2500 Lee Rd, Unit 212
2500 Lee Rd
Winter ParkFL32789
Homes for Rent in Winter Park, FL (245 Rentals)
5058 Seminole Ave, Unit Seminole Unit 2
5058 Seminole Ave
Winter ParkFL32792
1695 Lee Rd, Unit B106
1695 Lee Rd
Winter ParkFL32789
2924 Antique Oaks Cir, Unit 48
2924 Antique Oaks Cir
Winter ParkFL32792
7518 Aloma Pines Ct
Winter ParkFL32792
5417 Ferrol Dr
Winter ParkFL32792
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$2,9223 Bedroom Apartments Available Jun 8
2007 Cornell Ave
2007 Cornell AveWinter Park, FL 32789
7503 Aloma Pines Ct
Winter ParkFL32792
2356 Coldstream Dr
Winter ParkFL32792
2206 Bonanza Ave
Winter ParkFL32792
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.
2206 Bonanza Ave
Winter ParkFL32792
1407 Chilean Ln
Winter ParkFL32792
3091 Crane Strand Dr
Winter ParkFL32792
2316 Dunbury Ct
Winter ParkFL32792
1790 Viburnum Ln
Winter ParkFL32792
5484 Park Vale Blvd
Winter ParkFL32792
2029 Taylor Ave
Winter ParkFL32792
3021 Dikewood Ct
Winter ParkFL32792
6877 Jackman Blvd
Winter ParkFL32792
1453 Hyde Park Dr
Winter ParkFL32792
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.
1891 Aster Dr
Winter ParkFL32792
5206 Ardmore Dr
Winter ParkFL32792
1550 Michigan Ave
Winter ParkFL32789
438 W Swoope Ave
Winter ParkFL32789
2206 Bonanza Ave
Winter ParkFL32792
2326 Wellington Blvd
Winter ParkFL32789
525 S Lakemont Ave
Winter ParkFL32792
2948 Antique Oaks Cir
Winter ParkFL32792
4818 Tangerine Ave
Winter ParkFL32792
2929 Antique Oaks Cir
Winter ParkFL32792
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
3075 Aaron Burr Ave
Winter ParkFL32792
1380 Indiana Ave
Winter ParkFL32789
3651 N Goldenrod Rd
Winter ParkFL32792
7326 Swallow Run
Winter ParkFL32792
1565 Michigan Ave
Winter ParkFL32789
3020 Antique Oaks Cir
Winter ParkFL32792
7722 Country Pl
Winter ParkFL32792
2523 Alexa Ct
Winter ParkFL32792
2936 Antique Oaks Cir
Winter ParkFL32792
4968 Tangerine Ave
Winter ParkFL32792
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara
609 Montego Bay Ct
Winter ParkFL32792
7429 Daniel Webster Dr
Winter ParkFL32792
200 St Andrews Blvd
Winter ParkFL32792
1695 Lee Rd
Winter ParkFL32789
205 Lewfield Cir
Winter ParkFL32792
612 Trinidad Ct
Winter ParkFL32792
307 Sandlewood Trail
Winter ParkFL32789
295 Sandlewood Trail
Winter ParkFL32789
4800 Tangerine Ave
Winter ParkFL32792
5169 Lazy Oaks Dr
Winter ParkFL32792
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.
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 | $1,767 | $1,175 | $2,900 |
| Winter Park 3 Bedroom Homes for Rent | $3,036 | $1,585 | $10,000+ |
| Winter Park 4 Bedroom Homes for Rent | $3,872 | $2,085 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $6,442 | $2,345 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Winter Park, FL Local Guide
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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.
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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 ArticleHow a Move-In Inspection Can Protect Your Security Deposit
Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.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 $6,250. There are also 237 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $760 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 $760 to $19,000 with an average monthly rent of $2,972.
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 $6,250, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,585 to $10,000. Four Bedroom Single-Family rentals are also available starting from $2,085 and Four Bedroom Apartments start at $1,697.
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
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.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
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.