Cheap Apartments for Rent in Winter Park, FL from $400 (82 Rentals)

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Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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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
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Calvary Tower
1 Bedroom Apartments

Calvary Tower

1099 Clay StWinter Park, FL 32789
Senior Living
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Goldenrod Pointe
1 to 4 Bedroom Apartments

Goldenrod Pointe

5560 Solidago DrWinter Park, FL 32792
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Branchwood Apartments
Studio to 2 Bedroom Apartments

Branchwood Apartments

7785 Branchwood LnWinter Park, FL 32792
  • Utilities Included

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Winter Park Oaks
1 to 3 Bedroom Apartments

Winter Park Oaks

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

Sun Bay Apartments

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

Serena Winter Park

2890 Red Lion SqWinter 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

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

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Winter Park, FL Local Guide

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Local Guide Expert

Cheapest Neighborhoods for Apartments in Winter Park, FL

Pricing Updated: 12/03/2025

Current apartment rentals in the Winter Park, FL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Winter Park Apartments for rent:

NeighborhoodMedian PriceMin PriceAvailable Units
Lake Howell$3,039$75081

Cheapest Available Winter Park Apartments for Rent

 

The cheapest available apartment rental in Winter Park, FL is a 1 Bed unit found at San Jose Apartments in the Outer East neighborhood priced from $903. The Taylor at Winter Park in the Lakeview neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $991. Here is today’s list of the most affordable Winter Park apartments for rent:

Apartment ListingModel NameBed/BathPriced From
San Jose Apartments1x1 8631BR,1BA$903
The Taylor at Winter ParkS1RStudio,1BA$991
Winter Park WoodsA1-Studio, 1 BathroomStudio,1BA$999
Regency Oaks ApartmentsStudioStudio,2BA$1,112
Birchwood LandingBirchwood A1BR,1BA$1,119
SorrentoSmall EfficiencyStudio,1BA$1,135
Spring Tree VillageStudioStudio,1BA$1,149
Sumerset Apartments2 Beds, 2 baths2BR,2BA$1,174
Garden Park Senior LivingOne Bedroom One Bath (b)1BR,1BA$1,177

Best Value Apartments for Rent in Winter Park, FL

As of December 03, 2025 the best value apartment in the Winter Park area is the $1.34 price per square foot Quartz Model at Sapphire Winter Park in the in the Outer East neighborhood starting from $1,799. The second greatest value Winter Park apartment is the The Palms Model at Oasis Club starting at $1,645 with a $1.50 price per square foot in the The Enclave at Lake Jean 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.
Sapphire Winter ParkQuartz3BR,2BA$1.34
Oasis ClubThe Palms3BR,2BA$1.50
Sumerset Apartments3 Beds, 2 baths3BR,2BA$1.28
SeabrookPlan B2B2BR,2BA$1.44
San Jose Apartments2x1 10332BR,1BA$1.05
Lake Weston Point ApartmentsTwo Bedroom2BR,2BA$1.38
The Grand Reserve at Maitland ParkThe Grand A (3rd Floor)1BR,1BA$1.49
Eastbrook ApartmentsOne Bed One Bath1BR,1BA$1.56
Sovereignty at Winter Park ApartmentsA21BR,1BA$1.59
Whisper Lake ApartmentsCrescent1BR,1BA$1.60

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

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Winter Park Overview

Winter Park, Florida offers something for everyone. This suburban city of over 29,000 people provides historical, cultural, and recreational opportunities. Well-known for its museums, art galleries, and parks, the town is home to Rollins College. Outdoor enthusiasts can enjoy water activities at nearby lakes, or explore local hiking and biking trails. With plenty of options for apartments in Winter Park, find a new home here is easy.

Why live in Winter Park, FL?

If you're unsure about relocating to Winter Park apartments, consider all it has to offer. Its convenient location just northeast of Orlando allows you to reap the benefits of living near a sizeable city while enjoying the amenities of a smaller community. Winter Park apartments provide an impressive selection of housing options. This suburban hamlet offers upscale shopping and dining. A local chain of lakes provides ample opportunities for fishing, swimming, and boating. Rollins College and other post-secondary institutions offer educational opportunities in everything from liberal arts to fine arts. Cultural events and a thriving community center bring residents together.

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Park, FL Rentals by Map

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See the most popular apartments and homes in Winter Park, FL

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Getting Around Winter Park, FL

Walk Score®

71 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

57 / 100

Bikeable

Some bike infrastructure

Transit Score®

22 / 100

Minimal Transit

It may be possible to get on a bus

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 The Taylor at Winter Park listed at $991.

How much is rent for a Cheap One Bedroom Winter Park Apartment?

The lowest price for a Cheap One Bedroom Winter Park Apartment is $903 at San Jose Apartments.

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 $1,089 at San Jose 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 San Jose Apartments and starts from $1,261.

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

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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.