
Apartments for Rent in the Outer East Neighborhood of Winter Park, FL with Swimming Pool (47 Rentals)


San Jose Apartments

POSTE Winter Park

Signal Pointe

Total Monthly Price
Stonecastle Apartment Homes

ARIUM Winter Park

2019 Soaring Oak Way

3313 Hamlet Loop

1721 Shasta Ct
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

2304 Inagua Way

205 Lewfield Cir

3050 Autumn Ct

1843 Shadyhill Terrace

1542 Sugarwood Cir

The Stratford at Winter Park Condominiums

Onyx Winter Park

Lakeside Villas

The Shores at Lake Howell
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

Avila

Newport Colony Apartments in Casselberry

Total Monthly Price
Cortland Lake Howell

Total Monthly Price
Elmhurst Village

The Eli Winter Springs

Trails at Loma

Birchwood Landing

Total Monthly Price
Tuskawilla at Winter Springs

Total Monthly Price
Promenade at Aloma Apartments
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

1157 Calle del Norte, Unit 1157

3748 Idlebrook Cir, Unit 206

2426 Branch Way, Unit 200

2422 Branch Way, Unit 104

1400 Ponce De Leon Blvd

1950 Summer Club Dr

1930 Shoshonee Trail

2173 Martingale Pl

3756 Idlebrook Cir
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

3764 Idlebrook Cir

738 Lake Howell Rd

1920 Summer Club Dr, Unit 202

Hunter's Chase

Cabana Key

Carrington Park

1114 Bocana Dr

Carmel by the Lake Condominiums

Lake Howell Arms
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.

Marbeya Club Condos

Coach Light
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 | $1,373 | $1,117 | $3,137 |
| Outer East 1 Bedroom Apartments | $1,633 | $910 | $2,453 |
| Outer East 2 Bedroom Apartments | $1,868 | $1,097 | $2,779 |
| Outer East 3 Bedroom Apartments | $2,248 | $1,544 | $4,678 |
| Outer East 4 Bedroom Apartments | $2,345 | $2,339 | $2,364 |
Browse Apartments in this Neighborhood
There are currently 47 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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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.
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
3.0Pet Friendly
Best Local Schools in Outer East, Winter Park, FL
School data provided by Great Schools
Frequently Asked Questions about Outer East Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Outer East?
Currently the most affordable Apartment in Outer East with Swimming Pool is at San Jose Apartments listed at $910.
How much is the average rent for Outer East Apartments with Swimming Pool?
The average rent for a Apartment in Outer East with Swimming Pool is $2,025.
What is the largest Outer East Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Outer East is a 1,621 square feet unit starting from $1,551 at Elmhurst Village.
What is the average size for Outer East Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Outer East is currently at 692 sq ft.
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.