laurelton Model at Seven41 Winter Park starting at $2,535 with a $2.21 price per square foot in the North Orange 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.
955 Aragon Ave, Unit Apt A955 Aragon Ave2BR,2BA$1.83
Seven41 Winter ParkB1 - Laurelton2BR,2BA$2.21
Bainbridge Winter ParkB12BR,2BA$2.66
Paseo at Winter Park VillageAvenida1BR,1BA$2.89
Elon Winter ParkThe Tony1BR,1BA$2.16
Berkshire Winter ParkA21BR,1BA$2.49
The Lofts of Winter Park Village1 Bedroom 1 Bath - 784661BR,1BA$2.74
Juno Winter ParkVest1BR,1BA$3.29
Lakeside Manor Condominiums1 Beds, 1 Baths1BR,1BA$1.94
Westmount at Winter ParkThe RollinsStudio ,1BA$3.31

Don'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 Article
Decorative image

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.

Read Article
Decorative image

Quick 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.

decorative image of people with a giant lease agreement

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

Ranked #6

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

decorative image of woman handing cat to small boy

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 $1,355.

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 $1,250 at Lakeside Manor Condominiums.

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 $1,475 at Hannibal Square.

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

decorative image for Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities article

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.

decorative image for The Soul of the City Beautiful: What Life in Orlando Is Really Like article

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.

decorative image for Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers article

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.

decorative image for Your Guide to the Perfect Orlando Neighborhood for Student Renters article

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

decorative image for Rent According to Income: A Look at Income-Restricted Rentals   article

Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.