Homes for Rent in Winter Park, FL (270 Rentals) Page 3 of 6

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property at 625 Trinidad Ct

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650
Total Monthly Price
$1,650

2 Bedroom, 2 Bath Condo for Rent

Available Now

625 Trinidad Ct, Unit 625

625 Trinidad Ct
Winter ParkFL32792
property at 3463 Arnel Dr

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950
Total Monthly Price
$2,950

3 Bedroom, 2 Bath Home for Rent

Available Now

3463 Arnel Dr

Winter ParkFL32792
property at 7454 Wynnewood Square

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950
Total Monthly Price
$1,950

3 Bedroom, 3 Bath Townhome for Rent

Available Now

7454 Wynnewood Square

Winter ParkFL32792
property at 2075 Jewell Ave

$6,895

Total Monthly Price

Total Monthly Price

Base Rent
$6,895
Total Monthly Price
$6,895

5 Bedroom, 4 Bath Home for Rent

Available Now

2075 Jewell Ave

Winter ParkFL32789
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, Unit 244

2500 Lee Rd
Winter ParkFL32789
property at 7473 Belle River Ct

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750
Total Monthly Price
$1,750

3 Bedroom, 3 Bath Townhome for Rent

Available Now

7473 Belle River Ct

Winter ParkFL32792
property at 643 Woodward St

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650
Total Monthly Price
$1,650

2 Bedroom, 1 Bath Townhome for Rent

Available Now

643 Woodward St

OrlandoFL32803
property at 2426 Branch Way

$1,200

Total Monthly Price

Total Monthly Price

Base Rent
$1,200
Total Monthly Price
$1,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

2426 Branch Way, Unit 200

2426 Branch Way
MaitlandFL32751
property at 1408 Lake Shadow Cir

$1,575

Total Monthly Price

Total Monthly Price

Base Rent
$1,575
Total Monthly Price
$1,575

2 Bedroom, 2 Bath Condo for Rent

Available Jun 30

1408 Lake Shadow Cir, Unit 1105

1408 Lake Shadow Cir
MaitlandFL32751
property at 1511 E Horatio Ave

$3,290

Total Monthly Price

Total Monthly Price

Base Rent
$3,290
Total Monthly Price
$3,290

4 Bedroom, 3 Bath Home for Rent

Available Now

1511 E Horatio Ave

MaitlandFL32751
property at 281 Shell Pt E

$20,000

Total Monthly Price

Total Monthly Price

Base Rent
$20,000
Total Monthly Price
$20,000

4 Bedroom, 4.5 Bath Home for Rent

Available Sep 1

281 Shell Pt E

MaitlandFL32751
property at 1157 Calle del Norte

$1,175

Total Monthly Price

Total Monthly Price

Base Rent
$1,175
Total Monthly Price
$1,175

1 Bedroom, 1 Bath Condo for Rent

Available Now

1157 Calle del Norte, Unit 1157

1157 Calle del Norte
CasselberryFL32707
property at 860 N Orange Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850
Total Monthly Price
$1,850

1 Bedroom, 1 Bath Condo for Rent

Available Aug 21

860 N Orange Ave, Unit 268

860 N Orange Ave
OrlandoFL32801
property at 612 Stetson St

$2,625

Total Monthly Price

Total Monthly Price

Base Rent
$2,625
Total Monthly Price
$2,625

3 Bedroom, 1 Bath Home for Rent

Available Now

612 Stetson St

OrlandoFL32804
property at 2912 Plaza Terrace Dr

$2,695

Total Monthly Price

Total Monthly Price

Base Rent
$2,695
Total Monthly Price
$2,695

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

2912 Plaza Terrace Dr

OrlandoFL32803
Showing Results 101-150, Page 3 of 6

Frequently Asked Questions about Winter Park

What type of rentals are currently available in Winter Park?

There are currently 304 Apartments for Rent in Winter Park, FL with pricing that ranges from $250 to $6,500. There are also 269 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $795 to $20,000.

What is the current price range for Rental Homes in Winter Park?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park ranges from $795 to $20,000 with an average monthly rent of $3,357.

How much are larger Three and Four Bedroom Rentals in Winter Park?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Park range from $1,082 to $6,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,495 to $6,500. Four Bedroom Single-Family rentals are also available starting from $2,049 and Four Bedroom Apartments start at $1,844.

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

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

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

decorative image for Neighborhood and Market Insights: How to Choose the Right Area to Rent article

Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

decorative image for A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.