Luxury Homes for Rent in Winter Park, FL (124 Rentals) Page 2 of 3

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The most luxurious Homes in Winter Park with high-end amenities, features, and finishes.

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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property at 808 Malone Dr

808 Malone Dr

OrlandoFL32810
Showing Results 51-100, Page 2 of 3

Frequently Asked Questions about Winter Park

What type of rentals are currently available in Winter Park?

There are currently 295 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $9,567. There are also 304 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $950 to $33,300.

What is the current price range for Rental Homes in Winter Park?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park ranges from $950 to $33,300 with an average monthly rent of $3,281.

How much are larger Three and Four Bedroom Rentals in Winter Park?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Park range from $1,261 to $9,567, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,575 to $6,000. Four Bedroom Single-Family rentals are also available starting from $1,995 and Four Bedroom Apartments start at $3,060.

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.

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

decorative image for Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting article

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.