
Luxury Homes for Rent in Outer East Neighborhood of Winter Park, FL (14 Rentals)
The most luxurious Homes in the Outer East area of Winter Park with high-end amenities, features, and finishes.


1344 Blue Stem Ln

1031 Wildmeadow Run

2749 Bright Bird Ln
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.

1937 Houndslake Dr

1714 Winter Green Blvd

690 San Pablo Ave

3721 Jericho Dr
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

5289 Rocking Horse Pl

2441 Deloraine Trail

348 Georgetown Dr

2741 Bellewater Pl
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

4481 Oxen Hill Loop

662 Sausalito Blvd
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 | $1,825 | $1,400 | $2,900 |
Outer East 3 Bedroom Homes for Rent | $2,241 | $1,490 | $2,900 |
Outer East 4 Bedroom Homes for Rent | $3,143 | $2,100 | $4,285 |
Browse Homes for Rent in this Neighborhood
There are currently 14 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
- Nearby Winter Park neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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.
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 $573 to $4,232. There are also 44 Single Family Homes for rent, Condos, and Townhome rentals currently available in Outer East ranging from $1,100 to $4,285.
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 $1,100 to $4,285 with an average monthly rent of $2,103.
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 $1,146 to $4,232, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,490 to $2,900. Four Bedroom Single-Family rentals are also available starting from $2,100 and Four Bedroom Apartments start at $1,604.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.