Cheap Apartments for Rent in the Outer East Neighborhood of Winter Park, FL from $1,002 (49 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Search the lowest-cost Apartments available for rent right now in the Outer East area of Winter Park.

property at 5312 Poinsetta Ave
$1,000

Total Monthly Price

Base Rent$1,000

Total Monthly Price$1,000
1 Bedroom, 1 Bath Home for Rent
Available Now
Furnished

5312 Poinsetta Ave, Unit 2

5312 Poinsetta Ave
Winter ParkFL32792
  • Smoke Free
close
View Me
Serena Winter Park
1 to 2 Bedroom Apartments

Serena Winter Park

2890 Red Lion SqWinter Park, FL 32792
close
View Me
Branchwood Apartments
Studio to 2 Bedroom Apartments

Branchwood Apartments

7785 Branchwood LnWinter Park, FL 32792
  • Utilities Included

Orlando's Best Affordable Neighborhoods

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

close
View Me
Sorrento
Studio to 3 Bedroom Apartments

Sorrento

2400 Howell Branch RdWinter Park, FL 32792
close
View Me
Eastbrook Apartments
1 to 2 Bedroom Apartments

Eastbrook Apartments

2610-2617 Eastbrook BlvdWinter Park, FL 32792
Corporate Housing
  • Utilities Included
close
View Me
POSTE Winter Park
1 to 2 Bedroom Apartments

POSTE Winter Park

800 Semoran Park DrWinter Park, FL 32792
property at 1909 Summer Club Dr
$1,000

Total Monthly Price

Base Rent$1,000

Total Monthly Price$1,000
1 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

1909 Summer Club Dr, Unit 209

1909 Summer Club Dr
OviedoFL32765

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

close
View Me
Elmhurst Village
Rent Specials
$1,343 - $2,228

Total Monthly Price

Base Rent$1,343 - $2,228

Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

Elmhurst Village

5691 Elmhurst CirOviedo, FL 32765
Outdoors
  • Verified
  • Customer Reviewed
  • 3D Tour
property at 3756 Idlebrook Cir
$1,350 - $1,495
1 To 2 Bedroom Rentals
Available Now
Affordability

3756 Idlebrook Cir

CasselberryFL32707

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 3748 Idlebrook Cir
$1,395

Total Monthly Price

Base Rent$1,395

Total Monthly Price$1,395
2 Bedroom, 1 Bath Condo for Rent
Available Now
Luxury

3748 Idlebrook Cir, Unit 206

3748 Idlebrook Cir
CasselberryFL32707
property at 119 Georgetown Dr
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1 Bath Condo for Rent
Available Now
Luxury

119 Georgetown Dr, Unit 119 D Georgetown

119 Georgetown Dr
CasselberryFL32707
  • Smoke Free

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.

property at 452 Banyon Tree Cir
$1,125

Total Monthly Price

Base Rent$1,125

Total Monthly Price$1,125
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

452 Banyon Tree Cir, Unit 200

452 Banyon Tree Cir
MaitlandFL32751
property at 551 Flemming Way
$1,150

Total Monthly Price

Base Rent$1,150

Total Monthly Price$1,150
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

551 Flemming Way, Unit 201

551 Flemming Way
MaitlandFL32751
close
View Me
Mystic Cove
1 to 4 Bedroom Apartments

Mystic Cove

2780 Mystic Lake DrOviedo, FL 32765
property at 3772 Idlebrook Cir
$1,195 - $1,395
1 To 2 Bedroom Rentals
Available Now
Affordability

3772 Idlebrook Cir

CasselberryFL32707
property at 3740 Idlebrook Cir
$1,300

Total Monthly Price

Base Rent$1,300

Total Monthly Price$1,300
1 Bedroom, 1 Bath Condo for Rent
Available Now
Luxury

3740 Idlebrook Cir, Unit 202

3740 Idlebrook Cir
CasselberryFL32707

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

close
View Me
1020 at Winter Springs
1 to 3 Bedroom Apartments

1020 at Winter Springs

1020 Chatham Pines CirWinter Springs, FL 32708
Corporate Housing

Outer East, Winter Park, FL Local Guide

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 Serena Winter Park priced from $1,049. Soraya has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,049. Here are the most affordable Outer East apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
Serena Winter ParkFalcon1BR,1BA$1,049
SorayaAries1BR,1BA$1,049
Promenade at Aloma ApartmentsParkline2BR,2BA$1,076
2075 Howell Branch Road #1012075 Howell Branch Road #101 - 12BR,1BA$1,175
Spring Tree VillageStudioStudio,1BA$1,179
Liv at Winter Park Apartment HomesE1Studio,1BA$1,204
San Jose Apartments2x1 10332BR,1BA$1,208
Lakeside VillasThe Riviera1BR,1BA$1,295
Mystic CoveTwo Bedroom Two Bath2BR,2BA$1,329
Elmhurst VillageSterling1BR,1BA$1,343

Best Value Apartments for Rent in Outer East, FL

As of September 10, 2026 the best value apartment in the Outer East area is the $1.51 price per square foot Woodlake Model at Promenade at Aloma Apartments in the in the Walden Chase neighborhood starting from $2,039. The second greatest value Outer East apartment is the Quartz+ Model at Sapphire Winter Park starting at $1,699 with a $1.26 price per square foot in the The Enclave at Lake Jean neighborhood. Here is today’s list of the best values for Outer East apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Promenade at Aloma ApartmentsWoodlake2BR,2BA$1.51
Sapphire Winter ParkQuartz+3BR,2BA$1.26
Signal PointeEddystone3BR,2BA$1.39
Mystic CoveThree Bedroom Two Bath3BR,2BA$1.33
San Jose Apartments2x1 10332BR,1BA$1.17
Serena Winter ParkShingle Creek2BR,2BA$1.45
2075 Howell Branch Road #1012075 Howell Branch Road #101 - 12BR,1BA$1.34
Elmhurst VillageSterling1BR,1BA$1.59
Cortland Lake HowellThe Amelia - Classic1BR,1BA$1.74
Trails at LomaOne Bedroom One Bath1BR,1BA$1.69

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 Article
Decorative image

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.

Read Article

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 Article
Decorative image

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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Outer East, Winter Park, FL

Ranked #4

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

decorative image of woman handing cat to small boy

Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of rentals in cities across the United States and customized analysis for North Orlando, FL. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including filtering automatically for proximity to parks, luxury housing options, kid and pet-friendly communities, availability of transit options, walking, and biking. Find Lifestyle Search in the filter options (above). Happy Searching!

Frequently Asked Questions about Cheap Outer East Apartments

What is the Cheapest Studio apartment in Outer East?

Currently the most affordable Cheap Studio Apartment in Outer East is at Spring Tree Village listed at $1,179.

How much is rent for a Cheap One Bedroom Outer East Apartment?

The lowest price for a Cheap One Bedroom Outer East Apartment is $1,049 at Serena Winter Park.

What is the lowest price for a Cheap Two Bedroom Outer East Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Outer East is starting from $1,076 at Promenade at Aloma Apartments.

What is the most affordable Outer East Three Bedroom Apartment?

The best deal on a cheap Outer East Three Bedroom Apartment rental is at Sapphire Winter Park and starts from $1,449.

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

decorative image for Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities article

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Written by: Darla Ferrara

When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

decorative image for The Soul of the City Beautiful: What Life in Orlando Is Really Like article

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.

decorative image for Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers article

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.

decorative image for Your Guide to the Perfect Orlando Neighborhood for Student Renters article

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.

Articles, How-To's, and Tips

decorative image for Rent According to Income: A Look at Income-Restricted Rentals   article

Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.