Apartments for Rent in Winter Park, FL with Parking (540 Rentals) Page 2 of 11

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property at 5484 Park Vale Blvd

$2,230

Total Monthly Price

Total Monthly Price

Base Rent
$2,200
Required Monthly Fees
$30
Total Monthly Price
$2,230

3 Bedroom, 2 Bath Rentals

Available May 11

5484 Park Vale Blvd

Winter ParkFL32792
property at 2029 Taylor Ave

$2,590

Total Monthly Price

Total Monthly Price

Base Rent
$2,579
Required Monthly Fees
$11
Total Monthly Price
$2,590

4 Bedroom, 3 Bath Rentals

Available Now

2029 Taylor Ave

Winter ParkFL32792
property at 3021 Dikewood Ct

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,589
Required Monthly Fees
$11
Total Monthly Price
$2,600

3 Bedroom, 2.5 Bath Rentals

Available May 5

3021 Dikewood Ct

Winter ParkFL32792
property at 6877 Jackman Blvd

$2,625

Total Monthly Price

Total Monthly Price

Base Rent
$2,480
Required Monthly Fees
$145
Total Monthly Price
$2,625

3 Bedroom, 2 Bath Rentals

Available Now

6877 Jackman Blvd

Winter ParkFL32792
property at 1453 Hyde Park Dr

$2,249

Total Monthly Price

Total Monthly Price

Base Rent
$2,104
Required Monthly Fees
$145
Total Monthly Price
$2,249

2 Bedroom, 2 Bath Rentals

Available Now

1453 Hyde Park Dr

Winter ParkFL32792
property at 1891 Aster Dr

$2,420

Total Monthly Price

Total Monthly Price

Base Rent
$2,390
Required Monthly Fees
$30
Total Monthly Price
$2,420

3 Bedroom, 2 Bath Rentals

Available Apr 16

1891 Aster Dr

Winter ParkFL32792
property at 5206 Ardmore Dr

$2,425

Total Monthly Price

Total Monthly Price

Base Rent
$2,280
Required Monthly Fees
$145
Total Monthly Price
$2,425

3 Bedroom, 2 Bath Rentals

Available Now

5206 Ardmore Dr

Winter ParkFL32792

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

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Showing Results 51-100, Page 2 of 11

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

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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.

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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.

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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

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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.

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The Soul of the City Beautiful: What Life in Orlando Is Really Like

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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

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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.

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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.

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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.

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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.