
Cheap Homes for Rent in Outer East Neighborhood of Winter Park, FL from $1,000 (16 Rentals)
Search the lowest-cost Homes available for rent right now in the Outer East area of Winter Park.


3383 Hamlet Loop

3732 Idlebrook Cir

606 Georgetown Dr

1409 Madrid Way
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.

476 Banyon Tree Cir

1949 Summer Club Dr

2551 Medley Ct

101 Lewfield Cir

1950 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.

2971 Embassy Ct

3748 Idlebrook Cir

3716 Idlebrook Cir

3764 Idlebrook Cir

624 Georgetown Dr
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.

241 Lewfield Cir
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 | $1,765 | $1,496 | $2,900 |
| Outer East 3 Bedroom Homes for Rent | $2,360 | $1,850 | $2,900 |
| Outer East 4 Bedroom Homes for Rent | $3,005 | $2,295 | $4,325 |
Browse Homes for Rent in this Neighborhood
There are currently 16 rentals with your search options within a 2 mile radius of the Outer East Neighborhood of Winter Park, FL.
Explore Winter Park
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 Birchwood Landing priced from $1,119. Spring Tree Village has the second lowest priced unit, which is a Studio apartment currently listed from $1,179. Here are the most affordable Outer East apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Birchwood Landing | Birchwood A | 1BR,1BA | $1,119 |
| Spring Tree Village | Studio | Studio,1BA | $1,179 |
| Sorrento | Small Efficiency | Studio,1BA | $1,199 |
| Signal Pointe | Point Isabel | 1BR,1BA | $1,245 |
| Eastbrook Apartments | One Bed One Bath | 1BR,1BA | $1,250 |
Best Value Apartments for Rent in Outer East, FL
As of January 22, 2026 the best value apartment in the Outer East area is the $1.53 price per square foot 2 Bed 2 Bath 1175 SF Model at The Eli Winter Springs Apartments in the in the Butler Ridge neighborhood starting from $1,793. The second greatest value Outer East apartment is the The Cypress Model at POSTE Winter Park starting at $1,839 with a $1.75 price per square foot in the University Commerce Center 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. |
|---|---|---|---|
| The Eli Winter Springs Apartments | 2 Bed 2 Bath 1175 SF | 2BR,2BA | $1.53 |
| POSTE Winter Park | The Cypress | 2BR,2BA | $1.75 |
| Promenade at Aloma Apartments | Overlook | 1BR,1BA | $1.63 |
| Elmhurst Village | Sterling | 1BR,1BA | $1.64 |
| Cortland Lake Howell | The Amelia - Classic | 1BR,1BA | $1.73 |
| Trails at Loma | One Bedroom One Bath | 1BR,1BA | $1.66 |
| Eastbrook Apartments | One Bed One Bath | 1BR,1BA | $1.56 |
| Serena Winter Park | Falcon | 1BR,1BA | $1.69 |
| Sapphire Winter Park | Emerald | 1BR,1BA | $1.79 |
| Lakeside Villas | The Riviera | 1BR,1BA | $1.82 |
Frequently Asked Questions about Outer East
What type of rentals are currently available in Outer East?
There are currently 46 Apartments for Rent in Outer East, FL with pricing that ranges from $910 to $3,452. There are also 77 Single Family Homes for rent, Condos, and Townhome rentals currently available in Outer East ranging from $1,000 to $4,325.
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 $4,325 with an average monthly rent of $1,898.
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 $1,449 to $3,452, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,850 to $2,900. Four Bedroom Single-Family rentals are also available starting from $2,295 and Four Bedroom Apartments start at $1,599.
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

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.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.