Apartments for Rent in the Outer East Neighborhood of Winter Park, FL Under $2,000 (75 Rentals)

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property at 2399 Antilles Dr
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

2399 Antilles Dr

Winter ParkFL32792
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

Orlando's Best Affordable Neighborhoods

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

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.

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POSTE Winter Park
1 to 2 Bedroom Apartments

POSTE Winter Park

800 Semoran Park DrWinter Park, FL 32792
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Eastbrook Apartments
1 to 2 Bedroom Apartments

Eastbrook Apartments

2610-2617 Eastbrook BlvdWinter Park, FL 32792
Corporate Housing
  • Utilities Included
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Sorrento
Studio to 3 Bedroom Apartments

Sorrento

2400 Howell Branch RdWinter Park, FL 32792
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Branchwood Apartments
Studio to 2 Bedroom Apartments

Branchwood Apartments

7785 Branchwood LnWinter Park, FL 32792
  • Utilities Included
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Serena Winter Park
1 to 2 Bedroom Apartments

Serena Winter Park

2890 Red Lion SqWinter Park, FL 32792

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.

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Cortland Lake Howell
Rent Specials
$1,439 - $3,125

Total Monthly Price

Base Rent$1,439 - $3,125

Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

Cortland Lake Howell

1280 Vinings LnCasselberry, FL 32707
Outdoors
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  • Customer Reviewed
  • 3D Tour
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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
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  • Customer Reviewed
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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.

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
property at 1172 Calle Del Rey
$1,600

Total Monthly Price

Base Rent$1,600

Total Monthly Price$1,600
2 Bedroom, 2 Bath Condo for Rent
Available Now

1172 Calle Del Rey, Unit A

1172 Calle Del Rey
CasselberryFL32707
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 Sep 10
Luxury

3748 Idlebrook Cir, Unit 206

3748 Idlebrook Cir
CasselberryFL32707
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

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.

Outer East, Winter Park, FL Local Guide

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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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.

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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 #4

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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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 $1,199 to $2,116 with an average price of $1,319.

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 $1,002 to $2,431 with an average monthly rent of $1,618.

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 $1,076 to $2,522. Today's average rental price for Two Bedrooms here is $1,824.

How expensive are Outer East Three Bedroom Apartments?

There are currently 21 Three Bedroom Apartments listings available in Outer East on ApartmentHomeLiving.com. The pricing ranges from $1,399 to $4,840 - averaging $2,116 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.

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