
Homes for Rent in Winter Park, FL Under $5,200 (238 Rentals) Page 3 of 5


3400 Golfview Blvd

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1610 N Goldenrod Rd, Unit SI ID1094191P

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1629 N Goldenrod Rd, Unit SI ID1094202P

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1422 Dauphin Ln, Unit SI ID1094223P

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1711 Asher Ln, Unit SI ID1094225P

2165 Ridgewood St

2697 Queen Mary Pl

2316 E Concord St

2600 Kilgore St

1511 E Horatio Ave

1146 Western Way

102 Lago Vista Blvd

10 W Evans St

29 W Preston St

2354 Markingham Rd

1406 E Ridgewood St

1337 Cumbie St

2102 Montana St

8071 Rhea Cir

3219 Oberlin Ave

2525 Kiowa Trail

6 Carriage Hill Cir

1930 Shoshonee Trail

2161 Fennell St

5424 Kingswood Dr

5023 Old Cheney Hwy

814 Malone Dr

1345 W Smith St

612 Stetson St

1219 Lake Highland Dr

520 Seneca Trail

4177 N Orange Blossom Trl

225 W King St

1232 Sasoon Ave

16 Eaton St

31 Bel Air St

310 Clark St

2305 Edgewater Dr

243 W Lake Faith Dr

7480 Azalea Cove Cir

1776 Pembrook Dr

5730 Oleander Dr

120 Waverly Dr

1600 Roosevelt Ave

611 Hewett Dr

1166 Carmel Cir

1412 Dauphin Ln, Unit 1

1423 Asher Ln

110 Zora Pl, Unit 4-202
Winter Park, FL Local Guide

How much does it cost to rent a home in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park 2 Bedroom Homes for Rent | $1,766 | $1,250 | $3,200 |
| Winter Park 3 Bedroom Homes for Rent | $2,850 | $1,495 | $10,000+ |
| Winter Park 4 Bedroom Homes for Rent | $4,643 | $1,950 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $7,805 | $2,495 | $10,000+ |
Browse Top Homes for Rent in Winter Park
Explore Winter Park
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 307 Apartments for Rent in Winter Park, FL with pricing that ranges from $250 to $6,500. There are also 245 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $795 to $20,000.
What is the current price range for Rental Homes in Winter Park?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park ranges from $795 to $20,000 with an average monthly rent of $3,335.
How much are larger Three and Four Bedroom Rentals in Winter Park?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Park range from $1,082 to $6,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,495 to $14,000. Four Bedroom Single-Family rentals are also available starting from $1,950 and Four Bedroom Apartments start at $1,844.
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.