
Apartments for Rent in Winter Park, FL (569 Rentals) Page 6 of 12


2161 Fennell St

120 Waverly Dr

450 Iris Rd

1930 Shoshonee Trail

2500 Carver Ave

912 Neuse Ave

611 Hewett Dr

12 Herring Ct

470 Sunnyview Cir

5730 Oleander Dr

2422 Branch Way

421 E Kennedy Blvd

1000 Lake of the Woods Blvd

202 Esplanade Way

2146 Shaw Ln

806 E Livingston St

807 N Thornton Ave

820 Altaloma Ave

1412 Dauphin Ln

1812 N Westmoreland Dr

5236 Davisson Ave

2510 Boyd Ave

2710 Amherst Ave

1711 Asher Ln

2517 Caper Ln

1275 Lake Shadow Cir

1375 Lake Shadow Cir

1507 Legacy Club Dr

1225 Lake Shadow Cir

1608 Legacy Park Dr

1325 Lake Shadow Cir

1140 Lake Maitland Ter

1140 S Orlando Ave

1150 Lake Shadow Cir

190 Ventris Ave W

250 Cedarwood Dr

932 Robinhood Ct

1175 Lake Shadow Cir

520 Seneca Trail

2430 Deloraine Trail

301 Clark St

310 Clark St

16 Eaton St

644 Kenwick Cir

1160 Calle Del Norte

636 Kenwick Cir

660 Jasmine Rd

1141 Exceller Ct

435 Meadowood Blvd
Winter Park, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,657 | $900 | $3,531 |
| Winter Park 1 Bedroom Apartments | $1,833 | $250 | $4,155 |
| Winter Park 2 Bedroom Apartments | $2,216 | $956 | $5,209 |
| Winter Park 3 Bedroom Apartments | $2,838 | $1,082 | $6,500 |
| Winter Park 4 Bedroom Apartments | $2,180 | $1,844 | $3,756 |
Browse Top Apartments in Winter Park
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Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 90 Studio Apartments in Winter Park with rent ranges from $900 to $3,531 with an average price of $1,657.
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 $250 to $4,155 with an average monthly rent of $1,833.
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 $956 to $5,209. Today's average rental price for Two Bedrooms here is $2,216.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 104 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,082 to $6,500 - averaging $2,838 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

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

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.

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.

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.
Articles, How-To's, and Tips

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.