
Cheap Homes for Rent in Outer East Neighborhood of Winter Park, FL from $1,000 (18 Rentals)
Search the lowest-cost Homes available for rent right now in the Outer East area of Winter Park.


2517 Caper Ln

2422 Branch Way, Unit 104

1157 Calle del Norte, Unit 1157

2426 Branch Way, Unit 200

296 Lewfield Cir
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.

4818 Tangerine Ave

524 Georgetown Dr

3772 Idlebrook Cir

3748 Idlebrook Cir, Unit 206

3756 Idlebrook Cir

3740 Idlebrook Cir
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.

3748 Idlebrook Cir

3764 Idlebrook Cir

2075 Howell Branch Rd

1685 Greenleaf Woods Cv

2523 Alexa Ct

3254 Howell Branch Rd
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.
Outer East, Winter Park, FL Local Guide

How much does it cost to rent a home in Outer East?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Outer East 2 Bedroom Homes for Rent | $1,695 | $1,450 | $2,250 |
| Outer East 3 Bedroom Homes for Rent | $2,530 | $1,800 | $3,200 |
| Outer East 4 Bedroom Homes for Rent | $3,316 | $2,410 | $5,500 |
| Outer East 5 Bedroom Homes for Rent | $2,445 | $2,445 | $2,445 |
Browse Homes for Rent in this Neighborhood
There are currently 18 rentals with your search options within a 2 mile radius of the Outer East Neighborhood of Winter Park, FL.
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Outer East, Winter Park, FL Local Guide
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Cheapest Available Outer East Apartments for Rent
 The cheapest available apartment rental in the Outer East area of Orlando, FL is a 1 Bed unit found at Serena Winter Park priced from $1,099. Liv at Winter Park Apartment Homes has the second lowest priced unit, which is a Studio apartment currently listed from $1,117. Here are the most affordable Outer East apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Serena Winter Park | Champions | 1BR,1BA | $1,099 |
| Liv at Winter Park Apartment Homes | E1 | Studio,1BA | $1,117 |
| Birchwood Landing | Birchwood A | 1BR,1BA | $1,139 |
| Spring Tree Village | Studio | Studio,1BA | $1,179 |
| Sapphire Winter Park | Emerald | 1BR,1BA | $1,199 |
Best Value Apartments for Rent in Outer East, FL
As of June 11, 2026 the best value apartment in the Outer East area is the $1.68 price per square foot Woodlake Model at Promenade at Aloma Apartments in the in the Walden Chase neighborhood starting from $2,267. The second greatest value Outer East apartment is the Quartz Model at Sapphire Winter Park starting at $1,999 with a $1.48 price per square foot in the Outer East neighborhood. Here is today’s list of the best values for Outer East apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Promenade at Aloma Apartments | Woodlake | 2BR,2BA | $1.68 |
| Sapphire Winter Park | Quartz | 3BR,2BA | $1.48 |
| Trails at Loma | Three Bedroom Two Bath | 3BR,2BA | $1.54 |
| ARIUM Winter Park | King | 2BR,2BA | $1.60 |
| The Eli Winter Springs | Sherwood | 1BR,1BA | $1.80 |
| Elmhurst Village | Sterling | 1BR,1BA | $1.80 |
| Cortland Lake Howell | The Amelia - Classic | 1BR,1BA | $2.00 |
| POSTE Winter Park | The Palm | 1BR,1BA | $1.85 |
| Eastbrook Apartments | One Bed One Bath | 1BR,1BA | $1.56 |
| Lakeside Villas | The Riviera | 1BR,1BA | $1.85 |
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 LifestyleOuter East, Winter Park, FL
Ranked #2
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Best Local Schools in Outer East, Winter Park, FL
School data provided by Great Schools
Frequently Asked Questions about Outer East
What type of rentals are currently available in Outer East?
There are currently 44 Apartments for Rent in Outer East, FL with pricing that ranges from $910 to $4,668. There are also 88 Single Family Homes for rent, Condos, and Townhome rentals currently available in Outer East ranging from $1,000 to $5,500.
What is the current price range for Rental Homes in Outer East?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Outer East ranges from $1,000 to $5,500 with an average monthly rent of $2,243.
How much are larger Three and Four Bedroom Rentals in Outer East?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Outer East range from $1,544 to $4,668, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $3,200. Four Bedroom Single-Family rentals are also available starting from $2,410 and Four Bedroom Apartments start at $2,339.
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
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.

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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.