17 W Winter Park St
OrlandoFL32804
Homes for Rent in Winter Park, FL from $700 (243 Rentals) Page 4 of 5
912 La Salle Ave
OrlandoFL32803
1140 S Orlando Ave
MaitlandFL32751
1140 Lake Maitland Ter
MaitlandFL32751
220 Sunshower Ct
CasselberryFL32707
2007 E Jefferson Street
OrlandoFL32803
1650 Crestwood Dr
OrlandoFL32804
1233 Virginia Dr
OrlandoFL32803
1140 S Orlando Ave, Unit Exeter E2
1140 S Orlando Ave
MaitlandFL32751
523 Oak Ave
MaitlandFL32751
1516 Legacy Club Dr
MaitlandFL32751
1415 Woodward St
OrlandoFL32803
1623 Mt Vernon St
OrlandoFL32803
237 Emory Plz
OrlandoFL32804
208 Wilshire Dr
CasselberryFL32707
2444 Legacy Lake Dr
MaitlandFL32751
34 Washington Ave
OrlandoFL32810
940 W Fairbanks Ave
OrlandoFL32804
860 N Orange Ave, Unit 268
860 N Orange Ave
OrlandoFL32801
860 N Orange Ave, Unit 860 N Orange Ave UNIT 464
860 N Orange Ave
OrlandoFL32801
1141 Exceller Ct
CasselberryFL32707
1162 Carmel Cir
CasselberryFL32707
2977 Lowell Ct
CasselberryFL32707
31 Bel Air St
EatonvilleFL32751
4177 N Orange Blossom Trl
OrlandoFL32804
443 Shine Ave
OrlandoFL32803
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$2,0002 Bedroom Apartments Available Jun 1
16 N Primrose Dr
16 N Primrose DrOrlando, FL 32803
470 Sunnyview Cir
OrlandoFL32810
3016 Legacy Villas Dr
MaitlandFL32751
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$2,100Studio Apartments Available Now
1760 Pembrook Dr
1760 Pembrook DrOrlando, FL 32810
613 Katherine Ave
OrlandoFL32810
450 Iris Rd
CasselberryFL32707
507 Jupiter Way
CasselberryFL32707
531 El Dorado Way
CasselberryFL32707
2982 Embassy Ct
CasselberryFL32707
1730 Ridgewood Ave
MaitlandFL32751
400 E Colonial Dr
OrlandoFL32803
1235 Virginia Dr
OrlandoFL32803
704 Gregory Dr
CasselberryFL32707
2119 Shadow View Cir
MaitlandFL32751
8104 Plunkett Ave
OrlandoFL32810
120 Waverly Dr
CasselberryFL32730
7024 Davar Ave
OrlandoFL32810
5730 Oleander Dr
OrlandoFL32807
1320 W Smith St
OrlandoFL32804
1044 N Bumby Ave
OrlandoFL32803
3221 Thistle Hill Dr
AlomaFL32792
1102 Malone Dr
OrlandoFL32810
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$2,478Studio Apartments Available Now
1776 Pembrook Dr
1776 Pembrook DrOrlando, FL 32810
540 Central Ave
MaitlandFL32751
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 | $1,796 | $1,175 | $3,400 |
| Winter Park 3 Bedroom Homes for Rent | $2,997 | $1,850 | $10,000+ |
| Winter Park 4 Bedroom Homes for Rent | $3,919 | $2,085 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $7,769 | $2,345 | $10,000+ |
| Winter Park 6 Bedroom Homes for Rent | $2,850 | $2,850 | $2,850 |
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 302 Apartments for Rent in Winter Park, FL with pricing that ranges from $695 to $6,307. There are also 244 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 $3,139.
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 $1,850 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
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.