
Apartments for Rent in Winter Park, FL with Parking (540 Rentals) Page 6 of 11


Total Monthly Price
Vida at Health Village

Total Monthly Price
Aurora on the Trail

Lake House

Adele Place

Enders Place at Baldwin Park

Hillcrest Hampton House

The Ivy at Gatehouse

Avenues of Baldwin Park

District On Baldwin Park

Lake Ivanhoe Shores Apartments

Total Monthly Price
Garden Park Senior Living

Primrose Orlando

Total Monthly Price
Audubon Park

Azalea Gardens

Total Monthly Price
The Gallery at Mills Park

Spring Tree Village

Total Monthly Price
Sumerset Apartments

Kingswood Apartments

Total Monthly Price
644 E Harwood St, Unit 644

Total Monthly Price
2815 E Washington St, Unit 2815

Total Monthly Price
17 W Winter Park St, Unit #17

Total Monthly Price
29 N Lawsona Blvd, Unit lawsona

1140 S Orlando Ave, Unit Exeter E2

2520 Caper Ln, Unit 102

2982 Embassy Ct

648 Kenwick Cir, Unit 102

1224 Alexandra Ct

612 Stetson St

860 N Orange Ave, Unit 860 N Orange Ave UNIT 464

860 N Orange Ave, Unit 268

940 W Fairbanks Ave

237 Emory Plz

2007 E Jefferson Street

912 La Salle Ave

860 N Orange Ave, Unit 130

911 N Orange Ave, Unit 513 Uptown Place

320 Lakeview St, Unit 214

1008 Maltby Ave

1760 Pembrook Dr

Furnished Studio-Orlando - Maitland - Summit Tower Blvd

1776 Pembrook Dr

1629 N Goldenrod Rd

2710 Amherst Ave

1610 N Goldenrod Rd

16 N Primrose Dr

5530 Old Cheney Hwy

5530 Old Cheney Hwy

3221 Thistle Hill Dr

312 Orange St
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
See all Apartments in Winter ParkExplore Winter Park
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.