
Cheap Homes for Rent in Outer East Neighborhood of Winter Park, FL from $900 (17 Rentals)
Search the lowest-cost Homes available for rent right now in the Outer East area of Winter Park.


559 Flemming Way
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.

452 Banyon Tree Cir

134 Lewfield Cir

2521 Caper Ln

540 Cascade Cir

550 Flemming Way

2407 Branch Way

119 Georgetown Dr, Unit B

1166 Paseo De Las Flores
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.

1165 Paseo De Las Flores Apt C

440 Banyon Tree Cir
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.

2534 Zelina Point

228 Everest Point

225 Lewfield Cir

316 Georgetown Dr

4968 Tangerine Ave
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 | $1,841 | $1,550 | $2,900 |
Outer East 3 Bedroom Homes for Rent | $2,450 | $1,695 | $4,199 |
Outer East 4 Bedroom Homes for Rent | $3,194 | $2,290 | $5,050 |
Outer East 5 Bedroom Homes for Rent | $3,610 | $3,610 | $3,610 |
Browse Homes for Rent in this Neighborhood
There are currently 17 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
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Cheapest Available Outer East Apartments for Rent
 The cheapest available apartment rental in the Outer East area of Orlando, FL is a 1 Bed unit found at San Jose Apartments priced from $903. Mystic Cove has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,095. Here are the most affordable Outer East apartments for rent in Orlando, FL:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
San Jose Apartments | 1x1 863 | 1BR,1BA | $903 |
Mystic Cove | One Bedroom One Bath | 1BR,1BA | $1,095 |
Spring Tree Village | Studio | Studio,1BA | $1,149 |
Onyx Winter Park | A1 | Studio,1BA | $1,230 |
Birchwood Landing | Birchwood A | 1BR,1BA | $1,242 |
Best Value Apartments for Rent in Outer East, FL
As of July 28, 2025 the best value apartment in the Outer East area is the $1.54 price per square foot Three Bedroom Two Bath Model at Trails at Loma in the in the The Villages of Camelot neighborhood starting from $1,849. The second greatest value Outer East apartment is the Onyx+ Model at Sapphire Winter Park starting at $1,849 with a $1.54 price per square foot in the Outer East neighborhood. Here is today’s list of the best values for Outer East apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
Trails at Loma | Three Bedroom Two Bath | 3BR,2BA | $1.54 |
Sapphire Winter Park | Onyx+ | 2BR,2BA | $1.54 |
San Jose Apartments | 2x1 1033 | 2BR,1BA | $1.05 |
Sorrento | 2B 1B | 2BR,1BA | $1.63 |
Elmhurst Village | Sterling | 1BR,1BA | $1.83 |
Newport Colony Apartments in Casselberry | One Bedroom Suite | 1BR,1BA | $1.80 |
Cortland Lake Howell | The Amelia - Classic | 1BR,1BA | $1.92 |
ARIUM Winter Park | Bishop | 1BR,1BA | $1.76 |
Mystic Cove | One Bedroom One Bath | 1BR,1BA | $1.49 |
Lakeside Villas | The Riviera | 1BR,1BA | $1.93 |
Quick Rent Budget Calculator
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Frequently Asked Questions about Outer East
What type of rentals are currently available in Outer East?
There are currently 42 Apartments for Rent in Outer East, FL with pricing that ranges from $903 to $4,393. There are also 86 Single Family Homes for rent, Condos, and Townhome rentals currently available in Outer East ranging from $950 to $5,050.
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 $950 to $5,050 with an average monthly rent of $2,468.
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 $1,261 to $4,393, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,695 to $4,199. Four Bedroom Single-Family rentals are also available starting from $2,290 and Four Bedroom Apartments start at $1,663.
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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.