731 W Comstock Ave
Winter ParkFL32789
Homes for Rent in Winter Park, FL (245 Rentals) Page 2 of 5
717 Denton Rd
Winter ParkFL32792
1148 Park Green Pl
Winter ParkFL32789
1931 Carrigan Ave
Winter ParkFL32792
7522 Laurel Springs Dr
Winter ParkFL32792
3146 Dwarf Pine Ave
Winter ParkFL32792
7542 Cranes Creek Ct
Winter ParkFL32792
1622 Arbor Park Dr
Winter ParkFL32789
252 Balfour Dr
Winter ParkFL32792
2743 Sanbina St
Winter ParkFL32789
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
110 Killarney Bay Ct
Winter ParkFL32789
2887 Clever Ln
Winter ParkFL32792
1994 Canny Cv
Winter ParkFL32792
1813 E Cheryl Dr
Winter ParkFL32792
1777 Indiana Ave
Winter ParkFL32789
1986 Canny Cv
Winter ParkFL32792
1611 Little Wren Ln
Winter ParkFL32792
2907 Little John Rd
Winter ParkFL32792
644 N Knowles Ave
Winter ParkFL32789
5334 Lake Howell Rd
Winter ParkFL32792
524 Byron Rd
Winter ParkFL32792
1850 Whitehall Dr
Winter ParkFL32789
1461 Lone Feather Trail
Winter ParkFL32792
1313 Buckingham Rd
Winter ParkFL32789
7993 Pleasant Pine Cir
Winter ParkFL32792
1667 Mizell Ave
Winter ParkFL32789
1815 Barker Dr
Winter ParkFL32789
668 Overspin Dr
Winter ParkFL32789
1580 Oakhurst Ave
Winter ParkFL32789
1525 Palmer Ave
Winter ParkFL32789
1640 Palm Ave
Winter ParkFL32789
782 S Pennsylvania Ave
Winter ParkFL32789
1130 Washington Ave
Winter ParkFL32789
1441 Oneco Ave
Winter ParkFL32789
311 E Morse Blvd
Winter ParkFL32789
1742 Temple Dr
Winter ParkFL32789
1221 Richmond Rd
Winter ParkFL32789
1500 Gay Rd, Unit 18A
1500 Gay Rd
Winter ParkFL32789
151 N Orlando Ave, Unit 101
151 N Orlando Ave
Winter ParkFL32789
2075 Jewell Ave
Winter ParkFL32789
1891 Oglesby Ave
Winter ParkFL32789
2500 Lee Rd
Winter ParkFL32789
2520 Caper Ln, Unit 102
2520 Caper Ln
MaitlandFL32751
1140 S Orlando Ave, Unit Exeter E2
1140 S Orlando Ave
MaitlandFL32751
2120 Derbyshire Rd
MaitlandFL32751
648 Kenwick Cir, Unit 102
648 Kenwick Cir
CasselberryFL32707
2982 Embassy Ct
CasselberryFL32707
1008 Maltby Ave
OrlandoFL32803
1024 Manor Dr
OrlandoFL32807
911 N Orange Ave, Unit 513 Uptown Place
911 N Orange Ave
OrlandoFL32801
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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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.