7518 Aloma Pines Ct
Winter ParkFL32792
Townhomes for Rent in Winter Park, FL (50 Rentals)
1555 Michigan Ave
Winter ParkFL32789
1565 Michigan Ave
Winter ParkFL32789
2523 Alexa Ct
Winter ParkFL32792
1000 S Semoran Blvd
Winter ParkFL32792
1695 Lee Rd
Winter ParkFL32789
307 Sandlewood Trail
Winter ParkFL32789
295 Sandlewood Trail
Winter ParkFL32789
5169 Lazy Oaks Dr
Winter ParkFL32792
7454 Wynnewood Square
Winter ParkFL32792
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.
7503 Aloma Pines Ct
Winter ParkFL32792
7542 Cranes Creek Ct
Winter ParkFL32792
252 Balfour Dr
Winter ParkFL32792
2887 Clever Ln
Winter ParkFL32792
1986 Canny Cv
Winter ParkFL32792
1611 Little Wren Ln
Winter ParkFL32792
2982 Embassy Ct
CasselberryFL32707
1008 Maltby Ave
OrlandoFL32803
2007 E Jefferson Street
OrlandoFL32803
492 Banyon Tree Cir
MaitlandFL32751
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.
2444 Legacy Lake Dr
MaitlandFL32751
1224 Trust Ln
MaitlandFL32751
1212 Jamajo Blvd
OrlandoFL32803
1633 E Livingston St
OrlandoFL32803
1227 Minnesota St
OrlandoFL32803
1626 Roosevelt Ave
OrlandoFL32804
908 Tucker Ave
OrlandoFL32807
225 E New Hampshire St
OrlandoFL32804
1024 Manor Dr
OrlandoFL32807
4418 Eli St
OrlandoFL32804
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara
5533 Decatur St
OrlandoFL32807
2810 Kilgore St
OrlandoFL32803
1239 E Ridgewood St
OrlandoFL32803
2220 Amherst Ave
OrlandoFL32804
17 W Winter Park St
OrlandoFL32804
1313 Canton St
OrlandoFL32803
1235 Virginia Dr
OrlandoFL32803
23 N Hillside Ave
OrlandoFL32803
104 N Glenwood Ave
OrlandoFL32803
2602 Kilgore St
OrlandoFL32803
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.
2604 Kilgore St
OrlandoFL32803
544 N Bumby Ave
OrlandoFL32803
2316 E Concord St
OrlandoFL32803
4307 Corrine Dr
OrlandoFL32814
4329 Roush Ave
OrlandoFL32803
4571 Virginia Dr
OrlandoFL32814
1510 Lake Baldwin Ln
OrlandoFL32814
2704 E Central Blvd
OrlandoFL32803
758 Highland Ave
OrlandoFL32803
266 Park Lake St
OrlandoFL32803
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.
Showing Results 1-50, Page 1 of 1
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 | $1,806 | $1,175 | $3,400 |
| Winter Park 3 Bedroom Homes for Rent | $3,044 | $1,800 | $10,000+ |
| Winter Park 4 Bedroom Homes for Rent | $4,021 | $2,085 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $7,642 | $2,345 | $10,000+ |
| Winter Park 6 Bedroom Homes for Rent | $2,695 | $2,695 | $2,695 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Townhomes for Rent in Winter Park
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Winter Park, FL Local Guide
- Winter Park Neighborhoods
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10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
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.
Read ArticleThe 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.
Read ArticleCash 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.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleQuick 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.
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Park, FL Rentals by Map
See the most popular apartments and homes in Winter Park, FL
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 $695 to $6,307. There are also 234 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $795 to $19,000.
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 $795 to $19,000 with an average monthly rent of $3,123.
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 $1,082 to $6,250, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $10,000. Four Bedroom Single-Family rentals are also available starting from $2,085 and Four Bedroom Apartments start at $1,679.
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.
Helpful Local Expert Guides
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.
Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.
Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Articles, How-To's, and Tips
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.