
Cheap Homes for Rent in Winter Park Gateway Center Neighborhood of Winter Park, FL from $1,400 (9 Rentals)
Search the lowest-cost Homes available for rent right now in the Winter Park Gateway Center area of Winter Park.


1555 Michigan Ave

2500 Lee Rd, Unit 244, Unit 244

1565 Michigan Ave
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

1500 Gay Rd, Unit 1D, Unit 1D

700 Melrose Ave

731 W Comstock Ave

520 Holt Ave
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

151 N Orlando Ave
Winter Park Gateway Center, Winter Park, FL Local Guide

How much does it cost to rent a home in Winter Park Gateway Center?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Gateway Center 2 Bedroom Homes for Rent | $2,437 | $1,500 | $3,400 |
| Winter Park Gateway Center 3 Bedroom Homes for Rent | $3,598 | $2,350 | $5,490 |
| Winter Park Gateway Center 4 Bedroom Homes for Rent | $3,750 | $3,750 | $3,750 |
| Winter Park Gateway Center 5 Bedroom Homes for Rent | $12,997 | $6,995 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 9 rentals with your search options within a 1 mile radius of the Winter Park Gateway Center Neighborhood of Winter Park, FL.
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Winter Park Gateway Center, Winter Park, FL Local Guide
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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 Village Park Senior priced from $1,344. Westmount at Winter Park has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,469. Here are the most affordable Winter Park Gateway Center apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Village Park Senior | One Bedroom One Bath | 1BR,1BA | $1,344 |
| Westmount at Winter Park | The Morse | 1BR,1BA | $1,469 |
| Berkshire Winter Park | S2 | Studio,1BA | $1,635 |
Best Value Apartments for Rent in Winter Park Gateway Center, FL
As of May 07, 2026 the best value apartment in the Winter Park Gateway Center area is the $2.54 price per square foot B1 Model at Bainbridge Winter Park in the in the Courtland Street neighborhood starting from $2,747. The second greatest value Winter Park Gateway Center apartment is the Apollo Model at Juno Winter Park starting at $2,659 with a $2.63 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Bainbridge Winter Park | B1 | 2BR,2BA | $2.54 |
| Juno Winter Park | Apollo | 2BR,2BA | $2.63 |
| Westmount at Winter Park | The Morse | 1BR,1BA | $1.89 |
| Paseo at Winter Park Village | Bulevar | 1BR,1BA | $2.48 |
| Hannibal Square | 433 2x1 | 2BR,1BA | $2.36 |
| Elon Winter Park | The Tony | 1BR,1BA | $2.22 |
| Berkshire Winter Park | S2 | Studio ,1BA | $2.42 |
| The Lofts of Winter Park Village | ELBB | 1BR,1BA | $2.54 |
| Village Park Senior | Osceola | 1BR,1BA | $2.56 |
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 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.
Pet Friendly LifestyleWinter Park Gateway Center, Winter Park, FL
Ranked #6
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about Winter Park Gateway Center
What type of rentals are currently available in Winter Park Gateway Center?
There are currently 44 Apartments for Rent in Winter Park Gateway Center, FL with pricing that ranges from $1,344 to $4,115. There are also 24 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park Gateway Center ranging from $1,400 to $19,000.
What is the current price range for Rental Homes in Winter Park Gateway Center?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park Gateway Center ranges from $1,400 to $19,000 with an average monthly rent of $4,855.
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
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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
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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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.