Cheap Apartments for Rent in Winter Park, FL from $400 (80 Rentals)

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Search the lowest-cost Apartments available for rent right now in Winter Park.

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Tuscany at Aloma
from $4141 to 3 Bedroom Apartments

Tuscany at Aloma

6999 Aloma AveWinter Park, FL 32792
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Winter Park Oaks
from $8001 to 3 Bedroom Apartments

Winter Park Oaks

325 Balfour DrWinter Park, FL 32792
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El Cortez Apartments
from $8991 to 2 Bedroom Apartments

El Cortez Apartments

210 E Morse BlvdWinter Park, FL 32789
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Sedgefield Apartments
from $925Studio to 3 Bedroom Apartments

Sedgefield Apartments

100 Sedgefield CirWinter Park, FL 32792
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Calvary Tower
from $9751 Bedroom Apartments

Calvary Tower

1099 Clay StWinter Park, FL 32789
Senior Living
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Branchwood Apartments
from $1,090Studio to 2 Bedroom Apartments

Branchwood Apartments

7785 Branchwood LnWinter Park, FL 32792
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Solis at Winter Park
from $1,1801 to 2 Bedroom Apartments Available Now

Solis at Winter Park

7502 Sun Key BlvdWinter Park, FL 32792
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Sun Bay Apartments
from $1,1901 Bedroom Apartments

Sun Bay Apartments

7001 Aloma AveWinter Park, FL 32792
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ARIUM Winter Park
Rent Specials
from $1,2311 to 2 Bedroom Apartments Available Now

ARIUM Winter Park

3250 Bishop Park DrWinter Park, FL 32792
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Eastbrook Apartments
from $1,2501 to 2 Bedroom Apartments

Eastbrook Apartments

2610-2617 Eastbrook BlvdWinter Park, FL 32792
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Park East Knowles
from $1,255Studio to 2 Bedroom Apartments

Park East Knowles

311 N Knowles AveWinter Park, FL 32789
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Azure Winter Park
from $1,339Studio to 3 Bedroom Apartments Available Now

Azure Winter Park

3650 Summer Wind DrWinter Park, FL 32792
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Serena Winter Park
from $1,4791 Bedroom Apartments Available Mar 5

Serena Winter Park

2890 Red Lion SqWinter Park, FL 32792
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Indigo Winter Park
Rent Specials
from $1,3991 Bedroom Apartments Available Now

Indigo Winter Park

220 S Semoran BlvdWinter Park, FL 32792
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Sapphire Winter Park
Rent Specials
from $1,3991 to 3 Bedroom Apartments Available Now

Sapphire Winter Park

1743 Semoran North CirWinter Park, FL 32792
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Whisper Lake Apartments
Rent Specials
from $1,4401 to 2 Bedroom Apartments Available Now

Whisper Lake Apartments

3250 Whisper Lake LnWinter Park, FL 32792
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Winter Park, FL Local Guide

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Written By:
Staff Writer
Local Guide Expert

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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Winter Park Overview

Winter Park, Florida offers something for everyone. This suburban city of over 29,000 people provides historical, cultural, and recreational opportunities. Well-known for its museums, art galleries, and parks, the town is home to Rollins College. Outdoor enthusiasts can enjoy water activities at nearby lakes, or explore local hiking and biking trails. With plenty of options for apartments in Winter Park, find a new home here is easy.

Why live in Winter Park, FL?

If you're unsure about relocating to Winter Park apartments, consider all it has to offer. Its convenient location just northeast of Orlando allows you to reap the benefits of living near a sizeable city while enjoying the amenities of a smaller community. Winter Park apartments provide an impressive selection of housing options. This suburban hamlet offers upscale shopping and dining. A local chain of lakes provides ample opportunities for fishing, swimming, and boating. Rollins College and other post-secondary institutions offer educational opportunities in everything from liberal arts to fine arts. Cultural events and a thriving community center bring residents together.

Pet Friendly Lifestyle
Winter Park, FL

Ranked #8

Among cities in Florida for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Park, FL Rentals by Map

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See the most popular apartments and homes in Winter Park, FL

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Getting Around Winter Park, FL

Walk Score®

71 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

57 / 100

Bikeable

Some bike infrastructure

Transit Score®

22 / 100

Minimal Transit

It may be possible to get on a bus

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about Cheap Winter Park Apartments

What is the Cheapest Studio apartment in Winter Park?

Currently the most affordable Cheap Studio Apartment in Winter Park is at Kingswood Apartments listed at $1,000.

How much is rent for a Cheap One Bedroom Winter Park Apartment?

The lowest price for a Cheap One Bedroom Winter Park Apartment is $1,119 at Birchwood Landing.

What is the lowest price for a Cheap Two Bedroom Winter Park Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winter Park is starting from $1,296 at Summerlin at Winter Park Apartments.

What is the most affordable Winter Park Three Bedroom Apartment?

The best deal on a cheap Winter Park Three Bedroom Apartment rental is at Sumerset Apartments and starts from $1,384.

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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What to Know About Fees and Fines When Renting

Written by: Trey Huguley

When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

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Navigating the World of Low-Income Housing: A Comprehensive Guide

Written by: Kevin Ready

Are you having difficulty keeping up with bills or paying the rent? If so, you are not alone. Many families struggle to keep up with rents that have increased up to 40% in the past decade.

decorative image for Signing Your Apartment Lease: The Basics article

Signing Your Apartment Lease: The Basics

Written by: Trey Huguley

When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.

decorative image for Real Estate Term Glossary: Your Guide to The A to Zs of Renting article

Real Estate Term Glossary: Your Guide to The A to Zs of Renting

Written by: Kevin Ready

Navigating the world of real estate can reveal an abundance of terminology and phrasing around the topics of renting and buying that for some may seem like a brand-new language.