
Luxury Apartments for Rent in the Outer East Neighborhood of Winter Park, FL (39 Rentals)
The most luxurious Apartments in the Outer East area of Winter Park with high-end amenities, features, and finishes.


Signal Pointe

Stonecastle Apartment Homes

ARIUM Winter Park

1492 Broad Wing Ln

2224 King Richards Ct

3061 Nicholson Dr

191 Jergo Rd

1470 Lone Feather Trail
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.

6877 Jackman Blvd

3621 Oak Vista Ln

2045 Houndslake Dr

1622 Arbor Park Dr

1575 Lawndale Cir

1986 Canny Cv

2460 Firstlight Wy

1480 Broad Wing Ln

1447 Broad Wing Ln
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

3383 Hamlet Loop

3326 Young St, Unit 0216

The Shores at Lake Howell

Cortland Lake Howell

The Eli Winter Springs Apartments

Birchwood Landing

690 San Pablo Ave
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.

1727 Lakelet Loop

4090 Gallagher Loop

777 Forest Glen Ct

3531 Norwich Ct

2967 Sabel Oak Pl

714 Boysenberry Ct

4906 Livingston Ln

2901 Ashford Park Pl

724 Forest Glen Ct
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

4839 Jackstaff Wy

348 Georgetown Dr

1567 Brooks Ln
Outer East, Winter Park, FL Local Guide

How much does it cost to rent an apartment in Outer East?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Outer East Studio Apartments | $1,314 | $1,170 | $2,439 |
| Outer East 1 Bedroom Apartments | $1,520 | $903 | $2,285 |
| Outer East 2 Bedroom Apartments | $1,739 | $981 | $2,756 |
| Outer East 3 Bedroom Apartments | $2,124 | $1,261 | $3,457 |
| Outer East 4 Bedroom Apartments | $1,981 | $1,663 | $2,299 |
Browse Apartments in this Neighborhood
There are currently 39 rentals with your search options within a 2 mile radius of the Outer East Neighborhood of Winter Park, FL.
See all Apartments in Winter ParkExplore Winter Park
Outer East, Winter Park, FL Local Guide
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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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash 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.
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
Lifestyle Ratings
ApartmentHomeLiving.com compares millions of points of data to bring you our detailed rental search system called 'Lifestyle ratings', composed of neighborhoods, metropolitan areas, and rental properties across Florida and customized analysis for North Orlando. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including rankings of the best places for the best outdoor access, luxury amenities, transit availability, pet-friendly communities, family-friendliness, in addition to floorplans, availablity, and pricing. These search options are in the site filters at the top of this page.
Luxury Living Rating
Outer East has come to be one of our favorite upscale neighborhoods in town, with a score of 3.5 out of 4. Luxury Lifestyle Scoring is based on having high-end community amenities like saunas, pools, sport courts, proximity to great shopping areas, views, access to parks, and kitchen details like granite and high-end fixtures. Luxury communities also often offer wood-burning fireplaces, access to sports facilities like golf, raquetball, and tennis, and a full-time security staff or doorman.
Frequently Asked Questions about Outer East
How much are Studio apartments in Outer East?
There are currently 15 Studio Apartments in Outer East with rent ranges from $1,170 to $2,439 with an average price of $1,314.
What is the current price range for One Bedroom Outer East Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Outer East ranges from $903 to $2,285 with an average monthly rent of $1,520.
What does renting a Two Bedroom Apartment in Outer East cost?
The monthly rent prices of Two Bedroom Apartments currently available in Outer East range from $981 to $2,756. Today's average rental price for Two Bedrooms here is $1,739.
How expensive are Outer East Three Bedroom Apartments?
There are currently 23 Three Bedroom Apartments listings available in Outer East on ApartmentHomeLiving.com. The pricing ranges from $1,261 to $3,457 - averaging $2,124 for the location.
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
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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 to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

