
Apartments for Rent in Winter Park, FL with Parking (540 Rentals) Page 3 of 11


5169 Lazy Oaks Dr

4800 Tangerine Ave

2507 Windward Way

295 Sandlewood Trail

307 Sandlewood Trail

612 Trinidad Ct

205 Lewfield Cir

7429 Daniel Webster Dr

609 Montego Bay Ct

1500 Gay Rd

4968 Tangerine Ave

2936 Antique Oaks Cir

1695 Lee Rd

2523 Alexa Ct

2911 Antique Oaks Cir

7722 Country Pl

3020 Antique Oaks Cir

7326 Swallow Run

1565 Michigan Ave

1555 Michigan Ave

3651 N Goldenrod Rd

3032 Antique Oaks Cir

1380 Indiana Ave

4818 Tangerine Ave

2948 Antique Oaks Cir

3075 Aaron Burr Ave

525 S Lakemont Ave

2326 Wellington Blvd

2206 Bonanza Ave

1500 Gay Rd

151 N Orlando Ave, Unit 101

2075 Jewell Ave

1891 Oglesby Ave

2500 Lee Rd

Lake Killarney Condominiums

Winter Park Villas

The Stratford at Winter Park Condominiums

The Mondrian Winter Park

Lazy Oaks

Lancelot At Winter Park

Penn Apartments

Parkview Village

940 Mead

600 N Park Ave

Waterfall Cove at Winter Park

519 Henkel Cor

1858 Cornell Ave

401-407 Saint Andrews Pl

Casa Disena Apartments
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 | $1,673 | $900 | $2,744 |
| Winter Park 1 Bedroom Apartments | $1,848 | $695 | $5,937 |
| Winter Park 2 Bedroom Apartments | $2,157 | $956 | $6,307 |
| Winter Park 3 Bedroom Apartments | $2,764 | $1,082 | $6,250 |
| Winter Park 4 Bedroom Apartments | $2,140 | $1,679 | $3,944 |
Browse Top Apartments in Winter Park
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Frequently Asked Questions about Winter Park Apartments with Parking
What is the Cheapest Parking apartment in Winter Park?
Currently the most affordable Apartment in Winter Park with Parking is at The Taylor at Winter Park listed at $880.
How much is the average rent for Winter Park Apartments with Parking?
The average rent for a Apartment in Winter Park with Parking is $2,194.
What is the largest Winter Park Apartment for rent with Parking?
Today's Apartment with Parking and the most square footage in Winter Park is a 3,513 square feet unit starting from $1,854 at Lake House.
What is the average size for Winter Park Apartments for rent with Parking?
The average size for a rental with Parking in Winter Park is currently at 701 sq ft.
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

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.