Cheap Apartments for Rent in the Winter Park Neighborhood of Orlando, FL from $400 (50 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Winter Park area of Orlando.

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On Baldwin Pond
2 Bedroom Apartments

On Baldwin Pond

829 Lowell BlvdOrlando, FL 32803
  • Utilities Included
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1219 Oregon St
Studio Apartments

1219 Oregon St

1219 Oregon StOrlando, FL 32803
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The Juliette
1 Bedroom Apartments

The Juliette

1225 Moselle AveOrlando, FL 32807
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Bellancia
1 to 3 Bedroom Apartments

Bellancia

7325 Goldenpointe BlvdOrlando, FL 32807
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Tuscany at Aloma
1 to 3 Bedroom Apartments

Tuscany at Aloma

6999 Aloma AveWinter Park, FL 32792
Senior Living
  • Utilities Included
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El Cortez Apartments
1 to 2 Bedroom Apartments

El Cortez Apartments

210 E Morse BlvdWinter Park, FL 32789
  • Utilities Included
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Goldenrod Pointe
1 to 4 Bedroom Apartments

Goldenrod Pointe

5560 Solidago DrWinter Park, FL 32792
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Winter Park Oaks
1 to 3 Bedroom Apartments

Winter Park Oaks

325 Balfour DrWinter Park, FL 32792
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Sun Bay Apartments
1 to 2 Bedroom Apartments

Sun Bay Apartments

7001 Aloma AveWinter Park, FL 32792
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Alvista Winter Park
1 to 2 Bedroom Apartments

Alvista Winter Park

3935 Sutton Place BlvdWinter Park, FL 32792
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Indigo Winter Park
1 to 2 Bedroom Apartments

Indigo Winter Park

220 S Semoran BlvdWinter Park, FL 32792
Corporate Housing
  • Utilities Included
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Azure Winter Park
Studio to 3 Bedroom Apartments

Azure Winter Park

3650 Summer Wind DrWinter Park, FL 32792
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The Fisher
1 to 2 Bedroom Apartments

The Fisher

2001 Glenridge WayWinter Park, FL 32792
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Showing Results 1-50, Page 1 of 1

Winter Park, Orlando, FL Local Guide

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 ListingModel NameBed/BathPriced From
Winter Park WoodsA1-Studio, 1 BathroomStudio,1BA$999
Atlas at Winter ParkPalm1BR,1BA$1,177
The Taylor at Winter ParkA3R1BR,1BA$1,192
Sovereignty at Winter Park ApartmentsA21BR,1BA$1,195
Central Place At Winter ParkA11BR,1BA$1,205
SeabrookPlan A11BR,1BA$1,211
Venue At Winter ParkSable P1BR,1BA$1,219
Village Park SeniorOne Bedroom One Bath1BR,1BA$1,236
Adele PlaceThe Royal1BR,1BA$1,257
Park East - Park Knowles Apartments0 Bedroom, 1 BathroomStudio,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 ListingModel NameBed/BathPrice Per Sq.Ft.
Oasis ClubThe Palms3BR,2BA$1.50
Bellancia2 Bed | 2 Bath2BR,2BA$1.42
Golden Oaks3x2-603BR,2BA$1.31
Azure Winter ParkPark2BR,2BA$1.52
The Vista at Winter ParkTown House Renovated2BR,2.5BA$1.67
ARIUM Winter ParkCastle2BR,1BA$1.84
Whisper Lake ApartmentsCrescent1BR,1BA$1.73
Sovereignty at Winter Park ApartmentsA21BR,1BA$1.59
Summerlin at Winter Park ApartmentsAqua1BR,1BA$1.77
Winter Park WoodsA1-Studio, 1 BathroomStudio ,1BA$1.67

Quick Rent Budget Calculator

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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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Pet Friendly Lifestyle
Winter Park, Orlando, FL

Ranked #54

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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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.

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.