660 Osceola Ave
Winter ParkFL32789
Homes for Rent in Winter Park, FL (285 Rentals) Page 3 of 6
1627 Orange Ave
Winter ParkFL32789
1440 Michigan Ave
Winter ParkFL32789
3463 Arnel Dr
Winter ParkFL32792
2075 Jewell Ave
Winter ParkFL32789
2500 Lee Rd, Unit 244
2500 Lee Rd
Winter ParkFL32789
468 Banyon Tree Cir, Unit 202
468 Banyon Tree Cir
MaitlandFL32751
1125 Lake Shadow Cir, Unit Visconti Maitland FL
1125 Lake Shadow Cir
MaitlandFL32751
2407 Branch Way, Unit 105
2407 Branch Way
MaitlandFL32751
1000 Winderley Pl, Unit 128
1000 Winderley Pl
MaitlandFL32751
860 N Orange Ave, Unit 268
860 N Orange Ave
OrlandoFL32801
860 N Orange Ave, Unit 860 N Orange Ave 464
860 N Orange Ave
OrlandoFL32801
846 Grenadier Dr
OrlandoFL32807
2912 Plaza Terrace Dr
OrlandoFL32803
612 Stetson St
OrlandoFL32804
612 Stetson St
OrlandoFL32804
840 Bethune Dr
OrlandoFL32810
1733 Prospect Ave
OrlandoFL32814
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$1,469Studio Apartments Available Now
1760 Pembrook Dr
1760 Pembrook DrOrlando, FL 32810
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$1,589Studio Apartments Available Now
Furnished Studio-Orlando - Maitland - Summit Tower Blvd
1951 Summit Tower BlvdOrlando, FL 32810
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$1,889Studio Apartments Available Now
1776 Pembrook Dr
1776 Pembrook DrOrlando, FL 32810
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$2,2762 Bedroom Apartments Available Now
110 Zora Pl, Unit 7-317
110 Zora PlLockhart, FL 32810
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$2,2152 Bedroom Apartments Available Jul 29
110 Zora Pl, Unit 1-318
110 Zora PlLockhart, FL 32810
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$2,2962 Bedroom Apartments Available Aug 13
110 Zora Pl, Unit 4-202
110 Zora PlLockhart, FL 32810
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$2,2762 Bedroom Apartments Available Jul 27
110 Zora Pl, Unit 7-217
110 Zora PlLockhart, FL 32810
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$1,8501 Bedroom Apartments Available Jul 31
110 Zora Pl, Unit 3-206
110 Zora PlLockhart, FL 32810
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$1,8501 Bedroom Apartments Available Aug 28
110 Zora Pl, Unit 5-312
110 Zora PlLockhart, FL 32810
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$1,8501 Bedroom Apartments Available Aug 7
110 Zora Pl, Unit 6-209
110 Zora PlLockhart, FL 32810
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$2,2762 Bedroom Apartments Available Jul 31
110 Zora Pl, Unit 3-304
110 Zora PlLockhart, FL 32810
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$2,2762 Bedroom Apartments Available Now
110 Zora Pl, Unit 7-215
110 Zora PlLockhart, FL 32810
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$1,8501 Bedroom Apartments Available Oct 31
110 Zora Pl, Unit 5-205
110 Zora PlLockhart, FL 32810
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$2,0002 Bedroom Apartments Available Now
16 N Primrose Dr, Unit 2
16 N Primrose DrOrlando, FL 32803
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$7601 Bedroom Apartments Available Now
5530 Old Cheney Hwy, Unit 2
5530 Old Cheney HwyOrlando, FL 32807
821 Mulberry St, Unit D
821 Mulberry St
MaitlandFL32751
31 Bel Air St
EatonvilleFL32751
2503 Dakota Trail
Fern ParkFL32730
2422 Branch Way, Unit 104
2422 Branch Way
MaitlandFL32751
215 Lochmond Dr
Fern ParkFL32730
3016 Legacy Villas Dr
MaitlandFL32751
703 Drywood Ave
Fern ParkFL32730
414 Sonesta Ct
CasselberryFL32707
1000 Lake of the Woods Blvd, Unit Apartment C103
1000 Lake of the Woods Blvd
Fern ParkFL32730
312 Orange St
MaitlandFL32751
561 Hibiscus Rd
CasselberryFL32707
135 N Lakewood Cir
MaitlandFL32751
523 Oak Ave
MaitlandFL32751
312 Orange St
MaitlandFL32751
508 Zinnia Dr
CasselberryFL32707
5415 Alloway St
OrlandoFL32810
3227 N Orange Ave
OrlandoFL32803
Showing Results 101-150, Page 3 of 6
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 | $1,909 | $1,150 | $3,200 |
| Winter Park 3 Bedroom Homes for Rent | $2,833 | $1,575 | $9,500 |
| Winter Park 4 Bedroom Homes for Rent | $3,481 | $2,070 | $6,495 |
| Winter Park 5 Bedroom Homes for Rent | $5,586 | $2,745 | $9,500 |
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 311 Apartments for Rent in Winter Park, FL with pricing that ranges from $250 to $6,500. There are also 285 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $825 to $9,500.
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 $825 to $9,500 with an average monthly rent of $2,754.
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 $750 to $6,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,575 to $9,500. Four Bedroom Single-Family rentals are also available starting from $2,070 and Four Bedroom Apartments start at $1,844.
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
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
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When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.
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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
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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.
Your Guide to the Perfect Orlando Neighborhood for Student Renters
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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.
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Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.