
Apartments for Rent in Winter Park, FL (569 Rentals) Page 5 of 12


Primrose Orlando

Spring Tree Village

Total Monthly Price
Sumerset Apartments

Kingswood Apartments

320 Lakeview St, Unit 222

643 Woodward St

Total Monthly Price
4808 Davisson Ave, Unit 4808 Davisson Ave

Total Monthly Price
5547 Kingswood Dr

860 North Orange Avenue, Unit Studio

Total Monthly Price
29 N Lawsona Blvd, Unit lawsona

860 N Orange Ave, Unit 344

2426 Branch Way, Unit 200

1125 Lake Shadow Cir, Unit Visconti Maitland FL

1140 S Orlando Ave, Unit Exeter E2

1408 Lake Shadow Cir, Unit 1105

1511 E Horatio Ave

281 Shell Pt E

1157 Calle del Norte, Unit 1157

860 N Orange Ave, Unit 268

860 N Orange Ave, Unit 860 N Orange Ave 464

612 Stetson St

2912 Plaza Terrace Dr

1760 Pembrook Dr

Furnished Studio-Orlando - Maitland - Summit Tower Blvd

1776 Pembrook Dr

Total Monthly Price
1629 N Goldenrod Rd, Unit SI ID1094202P

110 Zora Pl, Unit 7-217

110 Zora Pl, Unit 3-206

110 Zora Pl, Unit 7-317

110 Zora Pl, Unit 5-312

110 Zora Pl, Unit 4-202

110 Zora Pl, Unit 1-318

110 Zora Pl, Unit 6-209

110 Zora Pl, Unit 3-304

110 Zora Pl, Unit 7-215

110 Zora Pl, Unit 5-205

Total Monthly Price
1422 Dauphin Ln, Unit SI ID1094223P

1224 Moselle Ave, Unit 2

Total Monthly Price
1610 N Goldenrod Rd, Unit SI ID1094191P

Total Monthly Price
102 W King St, Unit SI ID1029870P

16 N Primrose Dr, Unit 2

5530 Old Cheney Hwy, Unit Apartment 3

3016 Legacy Villas Dr

31 Bel Air St

2525 Kiowa Trail

1618 Legacy Park Dr

2354 Markingham Rd

312 Orange St

523 Oak Ave
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
Explore Winter Park
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.