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


5216 N Indiana Ave

2218 Winter Woods Blvd

7145 Timber Dr

2843 Riddle Dr

2536 Eastbrook Blvd

1821 Carrigan Ave

5587 Pats Point
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

2886 Carew Ave

5037 Lake Howell Rd

5600 Revelwood Loop

1690 Dale Ave

2952 De Brocy Way

1580 Oakhurst Ave

1205 Mayfield Ave
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

2020 Venetian Way

3326 Young St

5210 Sunrise Blvd

281 Shell Pt E

1629 N Goldenrod Rd

637 Katherine Ave

1301 Leeway Ave

510 Iris Rd

767 Forest Glen Ct
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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.

140 Softwind Trail

529 E Foothill Way

1967 Legacy Cove Dr

1828 Marcia Dr

2132 Tortoise Shell Dr

530 Ventris Ct

1704 Weltin St

420 Arapaho Trail

1461 Sunnyside 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.

21 N Hampton Ave

1235 Ayrshire St

721 Terrace Blvd

2875 Dorell Ave

281 Shell Point E
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 | $1,961 | $1,230 | $4,850 |
Winter Park 3 Bedroom Homes for Rent | $2,714 | $1,450 | $6,050 |
Winter Park 4 Bedroom Homes for Rent | $4,569 | $1,950 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $8,912 | $3,550 | $10,000+ |
Winter Park 6 Bedroom Homes for Rent | $800 | $800 | $800 |
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Winter Park, FL Local Guide
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Quick Rent Budget Calculator
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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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 301 Apartments for Rent in Winter Park, FL with pricing that ranges from $720 to $6,050. There are also 319 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $720 to $25,000.
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 $720 to $25,000 with an average monthly rent of $5,135.
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 $1,099 to $6,050, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,450 to $6,050. Four Bedroom Single-Family rentals are also available starting from $1,950 and Four Bedroom Apartments start at $3,150.
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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.