Cheap Apartments for Rent in Winter Park, FL from $400 (191 Rentals)

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

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Solis at Winter Park
Rent Specials
$1,070 - $1,672
Total Monthly Price

Total Monthly Price

Base Rent
$1,070 - $1,672
Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Now

Solis at Winter Park

7502 Sun Key BlvdWinter Park, FL 32792
Student Housing
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  • Customer Reviewed
  • 3D Tour

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

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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Atlas at Winter Park
$1,374 - $2,146
Total Monthly Price

Total Monthly Price

Base Rent
$1,374 - $2,146
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Atlas at Winter Park

3733 N Goldenrod RdWinter Park, FL 32792
Family Friendly
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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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property at 700 Melrose Ave

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650
Total Monthly Price
$1,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

700 Melrose Ave

Winter ParkFL32789
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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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Winter Park Oaks
1 to 3 Bedroom Apartments

Winter Park Oaks

325 Balfour DrWinter Park, FL 32792
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Calvary Tower
1 Bedroom Apartments

Calvary Tower

1099 Clay StWinter Park, FL 32789
Senior Living

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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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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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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Sapphire Winter Park
1 to 3 Bedroom Apartments

Sapphire Winter Park

1743 Semoran North CirWinter Park, FL 32792
Corporate Housing
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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

The Soul of the City Beautiful: What Life in Orlando Is Really Like

Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

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Winter Park, FL Local Guide

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Staff Writer
Local Guide Expert

Cheapest Neighborhoods for Apartments in Winter Park, FL

Pricing Updated: 05/22/2026

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$2,351$910179

Cheapest Available Winter Park Apartments for Rent

 

The cheapest available apartment rental in Winter Park, FL is a 1 Bed unit found at Primrose Orlando in the Downtown Orlando neighborhood priced from $1,000. Kingswood Apartments in the Courtland Street neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,050. Here is today’s list of the most affordable Winter Park apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Primrose OrlandoUpgraded Unit1BR,1BA$1,000
Kingswood Apartments1/11BR,1BA$1,050
Solis at Winter ParkA11BR,1BA$1,056
Sumerset Apartments1 Bed, 1 bath1BR,1BA$1,074
Carlton Arms of Winter ParkStudio DownstairsStudio,1BA$1,080
Winter Park Woods ApartmentsA1-Studio, 1 Bathroom1BR,1BA$1,093
Azure Winter ParkCorrineStudio,1BA$1,099
Regency Oaks ApartmentsStudioStudio,2BA$1,123
Birchwood LandingBirchwood A1BR,1BA$1,139
Garden Park Senior LivingOne Bedroom One Bath (b)1BR,1BA$1,139

Best Value Apartments for Rent in Winter Park, FL

As of May 22, 2026 the best value apartment in the Winter Park area is the $1.43 price per square foot Four Bedroom Model at Lake Weston Point Apartments in the in the Courtland Street neighborhood starting from $1,844. The second greatest value Winter Park apartment is the Floorplan 2 Model at Azalea Gardens starting at $1,750 with a $1.46 price per square foot in the North Orange 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.
Lake Weston Point ApartmentsFour Bedroom4BR,2BA$1.43
Azalea GardensFloorplan 22BR,2BA$1.46
Sorrento2B 1.5B TOWN2BR,1.5BA$1.31
The Ivy at GatehouseThe Palms3BR,2BA$1.50
Goldenrod PointeTwo Bedroom One Bath2BR,1BA$1.69
Garden Park Senior LivingOrchid1BR,1BA$1.65
Eastbrook ApartmentsOne Bed One Bath1BR,1BA$1.56
Sapphire Winter ParkEmerald1BR,1BA$1.53
Sumerset Apartments1 Bed, 1 bath1BR,1BA$1.38
The Grand Reserve at Maitland ParkThe Grand A1BR,1BA$1.64

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

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Your Guide to the Perfect Orlando Neighborhood for Student Renters

Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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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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 Carlton Arms of Winter Park listed at $1,080.

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

The lowest price for a Cheap One Bedroom Winter Park Apartment is $1,000 at Primrose Orlando.

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 $1,200 at Sumerset 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 Sumerset Apartments and starts from $1,300.

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.

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