1600 Indiana Ave
Winter ParkFL32789
Cheap Homes for Rent in the Downtown Winter Park Neighborhood of Winter Park, FL from $1,300 (2 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Winter Park area of Winter Park.
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara
1434 Minnesota Ave
Winter ParkFL32789
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
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Downtown Winter Park, Winter Park, FL Local Guide
How much does it cost to rent a home in Downtown Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Winter Park 2 Bedroom Homes for Rent | $2,141 | $1,495 | $2,750 |
| Downtown Winter Park 3 Bedroom Homes for Rent | $3,048 | $1,795 | $6,450 |
| Downtown Winter Park 4 Bedroom Homes for Rent | $6,350 | $6,350 | $6,350 |
Browse Homes for Rent in this Neighborhood
There are currently 2 rentals with your search options within a 1 mile radius of the Downtown Winter Park Neighborhood of Winter Park, FL.
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Best Value Apartments for Rent in Downtown Winter Park, FL
As of August 19, 2026 the best value apartment in the Downtown Winter Park area is the $2.63 price per square foot B3 Model at Bainbridge Winter Park in the in the Courtland Street neighborhood starting from $3,057. The second greatest value Downtown Winter Park apartment is the 2 Bedroom, 1 Bathroom Model at Park East - Park Knowles Apartments starting at $1,750 with a $1.59 price per square foot in the North Orange neighborhood. Here is today’s list of the best values for Downtown Winter Park apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Bainbridge Winter Park | B3 | 2BR,2BA | $2.63 |
| Park East - Park Knowles Apartments | 2 Bedroom, 1 Bathroom | 2BR,1BA | $1.59 |
| Elon Winter Park | The Tony | 1BR,1BA | $2.18 |
| Juno Winter Park | Vest | 1BR,1BA | $3.31 |
| Hannibal Square | 433 W. New England Ave./ Front/3rd Fl/ Front | Studio ,1BA | $3.74 |
Frequently Asked Questions about Downtown Winter Park
What type of rentals are currently available in Downtown Winter Park?
There are currently 57 Apartments for Rent in Downtown Winter Park, FL with pricing that ranges from $1,330 to $3,742. There are also 17 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Park ranging from $1,395 to $6,450.
What is the current price range for Rental Homes in Downtown Winter Park?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Winter Park ranges from $1,395 to $6,450 with an average monthly rent of $2,694.
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
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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
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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.
Articles, How-To's, and Tips
Rent According to Income: A Look at Income-Restricted Rentals
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The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
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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
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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.