
Cheap Apartments for Rent in the Winter Park Neighborhood of Orlando, FL from $400 (51 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winter Park area of Orlando.


Hillcrest Hampton House

Shoreview at Baldwin Park

Adele Place

Oasis Club

The Avenues of Baldwin Park

Alexan Mills 50

5517 Decatur St

The Gallery at Mills Park

Aurora on the Trail
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The Baldwin

Carlton Arms of Winter Park

The Taylor at Winter Park

Central Place At Winter Park
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Winter Park Woods

3065 George Mason Ave

3212 Netherwood Dr

Sovereignty at Winter Park Apartments

Seabrook

Venue At Winter Park

Summerlin at Winter Park Apartments

ARIUM Winter Park

Cranes Landing Apartments
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Solis at Winter Park

Calibre Bend Apartments

Indigo Winter Park

Hannibal Square

POSTE Winter Park

The Lofts of Winter Park Village

Oak Reserve at Winter Park

Atlas at Winter Park

4624 N Goldenrod Rd

The Vista at Winter Park
Winter Park - One of the Best Affordable Neighborhoods in Orlando
Named as one of the Best Affordable Areas to rent in Orlando by our , Local Expert Darla F. See how it ranks!
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F
Winter Park, Orlando, 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 | $1,887 | $1,032 | $4,785 |
Winter Park 1 Bedroom Apartments | $2,079 | $1,067 | $4,136 |
Winter Park 2 Bedroom Apartments | $2,589 | $1,246 | $5,325 |
Winter Park 3 Bedroom Apartments | $3,105 | $1,261 | $9,543 |
Winter Park 4 Bedroom Apartments | $5,929 | $3,992 | $7,866 |
Browse Apartments in this Neighborhood
There are currently 51 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
- Nearby Orlando neighborhoods
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Cheapest Available Winter Park Apartments for Rent
 The cheapest available apartment rental in the Winter Park area of Orlando, FL is a 1 Bed unit found at Central Place At Winter Park priced from $1,100. District On Baldwin Park has the second lowest priced unit, which is a Studio apartment currently listed from $1,110. Here are the most affordable Winter Park apartments for rent in Orlando, FL:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Central Place At Winter Park | A1 | 1BR,1BA | $1,100 |
District On Baldwin Park | E235xecutive Studio | Studio,1BA | $1,110 |
Hillcrest Hampton House | Studio | Studio,1BA | $1,125 |
Summerlin at Winter Park Apartments | Aqua | 1BR,1BA | $1,217 |
Sovereignty at Winter Park Apartments | A2 | 1BR,1BA | $1,258 |
Winter Park Woods | A2-1 Bedroom, 1 Bathroom | 1BR,1BA | $1,265 |
Shoreview at Baldwin Park | 1x1A | 1BR,1BA | $1,270 |
Affinity at Winter Park Apartments | B1 | 2BR,1BA | $1,291 |
Oak Reserve at Winter Park | The Charleston | 1BR,1BA | $1,300 |
Venue At Winter Park | Sable | 1BR,1BA | $1,308 |
Best Value Apartments for Rent in Winter Park, FL
As of May 14, 2025 the best value apartment in the Winter Park area is the $1.79 price per square foot Central+ Model at Azure Winter Park in the in the University Commerce Center neighborhood starting from $2,499. The second greatest value Winter Park apartment is the Meeting Model at The Avenues of Baldwin Park starting at $1,825 with a $1.60 price per square foot in the Colonial Town Center neighborhood. Here is today’s list of the best values for Winter Park apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
Azure Winter Park | Central+ | 3BR,2BA | $1.79 |
The Avenues of Baldwin Park | Meeting | 3BR,2BA | $1.60 |
Affinity at Winter Park Apartments | B1 | 2BR,1BA | $1.16 |
Seabrook | Plan B2B | 2BR,2BA | $1.68 |
Cranes Landing Apartments | Heron | 2BR,2BA | $1.64 |
Bellancia | 1 Bed | 1 Bath | 1BR,1BA | $1.74 |
ARIUM Winter Park | Bishop | 1BR,1BA | $1.75 |
Winter Park Woods | A2-1 Bedroom, 1 Bathroom | 1BR,1BA | $1.67 |
Sovereignty at Winter Park Apartments | A2 | 1BR,1BA | $1.68 |
Summerlin at Winter Park Apartments | Aqua | 1BR,1BA | $1.66 |
Quick Rent Budget Calculator
How much rent can you afford?
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Pet Friendly LifestyleWinter Park, Orlando, FL
Ranked #35
Among neighborhoods in Orlando, FL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Winter Park, Orlando, FL
School data provided by Great Schools
Lifestyle Ratings
ApartmentHomeLiving.com compiles millions of data points to bring you our detailed rental analysis called 'Lifestyle Ratings' - a comparison of neighborhoods, cities and towns, and rental properties across Florida and customized analysis for Orlando, Florida. Our Lifestyle Ratings help you zero-in on the perfect place to call home. This takes in many factors including our Star Ratings to compare for the best proximity to parks and outdoor amenities, luxury amenities, pet-friendly features, places that make kids happy, proximity to transit, in addition to floorplans, availablity, and pricing. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!
Getting Around the Winter Park Neighborhood in Orlando, FL
Walk Score®
75 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
62 / 100
Bikeable
Some bike infrastructure
Transit Score®
26 / 100
Some Transit
A few nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 District On Baldwin Park listed at $1,110.
How much is rent for a Cheap One Bedroom Winter Park Apartment?
The lowest price for a Cheap One Bedroom Winter Park Apartment is $1,100 at Central Place At Winter 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 $1,291 at Affinity at Winter Park Apartments.
What is the most affordable Winter Park Three Bedroom Apartment?
The best deal on a cheap Winter Park Three Bedroom Apartment rental is at Venue At Winter Park and starts from $1,736.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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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Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.