507 Beasley Ct
OrlandoFL32807
3 Bedroom Homes for Rent in the Winter Park Neighborhood of Orlando, FL (44 Rentals)
809 N Hyer Ave
OrlandoFL32803
5730 Oleander Dr
OrlandoFL32807
6867 Belmar Dr
OrlandoFL32807
555 Beasley Ct
OrlandoFL32807
2102 Montana St
OrlandoFL32803
1300 Bennett Rd
OrlandoFL32803
1811 Park Lake St
OrlandoFL32803
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.
1420 Nebraska St
OrlandoFL32803
4286 Anissa Ave
OrlandoFL32814
2408 Corrine Dr
OrlandoFL32803
7508 Carolyn Ave
OrlandoFL32807
4357 Roush Ave
OrlandoFL32803
1352 Lake Baldwin Ln
OrlandoFL32814
1350 Chatfield Pl
OrlandoFL32814
1563 Common Way Rd
OrlandoFL32814
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.
3019 Chelsea St
OrlandoFL32803
1965 Osprey Ave
OrlandoFL32814
4478 Twinview Ln
OrlandoFL32814
1425 Chatfield Pl
OrlandoFL32814
3602 Upper Union Rd
OrlandoFL32814
2721 E Marks St
OrlandoFL32803
1915 Taylor Ave
Winter ParkFL32792
200 Saint Andrews Blvd
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.
3217 Royal St
Winter ParkFL32792
Unit
835 W Canton Ave
Winter ParkFL32789
7423 Antietam Ct E
Winter ParkFL32792
731 W Comstock Ave
Winter ParkFL32789
3367 Riverview Way
Winter ParkFL32792
3220 Oak Lawn Pl
Winter ParkFL32792
3629 Hedgewood Dr
Winter ParkFL32792
301 S Capen 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
7480 Azalea Cove Cir
Azalea ParkFL32807
3137 Thistlehill Dr
Winter ParkFL32792
258 Balfour Dr
Winter ParkFL32792
3557 Arbutus Ln
Winter ParkFL32792
912 Carvell Dr
Winter ParkFL32792
101 S Lakemont Ave
Winter ParkFL32792
1939 Gunn Rd
Winter ParkFL32792
2252 Howard Dr
Winter ParkFL32789
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.
1667 Mizell Ave
Winter ParkFL32789
274 N Ranger Blvd
Winter ParkFL32792
660 Osceola Ave
Winter ParkFL32789
524 N Lakemont Ave
Winter ParkFL32792
Showing Results 1-44, Page 1 of 1
Winter Park, Orlando, 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 | $1,772 | $1,300 | $2,400 |
Winter Park 3 Bedroom Homes for Rent | $3,332 | $1,795 | $9,500 |
| Winter Park 4 Bedroom Homes for Rent | $3,590 | $2,100 | $7,995 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 44 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Winter Park, Orlando, 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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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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Best Local Schools in Winter Park, Orlando, FL
School data provided by Great Schools
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 135 Apartments for Rent in Winter Park, FL with pricing that ranges from $600 to $5,092. There are also 104 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $1,100 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 $1,100 to $9,500 with an average monthly rent of $2,624.
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.