Cheap Apartments for Rent in Winter Park, FL from $400 (187 Rentals)

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

property at 5312 Poinsetta Ave

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000
Total Monthly Price
$1,000

1 Bedroom, 1 Bath Home for Rent

Available Oct 1

5312 Poinsetta Ave, Unit 2

5312 Poinsetta Ave
Winter ParkFL32792

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Atlas at Winter Park
$1,384 - $1,993
Total Monthly Price

Total Monthly Price

Base Rent
$1,384 - $1,993
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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Tuscany at Aloma
1 to 3 Bedroom Apartments

Tuscany at Aloma

6999 Aloma AveWinter Park, FL 32792
Senior Living
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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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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

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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Serena Winter Park
1 to 2 Bedroom Apartments

Serena Winter Park

2890 Red Lion SqWinter 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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Sorrento
Studio to 3 Bedroom Apartments

Sorrento

2400 Howell Branch RdWinter 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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Indigo Winter Park
1 to 2 Bedroom Apartments

Indigo Winter Park

220 S Semoran BlvdWinter Park, FL 32792
Corporate Housing
  • Utilities Included

Top Neighborhoods Near Orlando Major Employers

Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

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Eastbrook Apartments
1 to 2 Bedroom Apartments

Eastbrook Apartments

2610-2617 Eastbrook BlvdWinter Park, FL 32792
Corporate Housing
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Park Apartments
1 to 3 Bedroom Apartments

Park Apartments

7528 Park Promenade DrWinter Park, FL 32792
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Goldenrod Pointe
1 to 4 Bedroom Apartments

Goldenrod Pointe

5560 Solidago DrWinter Park, FL 32792

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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Winter Park, FL Local Guide

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Cheapest Neighborhoods for Apartments in Winter Park, FL

Pricing Updated: 08/21/2026

Current apartment rentals in the Winter Park, FL area range in price from $995 to $4,840 with an overall median price of $1,758. Here is today’s list neighborhoods with the lowest median pricing for Winter Park Apartments for rent:

NeighborhoodMedian PriceMin PriceAvailable Units
Lake Howell$1,758$995145

Cheapest Available Winter Park Apartments for Rent

 

The cheapest available apartment rental in Winter Park, FL is a 1 Bed unit found at Soraya in the Outer East neighborhood priced from $999. Primrose Orlando in the Downtown Orlando neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,000. Here is today’s list of the most affordable Winter Park apartments for rent:

Apartment ListingModel NameBed/BathPriced From
SorayaAries1BR,1BA$999
Primrose OrlandoUpgraded Unit1BR,1BA$1,000
District On Baldwin ParkExecutive StudioStudio,1BA$1,000
Kingswood Apartments1/11BR,1BA$1,050
Sumerset Apartments1 Bed, 1 bath1BR,1BA$1,074
Golden Oaks2x2-602BR,2BA$1,095
Winter Park Woods ApartmentsA1-Studio, 1 Bathroom1BR,1BA$1,107
Regency Oaks ApartmentsStudioStudio,2BA$1,123
Serena Winter ParkFalcon1BR,1BA$1,149
Ekos at Lake ShadowA1 60 & 701BR,1BA$1,176

Best Value Apartments for Rent in Winter Park, FL

As of August 21, 2026 the best value apartment in the Winter Park area is the $1.46 price per square foot Floorplan 2 Model at Azalea Gardens in the in the North Orange neighborhood starting from $1,750. The second greatest value Winter Park apartment is the Daisy (Two Bedroom w/Den) Model at Garden Park Senior Living starting at $1,549 with a $1.31 price per square foot in the Orienta Gardens 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.
Azalea GardensFloorplan 22BR,2BA$1.46
Garden Park Senior LivingDaisy (Two Bedroom w/Den)2BR,2BA$1.31
Forest Edge2BR - 22BR,2BA$1.42
Azure Winter ParkPark2BR,2BA$1.27
Golfside Villas2 Beds, 2 Baths2BR,2BA$1.32
San Jose Apartments2x1 10332BR,1BA$1.17
Summerlin at Winter Park ApartmentsGardenia2BR,2BA$1.48
2075 Howell Branch Road #1012075 Howell Branch Road #101 - 12BR,1BA$1.43
Golden Oaks2x2-602BR,2BA$1.28
Sumerset Apartments1 Bed, 1 bath1BR,1BA$1.38

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

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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 District On Baldwin Park listed at $1,000.

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

The lowest price for a Cheap One Bedroom Winter Park Apartment is $999 at Soraya.

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 $1,095 at Golden Oaks.

What is the most affordable Winter Park Three Bedroom Apartment?

The best deal on a cheap Winter Park Three Bedroom Apartment rental is at Golden Oaks and starts from $1,170.

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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