Apartments for Rent in Winter Park, FL (609 Rentals)

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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.

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Atlas at Winter Park
$1,323 - $1,913
Total Monthly Price

Total Monthly Price

Base Rent
$1,323 - $1,913
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Atlas at Winter Park

3733 N Goldenrod RdWinter Park, FL 32792
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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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property at 1915 Taylor Ave

$4,354

Total Monthly Price

Total Monthly Price

Base Rent
$4,354
Total Monthly Price
$4,354

3 Bedroom, 2 Bath Home for Rent

Available Now

1915 Taylor Ave

Winter ParkFL32792
property at 1509 Springtime Loop

$2,695

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Total Monthly Price

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

3 Bedroom, 2 Bath Home for Rent

Available Now

1509 Springtime Loop

Winter ParkFL32792
property at 5312 Poinsetta Ave

$1,000

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Total Monthly Price

Base Rent
$1,000
Total Monthly Price
$1,000

1 Bedroom, 1 Bath Home for Rent

Available Sep 7

5312 Poinsetta Ave, Unit 2

5312 Poinsetta Ave
Winter ParkFL32792
property at 200 Saint Andrews Blvd

$1,550 - $1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,550 - $1,950
Total Monthly Price
$1,550 - $1,950

1 To 3 Bedroom Condos for Rent

Available Now

200 Saint Andrews Blvd

Winter ParkFL32792

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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property at 1920 Woodcrest Dr

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800
Total Monthly Price
$1,800

2 Bedroom, 2 Bath Condo for Rent

Available Now

1920 Woodcrest Dr, Unit 13

1920 Woodcrest Dr
Winter ParkFL32792
property at 1250 S Denning Dr

$1,850

Total Monthly Price

Total Monthly Price

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

2 Bedroom, 2 Bath Condo for Rent

Available Now

1250 S Denning Dr, Unit 127

1250 S Denning Dr
Winter ParkFL32789
property at 2399 Antilles Dr

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900
Total Monthly Price
$1,900

2 Bedroom, 1 Bath Townhome for Rent

Available Now

2399 Antilles Dr

Winter ParkFL32792
property at 2038 Ponderosa Ave

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250
Total Monthly Price
$2,250

3 Bedroom, 2 Bath Home for Rent

Available Now

2038 Ponderosa Ave

Winter ParkFL32792
property at 151 N Orlando Ave

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300
Total Monthly Price
$2,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

151 N Orlando Ave, Unit 262

151 N Orlando Ave
Winter ParkFL32789
property at 2865 Euston Rd

$2,525

Total Monthly Price

Total Monthly Price

Base Rent
$2,525
Total Monthly Price
$2,525

3 Bedroom, 2 Bath Home for Rent

Available Now

2865 Euston Rd

Winter ParkFL32789

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Winter Park, FL Local Guide

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

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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.

What is the history of Winter Park?

Originally inhabited by Native Americans, the area began attracting European settlers in the mid-19th century. In 1880, railroad expansion led developers to plan the town of Winter Park, which soon became a popular winter resort. The city has been visited by several US Presidents, including Franklin D. Roosevelt and Barack Obama.

How is the weather in Winter Park?

The city's climate is tropical. Average wintertime temperatures range from the low- to mid-70s. Summertime temperatures in the low 90s are typical. This is also the rainiest season, with the rest of the year seeing moderate amounts of precipitation.

How do I get around town?

You'll need a car to navigate the busy highways surrounding this small city. With walking and cycling paths throughout town, Winter Park is also pedestrian-friendly. You can access Amtrak or the regional SunRail service via the downtown station. Here you can also connect to various Orange County bus routes. Winter Park is located approximately 11.5 miles from the Orlando International Airport and less than 15 miles from the Orlando-Sanford International Airport.

What is the Winter Park commute like?

Winter Park's municipal government enacted measures to curb speeding in downtown, which led to increased traffic congestion but enhanced safety for residents. Commuters traveling between Orlando and surrounding suburbs are encouraged to use alternative routes, such as SR436/Semoran Blvd, Interstate 4, US 17-92/Orlando Avenue, Lake Howell Road, the 408/East West Expressway and 417 Greenway toll roads.

What are the local media outlets?

Local event information is featured in the Winter Park Magazine and the Winter Park Update, a quarterly newsletter. Radio station WRXW-LP 92.7 Smooth FM offers relaxing music. Rollins College also operates its own radio station, WPRK 91.5 FM. The Observer covers weekly news in Winter Park and neighboring Maitland.

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.

What Winter Park landmarks should I see?

The Kraft Azalea Garden is a great place to relax and enjoy natural scenery. The Casa Feliz Historic Home Museum offers a glimpse into the town's history and culture. Hannibal Square hosts a monthly craft fair. The downtown historic district is another popular attraction.

What is there to do around Winter Park?

Whether you prefer fine dining, shopping, arts and culture, or outdoor fun, you can enjoy it all in Winter Park. The town boasts several museums, including the Charles Hosmer Morse Museum of American Art, home to the nation's largest collection of Tiffany glass. Take in the elegant surroundings of Park Avenue as you browse through local antique shops or relax at a sidewalk cafe. The Winter Park Golf Course is a popular spot for enthusiasts of all experience levels. At the recently-expanded community center, you'll find fitness facilities, a computing center, banquet area, and more.

Any annual festivals or Winter Park events to know?

The Winter Park Sidewalk Art Festival, ranked among the top art exhibitions by American Style Magazine, is one of the country's largest and oldest art festivals. The Bach Festival brings premier musical talent to Central Florida, while the Concours d'Elegance showcases classic and exotic cars.

Where are the nearby vacation spots?

Winter Park residents don't have to look far when planning a vacation. They're just minutes from Orlando's well-known theme parks, namely Disney and Universal Orlando. Those with a more adventurous side can swim with manatees in the Crystal River or take a tour of the Everglades.

Where is the best place to move in Winter Park?

Stores, restaurants, and the train station are all within walking distance of downtown Winter Park apartments. The Temple Drive/Palmer Avenue and Park Avenue/Palmer Avenue neighborhoods are popular. High-quality housing is also available outside the city's core. Winter Park apartments in the Howell Beach and Goldenrod Drive neighborhoods range from studios to townhomes. The Glyn Street/Puritan Road area has an especially high concentration of college students.

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

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Frequently Asked Questions about Winter Park

What is the current pricing and availability for apartments for rent in Winter Park, FL?

As of today, September 02, 2026, there are currently 609 available Winter Park apartments priced from $529 to $6,500, with an average monthly rent of $2,032.

What Winter Park neighborhoods have the most available apartments?

There are 7 neighborhoods in the Winter Park area with available listings as of today. The three neighborhoods with the most options are I Drive Orlando with 1,105 listings, North Orlando with 817 listings, and East Orlando with 427 listings.

How much are Studio apartments in Winter Park?

There are currently 92 Studio Apartments in Winter Park with rent ranges from $900 to $2,790 with an average price of $1,596.

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 $529 to $3,880 with an average monthly rent of $1,794.

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 $645 to $4,105. Today's average rental price for Two Bedrooms here is $2,161.

How expensive are Winter Park Three Bedroom Apartments?

There are currently 106 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $750 to $6,500 - averaging $2,583 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.

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