
4 Bedroom Homes for Rent in Winter Park, FL (38 Rentals)


2843 Riddle Dr

5587 Pats Point

3300 Bennington Ct

5037 Lake Howell Rd

830 Douglas Ave

1846 Barker Dr

1288 Michigan Ave

1289 Heavenly Cove
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2952 De Brocy Way

2627 Verona Trail

1580 Oakhurst Ave

2330 Westminster Ct

960 Georgia Ave

1841 Harland Park Dr

2020 Venetian Way

2680 Fitzhugh Rd
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Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

281 Shell Pt E

561 Hibiscus Rd

101 Lochinvar Dr

2503 Dakota Trail

7524 Marietta St

5536 Kingswood Dr
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

2148 Fresco Alley

600 Katherine Ave

1967 Legacy Cove Dr

1705 Virginia Dr

3907 Kiawa Dr

1481 Glastonberry Rd

530 Ventris Ct

2120 Deloraine Trail

2514 Tuscarora Trail

721 Terrace Blvd

2180 Forest Cir

2875 Dorell Ave
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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.

281 Shell Point E

2851 Dorell Ave
Winter Park, FL Local Guide

How much does it cost to rent a home in Winter Park?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winter Park 2 Bedroom Homes for Rent | $1,907 | $1,200 | $3,500 |
Winter Park 3 Bedroom Homes for Rent | $2,775 | $1,575 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $6,167 | $1,995 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $6,150 | $3,750 | $8,650 |
Winter Park 6 Bedroom Homes for Rent | $3,295 | $3,295 | $3,295 |
Browse Top Homes for Rent in Winter Park
Explore Winter Park
Winter Park, FL Local Guide
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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.
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 303 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.

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.

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.

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.

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.