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$1,545 - $3,177
Total Monthly Price
Base Rent$1,545 - $3,177
Total Monthly Price$1,545 - $3,177
Aurora on the Trail
825 McCullough AveOrlando, FL 32803
Cheap Apartments for Rent in Winter Park, FL from $529 with Swimming Pool (67 Rentals) Page 2 of 2
Search the lowest-cost Apartments available for rent right now in Winter Park.
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$1,567 - $4,800Studio to 3 Bedroom Apartments Available Now
The Cannery at The Packing District
2501 N Orange Blossom TrlOrlando, FL 32804
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$1,571 - $2,7451 to 3 Bedroom Apartments Available Now
Infinity off Baldwin Park
4000 Maguire BlvdOrlando, FL 32803
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$1,595 - $2,7551 to 3 Bedroom Apartments Available Now
The Baldwin
800 Lombard StOrlando, FL 32807
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$1,599 - $2,900Studio to 2 Bedroom Apartments Available Now
Evergreen Mills 50
1647 E Colonial DrOrlando, FL 32803
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara
1172 Calle Del Rey, Unit A
1172 Calle Del Rey
CasselberryFL32707
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$1,611 - $3,8571 to 2 Bedroom Apartments Available Now
Citron at The Packing District
2210 N Orange Blossom TrlOrlando, FL 32804
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$1,625 - $4,9361 to 2 Bedroom Apartments Available Now
NORA Apartments
899 N Orange AveOrlando, FL 32801
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$1,660 - $4,374
Total Monthly Price
Base Rent$1,660 - $4,374
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The Village at Lake Lily
925 S Orlando AveMaitland, FL 32751
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$1,662 - $2,945
Total Monthly Price
Base Rent$1,662 - $2,945
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Inscribe Apartments
110 Zora PlOrlando, FL 32810
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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$1,700
Total Monthly Price
Base Rent$1,700
Total Monthly Price$1,700
1913 South Blvd, Unit B
1913 South BlvdMaitland, FL 32751
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1 to 3 Bedroom Apartments
Gem Lake Apartments
201 Monroe AveMaitland, FL 32751
452 Banyon Tree Cir, Unit 200
452 Banyon Tree Cir
MaitlandFL32751
551 Flemming Way, Unit 201
551 Flemming Way
MaitlandFL32751
911 N Orange Ave
OrlandoFL32801
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
1000 Lake of the Woods Blvd, Unit 201
1000 Lake of the Woods Blvd
Fern ParkFL32730
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Studio to 3 Bedroom Apartments
Uptown Place Apartments
911 N Orange AveOrlando, FL 32801
Showing Results 51-67, Page 2 of 2
Winter Park, FL Local Guide
How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,592 | $900 | $2,790 |
| Winter Park 1 Bedroom Apartments | $1,780 | $529 | $3,781 |
| Winter Park 2 Bedroom Apartments | $2,173 | $645 | $4,567 |
| Winter Park 3 Bedroom Apartments | $2,689 | $750 | $6,500 |
| Winter Park 4 Bedroom Apartments | $2,250 | $1,844 | $6,109 |
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 Cheap Winter Park Apartments
What is the Cheapest Studio apartment in Winter Park?
Currently the most affordable Cheap Studio Apartment in Winter Park is at Azure Winter Park listed at $949.
How much is rent for a Cheap One Bedroom Winter Park Apartment?
The lowest price for a Cheap One Bedroom Winter Park Apartment is $1,044 at District On Baldwin Park.
What is the lowest price for a Cheap Two Bedroom Winter Park Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winter Park is starting from $1,175 at 2075 Howell Branch Road #101.
What is the most affordable Winter Park Three Bedroom Apartment?
The best deal on a cheap Winter Park Three Bedroom Apartment rental is at Golden Oaks and starts from $1,170.
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.
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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
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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
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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 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
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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.