1915 Taylor Ave
Winter ParkFL32792
3 Bedroom Homes for Rent in Winter Park, FL (96 Rentals)
200 Saint Andrews Blvd
Winter ParkFL32792
3217 Royal St
Winter ParkFL32792
2038 Ponderosa Ave
Winter ParkFL32792
1840 Bachman Way
Winter ParkFL32792
1509 Springtime Loop
Winter ParkFL32792
2007 Cornell Ave
Winter ParkFL32789
7423 Antietam Ct E
Winter ParkFL32792
5206 Tangerine Ave
Winter ParkFL32792
1710 Puritan 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.
3016 Village Hill Pl
Winter ParkFL32792
4040 Waterview Loop
Winter ParkFL32792
731 W Comstock Ave
Winter ParkFL32789
3367 Riverview Way
Winter ParkFL32792
5415 Peaco Pl
Winter ParkFL32792
3220 Oak Lawn Pl
Winter ParkFL32792
5139 Oak Hill Dr
Winter ParkFL32792
3036 Patel Dr
Winter ParkFL32792
1201 Springview Run
Winter ParkFL32792
1603 Winter Green Blvd
Winter ParkFL32792
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.
5212 N Indiana Ave
Winter ParkFL32792
5117 Lake Howell Rd
Winter ParkFL32792
301 S Capen Ave
Winter ParkFL32789
2611 Antilles Dr
Winter ParkFL32792
2028 Albert Lee Pkwy
Winter ParkFL32789
1751 Westchester Ave
Winter ParkFL32789
3137 Thistlehill Dr
Winter ParkFL32792
2632 Galliano Cir
Winter ParkFL32792
258 Balfour Dr
Winter ParkFL32792
5454 Bracken Ct
Winter ParkFL32792
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.
1840 Bachman Way
Winter ParkFL32792
3465 Balsam Dr
Winter ParkFL32792
3557 Arbutus Ln
Winter ParkFL32792
1351 Merrydale Wy
Winter ParkFL32792
912 Carvell Dr
Winter ParkFL32792
2401 Albert Lee Pkwy
Winter ParkFL32789
101 S Lakemont Ave
Winter ParkFL32792
2545 Madeline Ave
Winter ParkFL32789
2337 Shadowland Lp
Winter ParkFL32792
1415 Harmon 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
1939 Gunn Rd
Winter ParkFL32792
2252 Howard Dr
Winter ParkFL32789
1667 Mizell Ave
Winter ParkFL32789
274 N Ranger Blvd
Winter ParkFL32792
2341 Devon Ct
Winter ParkFL32789
660 Osceola Ave
Winter ParkFL32789
1627 Orange Ave
Winter ParkFL32789
524 N Lakemont Ave
Winter ParkFL32792
2923 Shadow View Cir, Unit 2923 Shadow View Cir
2923 Shadow View Cir
MaitlandFL32751
1448 Cumbie St
OrlandoFL32804
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
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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 | $1,821 | $1,175 | $2,750 |
| Winter Park 3 Bedroom Homes for Rent | $2,909 | $1,795 | $9,500 |
| Winter Park 4 Bedroom Homes for Rent | $3,627 | $2,100 | $7,995 |
| Winter Park 5 Bedroom Homes for Rent | $6,331 | $2,395 | $9,900 |
| Winter Park 6 Bedroom Homes for Rent | $10,000 | $10,000 | $10,000+ |
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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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 313 Apartments for Rent in Winter Park, FL with pricing that ranges from $529 to $6,500. There are also 288 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $795 to $10,000.
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 $10,000 with an average monthly rent of $2,338.
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 $9,500. 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.
Articles, How-To's, and Tips
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.