Apartments for Rent in the Outer East Neighborhood of Winter Park, FL with Swimming Pool (34 Rentals)

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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.

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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.

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property at 3721 Jericho Dr

3721 Jericho Dr

CasselberryFL32707
property at 2407 Branch Way

2407 Branch Way

MaitlandFL32751

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.

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Hunter's Chase
Studio Apartments

Hunter's Chase

905-955 Northern Dancer WayCasselberry, FL 32707
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Cabana Key
Studio Apartments

Cabana Key

3780 Idlebrook CirCasselberry, FL 32707
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Lake Howell Arms
Studio Apartments

Lake Howell Arms

100-632 Georgetown DrCasselberry, FL 32707
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1114 Bocana Dr
Studio Apartments

1114 Bocana Dr

1114 Bocana DrCasselberry, FL 32707
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Coach Light
Studio Apartments

Coach Light

605 Fellowship DrFern Park, FL 32730

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

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Carrington Park
Studio Apartments

Carrington Park

2320 Coawood CtMaitland, FL 32751
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Villas at Lakeside
Studio Apartments

Villas at Lakeside

1900 Summer Club DrOviedo, FL 32765
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Showing Results 1-34, Page 1 of 1

Outer East, Winter Park, FL Local Guide

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.

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Pet Friendly Lifestyle
Outer East, Winter Park, FL

Ranked #3

Among neighborhoods in Winter Park, FL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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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 $820.

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 $1,939.

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 $1,496 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 702 sq ft.

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.

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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.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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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.

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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.