Apartments for Rent in Winter Park, FL (609 Rentals) Page 2 of 13

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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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Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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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.

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property at 1695 Lee Rd

$1,450 - $1,850

2 To 3 Bedroom Rentals

Available Now

1695 Lee Rd

Winter ParkFL32789

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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Showing Results 51-100, Page 2 of 13

Frequently Asked Questions about Winter Park

What is the current pricing and availability for apartments for rent in Winter Park, FL?

As of today, September 02, 2026, there are currently 609 available Winter Park apartments priced from $529 to $6,500, with an average monthly rent of $2,032.

What Winter Park neighborhoods have the most available apartments?

There are 7 neighborhoods in the Winter Park area with available listings as of today. The three neighborhoods with the most options are I Drive Orlando with 1,105 listings, North Orlando with 817 listings, and East Orlando with 427 listings.

How much are Studio apartments in Winter Park?

There are currently 92 Studio Apartments in Winter Park with rent ranges from $900 to $2,790 with an average price of $1,596.

What is the current price range for One Bedroom Winter Park Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winter Park ranges from $529 to $3,880 with an average monthly rent of $1,794.

What does renting a Two Bedroom Apartment in Winter Park cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winter Park range from $645 to $4,105. Today's average rental price for Two Bedrooms here is $2,161.

How expensive are Winter Park Three Bedroom Apartments?

There are currently 106 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $750 to $6,500 - averaging $2,583 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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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

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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.

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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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