Apartments for Rent in Winter Park, FL (592 Rentals) Page 9 of 12

How Many Bedrooms?Done
Price OptionsDone
Price Range
to
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
Carrington Park
Studio Apartments

Carrington Park

2320 Coawood CtMaitland, FL 32751
close
View Me
Visconti
1 to 4 Bedroom Apartments

Visconti

2000 Legacy Club DrMaitland, FL 32751
close
View Me
Hunter's Chase
1 Bedroom Apartments

Hunter's Chase

905-955 Northern Dancer WayCasselberry, FL 32707
close
View Me
Golfside Villas
1 to 2 Bedroom Apartments

Golfside Villas

1000 S Semoran BlvdWinter Park, FL 32792
close
View Me
Chateaux du Lac
2 Bedroom Apartments

Chateaux du Lac

1500 Gay RdWinter Park, FL 32789
close
View Me
THE CLOISTERS
Studio Apartments

THE CLOISTERS

200 S Interlachen AveWinter Park, FL 32789
close
View Me
THE CLOISTERS
Studio Apartments

THE CLOISTERS

100 S Interlachen AveWinter Park, FL 32789
close
View Me
1101 Minnesota Ave
1 Bedroom Apartments

1101 Minnesota Ave

1101 Minnesota AveWinter Park, FL 32789
close
View Me
1129 Minnesota Ave
3 Bedroom Apartments

1129 Minnesota Ave

1129 Minnesota AveWinter Park, FL 32789
close
View Me
1516 Minnesota Ave
2 Bedroom Apartments

1516 Minnesota Ave

1516 Minnesota AveWinter Park, FL 32789
close
View Me
875 Miles Ave
2 Bedroom Apartments

875 Miles Ave

875 Miles AveWinter Park, FL 32789
close
View Me
1546 Minnesota Ave
2 Bedroom Apartments

1546 Minnesota Ave

1546 Minnesota AveWinter Park, FL 32789
close
View Me
600 N Park Ave
1 Bedroom Apartments

600 N Park Ave

600 N Park AveWinter Park, FL 32789
close
View Me
542 Shoreview Ave
2 Bedroom Apartments

542 Shoreview Ave

542 Shoreview AveWinter Park, FL 32789
close
View Me
400 W Swoope Ave
2 Bedroom Apartments

400 W Swoope Ave

400 W Swoope AveWinter Park, FL 32789
close
View Me
940 Mead
Studio Apartments

940 Mead

940 MeadWinter Park, FL 32789
close
View Me
1858 Cornell Ave
Studio Apartments

1858 Cornell Ave

1858 Cornell AveWinter Park, FL 32789
close
View Me
The Landmark
Studio Apartments

The Landmark

140 E Morse BlvdWinter Park, FL 32789
close
View Me
Park West Condominiums
Studio Apartments

Park West Condominiums

200-300 Carolina AveWinter Park, FL 32789
  • Utilities Included
close
View Me
THE CLOISTERS
Studio Apartments

THE CLOISTERS

106 S Interlachen AveWinter Park, FL 32789
close
View Me
Penn Apartments
Studio Apartments

Penn Apartments

1147 S Pennsylvania AveWinter Park, FL 32789
close
View Me
141 E Swoope Ave
Studio Apartments

141 E Swoope Ave

141 E Swoope AveWinter Park, FL 32789
close
View Me
Villa Siena
Studio Apartments

Villa Siena

315 E New England AveWinter Park, FL 32789
Showing Results 401-450, Page 9 of 12

Frequently Asked Questions about Winter Park

What is the current pricing and availability for apartments for rent in Winter Park, FL?

As of today, September 18, 2026, there are currently 592 available Winter Park apartments priced from $529 to $6,500, with an average monthly rent of $2,033.

What Winter Park neighborhoods have the most available apartments?

There are 7 neighborhoods in the Winter Park area with available listings as of today. The three neighborhoods with the most options are I Drive Orlando with 1,134 listings, North Orlando with 817 listings, and East Orlando with 421 listings.

How much are Studio apartments in Winter Park?

There are currently 90 Studio Apartments in Winter Park with rent ranges from $900 to $2,790 with an average price of $1,573.

What is the current price range for One Bedroom Winter Park Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winter Park ranges from $529 to $3,798 with an average monthly rent of $1,769.

What does renting a Two Bedroom Apartment in Winter Park cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winter Park range from $645 to $4,405. Today's average rental price for Two Bedrooms here is $2,174.

How expensive are Winter Park Three Bedroom Apartments?

There are currently 109 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $750 to $6,500 - averaging $2,632 for the location.

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.

Helpful Local Expert Guides

decorative image for Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities article

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Written by: Darla Ferrara

When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

decorative image for The Soul of the City Beautiful: What Life in Orlando Is Really Like article

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

Written by: Darla Ferrara

When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

decorative image for Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers article

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

Written by: Darla Ferrara

When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

decorative image for Your Guide to the Perfect Orlando Neighborhood for Student Renters article

Your Guide to the Perfect Orlando Neighborhood for Student Renters

Written by: Darla Ferrara

There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

Articles, How-To's, and Tips

decorative image for How Commercial-to-Residential Property Conversions Help the Housing Crisis article

How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.