Luxury Apartments for Rent in Winter Park, FL (70 Rentals)

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The most luxurious Apartments in Winter Park with high-end amenities, features, and finishes.

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Signal Pointe
Rent Specials
$1,235 - $2,590
Total Monthly Price

Total Monthly Price

Base Rent
$1,042 - $2,397
Required Monthly Fees
$193
Total Monthly Price
$1,235 - $2,590
1 to 3 Bedroom Apartments Available Now

Signal Pointe

2500 Howell Branch RdWinter Park, FL 32792
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ARIUM Winter Park
$1,269 - $2,744
Total Monthly Price

Total Monthly Price

Base Rent
$1,007 - $2,482
Required Monthly Fees
$262
Total Monthly Price
$1,269 - $2,744
1 to 2 Bedroom Apartments Available Now

ARIUM Winter Park

3250 Bishop Park DrWinter Park, FL 32792
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Liv at Winter Park Apartment Homes
Rent Specials
$1,270 - $3,606
Total Monthly Price

Total Monthly Price

Base Rent
$1,208 - $3,544
Required Monthly Fees
$62
Total Monthly Price
$1,270 - $3,606
Studio to 3 Bedroom Apartments Available Now

Liv at Winter Park Apartment Homes

4755 N Goldenrod RdWinter Park, FL 32792
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Stonecastle Apartment Homes
$1,375 - $2,620
Total Monthly Price

Total Monthly Price

Base Rent
$1,224 - $2,469
Required Monthly Fees
$151
Total Monthly Price
$1,375 - $2,620
1 to 3 Bedroom Apartments Available Now

Stonecastle Apartment Homes

2015 New Stonecastle TerWinter Park, FL 32792
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Juno Winter Park
Rent Specials
$1,564 - $4,662
Total Monthly Price

Total Monthly Price

Base Rent
$1,447 - $4,545
Required Monthly Fees
$117
Total Monthly Price
$1,564 - $4,662
Studio to 3 Bedroom Apartments Available Now

Juno Winter Park

1305 Morgan Stanley AveWinter Park, FL 32789
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The Soul of the City Beautiful: What Life in Orlando Is Really Like

Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

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Azure Winter Park
Studio to 3 Bedroom Apartments

Azure Winter Park

3650 Summer Wind DrWinter Park, FL 32792

Top Neighborhoods Near Orlando Major Employers

Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

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Sapphire Winter Park
1 to 3 Bedroom Apartments

Sapphire Winter Park

1743 Semoran North CirWinter Park, FL 32792
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Steelhouse Orlando
Rent Specials
$1,385 - $2,600
Total Monthly Price

Total Monthly Price

Base Rent
$1,273 - $2,488
Required Monthly Fees
$112
Total Monthly Price
$1,385 - $2,600
1 to 2 Bedroom Apartments Available Now

Steelhouse Orlando

750 N Orange AveOrlando, FL 32801
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Courtney At Lake Shadow
Rent Specials
$1,426 - $2,600
Total Monthly Price

Total Monthly Price

Base Rent
$1,374 - $2,548
Required Monthly Fees
$52
Total Monthly Price
$1,426 - $2,600
1 to 3 Bedroom Apartments Available Now

Courtney At Lake Shadow

545 S Keller RdOrlando, FL 32810
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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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The Baldwin
Rent Specials
$1,552 - $2,524
Total Monthly Price

Total Monthly Price

Base Rent
$1,452 - $2,424
Required Monthly Fees
$100
Total Monthly Price
$1,552 - $2,524
1 to 3 Bedroom Apartments Available Now

The Baldwin

800 Lombard StOrlando, FL 32807
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Audubon Park
$1,559 - $3,004
Total Monthly Price

Total Monthly Price

Base Rent
$1,529 - $2,974
Required Monthly Fees
$30
Total Monthly Price
$1,559 - $3,004
1 to 3 Bedroom Apartments Available Now

Audubon Park

990 Warehouse RdOrlando, FL 32803
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The Gallery at Mills Park
Rent Specials
$1,581 - $2,768
Total Monthly Price

Total Monthly Price

Base Rent
$1,527 - $2,714
Required Monthly Fees
$54
Total Monthly Price
$1,581 - $2,768
Studio to 3 Bedroom Apartments Available Now

The Gallery at Mills Park

1650 N Mills AveOrlando, FL 32803
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Aurora on the Trail
$1,599 - $3,372
Total Monthly Price

Total Monthly Price

Base Rent
$1,524 - $3,297
Required Monthly Fees
$75
Total Monthly Price
$1,599 - $3,372
Studio to 3 Bedroom Apartments Available Now

Aurora on the Trail

825 McCullough AveOrlando, FL 32803
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The Village at Lake Lily
Rent Specials
$1,644 - $7,052
Total Monthly Price

Total Monthly Price

Base Rent
$1,591 - $6,999
Required Monthly Fees
$53
Total Monthly Price
$1,644 - $7,052
1 to 3 Bedroom Apartments Available Now

The Village at Lake Lily

925 S Orlando AveMaitland, FL 32751
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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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Inscribe Apartments
Rent Specials
$1,675 - $2,836
Total Monthly Price

Total Monthly Price

Base Rent
$1,595 - $2,756
Required Monthly Fees
$80
Total Monthly Price
$1,675 - $2,836
1 to 3 Bedroom Apartments Available Now

Inscribe Apartments

110 Zora PlOrlando, FL 32810
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Vida at Health Village
Rent Specials
$1,698 - $9,787
Total Monthly Price

Total Monthly Price

Base Rent
$1,610 - $9,699
Required Monthly Fees
$88
Total Monthly Price
$1,698 - $9,787
Studio to 3 Bedroom Apartments Available Now

Vida at Health Village

2680 N Orange AveOrlando, FL 32804
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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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Winter Park, FL Local Guide

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Local Guide Expert

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Your Guide to the Perfect Orlando Neighborhood for Student Renters

Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Winter Park Overview

Winter Park, Florida offers something for everyone. This suburban city of over 29,000 people provides historical, cultural, and recreational opportunities. Well-known for its museums, art galleries, and parks, the town is home to Rollins College. Outdoor enthusiasts can enjoy water activities at nearby lakes, or explore local hiking and biking trails. With plenty of options for apartments in Winter Park, find a new home here is easy.

Why live in Winter Park, FL?

If you're unsure about relocating to Winter Park apartments, consider all it has to offer. Its convenient location just northeast of Orlando allows you to reap the benefits of living near a sizeable city while enjoying the amenities of a smaller community. Winter Park apartments provide an impressive selection of housing options. This suburban hamlet offers upscale shopping and dining. A local chain of lakes provides ample opportunities for fishing, swimming, and boating. Rollins College and other post-secondary institutions offer educational opportunities in everything from liberal arts to fine arts. Cultural events and a thriving community center bring residents together.

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Park, FL Rentals by Map

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See the most popular apartments and homes in Winter Park, FL

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Frequently Asked Questions about Winter Park

How much are Studio apartments in Winter Park?

There are currently 89 Studio Apartments in Winter Park with rent ranges from $900 to $2,733 with an average price of $1,638.

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 $850 to $6,380 with an average monthly rent of $1,854.

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 $976 to $5,921. Today's average rental price for Two Bedrooms here is $2,126.

How expensive are Winter Park Three Bedroom Apartments?

There are currently 103 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,099 to $9,192 - averaging $2,632 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

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

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.

decorative image for Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers article

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.

decorative image for The Soul of the City Beautiful: What Life in Orlando Is Really Like article

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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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.