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


Liv at Winter Park Apartment Homes

San Jose Apartments

Signal Pointe

Total Monthly Price
Stonecastle Apartment Homes

ARIUM Winter Park

2399 Antilles Dr

5312 Poinsetta Ave, Unit 2

2772 Prism Pt

162 Moyses Rd
Orlando's Best Affordable Neighborhoods
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2449 Grand Teton Cir

2648 Galliano Cir

1201 Springview Run

5139 Oak Hill Dr

5415 Peaco Pl

2481 Tahoe Cir

4968 Tangerine Ave

205 Lewfield Cir

2704 Tortoise Cv

3068 Autumn Ct
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2530 Kamnic Ct

3254 Howell Branch Rd

4874 Tangerine Ave

1855 Eastbrook Blvd

POSTE Winter Park

Eastbrook Apartments

Sedgefield Apartments

Sorrento

Branchwood Apartments

Serena Winter Park
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.

Onyx Winter Park

Lakeside Villas

The Shores at Lake Howell

Newport Colony Apartments in Casselberry

Total Monthly Price
Cortland Lake Howell

Avila

The Eli Winter Springs

Total Monthly Price
Elmhurst Village

Trails at Loma

Soraya
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Total Monthly Price
Tuskawilla at Winter Springs

Promenade at Aloma Apartments

Spring Tree Village

119 Georgetown Dr, Unit 119 D Georgetown

Total Monthly Price
1969 Summer Club Dr, Unit #109

1172 Calle Del Rey, Unit A

3748 Idlebrook Cir, Unit 206

1909 Summer Club Dr, Unit 209

0 Nicholson Dr

3732 Idlebrook Cir, Unit 210
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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 | $1,319 | $1,199 | $2,116 |
| Outer East 1 Bedroom Apartments | $1,618 | $1,002 | $2,431 |
| Outer East 2 Bedroom Apartments | $1,824 | $1,076 | $2,522 |
| Outer East 3 Bedroom Apartments | $2,116 | $1,399 | $4,840 |
| Outer East 4 Bedroom Apartments | $2,249 | $2,249 | $2,249 |
Browse Apartments in this Neighborhood
There are currently 75 rentals with your search options within a 2 mile radius of the Outer East Neighborhood of Winter Park, FL.
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Outer East, Winter Park, FL Local Guide
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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.
Read ArticleReal 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 #4
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
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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