2924 Antique Oaks Cir, Unit 48
2924 Antique Oaks Cir
Winter ParkFL32792
2 Bedroom Homes for Rent in Winter Park, FL (111 Rentals)
2399 Antilles Dr
Winter ParkFL32792
2383 Sun Valley Cir, Unit Winter Park
2383 Sun Valley Cir
Winter ParkFL32792
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$2,806
Total Monthly Price
Base Rent$2,806
Total Monthly Price$2,806
662 Callahan St, Unit SI ID1545989P
662 Callahan StWinter Park, FL 32789
1250 S Denning Dr
Winter ParkFL32789
2772 Prism Pt
Winter ParkFL32792
151 N Orlando Ave, Unit 207
151 N Orlando Ave
Winter ParkFL32789
162 Moyses Rd
Winter ParkFL32792
659 Montego Bay Ct
Winter ParkFL32792
3004 George Mason Ave
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.
3043 Antique Oaks Cir
Winter ParkFL32792
3651 N Goldenrod Rd
Winter ParkFL32792
1434 Minnesota Ave
Winter ParkFL32789
3254 Howell Branch Rd
Winter ParkFL32792
2530 Kamnic Ct
Winter ParkFL32792
3374 Cedar Springs Pl
Winter ParkFL32792
2918 Antique Oaks Cir
Winter ParkFL32792
3225 Oak Lawn Pl
Winter ParkFL32792
7338 Swallow Run
Winter ParkFL32792
1695 Lee Rd
Winter ParkFL32789
Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!
Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.
3370 Cedar Springs Pl
Winter ParkFL32792
2704 Tortoise Cv
Winter ParkFL32792
205 Lewfield Cir
Winter ParkFL32792
4968 Tangerine Ave
Winter ParkFL32792
7336 Forest Hill Ct
Winter ParkFL32792
612 Trinidad Ct
Winter ParkFL32792
2404 Gallery View Dr
Winter ParkFL32792
7446 Wynnewood Square
Winter ParkFL32792
2481 Tahoe Cir
Winter ParkFL32792
2510 Roxbury Rd
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.
1618 Indiana Ave
Winter ParkFL32789
825 Driver Ave
Winter ParkFL32789
937 Aragon Ave
Winter ParkFL32789
2648 Galliano Cir
Winter ParkFL32792
2449 Grand Teton Cir
Winter ParkFL32792
2577 Galliano Cir
Winter ParkFL32792
151 N Orlando Ave
Winter ParkFL32789
401 Balfour Dr
Winter ParkFL32792
700 Melrose Ave
Winter ParkFL32789
920 Aragon Ave
Winter ParkFL32789
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
544 N Knowles Ave
Winter ParkFL32789
2605 Galliano Cir
Winter ParkFL32792
1720 Miller Ave
Winter ParkFL32789
1500 Gay Rd, Unit 25B
1500 Gay Rd
Winter ParkFL32789
119 Georgetown Dr, Unit 119 D Georgetown
119 Georgetown Dr
CasselberryFL32707
1172 Calle Del Rey, Unit A
1172 Calle Del Rey
CasselberryFL32707
911 N Orange Ave, Unit 441
911 N Orange Ave
OrlandoFL32801
400 E Colonial Dr, Unit 408
400 E Colonial Dr
OrlandoFL32803
1100 Maury Rd
OrlandoFL32804
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$2,1532 Bedroom Apartments Available Sep 11
110 Zora Pl, Unit 1-318
110 Zora PlLockhart, FL 32810
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.
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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 | $1,824 | $1,300 | $2,600 |
| Winter Park 3 Bedroom Homes for Rent | $2,740 | $1,795 | $5,800 |
| Winter Park 4 Bedroom Homes for Rent | $3,265 | $2,100 | $6,350 |
| Winter Park 5 Bedroom Homes for Rent | $4,547 | $2,395 | $6,700 |
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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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.
Read ArticleReal 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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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 312 Apartments for Rent in Winter Park, FL with pricing that ranges from $529 to $6,500. There are also 216 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $825 to $6,700.
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 $6,700 with an average monthly rent of $2,205.
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 $1,795 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,100 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.
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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
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.