
Cheap Homes for Rent in Outer East Neighborhood of Winter Park, FL from $1,000 (19 Rentals)
Search the lowest-cost Homes available for rent right now in the Outer East area of Winter Park.


2517 Caper Ln

138 Lewfield Cir

468 Banyon Tree Cir, Unit 202, Unit 202

4818 Tangerine Ave

5319 N Orange 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.

3748 Idlebrook Cir, Unit 102, Unit 102

3756 Idlebrook Cir, Unit 200, Unit 200

3732 Idlebrook Cir

3756 Idlebrook Cir

492 Banyon Tree Cir

105 Jergo Rd
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

3772 Idlebrook Cir

117 Georgetown Dr

2523 Alexa Ct

1989 Summer Club Dr
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.

4968 Tangerine Ave
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 | $1,760 | $1,425 | $2,350 |
| Outer East 3 Bedroom Homes for Rent | $2,471 | $1,540 | $3,750 |
| Outer East 4 Bedroom Homes for Rent | $2,748 | $2,650 | $2,945 |
| Outer East 5 Bedroom Homes for Rent | $2,517 | $2,500 | $2,535 |
Browse Homes for Rent in this Neighborhood
There are currently 19 rentals with your search options within a 2 mile radius of the Outer East Neighborhood of Winter Park, FL.
Explore Winter Park
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 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Liv at Winter Park Apartment Homes | E1 | Studio,1BA | $1,070 |
| Birchwood Landing | Birchwood A | 1BR,1BA | $1,139 |
| Sorrento | Large Efficiency | Studio,1BA | $1,170 |
| Spring Tree Village | Studio | Studio,1BA | $1,179 |
| Sapphire Winter Park | Emerald | 1BR,1BA | $1,249 |
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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Trails at Loma | Four Bedrooms Three Baths | 4BR,3BA | $1.60 |
| Promenade at Aloma Apartments | Woodlake | 2BR,2BA | $1.61 |
| Cortland Lake Howell | The Destiny - Renovated | 3BR,2BA | $1.71 |
| Sapphire Winter Park | Jade+ | 2BR,1BA | $1.66 |
| Elmhurst Village | Lexington | 2BR,2BA | $1.60 |
| The Eli Winter Springs | Sherwood | 1BR,1BA | $1.85 |
| POSTE Winter Park | The Palm | 1BR,1BA | $1.85 |
| Eastbrook Apartments | One Bed One Bath | 1BR,1BA | $1.56 |
| Stonecastle Apartment Homes | The Ashlar | 1BR,1BA | $1.95 |
| Lakeside Villas | The Catalina | 1BR,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.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
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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.
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 #3
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 $4,057. There are also 65 Single Family Homes for rent, Condos, and Townhome rentals currently available in Outer East ranging from $1,000 to $3,750.
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 $3,750 with an average monthly rent of $2,147.
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 $4,057, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,540 to $3,750. Four Bedroom Single-Family rentals are also available starting from $2,650 and Four Bedroom Apartments start at $2,354.
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
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

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.

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.