
Cheap Apartments for Rent in the Winter Park Neighborhood of Orlando, FL from $400 (50 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winter Park area of Orlando.


Shoreview at Baldwin Park

Adele Place

The Avenues of Baldwin Park

Hillcrest Hampton House

5312 Old Cheney Hwy, Unit Apt D

Oasis Club

Audubon Park

The Baldwin

1483 Lake Baldwin Ln

Golden Oaks

The Taylor at Winter Park

Carlton Arms of Winter Park

Winter Park Woods

Sovereignty at Winter Park Apartments

Atlas at Winter Park

Central Place At Winter Park

Seabrook

Venue At Winter Park

Village Park Senior

Cranes Landing Apartments

ARIUM Winter Park

Solis at Winter Park

Summerlin at Winter Park Apartments

La Aloma

The Vista at Winter Park

Vintage Winter Park Apartments

Oak Reserve at Winter Park

POSTE Winter Park

Calibre Bend Apartments

Hannibal Square

The Lofts of Winter Park Village

Park East - Park Knowles Apartments
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 | $1,576 | $991 | $2,175 |
| Winter Park 1 Bedroom Apartments | $1,796 | $1,139 | $2,995 |
| Winter Park 2 Bedroom Apartments | $2,209 | $976 | $5,859 |
| Winter Park 3 Bedroom Apartments | $2,755 | $1,099 | $4,846 |
Browse Apartments in this Neighborhood
There are currently 50 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 Studio unit found at Winter Park Woods priced from $999. Atlas at Winter Park has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,177. Here are the most affordable Winter Park apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Winter Park Woods | A1-Studio, 1 Bathroom | Studio,1BA | $999 |
| Atlas at Winter Park | Palm | 1BR,1BA | $1,177 |
| The Taylor at Winter Park | A3R | 1BR,1BA | $1,192 |
| Sovereignty at Winter Park Apartments | A2 | 1BR,1BA | $1,195 |
| Central Place At Winter Park | A1 | 1BR,1BA | $1,205 |
| Seabrook | Plan A1 | 1BR,1BA | $1,211 |
| Venue At Winter Park | Sable P | 1BR,1BA | $1,219 |
| Village Park Senior | One Bedroom One Bath | 1BR,1BA | $1,236 |
| Adele Place | The Royal | 1BR,1BA | $1,257 |
| Park East - Park Knowles Apartments | 0 Bedroom, 1 Bathroom | Studio,1BA | $1,280 |
Best Value Apartments for Rent in Winter Park, FL
As of November 14, 2025 the best value apartment in the Winter Park area is the $1.50 price per square foot The Palms Model at Oasis Club in the in the The Enclave at Lake Jean neighborhood starting from $1,645. The second greatest value Winter Park apartment is the 2 Bed | 2 Bath Model at Bellancia starting at $1,566 with a $1.42 price per square foot in the Eastmar Commons 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. |
|---|---|---|---|
| Oasis Club | The Palms | 3BR,2BA | $1.50 |
| Bellancia | 2 Bed | 2 Bath | 2BR,2BA | $1.42 |
| Golden Oaks | 3x2-60 | 3BR,2BA | $1.31 |
| Azure Winter Park | Park | 2BR,2BA | $1.52 |
| The Vista at Winter Park | Town House Renovated | 2BR,2.5BA | $1.67 |
| ARIUM Winter Park | Castle | 2BR,1BA | $1.84 |
| Whisper Lake Apartments | Crescent | 1BR,1BA | $1.73 |
| Sovereignty at Winter Park Apartments | A2 | 1BR,1BA | $1.59 |
| Summerlin at Winter Park Apartments | Aqua | 1BR,1BA | $1.77 |
| Winter Park Woods | A1-Studio, 1 Bathroom | Studio ,1BA | $1.67 |
Quick Rent Budget Calculator
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Pet Friendly LifestyleWinter Park, Orlando, FL
Ranked #54
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet 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 a cheap apartment in Winter Park?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winter Park is under $1,280.
What is the price of a cheap apartment in Winter Park?
The cheapest apartment in Winter Park is Atlas at Winter Park which is listed at $1,115, while the average apartment in Winter Park costs $2,486.
What types of apartments are the cheapest in Winter Park?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 135 regular apartments in Winter Park that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Winter Park?
Cheap apartments in Winter Park have an average cost of $449 which is $2,037 cheaper than the average rent for all rentals in Winter Park.
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.

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
















