Cheap Homes for Rent in Winter Park Gateway Center Neighborhood of Winter Park, FL from $1,400 (9 Rentals)

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

property at 1695 Lee Rd

$1,400 - $1,595

1 To 2 Bedroom Rentals

Available Now

1695 Lee Rd

Winter ParkFL32789
property at 2500 Lee Rd

$1,465

Total Monthly Price

Total Monthly Price

Base Rent
$1,465

Total Monthly Price
$1,465

1 Bedroom, 1 Bath Condo for Rent

Available Now

2500 Lee Rd, Unit 244, Unit 244

2500 Lee Rd
Winter ParkFL32789

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.

property at 700 Melrose Ave

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

700 Melrose Ave

Winter ParkFL32789

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

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property at 151 N Orlando Ave

$2,300 - $2,500

2 To 3 Bedroom Rentals

Available Now

151 N Orlando Ave

Winter ParkFL32789

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 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 ListingModel NameBed/BathPriced From
Village Park SeniorOne Bedroom One Bath1BR,1BA$1,344
Westmount at Winter ParkThe Morse1BR,1BA$1,469
Berkshire Winter ParkS2Studio,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 ListingModel NameBed/BathPrice Per Sq.Ft.
Bainbridge Winter ParkB12BR,2BA$2.54
Juno Winter ParkApollo2BR,2BA$2.63
Westmount at Winter ParkThe Morse1BR,1BA$1.89
Paseo at Winter Park VillageBulevar1BR,1BA$2.48
Hannibal Square433 2x12BR,1BA$2.36
Elon Winter ParkThe Tony1BR,1BA$2.22
Berkshire Winter ParkS2Studio ,1BA$2.42
The Lofts of Winter Park VillageELBB1BR,1BA$2.54
Village Park SeniorOsceola1BR,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.

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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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Quick Rent Budget Calculator

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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.

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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

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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.

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Articles, How-To's, and Tips

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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.

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This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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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.