Apartments for Rent in Winter Park, FL from $300 (393 Rentals) Page 2 of 8

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property at 2500 Lee Rd

$1,465

Total Monthly Price

Total Monthly Price

Base Rent
$1,465

Total Monthly Price
$1,465

1 Bedroom, 1 Bath Condo for Rent

Available Now

2500 Lee Rd

Winter ParkFL32789
property at 1695 Lee Rd

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

2 Bedroom, 1 Bath Condo for Rent

Available Now

1695 Lee Rd, Unit B106

1695 Lee Rd
Winter ParkFL32789

Orlando's Best Affordable Neighborhoods

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

property at 1695 Lee Rd

$1,400 - $1,800

1 To 3 Bedroom Rentals

Available Now

1695 Lee Rd

Winter ParkFL32789
property at 1500 Gay Rd

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 2 Bath Condo for Rent

Available Now

1500 Gay Rd

Winter ParkFL32789
property at 151 N Orlando Ave

$1,799

Total Monthly Price

Total Monthly Price

Base Rent
$1,799

Total Monthly Price
$1,799

2 Bedroom, 1 Bath Condo for Rent

Available Now

151 N Orlando Ave, Unit 101

151 N Orlando Ave
Winter ParkFL32789
property at 1185 Village Forest Pl

$2,220

Total Monthly Price

Total Monthly Price

Base Rent
$2,075
Required Monthly Fees
$145

Total Monthly Price
$2,220

3 Bedroom, 2 Bath Rentals

Available Now

1185 Village Forest Pl

Winter ParkFL32792
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 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 1407 Chilean Ln

$2,315

Total Monthly Price

Total Monthly Price

Base Rent
$2,304
Required Monthly Fees
$11

Total Monthly Price
$2,315

3 Bedroom, 2 Bath Rentals

Available May 8

1407 Chilean Ln

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
property at 3091 Crane Strand Dr

$2,440

Total Monthly Price

Total Monthly Price

Base Rent
$2,429
Required Monthly Fees
$11

Total Monthly Price
$2,440

3 Bedroom, 2 Bath Rentals

Available May 18

3091 Crane Strand Dr

Winter ParkFL32792
property at 2316 Dunbury Ct

$2,495

Total Monthly Price

Total Monthly Price

Base Rent
$2,350
Required Monthly Fees
$145

Total Monthly Price
$2,495

3 Bedroom, 2 Bath Rentals

Available Now

2316 Dunbury Ct

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

Frequently Asked Questions about Winter Park

How much are Studio apartments in Winter Park?

There are currently 87 Studio Apartments in Winter Park with rent ranges from $900 to $2,744 with an average price of $1,673.

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 $695 to $5,937 with an average monthly rent of $1,848.

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 $6,307. Today's average rental price for Two Bedrooms here is $2,157.

How expensive are Winter Park Three Bedroom Apartments?

There are currently 102 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,082 to $6,250 - averaging $2,764 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

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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

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.

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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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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.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.