
Apartments for Rent in Winter Park, FL (569 Rentals) Page 3 of 12


5139 Oak Hill Dr

5523 Cretan Way

925 Mead Ave

3036 Patel Dr

1671 Dale Ave

2648 Galliano Cir

503 Kilshore Ln

2700 Tortoise Cv

3449 Allston Ln

7800 Fernbrook Way

1508 Florentino Ln

7490 Aloma Pines Ct

2242 King Johns Ct

1340 Paradise Ln

7542 Cranes Creek Ct

747 Maryland Ave

517 London Rd

2887 Clever Ln

1947 Summerfield Rd

3465 Balsam Dr

2530 Passamonte Dr

1951 Canny Cv

1404 Clay St

4190 Bear Gully Rd

540 W Comstock Ave

1415 Harmon Ave

1351 Merrydale Wy

640 N Park Ave

438 Lakeview Ave

853 W Lyman Ave

1843 Shadyhill Terrace

7864 Broken Arrow Trail

2806 Summerfield Rd

2335 Coldstream Dr

1542 Sugarwood Cir

1667 Mizell Ave

1625 Tioga Trail

2344 Woodcrest Dr

1119 S Pennsylvania Ave

782 S Pennsylvania Ave

2019 Soaring Oak Wy

784 S Pennsylvania Ave

1814 Barker Dr

1041 Tuscany Pl

625 Trinidad Ct, Unit 625

3463 Arnel Dr

7454 Wynnewood Square

2075 Jewell Ave

2500 Lee Rd, Unit 244
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.