
2 Bedroom Homes for Rent in Outer East Neighborhood of Winter Park, FL (20 Rentals)


2523 Alexa Ct

3254 Howell Branch Rd

4968 Tangerine Ave

205 Lewfield Cir

2648 Galliano Cir
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

3748 Idlebrook Cir, Unit 206

1950 Summer Club Dr

3756 Idlebrook Cir

3740 Idlebrook Cir

3748 Idlebrook Cir

3764 Idlebrook Cir
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.

2075 Howell Branch Rd

1989 Summer Club Dr

1160 Calle Del Norte

408 Banyon Tree Cir

5214 Calabash Pl

1950 Summer Club Dr
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

2982 Embassy Ct

1920 Summer Club Dr, Unit 202
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 20 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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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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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.