Cheap Apartments for Rent in the Outer East Neighborhood of Winter Park, FL from $900 (47 Rentals)

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

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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Branchwood Apartments
Studio to 2 Bedroom Apartments

Branchwood Apartments

7785 Branchwood LnWinter Park, FL 32792
  • Utilities Included
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Sorrento
Studio to 3 Bedroom Apartments

Sorrento

2400 Howell Branch RdWinter Park, FL 32792
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Sapphire Winter Park
1 to 3 Bedroom Apartments

Sapphire Winter Park

1743 Semoran North CirWinter Park, FL 32792
Corporate Housing
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Serena Winter Park
1 to 2 Bedroom Apartments

Serena Winter Park

2890 Red Lion SqWinter Park, FL 32792

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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Elmhurst Village
Rent Specials
$1,311 - $2,594
Total Monthly Price

Total Monthly Price

Base Rent
$1,311 - $2,594
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Elmhurst Village

5691 Elmhurst CirOviedo, FL 32765
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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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Mystic Cove
1 to 4 Bedroom Apartments

Mystic Cove

2780 Mystic Lake DrOviedo, FL 32765
property at 2517 Caper Ln

$999 - $1,200

1 Bedroom Rentals

Available Now

2517 Caper Ln

MaitlandFL32751

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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1020 at Winter Springs
1 to 3 Bedroom Apartments

1020 at Winter Springs

1020 Chatham Pines CirWinter Springs, FL 32708
Corporate Housing

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Showing Results 1-47, Page 1 of 1

Outer East, Winter Park, FL Local Guide

Cheapest Available Outer East Apartments for Rent

 

The cheapest available apartment rental in the Outer East area of Orlando, FL is a Studio unit found at Liv at Winter Park Apartment Homes priced from $1,070. Birchwood Landing has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,139. Here are the most affordable Outer East apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
Liv at Winter Park Apartment HomesE1Studio,1BA$1,070
Birchwood LandingBirchwood A1BR,1BA$1,139
SorrentoLarge EfficiencyStudio,1BA$1,170
Spring Tree VillageStudioStudio,1BA$1,179
Sapphire Winter ParkEmerald1BR,1BA$1,249
Eastbrook ApartmentsOne Bed One Bath1BR,1BA$1,250
Onyx Winter ParkA1Studio,1BA$1,255
Trails at LomaOne Bedroom One Bath1BR,1BA$1,279
Signal PointePoint Isabel 1BR,1BA$1,280
Lakeside VillasThe Catalina1BR,1BA$1,295

Best Value Apartments for Rent in Outer East, FL

As of April 27, 2026 the best value apartment in the Outer East area is the $1.60 price per square foot Four Bedrooms Three Baths Model at Trails at Loma in the in the The Villages of Camelot neighborhood starting from $2,329. The second greatest value Outer East apartment is the Woodlake Model at Promenade at Aloma Apartments starting at $2,169 with a $1.61 price per square foot in the The Villages of Camelot neighborhood. Here is today’s list of the best values for Outer East apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Trails at LomaFour Bedrooms Three Baths4BR,3BA$1.60
Promenade at Aloma ApartmentsWoodlake2BR,2BA$1.61
Cortland Lake HowellThe Destiny - Renovated3BR,2BA$1.71
Sapphire Winter ParkJade+2BR,1BA$1.66
Elmhurst VillageLexington2BR,2BA$1.60
The Eli Winter SpringsSherwood1BR,1BA$1.85
POSTE Winter ParkThe Palm1BR,1BA$1.85
Eastbrook ApartmentsOne Bed One Bath1BR,1BA$1.56
Stonecastle Apartment HomesThe Ashlar1BR,1BA$1.95
Lakeside VillasThe Catalina1BR,1BA$1.85

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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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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.

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Pet Friendly Lifestyle
Outer East, Winter Park, FL

Ranked #3

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

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Best Local Schools in
Outer East, Winter Park, FL

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of rentals in cities across the United States and customized analysis for North Orlando, FL. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including filtering automatically for proximity to parks, luxury housing options, kid and pet-friendly communities, availability of transit options, walking, and biking. Find Lifestyle Search in the filter options (above). Happy Searching!

Frequently Asked Questions about Cheap Outer East Apartments

What is the Cheapest Studio apartment in Outer East?

Currently the most affordable Cheap Studio Apartment in Outer East is at Liv at Winter Park Apartment Homes listed at $1,070.

How much is rent for a Cheap One Bedroom Outer East Apartment?

The lowest price for a Cheap One Bedroom Outer East Apartment is $1,139 at Birchwood Landing.

What is the lowest price for a Cheap Two Bedroom Outer East Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Outer East is starting from $1,329 at Sorrento.

What is the most affordable Outer East Three Bedroom Apartment?

The best deal on a cheap Outer East Three Bedroom Apartment rental is at Trails at Loma and starts from $1,799.

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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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.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.