1901 Magnolia Ave
Winter ParkFL32792
2 Bedroom Homes for Rent in Winter Park, FL (95 Rentals)
2924 Antique Oaks Cir, Unit 48
2924 Antique Oaks Cir
Winter ParkFL32792
1920 Woodcrest Dr, Unit 13
1920 Woodcrest Dr
Winter ParkFL32792
1250 S Denning Dr, Unit 127
1250 S Denning Dr
Winter ParkFL32789
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$2,553
Total Monthly Price
2 Bedroom Apartments Available Nov 25Total Monthly Price
Base Rent
$2,553
Total Monthly Price
$2,553
662 Callahan St, Unit SI ID1545989P
662 Callahan StWinter Park, FL 32789
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$2,5002 Bedroom Apartments Available Now
522 Holt Ave
522 Holt AveWinter Park, FL 32789
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$2,2002 Bedroom Apartments Available Aug 1
955 Aragon Ave, Unit Apt A
955 Aragon AveWinter Park, FL 32789
659 Montego Bay Ct
Winter ParkFL32792
1250 S Denning Dr
Winter ParkFL32789
162 Moyses Rd
Winter ParkFL32792
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.
3651 N Goldenrod Rd
Winter ParkFL32792
7340 Swallow Run
Winter ParkFL32792
3004 George Mason Ave
Winter ParkFL32792
2523 Alexa Ct
Winter ParkFL32792
3012 Patel Dr
Winter ParkFL32792
3254 Howell Branch Rd
Winter ParkFL32792
3045 Aaron Burr Ave
Winter ParkFL32792
3043 Antique Oaks Cir
Winter ParkFL32792
4968 Tangerine Ave
Winter ParkFL32792
3374 Cedar Springs Pl
Winter ParkFL32792
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
205 Lewfield Cir
Winter ParkFL32792
2704 Tortoise Cv
Winter ParkFL32792
825 Driver Ave
Winter ParkFL32789
503 Kilshore Ln
Winter ParkFL32789
1261 Richmond Rd
Winter ParkFL32789
1618 Indiana Ave
Winter ParkFL32789
937 Aragon Ave
Winter ParkFL32789
2648 Galliano Cir
Winter ParkFL32792
2561 Galliano Cir
Winter ParkFL32792
1603 Alabama Dr
Winter ParkFL32789
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.
438 Lakeview Ave
Winter ParkFL32789
1440 Michigan Ave
Winter ParkFL32789
2407 Branch Way, Unit 105
2407 Branch Way
MaitlandFL32751
2912 Plaza Terrace Dr
OrlandoFL32803
1000 Winderley Pl, Unit 128
1000 Winderley Pl
MaitlandFL32751
233 Emory Pl
OrlandoFL32804
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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 Now
110 Zora Pl, Unit 7-217
110 Zora PlLockhart, FL 32810
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
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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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$2,0002 Bedroom Apartments Available Aug 1
16 N Primrose Dr, Unit 2
16 N Primrose DrOrlando, FL 32803
821 Mulberry St, Unit D
821 Mulberry St
MaitlandFL32751
1000 Lake of the Woods Blvd, Unit Apartment C103
1000 Lake of the Woods Blvd
Fern ParkFL32730
3016 Legacy Villas Dr
MaitlandFL32751
800 Maxwell St
OrlandoFL32804
385 Lime St
EatonvilleFL32751
385 Lime St
MaitlandFL32751
107 E King St
OrlandoFL32804
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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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 | $1,873 | $1,150 | $3,200 |
| Winter Park 3 Bedroom Homes for Rent | $2,784 | $1,575 | $9,500 |
| Winter Park 4 Bedroom Homes for Rent | $3,558 | $2,070 | $8,295 |
| Winter Park 5 Bedroom Homes for Rent | $4,898 | $2,395 | $8,600 |
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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Your 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
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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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 311 Apartments for Rent in Winter Park, FL with pricing that ranges from $250 to $7,275. There are also 292 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 $2,665.
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 $7,275, 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
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.
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.
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.
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.
Articles, How-To's, and Tips
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.