Cheap Apartments for Rent in the Winter Park Neighborhood of Orlando, FL from $400 (84 Rentals)

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

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.

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Aurora on the Trail
Rent Specials
$1,700 - $3,255
Total Monthly Price

Total Monthly Price

Base Rent
$1,700 - $3,255
Total Monthly Price
$1,700 - $3,255
Studio to 3 Bedroom Apartments Available Jun 7

Aurora on the Trail

825 McCullough AveOrlando, FL 32803
Corporate Housing
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Audubon Park
Rent Specials
$1,752 - $2,996
Total Monthly Price

Total Monthly Price

Base Rent
$1,752 - $2,996
Total Monthly Price
$1,752 - $2,996
1 to 3 Bedroom Apartments Available Now

Audubon Park

990 Warehouse RdOrlando, FL 32803
Corporate Housing
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On Baldwin Pond
2 Bedroom Apartments

On Baldwin Pond

829 Lowell BlvdOrlando, FL 32803
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1219 Oregon St
Studio Apartments

1219 Oregon St

1219 Oregon StOrlando, FL 32803

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.

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The Juliette
1 Bedroom Apartments

The Juliette

1225 Moselle AveOrlando, FL 32807

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Solis at Winter Park
Rent Specials
$1,123 - $1,672
Total Monthly Price

Total Monthly Price

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$1,123 - $1,672
Total Monthly Price
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1 to 2 Bedroom Apartments Available Now

Solis at Winter Park

7502 Sun Key BlvdWinter Park, FL 32792
Student Housing
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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Atlas at Winter Park
$1,396 - $2,108
Total Monthly Price

Total Monthly Price

Base Rent
$1,396 - $2,108
Total Monthly Price
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1 to 3 Bedroom Apartments Available Now

Atlas at Winter Park

3733 N Goldenrod RdWinter Park, FL 32792
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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

The Soul of the City Beautiful: What Life in Orlando Is Really Like

Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

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Winter Park, Orlando, FL Local Guide

Cheapest Available Winter Park Apartments for Rent

 

The cheapest available apartment rental in the Winter Park area of Orlando, FL is a Studio unit found at Azure Winter Park priced from $1,049. Carlton Arms of Winter Park has the second lowest priced unit, which is a Studio apartment currently listed from $1,080. Here are the most affordable Winter Park apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
Azure Winter ParkCorrineStudio,1BA$1,049
Carlton Arms of Winter ParkStudio DownstairsStudio,1BA$1,080
Winter Park Woods ApartmentsA2-1 Bedroom, 1 Bathroom1BR,1BA$1,137
Solis at Winter ParkA21BR,1BA$1,138
Indigo Winter ParkHarmony1BR,1BA$1,149
SeabrookPlan A11BR,1BA$1,176
Shoreview at Baldwin Park1x1A1BR,1BA$1,190
Hillcrest Hampton HouseStudioStudio,1BA$1,200
Venue At Winter ParkSable P1BR,1BA$1,239
Whisper Lake ApartmentsCrescent1BR,1BA$1,295

Best Value Apartments for Rent in Winter Park, FL

As of May 27, 2026 the best value apartment in the Winter Park area is the $1.50 price per square foot The Palms Model at The Ivy at Gatehouse in the in the The Enclave at Lake Jean neighborhood starting from $1,645. The second greatest value Winter Park apartment is the Renovated Model at The Vista at Winter Park starting at $1,624 with a $1.78 price per square foot in the University Commerce Center neighborhood. Here is today’s list of the best values for Winter Park apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Ivy at GatehouseThe Palms3BR,2BA$1.50
The Vista at Winter ParkRenovated2BR,2BA$1.78
Goldenrod PointeTwo Bedroom One Bath2BR,1BA$1.69
Alvista Winter ParkBEECHNUT RENOVATED1BR,1BA$1.83
The Taylor at Winter ParkB1R2BR,1BA$1.85
Bellancia ApartmentsOne Bedroom1BR,1BA$1.69
Winter Park Woods ApartmentsA2-1 Bedroom, 1 Bathroom1BR,1BA$1.50
Solis at Winter ParkA21BR,1BA$1.48
Whisper Lake ApartmentsCrescent1BR,1BA$1.73
Cranes Landing ApartmentsSandpiper (Standard) a1wi1BR,1BA$1.82

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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Your Guide to the Perfect Orlando Neighborhood for Student Renters

Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com

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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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Best Local Schools in
Winter Park, Orlando, FL

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving.com compiles millions of data points to bring you our detailed rental analysis called 'Lifestyle Ratings' - a comparison of neighborhoods, cities and towns, and rental properties across Florida and customized analysis for Orlando, Florida. Our Lifestyle Ratings help you zero-in on the perfect place to call home. This takes in many factors including our Star Ratings to compare for the best proximity to parks and outdoor amenities, luxury amenities, pet-friendly features, places that make kids happy, proximity to transit, in addition to floorplans, availablity, and pricing. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!

Frequently Asked Questions about Cheap Winter Park Apartments

What is a cheap apartment in Winter Park?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winter Park is under $1,295.

What is the price of a cheap apartment in Winter Park?

The cheapest apartment in Winter Park is Solis at Winter Park which is listed at $1,108, while the average apartment in Winter Park costs $3,938.

What types of apartments are the cheapest in Winter Park?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 47 regular apartments in Winter Park that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Winter Park?

Cheap apartments in Winter Park have an average cost of $351 which is $3,587 cheaper than the average rent for all rentals in Winter Park.

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

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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.

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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.

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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.

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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.

Articles, How-To's, and Tips

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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.

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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.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

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.

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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.