Cheap Apartments for Rent in Winter Park, FL from $400 (95 Rentals) Page 2 of 2

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

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.

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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.

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Gem Lake Apartments
1 to 3 Bedroom Apartments

Gem Lake Apartments

201 Monroe AveMaitland, FL 32751
  • Utilities Included

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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The Oaks Apartments
Studio to 3 Bedroom Apartments

The Oaks Apartments

3222 Clay AveOrlando, FL 32804
  • Utilities Included
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Smith Street Condo
2 Bedroom Apartments

Smith Street Condo

113 E Smith StOrlando, FL 32804
  • Utilities Included
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La Bella Vida
1 to 2 Bedroom Apartments

La Bella Vida

3308-3310 Clay StOrlando, FL 32804
  • Utilities Included
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Harwood Street
1 to 2 Bedroom Apartments

Harwood Street

714 E Harwood StOrlando, FL 32803
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Forest Edge
2 to 3 Bedroom Apartments

Forest Edge

2271 Weston LnOrlando, FL 32810
  • Utilities Included
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Primrose Orlando
1 Bedroom Apartments

Primrose Orlando

2716 E Washington StOrlando, FL 32803
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Park Plaza Apartments
1 to 2 Bedroom Apartments

Park Plaza Apartments

101 S Bumby AveOrlando, FL 32803
  • Utilities Included
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On Baldwin Pond
2 Bedroom Apartments

On Baldwin Pond

829 Lowell BlvdOrlando, FL 32803
  • 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

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1219 Oregon St
Studio Apartments

1219 Oregon St

1219 Oregon StOrlando, FL 32803
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The Fairview
1 to 2 Bedroom Apartments

The Fairview

1700 Van Ness StOrlando, FL 32810
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The Juliette
1 Bedroom Apartments

The Juliette

1225 Moselle AveOrlando, FL 32807
Showing Results 51-95, Page 2 of 2

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 a cheap apartment in Winter Park?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winter Park is under $1,149.

What is the price of a cheap apartment in Winter Park?

The cheapest apartment in Winter Park is San Jose Apartments which is listed at $903, while the average apartment in Winter Park costs $2,021.

What types of apartments are the cheapest in Winter Park?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 18 regular apartments in Winter Park that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Winter Park?

Cheap apartments in Winter Park have an average cost of $484 which is $1,537 cheaper than the average rent for all rentals in Winter Park.

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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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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.