
Apartments for Rent in Winter Park, FL (599 Rentals)


Bainbridge Winter Park

Oak Reserve at Winter Park

Elon Winter Park

Seabrook

Central Place At Winter Park

Cranes Landing Apartments

Winter Park Woods Apartments

Seven41 Winter Park

Juno Winter Park
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Paseo at Winter Park Village

Calibre Bend Apartments

Sapphire Winter Park

Summerlin at Winter Park Apartments

Liv at Winter Park Apartment Homes

San Jose Apartments

Eastbrook Apartments

Park East - Park Knowles Apartments

The Taylor at Winter Park

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Rosalia Winter Park 55+ Active Adult Community
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Berkshire Winter Park

Carlton Arms of Winter Park

Alvista Winter Park

POSTE Winter Park

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Atlas at Winter Park

Golden Oaks

Signal Pointe

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Solis at Winter Park

The Vista at Winter Park

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Stonecastle Apartment Homes
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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.

The Lofts of Winter Park Village

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Westmount at Winter Park

Hannibal Square

ARIUM Winter Park

779 West Lyman Avenue

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2333 Winter Park Rd, Unit Guest House

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2037 Linden Rd, Unit 2037lindenrdunitA

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955 Aragon Ave, Unit Apt A

5058 Seminole Ave, Unit Seminole 1

1901 Magnolia Ave
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2924 Antique Oaks Cir, Unit 48

1920 Woodcrest Dr, Unit 13

1840 Bachman Way

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662 Callahan St, Unit SI ID1545989P

522 Holt Ave

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2007 Cornell Ave, Unit SI ID1032296P

955 Aragon Ave, Unit Apt A

7423 Antietam Ct E

2661 Tierra Cir

2313 Dunbury Ct
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Winter Park, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,626 | $900 | $2,790 |
| Winter Park 1 Bedroom Apartments | $1,799 | $250 | $3,409 |
| Winter Park 2 Bedroom Apartments | $2,190 | $645 | $5,379 |
| Winter Park 3 Bedroom Apartments | $2,726 | $750 | $6,500 |
| Winter Park 4 Bedroom Apartments | $1,942 | $1,844 | $2,434 |
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Winter Park, FL Local Guide

- Winter Park Neighborhoods
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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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Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
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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.
Read ArticleQuick 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.
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
How much are Studio apartments in Winter Park?
There are currently 93 Studio Apartments in Winter Park with rent ranges from $900 to $2,790 with an average price of $1,626.
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 $250 to $3,409 with an average monthly rent of $1,799.
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 $5,379. Today's average rental price for Two Bedrooms here is $2,190.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 104 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $750 to $6,500 - averaging $2,726 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

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
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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.

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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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.
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Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.