Apartments for Rent in Winter Park, FL (592 Rentals) Page 10 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
519 Henkel Cor
Studio Apartments

519 Henkel Cor

519 Henkel CorWinter Park, FL 32789
close
View Me
Parkview Village
1 to 2 Bedroom Apartments

Parkview Village

350 S Semoran BlvdWinter Park, FL 32792
close
View Me
Gem Lake Apartments
1 to 3 Bedroom Apartments

Gem Lake Apartments

201 Monroe AveMaitland, FL 32751
  • Utilities Included
close
View Me
Maitland Shores
1 to 3 Bedroom Apartments

Maitland Shores

308 Lake AveMaitland, FL 32751
  • Utilities Included
close
View Me
143 S College Ave
2 Bedroom Apartments

143 S College Ave

143 S College AveEatonville, FL 32751
close
View Me
114 Eaton St
2 to 3 Bedroom Apartments

114 Eaton St

114 Eaton StEatonville, FL 32751
close
View Me
386 Lime St
3 Bedroom Apartments

386 Lime St

386 Lime StEatonville, FL 32751
close
View Me
118 Eaton St
1 to 2 Bedroom Apartments

118 Eaton St

118 Eaton StEatonville, FL 32751
close
View Me
Coach Light
Studio Apartments

Coach Light

605 Fellowship DrFern Park, FL 32730
close
View Me
Ashwood Condos
1 Bedroom Apartments

Ashwood Condos

1000 Lake Of The Woods BlvdFern Park, FL 32730
close
View Me
1114 Bocana Dr
Studio Apartments

1114 Bocana Dr

1114 Bocana DrCasselberry, FL 32707
close
View Me
Lake Howell Arms
Studio Apartments

Lake Howell Arms

100-632 Georgetown DrCasselberry, FL 32707
close
View Me
Smith Street Condo
2 Bedroom Apartments

Smith Street Condo

113 E Smith StOrlando, FL 32804
  • Utilities Included
close
View Me
1 N Hampton Ave
1 Bedroom Apartments

1 N Hampton Ave

1 N Hampton AveOrlando, FL 32803
close
View Me
The Colonies
2 Bedroom Apartments

The Colonies

3065 George Mason AveOrlando, FL 32792
close
View Me
17 W Hazel St
1 Bedroom Apartments

17 W Hazel St

17 W Hazel StOrlando, FL 32804
close
View Me
935 Amber Rd
1 to 3 Bedroom Apartments

935 Amber Rd

935 Amber RdOrlando, FL 32807
close
View Me
1720 Salem Dr
Studio to 3 Bedroom Apartments

1720 Salem Dr

1720 Salem DrOrlando, FL 32807
close
View Me
1212 Jamajo Blvd
5 Bedroom Apartments

1212 Jamajo Blvd

1212 Jamajo BlvdOrlando, FL 32803
close
View Me
Amelia Oaks
2 Bedroom Apartments

Amelia Oaks

611 E Amelia StOrlando, FL 32803
close
View Me
112 N Mills Ave
1 to 2 Bedroom Apartments

112 N Mills Ave

112 N Mills AveOrlando, FL 32801
close
View Me
505 Christor Pl
Studio Apartments

505 Christor Pl

505 Christor PlOrlando, FL 32803
close
View Me
609 N Eola Dr
2 Bedroom Apartments

609 N Eola Dr

609 N Eola DrOrlando, FL 32803
Showing Results 451-500, Page 10 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.