
Apartments for Rent in the Winter Park Neighborhood of Orlando, FL (231 Rentals) Page 3 of 5


7302 Swallow Run

652 St Johns Ct

2711 Aloma Ave

955 Aragon Ave

508 Dunblane Dr

1667 Mizell Ave

2366 Coldstream Dr

660 Osceola Ave

648 Fitzwalter Dr

2234 Howard Dr

2730 Prince John Rd

2252 Howard Dr

2817 Bower Rd

2404 Gallery View Dr

727 Halifax Ave

513 Balfour Dr

1261 Richmond Rd

2942 Antique Oaks Cir

3043 Antique Oaks Cir

640 N Park Ave

540 W Comstock Ave

700 Melrose Ave

731 W Comstock Ave

301 S Capen Ave

2530 Passamonte Dr

123 Main St

937 Aragon Ave

2479 Passamonte Dr

830 Carver St

151 N Orlando Ave

1000 S Semoran Blvd

3374 Cedar Springs Pl

3045 Aaron Burr Ave

7340 Swallow Run

3004 George Mason Ave

3035 George Mason Ave

3220 Oak Lawn Pl

3372 Riverview Way

7039 Pecan Ct

4920 Tangerine Ave

3651 N Goldenrod Rd

4968 Tangerine Ave

7542 Cranes Creek Ct

4959 Tangerine Ave

3086 Bluebrook Dr

7526 University Garden Dr

7480 Azalea Cove Cir

Waterbridge Subdivision

Winter Park Villas
Winter Park, Orlando, 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 | $1,754 | $1,000 | $2,790 |
| Winter Park 1 Bedroom Apartments | $1,796 | $740 | $3,021 |
| Winter Park 2 Bedroom Apartments | $2,269 | $1,141 | $5,755 |
| Winter Park 3 Bedroom Apartments | $2,993 | $1,307 | $6,955 |
How much does it cost to rent a home in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $1,836 | $1,250 | $3,000 |
| 3 Bedroom Homes | $3,018 | $1,645 | $9,500 |
| 4 Bedroom Homes | $4,447 | $2,295 | $8,295 |
| 5 Bedroom Homes | $5,637 | $2,675 | $8,600 |
Browse Apartments in this Neighborhood
There are currently 231 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Frequently Asked Questions about Winter Park
What is the current pricing and availability for apartments for rent in the Winter Park area of Orlando, FL?
As of today, July 31, 2026, there are currently 231 available Winter Park apartments priced from $740 to $6,955, with an average monthly rent of $2,150.
How much are Studio apartments in Winter Park?
There are currently 38 Studio Apartments in Winter Park with rent ranges from $1,000 to $2,790 with an average price of $1,754.
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 $740 to $3,021 with an average monthly rent of $1,796.
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 $1,141 to $5,755. Today's average rental price for Two Bedrooms here is $2,269.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 48 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,307 to $6,955 - averaging $2,993 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

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.

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.

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.

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

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.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.